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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (4) Show 4 proteins XML

Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2009-11-30 15:49:50 UTC

Update Date

2022-09-22 18:34:21 UTC

HMDB ID

HMDB0013139

Secondary Accession Numbers

HMDB13139

Metabolite Identification

Common Name

1-Hydroxypyrene

Description

1-Hydroxypyrene is a metabolite of the noncarcinogen pyrene found in urine that is always a component of PAH mixtures. 1-Hydroxypyrene is an accepted biomarker of carcinogenic polycyclic aromatic hydrocarbons (PAHs) dose (PMID: 15159317 ). PAHs are a diverse group of environmental carcinogens formed during the incomplete combustion of organic matter. PAHs are believed to play an important role as causes of human cancer, particularly in certain occupational settings and in cigarette smokers (PMID: 15247141 ).

Structure

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


  Mrv1652307082016582D          

 17 20  0  0  0  0            999 V2000
10002.1604 9999.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.313010001.4264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.598610001.0139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.022710001.0142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.022710000.1893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.7373 9999.7767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.451710000.1892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.451710001.0142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.737210001.4268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3150 9999.7719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.600610000.1843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8860 9999.7718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8860 9998.9469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.6005 9998.5343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3150 9998.9469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.0247 9998.5333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.7393 9998.9458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9  4  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 10  1  0  0  0  0
 16 17  2  0  0  0  0
  1  7  1  0  0  0  0
  4  2  2  0  0  0  0
 17  6  1  0  0  0  0
  3 11  2  0  0  0  0
 10  5  2  0  0  0  0
 15 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0013139

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=C2C=CC3=CC=CC4=CC=C(C=C1)C2=C34

> <INCHI_IDENTIFIER>
InChI=1S/C16H10O/c17-14-9-7-12-5-4-10-2-1-3-11-6-8-13(14)16(12)15(10)11/h1-9,17H

> <INCHI_KEY>
BIJNHUAPTJVVNQ-UHFFFAOYSA-N

> <FORMULA>
C16H10O

> <MOLECULAR_WEIGHT>
218.255

> <EXACT_MASS>
218.073164942

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
23.819796955886744

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
pyren-1-ol

> <ALOGPS_LOGP>
4.73

> <JCHEM_LOGP>
3.9803621589999993

> <ALOGPS_LOGS>
-5.52

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.496266143923943

> <JCHEM_PKA_STRONGEST_BASIC>
-5.59986606805924

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
68.70350000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.59e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-hydroxypyrene

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 08-JUL-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-JUL-20         0                                  
HETATM    1  O   UNK     0    8670.6998666.247   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0    8665.3848669.329   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8664.0518668.559   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8666.7098668.560   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8666.7098667.020   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8668.0438666.250   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8669.3778667.020   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8669.3778668.560   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8668.0438669.330   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8665.3888666.241   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8664.0548667.011   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8662.7218666.241   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8662.7218664.701   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8664.0548663.931   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8665.3888664.701   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8666.7138663.929   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8668.0478664.699   0.000  0.00  0.00           C+0
CONECT    1    7                                                            
CONECT    2    3    4                                                       
CONECT    3    2   11                                                       
CONECT    4    5    9    2                                                  
CONECT    5    4    6   10                                                  
CONECT    6    5    7   17                                                  
CONECT    7    6    8    1                                                  
CONECT    8    7    9                                                       
CONECT    9    8    4                                                       
CONECT   10   11   15    5                                                  
CONECT   11   10   12    3                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   10   16                                                  
CONECT   16   17   15                                                       
CONECT   17   16    6                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   40    0
END

