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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (1)transporters (2) Show 3 proteins XML

enzymes (1)transporters (2) Show 3 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:49 UTC

Update Date

2022-03-07 02:51:41 UTC

HMDB ID

HMDB0014628

Secondary Accession Numbers

HMDB14628

Metabolite Identification

Common Name

Dicloxacillin

Description

Dicloxacillin is only found in individuals that have used or taken this drug. It is one of the penicillins which is resistant to penicillinase. [PubChem]Dicloxacillin exerts a bactericidal action against penicillin-susceptible microorganisms during the state of active multiplication. All penicillins inhibit the biosynthesis of the bacterial cell wall. By binding to specific penicillin-binding proteins (PBPs) located inside the bacterial cell wall, dicloxacillin inhibits the third and last stage of bacterial cell wall synthesis. Cell lysis is then mediated by bacterial cell wall autolytic enzymes such as autolysins; it is possible that dicloxacillin interferes with an autolysin inhibitor.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

485
  Mrv0541 02231214432D          

 31 34  0  0  1  0            999 V2000
    2.3014    1.9919    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.8529   -0.4082    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.1633    0.6613    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.9646   -1.0066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8661   -2.0713    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2251   -1.6297    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9521   -0.0139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9815    2.5577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3786   -0.4186    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9646    0.9944    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3970    1.9756    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3786    0.4064    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.6481   -0.0061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1633   -0.6735    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5468    0.4099    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5468   -0.4220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3156    0.4788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3156   -0.4910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4182   -1.4581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1673    0.7825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5851    1.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7699    1.2397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7158    2.1816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0772    0.7918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4517    2.5547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3429    1.1679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1186   -0.0322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.7199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4258   -0.4802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6915   -0.1040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2767    1.0585    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 26  1  0  0  0  0
  2 27  1  0  0  0  0
  3 12  1  0  0  0  0
  3 13  1  0  0  0  0
  4 16  2  0  0  0  0
  5 19  1  0  0  0  0
  6 19  2  0  0  0  0
  7 20  2  0  0  0  0
  8 11  1  0  0  0  0
  8 23  1  0  0  0  0
  9 12  1  0  0  0  0
  9 14  1  0  0  0  0
  9 16  1  0  0  0  0
 15 10  1  1  0  0  0
 10 20  1  0  0  0  0
 11 22  2  0  0  0  0
 12 15  1  0  0  0  0
 12 31  1  6  0  0  0
 13 14  1  0  0  0  0
 13 17  1  0  0  0  0
 13 18  1  0  0  0  0
 14 19  1  6  0  0  0
 15 16  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 22 24  1  0  0  0  0
 23 25  1  0  0  0  0
 24 26  2  0  0  0  0
 24 27  1  0  0  0  0
 26 28  1  0  0  0  0
 27 29  2  0  0  0  0
 28 30  2  0  0  0  0
 29 30  1  0  0  0  0
M  END

HMDB0014628
     RDKit          3D
Dicloxacillin
 47 50  0  0  0  0  0  0  0  0999 V2000
    0.3580   -3.0616    0.7565 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7453   -2.5555    0.6767 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8512   -3.3057    0.7882 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9000   -2.5896    0.6769 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5907   -1.2990    0.4815 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4527   -0.1487    0.3048 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9000    0.6193    1.3618 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4156    0.2000    2.9862 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.7194    1.7068    1.1541 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1265    2.0729   -0.1181 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6826    1.3112   -1.1644 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8758    0.2412   -0.9549 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3358   -0.7003   -2.3264 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.1868   -1.2687    0.4802 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4118   -0.0548    0.3014 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0821    1.0249    0.1081 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0031    0.0247    0.3242 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6368    1.3028    0.1309 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6766    1.6651    1.1244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5880    2.1661    2.2772 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6785    1.2161    0.2250 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9471    0.7454   -0.2444 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5804    1.7945   -1.0669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6904    1.6471   -1.6429 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9496    3.0014   -1.2275 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7155   -0.5546   -1.0194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6924   -1.7069   -0.0423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7588   -0.7397   -2.0807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0659   -0.2438   -1.7167 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7541    1.3469   -0.8730 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4588   -4.2027    0.8293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2094   -2.7180    1.6363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2079   -2.9395   -0.1844 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0783    2.3217    1.9938 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7697    2.9219   -0.3125 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0067    1.6030   -2.1753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5968   -0.7818    0.4731 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0656    2.1168   -0.0204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6228    0.5354    0.6329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6207    3.5958   -0.4702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2545   -1.4526    0.8856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1939   -2.5677   -0.5202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6704   -1.9898    0.2084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6896   -0.0327   -2.9042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7557   -0.6770   -1.5926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6510   -1.8093   -2.4240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8098    2.2190   -1.5120 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
  5 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 22 26  1  0
 26 27  1  0
 26 28  1  0
 26 29  1  0
 29 30  1  0
 14  2  2  0
 30 18  1  0
 12  6  1  0
 30 21  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  9 34  1  0
 10 35  1  0
 11 36  1  0
 17 37  1  0
 18 38  1  6
 22 39  1  1
 25 40  1  0
 27 41  1  0
 27 42  1  0
 27 43  1  0
 28 44  1  0
 28 45  1  0
 28 46  1  0
 30 47  1  6
M  END

