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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 05:50:37 UTC

Update Date

2021-09-24 05:50:37 UTC

HMDB ID

HMDB0303941

Secondary Accession Numbers

None

Metabolite Identification

Common Name

(+)-lariciresinol

Description

(+)-Lariciresinol belongs to the class of organic compounds known as 7,9'-epoxylignans. These are lignans that contain the 7,9'-epoxylignan skeleton, which consists of a tetrahydrofuran that carries a phenyl group, a methyl group, and a benzyl group at positons 2, 3 and 4, respectively. (+)-Lariciresinol has been detected in several different foods, such as parsnips, white mustards, narrowleaf cattails, turnips, and common sages. This could make (+)-Lariciresinol a potential biomarker for the consumption of these foods. Lariciresinol is also found in sesame seeds, Brassica vegetables, in the bark and wood of white fir (Abies alba).

Structure

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


  Mrv1652309272007422D          

 26 28  0  0  0  0            999 V2000
10001.3653 9997.9192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.0792 9998.3327    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.1027 9997.9192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.673710000.3933    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.388210000.8080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.2446 9999.5692    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.347510001.5797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.493310002.0707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.775310000.7543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.2459 9999.5988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.5785 9999.1138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.8334 9998.3292    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.6584 9998.3292    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.9133 9999.1138    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9997.6736 9999.5699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.9592 9999.1574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.9592 9998.3323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.6736 9997.9198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.3881 9998.3323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.3881 9999.1574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.060610000.3416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.346110000.7540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.631610000.3415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.6316 9999.5165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.3460 9999.1040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.0606 9999.5166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  4  5  1  0  0  0  0
  7  8  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 10 11  1  0  0  0  0
 10 14  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 15  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 21  1  0  0  0  0
 22  7  1  0  0  0  0
 21  9  1  0  0  0  0
 13  1  1  1  0  0  0
 14 24  1  6  0  0  0
 12  3  1  1  0  0  0
  3 19  1  0  0  0  0
 15  4  1  0  0  0  0
 16  6  1  0  0  0  0
M  END

HMDB0303941
     RDKit          3D
(+)-lariciresinol
 50 52  0  0  0  0  0  0  0  0999 V2000
    5.8314   -2.3475   -0.5698 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9216   -1.4562    0.5227 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0300   -0.4455    0.7517 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9653   -0.2464   -0.1065 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0452    0.7660    0.0955 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8897    1.0092   -0.8052 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6698    0.2374   -0.3773 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2158    0.6042    1.0147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0901    0.0907    1.0048 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6442    0.6422   -0.1604 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8774   -0.0830   -0.5144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2358   -0.4426   -1.7896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4230   -1.1405   -2.0630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2887   -1.4981   -1.0545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4697   -2.1878   -1.2902 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9264   -1.1355    0.2253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8153   -1.5046    1.2457 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4925   -1.1589    2.5651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7679   -0.4528    0.5070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5553    0.6034   -1.1943 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4029    2.0010   -1.7861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5280    2.3387   -2.5331 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2356    1.5746    1.1969 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3047    1.3878    2.0733 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1959    0.3767    1.8434 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2751    0.1741    2.7123 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4910   -3.2225   -0.3768 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7953   -2.6925   -0.7218 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2095   -1.8183   -1.4893 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8483   -0.9018   -0.9612 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6835    2.0871   -0.9369 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1773    0.6236   -1.8098 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8107   -0.8517   -0.4304 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8126    0.1106    1.8013 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1670    1.7003    1.1281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8912    1.7043    0.1081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5831   -0.1769   -2.6229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6751   -1.4077   -3.0727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0648   -2.4228   -0.5096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5922   -1.7121    2.9417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3106   -1.2971    3.2754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2079   -0.0733    2.6248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4962   -0.1742    1.5206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7119   -0.0757   -2.0311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2567    2.7726   -1.0320 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4404    2.0008   -2.5395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1262    2.9782   -2.0664 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5430    2.3771    1.3943 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4412    2.0184    2.9200 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4332    0.7463    3.5153 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  2  0
 10 20  1  0
 20 21  1  0
 21 22  1  0
  5 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25  3  1  0
 20  7  1  0
 19 11  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  1
  8 34  1  0
  8 35  1  0
 10 36  1  1
 12 37  1  0
 13 38  1  0
 15 39  1  0
 18 40  1  0
 18 41  1  0
 18 42  1  0
 19 43  1  0
 20 44  1  6
 21 45  1  0
 21 46  1  0
 22 47  1  0
 23 48  1  0
 24 49  1  0
 26 50  1  0
M  END