COMPND    HMDB0013139
HETATM    1  O1  UNL     1      -2.831   2.831   0.005  1.00  0.00           O  
HETATM    2  C1  UNL     1      -2.378   1.499   0.011  1.00  0.00           C  
HETATM    3  C2  UNL     1      -3.236   0.435   0.028  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.784  -0.850   0.034  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.418  -1.109   0.022  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.932  -2.397   0.028  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.430  -2.615   0.017  1.00  0.00           C  
HETATM    8  C7  UNL     1       1.327  -1.543  -0.000  1.00  0.00           C  
HETATM    9  C8  UNL     1       2.688  -1.742  -0.012  1.00  0.00           C  
HETATM   10  C9  UNL     1       3.568  -0.672  -0.029  1.00  0.00           C  
HETATM   11  C10 UNL     1       3.087   0.624  -0.035  1.00  0.00           C  
HETATM   12  C11 UNL     1       1.721   0.816  -0.023  1.00  0.00           C  
HETATM   13  C12 UNL     1       1.197   2.099  -0.028  1.00  0.00           C  
HETATM   14  C13 UNL     1      -0.158   2.351  -0.017  1.00  0.00           C  
HETATM   15  C14 UNL     1      -1.012   1.253  -0.000  1.00  0.00           C  
HETATM   16  C15 UNL     1      -0.538  -0.050   0.006  1.00  0.00           C  
HETATM   17  C16 UNL     1       0.825  -0.261  -0.006  1.00  0.00           C  
HETATM   18  H1  UNL     1      -3.830   2.992   0.013  1.00  0.00           H  
HETATM   19  H2  UNL     1      -4.302   0.633   0.036  1.00  0.00           H  
HETATM   20  H3  UNL     1      -3.424  -1.717   0.047  1.00  0.00           H  
HETATM   21  H4  UNL     1      -1.634  -3.225   0.041  1.00  0.00           H  
HETATM   22  H5  UNL     1       0.857  -3.590   0.020  1.00  0.00           H  
HETATM   23  H6  UNL     1       3.095  -2.744  -0.008  1.00  0.00           H  
HETATM   24  H7  UNL     1       4.641  -0.824  -0.038  1.00  0.00           H  
HETATM   25  H8  UNL     1       3.762   1.477  -0.048  1.00  0.00           H  
HETATM   26  H9  UNL     1       1.846   2.980  -0.042  1.00  0.00           H  
HETATM   27  H10 UNL     1      -0.566   3.350  -0.021  1.00  0.00           H  
CONECT    1    2   18
CONECT    2    3    3   15
CONECT    3    4   19
CONECT    4    5    5   20
CONECT    5    6   16
CONECT    6    7    7   21
CONECT    7    8   22
CONECT    8    9    9   17
CONECT    9   10   23
CONECT   10   11   11   24
CONECT   11   12   25
CONECT   12   13   13   17
CONECT   13   14   26
CONECT   14   15   15   27
CONECT   15   16
CONECT   16   17   17
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-Pyrenol	HMDB
3-Hydroxypyrene	HMDB
3-Pyrenol	HMDB
1-Hydroxypyrene	HMDB

Chemical Formula

C₁₆H₁₀O

Average Molecular Weight

218.255

Monoisotopic Molecular Weight

218.073164942

IUPAC Name

pyren-1-ol

Traditional Name

1-hydroxypyrene

CAS Registry Number

5315-79-7

SMILES

OC1=C2C=CC3=CC=CC4=CC=C(C=C1)C2=C34

InChI Identifier

InChI=1S/C16H10O/c17-14-9-7-12-5-4-10-2-1-3-11-6-8-13(14)16(12)15(10)11/h1-9,17H

InChI Key

BIJNHUAPTJVVNQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrenes. Pyrenes are compounds containing a pyrene moiety, which consists four fused benzene rings, resulting in a flat aromatic system.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Pyrenes

Sub Class

Not Available

Direct Parent

Pyrenes

Alternative Parents

Substituents

Pyrene
Phenanthrol
Phenanthrene
1-naphthol
2-naphthol
Naphthalene
1-hydroxy-2-unsubstituted benzenoid
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

pyrenes (CHEBI:34093 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0013139)
Cell membrane (HMDB: HMDB0013139)

Excreta

Biofluid or Excreta

Urine (PMID: 22815468)

Source

Endogenous

Endogenous (HMDB: HMDB0013139)

Exogenous

Environmental

Tobacco Smoke (HMDB: HMDB0013139)