485
  Mrv0541 02231214432D          

 31 34  0  0  1  0            999 V2000
    2.3014    1.9919    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.8529   -0.4082    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.1633    0.6613    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.9646   -1.0066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8661   -2.0713    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2251   -1.6297    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9521   -0.0139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9815    2.5577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3786   -0.4186    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9646    0.9944    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3970    1.9756    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3786    0.4064    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.6481   -0.0061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1633   -0.6735    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5468    0.4099    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5468   -0.4220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3156    0.4788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3156   -0.4910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4182   -1.4581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1673    0.7825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5851    1.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7699    1.2397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7158    2.1816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0772    0.7918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4517    2.5547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3429    1.1679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1186   -0.0322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.7199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4258   -0.4802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6915   -0.1040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2767    1.0585    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 26  1  0  0  0  0
  2 27  1  0  0  0  0
  3 12  1  0  0  0  0
  3 13  1  0  0  0  0
  4 16  2  0  0  0  0
  5 19  1  0  0  0  0
  6 19  2  0  0  0  0
  7 20  2  0  0  0  0
  8 11  1  0  0  0  0
  8 23  1  0  0  0  0
  9 12  1  0  0  0  0
  9 14  1  0  0  0  0
  9 16  1  0  0  0  0
 15 10  1  1  0  0  0
 10 20  1  0  0  0  0
 11 22  2  0  0  0  0
 12 15  1  0  0  0  0
 12 31  1  6  0  0  0
 13 14  1  0  0  0  0
 13 17  1  0  0  0  0
 13 18  1  0  0  0  0
 14 19  1  6  0  0  0
 15 16  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 22 24  1  0  0  0  0
 23 25  1  0  0  0  0
 24 26  2  0  0  0  0
 24 27  1  0  0  0  0
 26 28  1  0  0  0  0
 27 29  2  0  0  0  0
 28 30  2  0  0  0  0
 29 30  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014628

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)C1=C(C)ON=C1C1=C(Cl)C=CC=C1Cl)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H17Cl2N3O5S/c1-7-10(12(23-29-7)11-8(20)5-4-6-9(11)21)15(25)22-13-16(26)24-14(18(27)28)19(2,3)30-17(13)24/h4-6,13-14,17H,1-3H3,(H,22,25)(H,27,28)/t13-,14+,17-/m1/s1

> <INCHI_KEY>
YFAGHNZHGGCZAX-JKIFEVAISA-N

> <FORMULA>
C19H17Cl2N3O5S

> <MOLECULAR_WEIGHT>
470.326

> <EXACT_MASS>
469.026596773

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
42.86277228585627

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,5R,6R)-6-[3-(2,6-dichlorophenyl)-5-methyl-1,2-oxazole-4-amido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

