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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-12 00:43:17 UTC
Update Date2021-09-26 23:18:33 UTC
HMDB IDHMDB0260438
Secondary Accession NumbersNone
Metabolite Identification
Common Name5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid
Description5-amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxo-5,6,7,8-tetrahydroquinolin-2-yl)-3-methylpyridine-2-carboxylic acid belongs to the class of organic compounds known as bipyridines and oligopyridines. These are organic compounds containing two pyridine rings linked to each other. Based on a literature review very few articles have been published on 5-amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxo-5,6,7,8-tetrahydroquinolin-2-yl)-3-methylpyridine-2-carboxylic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). 5-amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.
Structure
Thumb
Synonyms
ValueSource
5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxo-5,6,7,8-tetrahydroquinolin-2-yl)-3-methylpyridine-2-carboxylateGenerator
5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylateGenerator
Chemical FormulaC25H22N4O8
Average Molecular Weight506.471
Monoisotopic Molecular Weight506.143763684
IUPAC Name5-amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxo-5,6,7,8-tetrahydroquinolin-2-yl)-3-methylpyridine-2-carboxylic acid
Traditional Name5-amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxo-6H-quinolin-2-yl)-3-methylpyridine-2-carboxylic acid
CAS Registry NumberNot Available
SMILES
COC1C(=N)C(=O)C2=C(C=CC(=N2)C2=C(N)C(=C(C)C(=N2)C(O)=O)C2=C(O)C(OC)=C(OC)C=C2)C1=O
InChI Identifier
InChI=1S/C25H22N4O8/c1-9-14(10-6-8-13(35-2)23(36-3)20(10)30)15(26)19(29-17(9)25(33)34)12-7-5-11-18(28-12)22(32)16(27)24(37-4)21(11)31/h5-8,24,27,30H,26H2,1-4H3,(H,33,34)
InChI KeyBQZQKSOJYNWBLR-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as bipyridines and oligopyridines. These are organic compounds containing two pyridine rings linked to each other.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPyridines and derivatives
Sub ClassBipyridines and oligopyridines
Direct ParentBipyridines and oligopyridines
Alternative Parents
Substituents
  • 4-phenylpyridine
  • Bipyridine
  • O-dimethoxybenzene
  • Dimethoxybenzene
  • Methoxyphenol
  • Tetrahydroquinoline
  • Pyridine carboxylic acid or derivatives
  • Pyridine carboxylic acid
  • Phenoxy compound
  • Methoxybenzene
  • Aryl alkyl ketone
  • Aryl ketone
  • Phenol ether
  • Anisole
  • 1-hydroxy-4-unsubstituted benzenoid
  • Methylpyridine
  • Phenol
  • Aminopyridine
  • Alkyl aryl ether
  • Benzenoid
  • Monocyclic benzene moiety
  • Heteroaromatic compound
  • Amino acid
  • Ketone
  • Ketimine
  • Amino acid or derivatives
  • Azacycle
  • Monocarboxylic acid or derivatives
  • Ether
  • Dialkyl ether
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Imine
  • Carbonyl group
  • Amine
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Not Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP10(2.11) g/LALOGPS
logP10(1.66) g/LChemAxon
logS10(-4.1) g/LALOGPS
pKa (Strongest Acidic)1.13ChemAxon
pKa (Strongest Basic)4.66ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count12ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area195.01 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity140.85 m³·mol⁻¹ChemAxon
Polarizability50.72 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acidCOC1C(=N)C(=O)C2=C(C=CC(=N2)C2=C(N)C(=C(C)C(=N2)C(O)=O)C2=C(O)C(OC)=C(OC)C=C2)C1=O5135.6Standard polar33892256