  Mrv1652309272007422D          

 26 28  0  0  0  0            999 V2000
10001.3653 9997.9192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.0792 9998.3327    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.1027 9997.9192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.673710000.3933    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.388210000.8080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.2446 9999.5692    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.347510001.5797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.493310002.0707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.775310000.7543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.2459 9999.5988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.5785 9999.1138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.8334 9998.3292    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.6584 9998.3292    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.9133 9999.1138    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9997.6736 9999.5699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.9592 9999.1574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.9592 9998.3323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.6736 9997.9198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.3881 9998.3323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.3881 9999.1574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.060610000.3416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.346110000.7540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.631610000.3415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.6316 9999.5165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.3460 9999.1040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.0606 9999.5166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  4  5  1  0  0  0  0
  7  8  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 10 11  1  0  0  0  0
 10 14  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 15  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 21  1  0  0  0  0
 22  7  1  0  0  0  0
 21  9  1  0  0  0  0
 13  1  1  1  0  0  0
 14 24  1  6  0  0  0
 12  3  1  1  0  0  0
  3 19  1  0  0  0  0
 15  4  1  0  0  0  0
 16  6  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0303941

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(O)C=CC(C[C@H]2CO[C@@H]([C@H]2CO)C2=CC(OC)=C(O)C=C2)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H24O6/c1-24-18-8-12(3-5-16(18)22)7-14-11-26-20(15(14)10-21)13-4-6-17(23)19(9-13)25-2/h3-6,8-9,14-15,20-23H,7,10-11H2,1-2H3/t14-,15-,20+/m0/s1

> <INCHI_KEY>
MHXCIKYXNYCMHY-AUSJPIAWSA-N

> <FORMULA>
C20H24O6

> <MOLECULAR_WEIGHT>
360.401

> <EXACT_MASS>
360.1572885

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
38.04338248225902

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[(2S,3R,4R)-4-[(4-hydroxy-3-methoxyphenyl)methyl]-3-(hydroxymethyl)oxolan-2-yl]-2-methoxyphenol

> <ALOGPS_LOGP>
2.16

> <JCHEM_LOGP>
2.3053103150000007

> <ALOGPS_LOGS>
-4.24

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.423199215868427

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.751300076356019

> <JCHEM_PKA_STRONGEST_BASIC>
-2.6393326877037087

> <JCHEM_POLAR_SURFACE_AREA>
88.38000000000001

> <JCHEM_REFRACTIVITY>
97.1936

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.05e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
lariciresinol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0303941
     RDKit          3D
(+)-lariciresinol
 50 52  0  0  0  0  0  0  0  0999 V2000
    5.8314   -2.3475   -0.5698 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9216   -1.4562    0.5227 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0300   -0.4455    0.7517 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9653   -0.2464   -0.1065 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0452    0.7660    0.0955 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8897    1.0092   -0.8052 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6698    0.2374   -0.3773 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2158    0.6042    1.0147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0901    0.0907    1.0048 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6442    0.6422   -0.1604 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8774   -0.0830   -0.5144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2358   -0.4426   -1.7896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4230   -1.1405   -2.0630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2887   -1.4981   -1.0545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4697   -2.1878   -1.2902 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9264   -1.1355    0.2253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8153   -1.5046    1.2457 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4925   -1.1589    2.5651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7679   -0.4528    0.5070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5553    0.6034   -1.1943 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4029    2.0010   -1.7861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5280    2.3387   -2.5331 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2356    1.5746    1.1969 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3047    1.3878    2.0733 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1959    0.3767    1.8434 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2751    0.1741    2.7123 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4910   -3.2225   -0.3768 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7953   -2.6925   -0.7218 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2095   -1.8183   -1.4893 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8483   -0.9018   -0.9612 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6835    2.0871   -0.9369 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1773    0.6236   -1.8098 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8107   -0.8517   -0.4304 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8126    0.1106    1.8013 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1670    1.7003    1.1281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8912    1.7043    0.1081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5831   -0.1769   -2.6229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6751   -1.4077   -3.0727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0648   -2.4228   -0.5096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5922   -1.7121    2.9417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3106   -1.2971    3.2754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2079   -0.0733    2.6248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4962   -0.1742    1.5206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7119   -0.0757   -2.0311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2567    2.7726   -1.0320 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4404    2.0008   -2.5395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1262    2.9782   -2.0664 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5430    2.3771    1.3943 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4412    2.0184    2.9200 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4332    0.7463    3.5153 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  2  0
 10 20  1  0
 20 21  1  0
 21 22  1  0
  5 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25  3  1  0
 20  7  1  0
 19 11  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  1
  8 34  1  0
  8 35  1  0
 10 36  1  1
 12 37  1  0
 13 38  1  0
 15 39  1  0
 18 40  1  0
 18 41  1  0
 18 42  1  0
 19 43  1  0
 20 44  1  6
 21 45  1  0
 21 46  1  0
 22 47  1  0
 23 48  1  0
 24 49  1  0
 26 50  1  0
M  END