> <ALOGPS_LOGP>
3.19

> <JCHEM_LOGP>
2.9057843346666665

> <ALOGPS_LOGS>
-4.20

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.642331542031442

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.748608541160267

> <JCHEM_PKA_STRONGEST_BASIC>
-0.7093033277586968

> <JCHEM_POLAR_SURFACE_AREA>
112.74

> <JCHEM_REFRACTIVITY>
111.44189999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.96e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
dicloxacillin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014628
     RDKit          3D
Dicloxacillin
 47 50  0  0  0  0  0  0  0  0999 V2000
    0.3580   -3.0616    0.7565 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7453   -2.5555    0.6767 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8512   -3.3057    0.7882 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9000   -2.5896    0.6769 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5907   -1.2990    0.4815 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4527   -0.1487    0.3048 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9000    0.6193    1.3618 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4156    0.2000    2.9862 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.7194    1.7068    1.1541 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1265    2.0729   -0.1181 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6826    1.3112   -1.1644 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8758    0.2412   -0.9549 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3358   -0.7003   -2.3264 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.1868   -1.2687    0.4802 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4118   -0.0548    0.3014 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0821    1.0249    0.1081 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0031    0.0247    0.3242 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6368    1.3028    0.1309 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6766    1.6651    1.1244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5880    2.1661    2.2772 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6785    1.2161    0.2250 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9471    0.7454   -0.2444 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5804    1.7945   -1.0669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6904    1.6471   -1.6429 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9496    3.0014   -1.2275 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7155   -0.5546   -1.0194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6924   -1.7069   -0.0423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7588   -0.7397   -2.0807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0659   -0.2438   -1.7167 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7541    1.3469   -0.8730 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4588   -4.2027    0.8293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2094   -2.7180    1.6363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2079   -2.9395   -0.1844 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0783    2.3217    1.9938 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7697    2.9219   -0.3125 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0067    1.6030   -2.1753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5968   -0.7818    0.4731 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0656    2.1168   -0.0204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6228    0.5354    0.6329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6207    3.5958   -0.4702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2545   -1.4526    0.8856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1939   -2.5677   -0.5202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6704   -1.9898    0.2084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6896   -0.0327   -2.9042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7557   -0.6770   -1.5926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6510   -1.8093   -2.4240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8098    2.2190   -1.5120 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
  5 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 22 26  1  0
 26 27  1  0
 26 28  1  0
 26 29  1  0
 29 30  1  0
 14  2  2  0
 30 18  1  0
 12  6  1  0
 30 21  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  9 34  1  0
 10 35  1  0
 11 36  1  0
 17 37  1  0
 18 38  1  6
 22 39  1  1
 25 40  1  0
 27 41  1  0
 27 42  1  0
 27 43  1  0
 28 44  1  0
 28 45  1  0
 28 46  1  0
 30 47  1  6
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 485                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1 Cl   UNK     0       4.296   3.718   0.000  0.00  0.00          Cl+0
HETATM    2 Cl   UNK     0       7.192  -0.762   0.000  0.00  0.00          Cl+0
HETATM    3  S   UNK     0      15.238   1.234   0.000  0.00  0.00           S+0
HETATM    4  O   UNK     0      11.134  -1.879   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      14.683  -3.866   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      17.220  -3.042   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       9.244  -0.026   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       7.432   4.774   0.000  0.00  0.00           O+0
HETATM    9  N   UNK     0      13.773  -0.781   0.000  0.00  0.00           N+0
HETATM   10  N   UNK     0      11.134   1.856   0.000  0.00  0.00           N+0
HETATM   11  N   UNK     0       6.341   3.688   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      13.773   0.759   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      16.143  -0.011   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      15.238  -1.257   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.221   0.765   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.221  -0.788   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      17.389   0.894   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      17.389  -0.917   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      15.714  -2.722   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.646   1.461   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.559   2.552   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.037   2.314   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.803   4.072   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.744   1.478   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      10.177   4.769   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.373   2.180   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.821  -0.060   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.080   1.344   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.528  -0.896   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.157  -0.194   0.000  0.00  0.00           C+0
HETATM   31  H   UNK     0      13.583   1.976   0.000  0.00  0.00           H+0
CONECT    1   26                                                            
CONECT    2   27                                                            
CONECT    3   12   13                                                       
CONECT    4   16                                                            
CONECT    5   19                                                            
CONECT    6   19                                                            
CONECT    7   20                                                            
CONECT    8   11   23                                                       
CONECT    9   12   14   16                                                  
CONECT   10   15   20                                                       
CONECT   11    8   22                                                       
CONECT   12    3    9   15   31                                             
CONECT   13    3   14   17   18                                             
CONECT   14    9   13   19                                                  
CONECT   15   10   12   16                                                  
CONECT   16    4    9   15                                                  
CONECT   17   13                                                            
CONECT   18   13                                                            
CONECT   19    5    6   14                                                  
CONECT   20    7   10   21                                                  
CONECT   21   20   22   23                                                  
CONECT   22   11   21   24                                                  
CONECT   23    8   21   25                                                  
CONECT   24   22   26   27                                                  
CONECT   25   23                                                            
CONECT   26    1   24   28                                                  
CONECT   27    2   24   29                                                  
CONECT   28   26   30                                                       
CONECT   29   27   30                                                       
CONECT   30   28   29                                                       
CONECT   31   12                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