5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acidCOC1C(=N)C(=O)C2=C(C=CC(=N2)C2=C(N)C(=C(C)C(=N2)C(O)=O)C2=C(O)C(OC)=C(OC)C=C2)C1=O3873.6Standard non polar33892256
5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acidCOC1C(=N)C(=O)C2=C(C=CC(=N2)C2=C(N)C(=C(C)C(=N2)C(O)=O)C2=C(O)C(OC)=C(OC)C=C2)C1=O4555.7Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid,3TMS,isomer #1COC1=CC=C(C2=C(C)C(C(=O)O[Si](C)(C)C)=NC(C3=CC=C4C(=O)C(OC)C(=N)C(=O)C4=N3)=C2N[Si](C)(C)C)C(O[Si](C)(C)C)=C1OC4320.6Semi standard non polar33892256
5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid,3TMS,isomer #1COC1=CC=C(C2=C(C)C(C(=O)O[Si](C)(C)C)=NC(C3=CC=C4C(=O)C(OC)C(=N)C(=O)C4=N3)=C2N[Si](C)(C)C)C(O[Si](C)(C)C)=C1OC4613.1Standard non polar33892256
5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid,3TMS,isomer #1COC1=CC=C(C2=C(C)C(C(=O)O[Si](C)(C)C)=NC(C3=CC=C4C(=O)C(OC)C(=N)C(=O)C4=N3)=C2N[Si](C)(C)C)C(O[Si](C)(C)C)=C1OC5953.0Standard polar33892256
5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid,3TMS,isomer #2COC1=CC=C(C2=C(C)C(C(=O)O[Si](C)(C)C)=NC(C3=CC=C4C(=O)C(OC)C(=N[Si](C)(C)C)C(=O)C4=N3)=C2N)C(O[Si](C)(C)C)=C1OC4195.3Semi standard non polar33892256
5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid,3TMS,isomer #2COC1=CC=C(C2=C(C)C(C(=O)O[Si](C)(C)C)=NC(C3=CC=C4C(=O)C(OC)C(=N[Si](C)(C)C)C(=O)C4=N3)=C2N)C(O[Si](C)(C)C)=C1OC4285.6Standard non polar33892256
5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid,3TMS,isomer #2COC1=CC=C(C2=C(C)C(C(=O)O[Si](C)(C)C)=NC(C3=CC=C4C(=O)C(OC)C(=N[Si](C)(C)C)C(=O)C4=N3)=C2N)C(O[Si](C)(C)C)=C1OC6266.3Standard polar33892256
5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid,3TMS,isomer #3COC1=CC=C(C2=C(C)C(C(=O)O[Si](C)(C)C)=NC(C3=CC=C4C(=O)C(OC)C(=N[Si](C)(C)C)C(=O)C4=N3)=C2N[Si](C)(C)C)C(O)=C1OC4242.4Semi standard non polar33892256
5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid,3TMS,isomer #3COC1=CC=C(C2=C(C)C(C(=O)O[Si](C)(C)C)=NC(C3=CC=C4C(=O)C(OC)C(=N[Si](C)(C)C)C(=O)C4=N3)=C2N[Si](C)(C)C)C(O)=C1OC4446.5Standard non polar33892256
5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid,3TMS,isomer #3COC1=CC=C(C2=C(C)C(C(=O)O[Si](C)(C)C)=NC(C3=CC=C4C(=O)C(OC)C(=N[Si](C)(C)C)C(=O)C4=N3)=C2N[Si](C)(C)C)C(O)=C1OC6043.9Standard polar33892256
5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid,3TMS,isomer #4COC1=CC=C(C2=C(C)C(C(=O)O[Si](C)(C)C)=NC(C3=CC=C4C(=O)C(OC)C(=N)C(=O)C4=N3)=C2N([Si](C)(C)C)[Si](C)(C)C)C(O)=C1OC4263.1Semi standard non polar33892256
5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid,3TMS,isomer #4COC1=CC=C(C2=C(C)C(C(=O)O[Si](C)(C)C)=NC(C3=CC=C4C(=O)C(OC)C(=N)C(=O)C4=N3)=C2N([Si](C)(C)C)[Si](C)(C)C)C(O)=C1OC4638.4Standard non polar33892256
5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid,3TMS,isomer #4COC1=CC=C(C2=C(C)C(C(=O)O[Si](C)(C)C)=NC(C3=CC=C4C(=O)C(OC)C(=N)C(=O)C4=N3)=C2N([Si](C)(C)C)[Si](C)(C)C)C(O)=C1OC5947.7Standard polar33892256
5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid,3TMS,isomer #5COC1=CC=C(C2=C(C)C(C(=O)O)=NC(C3=CC=C4C(=O)C(OC)C(=N[Si](C)(C)C)C(=O)C4=N3)=C2N[Si](C)(C)C)C(O[Si](C)(C)C)=C1OC4249.4Semi standard non polar33892256
5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid,3TMS,isomer #5COC1=CC=C(C2=C(C)C(C(=O)O)=NC(C3=CC=C4C(=O)C(OC)C(=N[Si](C)(C)C)C(=O)C4=N3)=C2N[Si](C)(C)C)C(O[Si](C)(C)C)=C1OC4401.0Standard non polar33892256
5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid,3TMS,isomer #5COC1=CC=C(C2=C(C)C(C(=O)O)=NC(C3=CC=C4C(=O)C(OC)C(=N[Si](C)(C)C)C(=O)C4=N3)=C2N[Si](C)(C)C)C(O[Si](C)(C)C)=C1OC5927.7Standard polar33892256