Process

Not Available

Role

Industrial application

Pharmaceutical industry

Biomarker

1-Hydroxypyrene Exposure (MarkerDB: MDB00029785)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	180 °C	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
Water Solubility	0.017 g/L	ALOGPS
logP	4.73	ALOGPS
logP	3.98	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	9.5	ChemAxon
pKa (Strongest Basic)	-5.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	68.7 m³·mol⁻¹	ChemAxon
Polarizability	23.82 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	186.624	30932474
DeepCCS	[M+Na]+	161.574	30932474
AllCCS	[M+H]+	147.9	32859911
AllCCS	[M+H-H2O]+	143.7	32859911
AllCCS	[M+NH4]+	151.9	32859911
AllCCS	[M+Na]+	153.0	32859911
AllCCS	[M-H]-	152.5	32859911
AllCCS	[M+Na-2H]-	151.4	32859911
AllCCS	[M+HCOO]-	150.3	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.	6.84 minutes	32390414
Predicted by Siyang on May 30, 2022	21.078 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.81 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2641.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	763.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	307.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	493.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	584.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	953.4 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	1119.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	113.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1560.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	796.0 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	2285.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	612.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	742.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	880.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	446.1 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	97.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-Hydroxypyrene	OC1=C2C=CC3=CC=CC4=CC=C(C=C1)C2=C34	3546.5	Standard polar	33892256
1-Hydroxypyrene	OC1=C2C=CC3=CC=CC4=CC=C(C=C1)C2=C34	2332.8	Standard non polar	33892256
1-Hydroxypyrene	OC1=C2C=CC3=CC=CC4=CC=C(C=C1)C2=C34	2529.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
1-Hydroxypyrene,1TMS,isomer #1	C[Si](C)(C)OC1=CC=C2C=CC3=CC=CC4=CC=C1C2=C34	2521.1	Semi standard non polar	33892256
1-Hydroxypyrene,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C2C=CC3=CC=CC4=CC=C1C2=C34	2713.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Hydroxypyrene GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-014r-8970000000-40fc4b6e45c866b2bd2f	2014-09-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - 1-Hydroxypyrene 30V, Negative-QTOF	splash10-014i-0090000000-32d7fc1e9496a014be13	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 1-Hydroxypyrene 15V, Negative-QTOF	splash10-014i-0090000000-ccdb95123ae27f15b2d9	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 1-Hydroxypyrene 35V, Negative-QTOF	splash10-01p9-8900000000-d7fb06c75b7742268bcb	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 1-Hydroxypyrene 60V, Negative-QTOF	splash10-014i-0090000000-76159160dbafe3906767	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 1-Hydroxypyrene 35V, Positive-QTOF	splash10-0udi-0290000000-44903726070f8e791366	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 1-Hydroxypyrene 75V, Negative-QTOF	splash10-014i-0090000000-2f4c18fb811cae661c7b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 1-Hydroxypyrene 90V, Negative-QTOF	splash10-014i-0290000000-6f8a43619aaa6ec7f0fc	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxypyrene 10V, Positive-QTOF	splash10-014i-0090000000-eeef28d1f76288438c2f	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxypyrene 20V, Positive-QTOF	splash10-014i-0390000000-7c020fbe6bc1cfd8eb56	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxypyrene 40V, Positive-QTOF	splash10-002f-0900000000-c2c938983da6fcdfb7f2	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxypyrene 10V, Negative-QTOF	splash10-014i-0090000000-2e0296cc63a8c10e4c8c	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxypyrene 20V, Negative-QTOF	splash10-014i-0090000000-2af676a028e8eed73c1c	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxypyrene 40V, Negative-QTOF	splash10-00kr-0980000000-810aa845f9fc4e69775b	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxypyrene 10V, Negative-QTOF	splash10-014i-0090000000-842f5e4c16cf0c3170f2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxypyrene 20V, Negative-QTOF	splash10-014i-0090000000-842f5e4c16cf0c3170f2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxypyrene 40V, Negative-QTOF	splash10-014r-0960000000-138614f2b4c885a6a3d4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxypyrene 10V, Positive-QTOF	splash10-014i-0090000000-d2d36af96689ffc25e5c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxypyrene 20V, Positive-QTOF	splash10-014i-0090000000-d2d36af96689ffc25e5c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxypyrene 40V, Positive-QTOF	splash10-00kr-0950000000-8cd557a66f397723cd50	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