COMPND    HMDB0014628
HETATM    1  C1  UNL     1       0.358  -3.062   0.756  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.745  -2.555   0.677  1.00  0.00           C  
HETATM    3  O1  UNL     1       2.851  -3.306   0.788  1.00  0.00           O  
HETATM    4  N1  UNL     1       3.900  -2.590   0.677  1.00  0.00           N  
HETATM    5  C3  UNL     1       3.591  -1.299   0.481  1.00  0.00           C  
HETATM    6  C4  UNL     1       4.453  -0.149   0.305  1.00  0.00           C  
HETATM    7  C5  UNL     1       4.900   0.619   1.362  1.00  0.00           C  
HETATM    8 CL1  UNL     1       4.416   0.200   2.986  1.00  0.00          CL  
HETATM    9  C6  UNL     1       5.719   1.707   1.154  1.00  0.00           C  
HETATM   10  C7  UNL     1       6.127   2.073  -0.118  1.00  0.00           C  
HETATM   11  C8  UNL     1       5.683   1.311  -1.164  1.00  0.00           C  
HETATM   12  C9  UNL     1       4.876   0.241  -0.955  1.00  0.00           C  
HETATM   13 CL2  UNL     1       4.336  -0.700  -2.326  1.00  0.00          CL  
HETATM   14  C10 UNL     1       2.187  -1.269   0.480  1.00  0.00           C  
HETATM   15  C11 UNL     1       1.412  -0.055   0.301  1.00  0.00           C  
HETATM   16  O2  UNL     1       2.082   1.025   0.108  1.00  0.00           O  
HETATM   17  N2  UNL     1       0.003   0.025   0.324  1.00  0.00           N  
HETATM   18  C12 UNL     1      -0.637   1.303   0.131  1.00  0.00           C  
HETATM   19  C13 UNL     1      -1.677   1.665   1.124  1.00  0.00           C  
HETATM   20  O3  UNL     1      -1.588   2.166   2.277  1.00  0.00           O  
HETATM   21  N3  UNL     1      -2.678   1.216   0.225  1.00  0.00           N  
HETATM   22  C14 UNL     1      -3.947   0.745  -0.244  1.00  0.00           C  
HETATM   23  C15 UNL     1      -4.580   1.795  -1.067  1.00  0.00           C  
HETATM   24  O4  UNL     1      -5.690   1.647  -1.643  1.00  0.00           O  
HETATM   25  O5  UNL     1      -3.950   3.001  -1.228  1.00  0.00           O  
HETATM   26  C16 UNL     1      -3.715  -0.555  -1.019  1.00  0.00           C  
HETATM   27  C17 UNL     1      -3.692  -1.707  -0.042  1.00  0.00           C  
HETATM   28  C18 UNL     1      -4.759  -0.740  -2.081  1.00  0.00           C  
HETATM   29  S1  UNL     1      -2.066  -0.244  -1.717  1.00  0.00           S  
HETATM   30  C19 UNL     1      -1.754   1.347  -0.873  1.00  0.00           C  
HETATM   31  H1  UNL     1       0.459  -4.203   0.829  1.00  0.00           H  
HETATM   32  H2  UNL     1      -0.209  -2.718   1.636  1.00  0.00           H  
HETATM   33  H3  UNL     1      -0.208  -2.940  -0.184  1.00  0.00           H  
HETATM   34  H4  UNL     1       6.078   2.322   1.994  1.00  0.00           H  
HETATM   35  H5  UNL     1       6.770   2.922  -0.312  1.00  0.00           H  
HETATM   36  H6  UNL     1       6.007   1.603  -2.175  1.00  0.00           H  
HETATM   37  H7  UNL     1      -0.597  -0.782   0.473  1.00  0.00           H  
HETATM   38  H8  UNL     1       0.066   2.117  -0.020  1.00  0.00           H  
HETATM   39  H9  UNL     1      -4.623   0.535   0.633  1.00  0.00           H  
HETATM   40  H10 UNL     1      -3.621   3.596  -0.470  1.00  0.00           H  
HETATM   41  H11 UNL     1      -4.254  -1.453   0.886  1.00  0.00           H  
HETATM   42  H12 UNL     1      -4.194  -2.568  -0.520  1.00  0.00           H  
HETATM   43  H13 UNL     1      -2.670  -1.990   0.208  1.00  0.00           H  
HETATM   44  H14 UNL     1      -4.690  -0.033  -2.904  1.00  0.00           H  
HETATM   45  H15 UNL     1      -5.756  -0.677  -1.593  1.00  0.00           H  
HETATM   46  H16 UNL     1      -4.651  -1.809  -2.424  1.00  0.00           H  
HETATM   47  H17 UNL     1      -1.810   2.219  -1.512  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3   14   14
CONECT    3    4
CONECT    4    5    5
CONECT    5    6   14
CONECT    6    7    7   12
CONECT    7    8    9
CONECT    9   10   10   34
CONECT   10   11   35
CONECT   11   12   12   36
CONECT   12   13
CONECT   14   15
CONECT   15   16   16   17
CONECT   17   18   37
CONECT   18   19   30   38
CONECT   19   20   20   21
CONECT   21   22   30
CONECT   22   23   26   39
CONECT   23   24   24   25
CONECT   25   40
CONECT   26   27   28   29
CONECT   27   41   42   43
CONECT   28   44   45   46
CONECT   29   30
CONECT   30   47
END