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  C   UNK     0    8669.2158662.783   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0    8670.5488663.554   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0    8664.9928662.783   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0    8662.3248667.401   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0    8663.6588668.175   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0    8659.6578665.863   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0    8671.0498669.615   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0    8669.4548670.532   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0    8673.7148668.075   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0    8667.1268665.918   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0    8665.8808665.012   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8666.3568663.548   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8667.8968663.548   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8668.3718665.012   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8662.3248665.864   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8660.9918665.094   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8660.9918663.554   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8662.3248662.784   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8663.6588663.554   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8663.6588665.094   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8672.3808667.304   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8671.0468668.074   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8669.7128667.304   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8669.7128665.764   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8671.0468664.994   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8672.3808665.764   0.000  0.00  0.00           C+0
CONECT    1    2   13                                                       
CONECT    2    1                                                            
CONECT    3   12   19                                                       
CONECT    4    5   15                                                       
CONECT    5    4                                                            
CONECT    6   16                                                            
CONECT    7    8   22                                                       
CONECT    8    7                                                            
CONECT    9   21                                                            
CONECT   10   11   14                                                       
CONECT   11   12   10                                                       
CONECT   12   11   13    3                                                  
CONECT   13   12   14    1                                                  
CONECT   14   13   10   24                                                  
CONECT   15   16   20    4                                                  
CONECT   16   15   17    6                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20    3                                                  
CONECT   20   19   15                                                       
CONECT   21   22   26    9                                                  
CONECT   22   21   23    7                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   14                                                  
CONECT   25   24   26                                                       
CONECT   26   25   21                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