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
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	22815468	details
Urine	Detected and Quantified	0.000115-0.000230 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	22815468	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22815468	details
Urine	Detected and Quantified	0.000023-0.000034 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	22815468	details
Urine	Detected and Quantified	0.000115-0.000230 umol/mmol creatinine	Adult (>18 years old)	Both	Smokers	22815468	details
Urine	Detected and Quantified	0.000690-0.00460 umol/mmol creatinine	Adult (>18 years old)	Male	Roofers and Asphalt workers	22815468	details
Urine	Detected and Quantified	0.0000585 (0.0000539-0.0000642) umol/mmol creatinine	Adult (>18 years old)	Not Specified	Normal	National Health a...	details
Urine	Detected and Quantified	0.0000924 (0.00008-0.000106) umol/mmol creatinine	Children (1-13 years old)	Not Specified	Normal	National Health a...	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details

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

FDB029309

KNApSAcK ID

Not Available

Chemspider ID

20100

KEGG Compound ID

C14519

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

1-Hydroxypyrene

METLIN ID

Not Available

PubChem Compound

21387

PDB ID

Not Available

ChEBI ID

34093

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

MDB00029785

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Hecht SS, Carmella SG, Le KA, Murphy SE, Li YS, Le C, Jensen J, Hatsukami DK: Effects of reduced cigarette smoking on levels of 1-hydroxypyrene in urine. Cancer Epidemiol Biomarkers Prev. 2004 May;13(5):834-42. [PubMed:15159317 ]
Carmella SG, Le KA, Hecht SS: Improved method for determination of 1-hydroxypyrene in human urine. Cancer Epidemiol Biomarkers Prev. 2004 Jul;13(7):1261-4. [PubMed:15247141 ]

Enzymes

Enzyme Details

1. HemK methyltransferase family member 1

General function:: Not Available
Specific function:: N5-glutamine methyltransferase responsible for the methylation of the GGQ triplet of the mitochondrial translation release factor MTRF1L.
Gene Name:: HEMK1
Uniprot ID:: Q9Y5R4
Molecular weight:: Not Available

Reactions

1-Hydroxypyrene + S-Adenosylmethionine → 1-Methoxypyrene + S-Adenosylhomocysteine	details

Enzyme Details

2. Methyltransferase-like protein 2B

General function:: Not Available
Specific function:: Probable methyltransferase (By similarity).
Gene Name:: METTL2B
Uniprot ID:: Q6P1Q9
Molecular weight:: Not Available

Reactions

1-Hydroxypyrene + S-Adenosylmethionine → 1-Methoxypyrene + S-Adenosylhomocysteine	details

Enzyme Details

3. Methyltransferase-like protein 6

General function:: Not Available
Specific function:: Probable methyltransferase (By similarity).
Gene Name:: METTL6
Uniprot ID:: Q8TCB7
Molecular weight:: Not Available

Reactions

1-Hydroxypyrene + S-Adenosylmethionine → 1-Methoxypyrene + S-Adenosylhomocysteine	details

Enzyme Details

4. Uncharacterized methyltransferase WBSCR22

General function:: Not Available
Specific function:: Methyltransferase that may act on DNA.
Gene Name:: WBSCR22
Uniprot ID:: O43709
Molecular weight:: Not Available

Reactions

1-Hydroxypyrene + S-Adenosylmethionine → 1-Methoxypyrene + S-Adenosylhomocysteine	details

Showing metabocard for 1-Hydroxypyrene (HMDB0013139)

MOL for HMDB0013139 (1-Hydroxypyrene)

3D MOL for HMDB0013139 (1-Hydroxypyrene)

3D SDF for HMDB0013139 (1-Hydroxypyrene)

3D-SDF for HMDB0013139 (1-Hydroxypyrene)

PDB for HMDB0013139 (1-Hydroxypyrene)

3D PDB for HMDB0013139 (1-Hydroxypyrene)

SMILES for HMDB0013139 (1-Hydroxypyrene)

INCHI for HMDB0013139 (1-Hydroxypyrene)

Structure for HMDB0013139 (1-Hydroxypyrene)

3D Structure for HMDB0013139 (1-Hydroxypyrene)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions

Reactions

Reactions

Reactions