HMDB0014628
     RDKit          3D
Dicloxacillin
 47 50  0  0  0  0  0  0  0  0999 V2000
    0.3580   -3.0616    0.7565 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7453   -2.5555    0.6767 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8512   -3.3057    0.7882 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9000   -2.5896    0.6769 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5907   -1.2990    0.4815 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4527   -0.1487    0.3048 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9000    0.6193    1.3618 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4156    0.2000    2.9862 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.7194    1.7068    1.1541 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1265    2.0729   -0.1181 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6826    1.3112   -1.1644 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8758    0.2412   -0.9549 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3358   -0.7003   -2.3264 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.1868   -1.2687    0.4802 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4118   -0.0548    0.3014 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0821    1.0249    0.1081 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0031    0.0247    0.3242 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6368    1.3028    0.1309 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6766    1.6651    1.1244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5880    2.1661    2.2772 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6785    1.2161    0.2250 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9471    0.7454   -0.2444 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5804    1.7945   -1.0669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6904    1.6471   -1.6429 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9496    3.0014   -1.2275 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7155   -0.5546   -1.0194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6924   -1.7069   -0.0423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7588   -0.7397   -2.0807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0659   -0.2438   -1.7167 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7541    1.3469   -0.8730 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4588   -4.2027    0.8293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2094   -2.7180    1.6363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2079   -2.9395   -0.1844 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0783    2.3217    1.9938 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7697    2.9219   -0.3125 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0067    1.6030   -2.1753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5968   -0.7818    0.4731 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0656    2.1168   -0.0204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6228    0.5354    0.6329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6207    3.5958   -0.4702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2545   -1.4526    0.8856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1939   -2.5677   -0.5202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6704   -1.9898    0.2084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6896   -0.0327   -2.9042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7557   -0.6770   -1.5926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6510   -1.8093   -2.4240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8098    2.2190   -1.5120 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
  5 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 22 26  1  0
 26 27  1  0
 26 28  1  0
 26 29  1  0
 29 30  1  0
 14  2  2  0
 30 18  1  0
 12  6  1  0
 30 21  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  9 34  1  0
 10 35  1  0
 11 36  1  0
 17 37  1  0
 18 38  1  6
 22 39  1  1
 25 40  1  0
 27 41  1  0
 27 42  1  0
 27 43  1  0
 28 44  1  0
 28 45  1  0
 28 46  1  0
 30 47  1  6
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(2S,5R,6R)-6-({[3-(2,6-dichlorophenyl)-5-methyl-1,2-oxazol-4-yl]carbonyl}amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid	ChEBI
Dicloxacilina	ChEBI
Dicloxacilline	ChEBI
Dicloxacillinum	ChEBI
(2S,5R,6R)-6-({[3-(2,6-dichlorophenyl)-5-methyl-1,2-oxazol-4-yl]carbonyl}amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate	Generator
Diclossacillina	HMDB
Dicloxacilin	HMDB
Dicloxacycline	HMDB
Bristol myers squibb brand OF dicloxacillin sodium	HMDB
Dicloxaciclin	HMDB
Dicloxacillin, monosodium salt, mono-hydrate	HMDB
Posipen	HMDB
Sanfer brand OF dicloxacillin sodium	HMDB
Sigma brand OF dicloxacillin sodium	HMDB
Sodium, dicloxacillin	HMDB
Alphapharm brand OF dicloxacillin sodium	HMDB
Antibioticos brand OF dicloxacillin sodium	HMDB
Cilpen	HMDB
Diclocil	HMDB
Ditterolina	HMDB
Dynapen	HMDB
Infectopharm brand OF dicloxacillin sodium	HMDB
Bristol-myers squibb brand OF dicloxacillin sodium	HMDB
Dichloroxacillin	HMDB
Dicloxsig	HMDB
Distaph	HMDB
Geneva brand OF dicloxacillin sodium	HMDB
InfectoStaph	HMDB
Pathocil	HMDB
SmithKline beecham brand OF dicloxacillin sodium	HMDB
Dicloxacillin sodium	HMDB
Dicloxacillin, monosodium salt, anhydrous	HMDB
Dycill	HMDB
Fustery brand OF dicloxacillin sodium	HMDB
Wyeth brand OF dicloxacillin sodium	HMDB