COMPND    HMDB0303941
HETATM    1  C1  UNL     1       5.831  -2.348  -0.570  1.00  0.00           C  
HETATM    2  O1  UNL     1       5.922  -1.456   0.523  1.00  0.00           O  
HETATM    3  C2  UNL     1       5.030  -0.445   0.752  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.965  -0.246  -0.106  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.045   0.766   0.096  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.890   1.009  -0.805  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.670   0.237  -0.377  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.216   0.604   1.015  1.00  0.00           C  
HETATM    9  O2  UNL     1      -1.090   0.091   1.005  1.00  0.00           O  
HETATM   10  C8  UNL     1      -1.644   0.642  -0.160  1.00  0.00           C  
HETATM   11  C9  UNL     1      -2.877  -0.083  -0.514  1.00  0.00           C  
HETATM   12  C10 UNL     1      -3.236  -0.443  -1.790  1.00  0.00           C  
HETATM   13  C11 UNL     1      -4.423  -1.140  -2.063  1.00  0.00           C  
HETATM   14  C12 UNL     1      -5.289  -1.498  -1.054  1.00  0.00           C  
HETATM   15  O3  UNL     1      -6.470  -2.188  -1.290  1.00  0.00           O  
HETATM   16  C13 UNL     1      -4.926  -1.135   0.225  1.00  0.00           C  
HETATM   17  O4  UNL     1      -5.815  -1.505   1.246  1.00  0.00           O  
HETATM   18  C14 UNL     1      -5.493  -1.159   2.565  1.00  0.00           C  
HETATM   19  C15 UNL     1      -3.768  -0.453   0.507  1.00  0.00           C  
HETATM   20  C16 UNL     1      -0.555   0.603  -1.194  1.00  0.00           C  
HETATM   21  C17 UNL     1      -0.403   2.001  -1.786  1.00  0.00           C  
HETATM   22  O5  UNL     1      -1.528   2.339  -2.533  1.00  0.00           O  
HETATM   23  C18 UNL     1       3.236   1.575   1.197  1.00  0.00           C  
HETATM   24  C19 UNL     1       4.305   1.388   2.073  1.00  0.00           C  
HETATM   25  C20 UNL     1       5.196   0.377   1.843  1.00  0.00           C  
HETATM   26  O6  UNL     1       6.275   0.174   2.712  1.00  0.00           O  
HETATM   27  H1  UNL     1       6.491  -3.223  -0.377  1.00  0.00           H  
HETATM   28  H2  UNL     1       4.795  -2.692  -0.722  1.00  0.00           H  
HETATM   29  H3  UNL     1       6.210  -1.818  -1.489  1.00  0.00           H  
HETATM   30  H4  UNL     1       3.848  -0.902  -0.961  1.00  0.00           H  
HETATM   31  H5  UNL     1       1.684   2.087  -0.937  1.00  0.00           H  
HETATM   32  H6  UNL     1       2.177   0.624  -1.810  1.00  0.00           H  
HETATM   33  H7  UNL     1       0.811  -0.852  -0.430  1.00  0.00           H  
HETATM   34  H8  UNL     1       0.813   0.111   1.801  1.00  0.00           H  
HETATM   35  H9  UNL     1       0.167   1.700   1.128  1.00  0.00           H  
HETATM   36  H10 UNL     1      -1.891   1.704   0.108  1.00  0.00           H  
HETATM   37  H11 UNL     1      -2.583  -0.177  -2.623  1.00  0.00           H  
HETATM   38  H12 UNL     1      -4.675  -1.408  -3.073  1.00  0.00           H  
HETATM   39  H13 UNL     1      -7.065  -2.423  -0.510  1.00  0.00           H  
HETATM   40  H14 UNL     1      -4.592  -1.712   2.942  1.00  0.00           H  
HETATM   41  H15 UNL     1      -6.311  -1.297   3.275  1.00  0.00           H  
HETATM   42  H16 UNL     1      -5.208  -0.073   2.625  1.00  0.00           H  
HETATM   43  H17 UNL     1      -3.496  -0.174   1.521  1.00  0.00           H  
HETATM   44  H18 UNL     1      -0.712  -0.076  -2.031  1.00  0.00           H  
HETATM   45  H19 UNL     1      -0.257   2.773  -1.032  1.00  0.00           H  
HETATM   46  H20 UNL     1       0.440   2.001  -2.540  1.00  0.00           H  
HETATM   47  H21 UNL     1      -2.126   2.978  -2.066  1.00  0.00           H  
HETATM   48  H22 UNL     1       2.543   2.377   1.394  1.00  0.00           H  
HETATM   49  H23 UNL     1       4.441   2.018   2.920  1.00  0.00           H  
HETATM   50  H24 UNL     1       6.433   0.746   3.515  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3
CONECT    3    4    4   25
CONECT    4    5   30
CONECT    5    6   23   23
CONECT    6    7   31   32
CONECT    7    8   20   33
CONECT    8    9   34   35
CONECT    9   10
CONECT   10   11   20   36
CONECT   11   12   12   19
CONECT   12   13   37
CONECT   13   14   14   38
CONECT   14   15   16
CONECT   15   39
CONECT   16   17   19   19
CONECT   17   18
CONECT   18   40   41   42
CONECT   19   43
CONECT   20   21   44
CONECT   21   22   45   46
CONECT   22   47
CONECT   23   24   48
CONECT   24   25   25   49
CONECT   25   26
CONECT   26   50
END

HMDB0303941
     RDKit          3D
(+)-lariciresinol
 50 52  0  0  0  0  0  0  0  0999 V2000
    5.8314   -2.3475   -0.5698 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9216   -1.4562    0.5227 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0300   -0.4455    0.7517 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9653   -0.2464   -0.1065 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0452    0.7660    0.0955 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8897    1.0092   -0.8052 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6698    0.2374   -0.3773 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2158    0.6042    1.0147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0901    0.0907    1.0048 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6442    0.6422   -0.1604 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8774   -0.0830   -0.5144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2358   -0.4426   -1.7896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4230   -1.1405   -2.0630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2887   -1.4981   -1.0545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4697   -2.1878   -1.2902 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9264   -1.1355    0.2253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8153   -1.5046    1.2457 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4925   -1.1589    2.5651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7679   -0.4528    0.5070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5553    0.6034   -1.1943 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4029    2.0010   -1.7861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5280    2.3387   -2.5331 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2356    1.5746    1.1969 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3047    1.3878    2.0733 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1959    0.3767    1.8434 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2751    0.1741    2.7123 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4910   -3.2225   -0.3768 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7953   -2.6925   -0.7218 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2095   -1.8183   -1.4893 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8483   -0.9018   -0.9612 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6835    2.0871   -0.9369 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1773    0.6236   -1.8098 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8107   -0.8517   -0.4304 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8126    0.1106    1.8013 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1670    1.7003    1.1281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8912    1.7043    0.1081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5831   -0.1769   -2.6229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6751   -1.4077   -3.0727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0648   -2.4228   -0.5096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5922   -1.7121    2.9417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3106   -1.2971    3.2754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2079   -0.0733    2.6248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4962   -0.1742    1.5206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7119   -0.0757   -2.0311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2567    2.7726   -1.0320 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4404    2.0008   -2.5395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1262    2.9782   -2.0664 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5430    2.3771    1.3943 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4412    2.0184    2.9200 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4332    0.7463    3.5153 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  2  0
 10 20  1  0
 20 21  1  0
 21 22  1  0
  5 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25  3  1  0
 20  7  1  0
 19 11  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  1
  8 34  1  0
  8 35  1  0
 10 36  1  1
 12 37  1  0
 13 38  1  0
 15 39  1  0
 18 40  1  0
 18 41  1  0
 18 42  1  0
 19 43  1  0
 20 44  1  6
 21 45  1  0
 21 46  1  0
 22 47  1  0
 23 48  1  0
 24 49  1  0
 26 50  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Lariciresinol	ChEBI
Larici-resinol	MeSH
tetrahydro-2-(4-Hydroxy-3-methoxyphenyl)-4-((4-hydroxy-3-methoxyphenyl)methyl)-3-furanmethanol	MeSH
(+)-Lariciresinol	PhytoBank

Chemical Formula

C₂₀H₂₄O₆

Average Molecular Weight

360.401

Monoisotopic Molecular Weight

360.1572885

IUPAC Name

4-[(2S,3R,4R)-4-[(4-hydroxy-3-methoxyphenyl)methyl]-3-(hydroxymethyl)oxolan-2-yl]-2-methoxyphenol

Traditional Name

lariciresinol

CAS Registry Number

Not Available

SMILES

COC1=C(O)C=CC(C[C@H]2CO[C@@H]([C@H]2CO)C2=CC(OC)=C(O)C=C2)=C1

InChI Identifier

InChI=1S/C20H24O6/c1-24-18-8-12(3-5-16(18)22)7-14-11-26-20(15(14)10-21)13-4-6-17(23)19(9-13)25-2/h3-6,8-9,14-15,20-23H,7,10-11H2,1-2H3/t14-,15-,20+/m0/s1

InChI Key

MHXCIKYXNYCMHY-AUSJPIAWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 7,9'-epoxylignans. These are lignans that contain the 7,9'-epoxylignan skeleton, which consists of a tetrahydrofuran that carries a phenyl group, a methyl group, and a benzyl group at the 2-, 3-, 4-position, respectively.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Furanoid lignans

Sub Class

Tetrahydrofuran lignans

Direct Parent

7,9'-epoxylignans

Alternative Parents

Substituents

7,9p-epoxylignan
Methoxyphenol
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Benzenoid
Tetrahydrofuran
Oxacycle
Dialkyl ether
Ether
Organoheterocyclic compound
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Organooxygen compound
Primary alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

aromatic ether (CHEBI:67246 )
phenols (CHEBI:67246 )
primary alcohol (CHEBI:67246 )
oxolanes (CHEBI:67246 )
lignan (CHEBI:67246 )
Lignans (C10646 )

Ontology

Not Available

Exogenous (HMDB: HMDB0303941)

Herbs and Spices (FooDB: FOOD00866)

Nut

Almond (FooDB: FOOD00148)
Brazil nut (FooDB: FOOD00024)
Cashew nut (FooDB: FOOD00011)
Chestnut (FooDB: FOOD00045)
Hazelnut (FooDB: FOOD00376)
Peanut (FooDB: FOOD00016)
Pecan nut (FooDB: FOOD00044)
Pine nut (FooDB: FOOD00138)
Pistachio (FooDB: FOOD00140)
Walnut (FooDB: FOOD00608)
Acorn (FooDB: FOOD00282)
Beech nut (FooDB: FOOD00299)
Butternut (FooDB: FOOD00316)
Chinese chestnut (FooDB: FOOD00331)
European chestnut (FooDB: FOOD00363)
Hickory nut (FooDB: FOOD00377)
Macadamia nut (FooDB: FOOD00525)
Mixed nuts (FooDB: FOOD00771)
Pili nut (FooDB: FOOD00432)
Colorado pinyon (FooDB: FOOD00433)
Black walnut (FooDB: FOOD00093)
Common walnut (FooDB: FOOD00094)
Japanese chestnut (FooDB: FOOD00385)
Common hazelnut (FooDB: FOOD00062)
Macadamia nut (M. tetraphylla) (FooDB: FOOD00225)
Japanese walnut (FooDB: FOOD00240)
Nuts (FooDB: FOOD00869)