Chemical Formula

C₁₉H₁₇Cl₂N₃O₅S

Average Molecular Weight

470.326

Monoisotopic Molecular Weight

469.026596773

IUPAC Name

(2S,5R,6R)-6-[3-(2,6-dichlorophenyl)-5-methyl-1,2-oxazole-4-amido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

Traditional Name

dicloxacillin

CAS Registry Number

3116-76-5

SMILES

[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)C1=C(C)ON=C1C1=C(Cl)C=CC=C1Cl)C(O)=O

InChI Identifier

InChI=1S/C19H17Cl2N3O5S/c1-7-10(12(23-29-7)11-8(20)5-4-6-9(11)21)15(25)22-13-16(26)24-14(18(27)28)19(2,3)30-17(13)24/h4-6,13-14,17H,1-3H3,(H,22,25)(H,27,28)/t13-,14+,17-/m1/s1

InChI Key

YFAGHNZHGGCZAX-JKIFEVAISA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-alpha amino acids and derivatives. N-acyl-alpha amino acids and derivatives are compounds containing an alpha amino acid (or a derivative thereof) which bears an acyl group at its terminal nitrogen atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-alpha amino acids and derivatives

Alternative Parents

Substituents

N-acyl-alpha amino acid or derivatives
Penam
1,3-dichlorobenzene
Halobenzene
Chlorobenzene
Aryl chloride
Aryl halide
Benzenoid
Monocyclic benzene moiety
Azole
Isoxazole
Thiazolidine
Tertiary carboxylic acid amide
Beta-lactam
Heteroaromatic compound
Azetidine
Lactam
Carboxamide group
Oxacycle
Carboximidic acid
Carboximidic acid derivative
Azacycle
Carboxylic acid
Organoheterocyclic compound
Dialkylthioether
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Hemithioaminal
Monocarboxylic acid or derivatives
Thioether
Hydrocarbon derivative
Carbonyl group
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Organohalogen compound
Organochloride
Organonitrogen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

dichlorobenzene (CHEBI:4511 )
penicillin (CHEBI:4511 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Membrane (HMDB: HMDB0014628)