Fruit

Pome

Drupe

Apricot (FooDB: FOOD00144)
Prunus (Cherry, Plum) (FooDB: FOOD00143)
Nectarine (FooDB: FOOD00229)
Peach (FooDB: FOOD00149)
European plum (FooDB: FOOD00147)
Sour cherry (FooDB: FOOD00146)
Sweet cherry (FooDB: FOOD00145)
Common chokecherry (FooDB: FOOD00562)
Peach (var.) (FooDB: FOOD00230)

Tropical fruit

Berry

Bilberry (FooDB: FOOD00193)
Rubus (Blackberry, Raspberry) (FooDB: FOOD00160)
Vaccinium (Blueberry, Cranberry, Huckleberry) (FooDB: FOOD00188)
Blackcurrant (FooDB: FOOD00155)
Redcurrant (FooDB: FOOD00156)
Elderberry (FooDB: FOOD00358)
Gooseberry (FooDB: FOOD00157)
Grape (FooDB: FOOD00369)
Lingonberry (FooDB: FOOD00194)
Loganberry (FooDB: FOOD00400)
Strawberry (FooDB: FOOD00083)
Boysenberry (FooDB: FOOD00542)
American cranberry (FooDB: FOOD00192)
Common grape (FooDB: FOOD00204)
Strawberry guava (FooDB: FOOD00482)
Black mulberry (FooDB: FOOD00117)
Red raspberry (FooDB: FOOD00162)
Muscadine grape (FooDB: FOOD00203)
Salmonberry (FooDB: FOOD00456)
Alaska blueberry (FooDB: FOOD00380)
Sea-buckthornberry (FooDB: FOOD00087)
Black elderberry (FooDB: FOOD00166)
Black crowberry (FooDB: FOOD00075)
Black huckleberry (FooDB: FOOD00084)
Mulberry (FooDB: FOOD00116)
Black chokeberry (FooDB: FOOD00136)
Cloudberry (FooDB: FOOD00161)
Black raspberry (FooDB: FOOD00163)
Rowanberry (FooDB: FOOD00176)
Lowbush blueberry (FooDB: FOOD00189)
Sparkleberry (FooDB: FOOD00190)
Highbush blueberry (FooDB: FOOD00191)
Arctic blackberry (FooDB: FOOD00207)
Bayberry (FooDB: FOOD00209)
Elliott's blueberry (FooDB: FOOD00210)
Canada blueberry (FooDB: FOOD00211)
Bog bilberry (FooDB: FOOD00212)
Buffalo currant (FooDB: FOOD00213)
European cranberry (FooDB: FOOD00217)
Deerberry (FooDB: FOOD00218)
Cascade huckleberry (FooDB: FOOD00220)
Oval-leaf huckleberry (FooDB: FOOD00221)
Evergreen huckleberry (FooDB: FOOD00222)
Red huckleberry (FooDB: FOOD00223)
Summer grape (FooDB: FOOD00227)
Fox grape (FooDB: FOOD00228)
Half-highbush blueberry (FooDB: FOOD00248)
Jostaberry (FooDB: FOOD00257)
Sweet rowanberry (FooDB: FOOD00265)
Skunk currant (FooDB: FOOD00267)
Squashberry (FooDB: FOOD00344)
Ohelo berry (FooDB: FOOD00419)
Chinese bayberry (FooDB: FOOD00852)
Saskatoon berry (FooDB: FOOD00884)
Nanking cherry (FooDB: FOOD00885)

Other fruit

Date (FooDB: FOOD00135)
Fig (FooDB: FOOD00081)
Jujube (FooDB: FOOD00388)

Citrus

Grapefruit (FooDB: FOOD00256)
Lemon (FooDB: FOOD00054)
Lime (FooDB: FOOD00053)
Sweet orange (FooDB: FOOD00057)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)
Persian lime (FooDB: FOOD00543)
Pummelo (FooDB: FOOD00055)
Grapefruit/Pummelo hybrid (FooDB: FOOD00255)
Citrus (FooDB: FOOD00859)

Fruits (FooDB: FOOD00871)

Vegetable

Shoot vegetable

Fruit vegetable

Eggplant (FooDB: FOOD00174)
Avocado (FooDB: FOOD00130)
Groundcherry (FooDB: FOOD00371)
Olive (FooDB: FOOD00121)
Pepper (FooDB: FOOD00040)
Garden tomato (FooDB: FOOD00171)
Mexican groundcherry (FooDB: FOOD00491)
Green bell pepper (FooDB: FOOD00877)
Yellow bell pepper (FooDB: FOOD00878)
Red bell pepper (FooDB: FOOD00880)
Italian sweet red pepper (FooDB: FOOD00881)
Garden tomato (var.) (FooDB: FOOD00173)
Cherry tomato (FooDB: FOOD00172)
Pepper (C. baccatum) (FooDB: FOOD00231)
Pepper (C. chinense) (FooDB: FOOD00232)
Pepper (Capsicum) (FooDB: FOOD00233)
Pepper (C. frutescens) (FooDB: FOOD00428)
Pepper (C. pubescens) (FooDB: FOOD00849)
Orange bell pepper (FooDB: FOOD00879)

Root vegetable

Cabbage

Leaf vegetable

Lettuce (FooDB: FOOD00095)
Swiss chard (FooDB: FOOD00237)
Garden cress (FooDB: FOOD00099)
Endive (FooDB: FOOD00048)
Spinach (FooDB: FOOD00178)
Common beet (FooDB: FOOD00025)
Garland chrysanthemum (FooDB: FOOD00333)
Jute (FooDB: FOOD00389)
Lambsquarters (FooDB: FOOD00394)
New Zealand spinach (FooDB: FOOD00415)
Swamp cabbage (FooDB: FOOD00091)
Rocket salad (ssp.) (FooDB: FOOD00077)
Yautia (FooDB: FOOD00510)
Romaine lettuce (FooDB: FOOD00888)
Rocket salad (FooDB: FOOD00244)
Chicory leaves (FooDB: FOOD00250)
Corn salad (FooDB: FOOD00340)
Malabar spinach (FooDB: FOOD00404)
Ostrich fern (FooDB: FOOD00556)
Green vegetables (FooDB: FOOD00872)

Mushroom

Tuber

Onion-family vegetable

Leek (FooDB: FOOD00007)
Allium (FooDB: FOOD00005)
Wild leek (FooDB: FOOD00396)
Shallot (FooDB: FOOD00243)
Garden onion (FooDB: FOOD00006)
Garden onion (var.) (FooDB: FOOD00226)
Onion-family vegetables (FooDB: FOOD00855)
Green onion (FooDB: FOOD00963)
Red onion (FooDB: FOOD00962)

Other vegetable

Okra (FooDB: FOOD00420)
Horseradish tree (FooDB: FOOD00379)
Sacred lotus (FooDB: FOOD00402)
Tree fern (FooDB: FOOD00797)
Chinese water chestnut (FooDB: FOOD00332)
Nopal (FooDB: FOOD00416)
Carob (FooDB: FOOD00321)
Agave (FooDB: FOOD00563)
Narrowleaf cattail (FooDB: FOOD00564)
Giant butterbur (FooDB: FOOD00314)
Sesbania flower (FooDB: FOOD00469)

Stalk vegetable

Brassica

Brassicas (FooDB: FOOD00857)

Cereal and cereal product

Other bread

Other bread (FooDB: FOOD00269)

Sourdough (FooDB: FOOD00275)

Cereals and cereal products (FooDB: FOOD00858)

Pulse

Bean

Lentil

Lentils (FooDB: FOOD00098)

Pea

Other pulse

White lupine (FooDB: FOOD00403)
Lupine (FooDB: FOOD00104)

Pulses (FooDB: FOOD00867)

Soy

Soy bean (FooDB: FOOD00085)

Soy product

Other soy product (FooDB: FOOD00271)

Abalone (FooDB: FOOD00279)
Conch (FooDB: FOOD00611)

Gourd

Chayote (FooDB: FOOD00325)
Cucumber (FooDB: FOOD00065)
Muskmelon (FooDB: FOOD00064)
Cucurbita (FooDB: FOOD00066)
Watermelon (FooDB: FOOD00052)
Bitter gourd (FooDB: FOOD00115)
Calabash (FooDB: FOOD00318)
Towel gourd (FooDB: FOOD00492)
Winter squash (FooDB: FOOD00283)
Butternut squash (FooDB: FOOD00317)
Wax gourd (FooDB: FOOD00499)
Green zucchini (FooDB: FOOD00875)
Yellow zucchini (FooDB: FOOD00876)
Japanese pumpkin (FooDB: FOOD00886)
Sunburst squash (pattypan squash) (FooDB: FOOD00874)
Tinda (FooDB: FOOD00559)
Horned melon (FooDB: FOOD00761)