Source

Exogenous

Exogenous (HMDB: HMDB0014628)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.03 g/L	Not Available
LogP	3.7	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.03 g/L	ALOGPS
logP	3.19	ALOGPS
logP	2.91	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	3.75	ChemAxon
pKa (Strongest Basic)	-0.71	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	112.74 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	111.44 m³·mol⁻¹	ChemAxon
Polarizability	42.86 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	229.093	30932474
DeepCCS	[M+Na]+	204.517	30932474
AllCCS	[M+H]+	197.2	32859911
AllCCS	[M+H-H2O]+	195.2	32859911
AllCCS	[M+NH4]+	199.1	32859911
AllCCS	[M+Na]+	199.6	32859911
AllCCS	[M-H]-	199.4	32859911
AllCCS	[M+Na-2H]-	199.5	32859911
AllCCS	[M+HCOO]-	199.9	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	5.57 minutes	32390414
Predicted by Siyang on May 30, 2022	14.0516 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.01 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2216.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	281.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	161.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	181.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	99.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	492.0 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	604.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	71.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1020.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	520.4 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1524.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	323.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	410.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	298.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	118.4 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	48.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dicloxacillin	[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)C1=C(C)ON=C1C1=C(Cl)C=CC=C1Cl)C(O)=O	4788.0	Standard polar	33892256
Dicloxacillin	[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)C1=C(C)ON=C1C1=C(Cl)C=CC=C1Cl)C(O)=O	2999.8	Standard non polar	33892256
Dicloxacillin	[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)C1=C(C)ON=C1C1=C(Cl)C=CC=C1Cl)C(O)=O	3504.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Dicloxacillin,1TMS,isomer #1	CC1=C(C(=O)N[C@@H]2C(=O)N3[C@@H](C(=O)O[Si](C)(C)C)C(C)(C)S[C@H]23)C(C2=C(Cl)C=CC=C2Cl)=NO1	3464.2	Semi standard non polar	33892256
Dicloxacillin,1TMS,isomer #2	CC1=C(C(=O)N([C@@H]2C(=O)N3[C@@H](C(=O)O)C(C)(C)S[C@H]23)[Si](C)(C)C)C(C2=C(Cl)C=CC=C2Cl)=NO1	3466.5	Semi standard non polar	33892256
Dicloxacillin,2TMS,isomer #1	CC1=C(C(=O)N([C@@H]2C(=O)N3[C@@H](C(=O)O[Si](C)(C)C)C(C)(C)S[C@H]23)[Si](C)(C)C)C(C2=C(Cl)C=CC=C2Cl)=NO1	3449.9	Semi standard non polar	33892256
Dicloxacillin,2TMS,isomer #1	CC1=C(C(=O)N([C@@H]2C(=O)N3[C@@H](C(=O)O[Si](C)(C)C)C(C)(C)S[C@H]23)[Si](C)(C)C)C(C2=C(Cl)C=CC=C2Cl)=NO1	3211.1	Standard non polar	33892256
Dicloxacillin,2TMS,isomer #1	CC1=C(C(=O)N([C@@H]2C(=O)N3[C@@H](C(=O)O[Si](C)(C)C)C(C)(C)S[C@H]23)[Si](C)(C)C)C(C2=C(Cl)C=CC=C2Cl)=NO1	4235.1	Standard polar	33892256
Dicloxacillin,1TBDMS,isomer #1	CC1=C(C(=O)N[C@@H]2C(=O)N3[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)C(C)(C)S[C@H]23)C(C2=C(Cl)C=CC=C2Cl)=NO1	3673.7	Semi standard non polar	33892256
Dicloxacillin,1TBDMS,isomer #2	CC1=C(C(=O)N([C@@H]2C(=O)N3[C@@H](C(=O)O)C(C)(C)S[C@H]23)[Si](C)(C)C(C)(C)C)C(C2=C(Cl)C=CC=C2Cl)=NO1	3647.4	Semi standard non polar	33892256
Dicloxacillin,2TBDMS,isomer #1	CC1=C(C(=O)N([C@@H]2C(=O)N3[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)C(C)(C)S[C@H]23)[Si](C)(C)C(C)(C)C)C(C2=C(Cl)C=CC=C2Cl)=NO1	3761.5	Semi standard non polar	33892256
Dicloxacillin,2TBDMS,isomer #1	CC1=C(C(=O)N([C@@H]2C(=O)N3[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)C(C)(C)S[C@H]23)[Si](C)(C)C(C)(C)C)C(C2=C(Cl)C=CC=C2Cl)=NO1	3631.7	Standard non polar	33892256
Dicloxacillin,2TBDMS,isomer #1	CC1=C(C(=O)N([C@@H]2C(=O)N3[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)C(C)(C)S[C@H]23)[Si](C)(C)C(C)(C)C)C(C2=C(Cl)C=CC=C2Cl)=NO1	4308.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Dicloxacillin GC-MS (Non-derivatized) - 70eV, Positive	splash10-006x-9323100000-c8806eaea476ee681443	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dicloxacillin GC-MS (1 TMS) - 70eV, Positive	splash10-00di-9101010000-09418080881eaa1e2c3d	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dicloxacillin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dicloxacillin 10V, Positive-QTOF	splash10-03di-1926600000-2819aa19376902b7bbc1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dicloxacillin 20V, Positive-QTOF	splash10-03di-2963100000-d32486357adcfc7196e8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dicloxacillin 40V, Positive-QTOF	splash10-0900-4950000000-26919912afad41b9ef63	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dicloxacillin 10V, Negative-QTOF	splash10-004i-0009100000-eb6339e06bab6641dd24	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dicloxacillin 20V, Negative-QTOF	splash10-004i-0059100000-aef2e49cd1687d6bd205	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dicloxacillin 40V, Negative-QTOF	splash10-00b9-2953000000-61a1b22f6ec123b74f59	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dicloxacillin 10V, Negative-QTOF	splash10-014i-0040900000-ed5127e8aa95abd525e7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dicloxacillin 20V, Negative-QTOF	splash10-066u-5191200000-690169527ca40b9acb24	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dicloxacillin 40V, Negative-QTOF	splash10-0006-9160000000-b06f78c610c2164b8256	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dicloxacillin 10V, Positive-QTOF	splash10-00di-0110900000-9f1adb53dd2f402534ae	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dicloxacillin 20V, Positive-QTOF	splash10-0w90-0692400000-1b61e8c8f12f22e71248	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dicloxacillin 40V, Positive-QTOF	splash10-0udi-2690000000-1f0f86be139885db99f1	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00485	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00485	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00485