Tea

Herbal tea

Greenthread tea (FooDB: FOOD00820)

Cocoa and cocoa product

Cocoa

Cocoa bean (FooDB: FOOD00182)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	2.16	ALOGPS
logP	2.31	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	9.75	ChemAxon
pKa (Strongest Basic)	-2.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	88.38 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	97.19 m³·mol⁻¹	ChemAxon
Polarizability	38.04 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	187.721	32859911
AllCCS	[M+H-H2O]+	184.616	32859911
AllCCS	[M+Na]+	191.418	32859911
AllCCS	[M+NH4]+	190.593	32859911
AllCCS	[M-H]-	189.826	32859911
AllCCS	[M+Na-2H]-	190.107	32859911
AllCCS	[M+HCOO]-	190.566	32859911
DeepCCS	[M+H]+	189.772	30932474
DeepCCS	[M-H]-	187.377	30932474
DeepCCS	[M-2H]-	220.259	30932474
DeepCCS	[M+Na]+	195.685	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	11.1313 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.81 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2021.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	196.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	166.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	154.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	96.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	518.5 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	406.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	116.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	950.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	425.5 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	1141.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	319.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	372.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	272.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	237.5 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	35.0 seconds	40023050

Predicted Kovats Retention Indices

Not Available

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (+)-lariciresinol GC-MS (1 TMS) - 70eV, Positive	Not Available	2020-06-30	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (+)-lariciresinol GC-MS (1 TMS) - 70eV, Positive	Not Available	2020-06-30	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (+)-lariciresinol GC-MS (1 TMS) - 70eV, Positive	Not Available	2020-06-30	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (+)-lariciresinol GC-MS (2 TMS) - 70eV, Positive	Not Available	2020-06-30	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (+)-lariciresinol GC-MS (2 TMS) - 70eV, Positive	Not Available	2020-06-30	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (+)-lariciresinol GC-MS (2 TMS) - 70eV, Positive	Not Available	2020-06-30	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (+)-lariciresinol GC-MS (3 TMS) - 70eV, Positive	Not Available	2020-06-30	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 - (+)-lariciresinol 10V, Positive-QTOF	splash10-03dl-0119000000-1b51be74b31ac9d7b539	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-lariciresinol 20V, Positive-QTOF	splash10-03du-0779000000-e7be7d105b100a9c3b9c	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-lariciresinol 40V, Positive-QTOF	splash10-01p9-1910000000-b979ee1e05cf5260eb79	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-lariciresinol 10V, Negative-QTOF	splash10-0a4i-0009000000-7a840402d6d204c9b8c7	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-lariciresinol 20V, Negative-QTOF	splash10-0bvl-0019000000-ef7220328296c1790e21	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-lariciresinol 40V, Negative-QTOF	splash10-0ikl-1926000000-30d6a96496d1ab30c241	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-lariciresinol 10V, Positive-QTOF	splash10-03di-0039000000-bb1d565a494ee8df519a	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-lariciresinol 20V, Positive-QTOF	splash10-052r-0967000000-392787799b00541a0644	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-lariciresinol 40V, Positive-QTOF	splash10-002r-1924000000-af0c5df11ebeae93db35	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-lariciresinol 10V, Negative-QTOF	splash10-0a4i-0009000000-2acd137877feef0611c1	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-lariciresinol 20V, Negative-QTOF	splash10-0bvl-0009000000-d37a341dfd5a59b2d9ba	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-lariciresinol 40V, Negative-QTOF	splash10-0a4i-0269000000-23623d625c8571548180	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Lariciresinol

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

67246

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1486681

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for (+)-lariciresinol (HMDB0303941)

MOL for HMDB0303941 ((+)-lariciresinol)

3D MOL for HMDB0303941 ((+)-lariciresinol)

3D SDF for HMDB0303941 ((+)-lariciresinol)

3D-SDF for HMDB0303941 ((+)-lariciresinol)

PDB for HMDB0303941 ((+)-lariciresinol)

3D PDB for HMDB0303941 ((+)-lariciresinol)

SMILES for HMDB0303941 ((+)-lariciresinol)

INCHI for HMDB0303941 ((+)-lariciresinol)

Structure for HMDB0303941 ((+)-lariciresinol)

3D Structure for HMDB0303941 ((+)-lariciresinol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

GC-MS Spectra

MS/MS Spectra