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

17358

KEGG Compound ID

C06950

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Dicloxacillin

METLIN ID

Not Available

PubChem Compound

18381

PDB ID

Not Available

ChEBI ID

4511

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Enzymes

Enzyme Details

1. Cytochrome P450 3A4

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,8-cineole 2-exo-monooxygenase. The enzyme also hydroxylates etoposide.
Gene Name:: CYP3A4
Uniprot ID:: P08684
Molecular weight:: 57255.585

References

Yasuda K, Ranade A, Venkataramanan R, Strom S, Chupka J, Ekins S, Schuetz E, Bachmann K: A comprehensive in vitro and in silico analysis of antibiotics that activate pregnane X receptor and induce CYP3A4 in liver and intestine. Drug Metab Dispos. 2008 Aug;36(8):1689-97. doi: 10.1124/dmd.108.020701. Epub 2008 May 27. [PubMed:18505790 ]

Transporters

Enzyme Details

1. Solute carrier family 15 member 1

General function:: Involved in transporter activity
Specific function:: Proton-coupled intake of oligopeptides of 2 to 4 amino acids with a preference for dipeptides. May constitute a major route for the absorption of protein digestion end-products
Gene Name:: SLC15A1
Uniprot ID:: P46059
Molecular weight:: 78805.3

References

Luckner P, Brandsch M: Interaction of 31 beta-lactam antibiotics with the H+/peptide symporter PEPT2: analysis of affinity constants and comparison with PEPT1. Eur J Pharm Biopharm. 2005 Jan;59(1):17-24. [PubMed:15567297 ]

Enzyme Details

2. Solute carrier family 15 member 2

General function:: Involved in transporter activity
Specific function:: Proton-coupled intake of oligopeptides of 2 to 4 amino acids with a preference for dipeptides
Gene Name:: SLC15A2
Uniprot ID:: Q16348
Molecular weight:: 81782.8

References

Luckner P, Brandsch M: Interaction of 31 beta-lactam antibiotics with the H+/peptide symporter PEPT2: analysis of affinity constants and comparison with PEPT1. Eur J Pharm Biopharm. 2005 Jan;59(1):17-24. [PubMed:15567297 ]

Showing metabocard for Dicloxacillin (HMDB0014628)

MOL for HMDB0014628 (Dicloxacillin)

3D MOL for HMDB0014628 (Dicloxacillin)

3D SDF for HMDB0014628 (Dicloxacillin)

3D-SDF for HMDB0014628 (Dicloxacillin)

PDB for HMDB0014628 (Dicloxacillin)

3D PDB for HMDB0014628 (Dicloxacillin)

SMILES for HMDB0014628 (Dicloxacillin)

INCHI for HMDB0014628 (Dicloxacillin)

Structure for HMDB0014628 (Dicloxacillin)

3D Structure for HMDB0014628 (Dicloxacillin)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

Transporters

References

References