5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid,3TMS,isomer #6COC1=CC=C(C2=C(C)C(C(=O)O)=NC(C3=CC=C4C(=O)C(OC)C(=N)C(=O)C4=N3)=C2N([Si](C)(C)C)[Si](C)(C)C)C(O[Si](C)(C)C)=C1OC4270.8Semi standard non polar33892256
5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid,3TMS,isomer #6COC1=CC=C(C2=C(C)C(C(=O)O)=NC(C3=CC=C4C(=O)C(OC)C(=N)C(=O)C4=N3)=C2N([Si](C)(C)C)[Si](C)(C)C)C(O[Si](C)(C)C)=C1OC4642.4Standard non polar33892256
5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid,3TMS,isomer #6COC1=CC=C(C2=C(C)C(C(=O)O)=NC(C3=CC=C4C(=O)C(OC)C(=N)C(=O)C4=N3)=C2N([Si](C)(C)C)[Si](C)(C)C)C(O[Si](C)(C)C)=C1OC5885.2Standard polar33892256
5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid,3TMS,isomer #7COC1=CC=C(C2=C(C)C(C(=O)O)=NC(C3=CC=C4C(=O)C(OC)C(=N[Si](C)(C)C)C(=O)C4=N3)=C2N([Si](C)(C)C)[Si](C)(C)C)C(O)=C1OC4215.1Semi standard non polar33892256
5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid,3TMS,isomer #7COC1=CC=C(C2=C(C)C(C(=O)O)=NC(C3=CC=C4C(=O)C(OC)C(=N[Si](C)(C)C)C(=O)C4=N3)=C2N([Si](C)(C)C)[Si](C)(C)C)C(O)=C1OC4466.0Standard non polar33892256
5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid,3TMS,isomer #7COC1=CC=C(C2=C(C)C(C(=O)O)=NC(C3=CC=C4C(=O)C(OC)C(=N[Si](C)(C)C)C(=O)C4=N3)=C2N([Si](C)(C)C)[Si](C)(C)C)C(O)=C1OC5984.3Standard polar33892256
5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid,4TMS,isomer #1COC1=CC=C(C2=C(C)C(C(=O)O[Si](C)(C)C)=NC(C3=CC=C4C(=O)C(OC)C(=N[Si](C)(C)C)C(=O)C4=N3)=C2N[Si](C)(C)C)C(O[Si](C)(C)C)=C1OC4210.8Semi standard non polar33892256
5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid,4TMS,isomer #1COC1=CC=C(C2=C(C)C(C(=O)O[Si](C)(C)C)=NC(C3=CC=C4C(=O)C(OC)C(=N[Si](C)(C)C)C(=O)C4=N3)=C2N[Si](C)(C)C)C(O[Si](C)(C)C)=C1OC4390.3Standard non polar33892256
5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid,4TMS,isomer #1COC1=CC=C(C2=C(C)C(C(=O)O[Si](C)(C)C)=NC(C3=CC=C4C(=O)C(OC)C(=N[Si](C)(C)C)C(=O)C4=N3)=C2N[Si](C)(C)C)C(O[Si](C)(C)C)=C1OC5618.0Standard polar33892256
5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid,4TMS,isomer #2COC1=CC=C(C2=C(C)C(C(=O)O[Si](C)(C)C)=NC(C3=CC=C4C(=O)C(OC)C(=N)C(=O)C4=N3)=C2N([Si](C)(C)C)[Si](C)(C)C)C(O[Si](C)(C)C)=C1OC4236.0Semi standard non polar33892256
5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid,4TMS,isomer #2COC1=CC=C(C2=C(C)C(C(=O)O[Si](C)(C)C)=NC(C3=CC=C4C(=O)C(OC)C(=N)C(=O)C4=N3)=C2N([Si](C)(C)C)[Si](C)(C)C)C(O[Si](C)(C)C)=C1OC4625.1Standard non polar33892256
5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid,4TMS,isomer #2COC1=CC=C(C2=C(C)C(C(=O)O[Si](C)(C)C)=NC(C3=CC=C4C(=O)C(OC)C(=N)C(=O)C4=N3)=C2N([Si](C)(C)C)[Si](C)(C)C)C(O[Si](C)(C)C)=C1OC5535.5Standard polar33892256
5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid,4TMS,isomer #3COC1=CC=C(C2=C(C)C(C(=O)O[Si](C)(C)C)=NC(C3=CC=C4C(=O)C(OC)C(=N[Si](C)(C)C)C(=O)C4=N3)=C2N([Si](C)(C)C)[Si](C)(C)C)C(O)=C1OC4181.6Semi standard non polar33892256
5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid,4TMS,isomer #3COC1=CC=C(C2=C(C)C(C(=O)O[Si](C)(C)C)=NC(C3=CC=C4C(=O)C(OC)C(=N[Si](C)(C)C)C(=O)C4=N3)=C2N([Si](C)(C)C)[Si](C)(C)C)C(O)=C1OC4495.0Standard non polar33892256
5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid,4TMS,isomer #3COC1=CC=C(C2=C(C)C(C(=O)O[Si](C)(C)C)=NC(C3=CC=C4C(=O)C(OC)C(=N[Si](C)(C)C)C(=O)C4=N3)=C2N([Si](C)(C)C)[Si](C)(C)C)C(O)=C1OC5608.9Standard polar33892256
5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid,4TMS,isomer #4COC1=CC=C(C2=C(C)C(C(=O)O)=NC(C3=CC=C4C(=O)C(OC)C(=N[Si](C)(C)C)C(=O)C4=N3)=C2N([Si](C)(C)C)[Si](C)(C)C)C(O[Si](C)(C)C)=C1OC4173.6Semi standard non polar33892256
5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid,4TMS,isomer #4COC1=CC=C(C2=C(C)C(C(=O)O)=NC(C3=CC=C4C(=O)C(OC)C(=N[Si](C)(C)C)C(=O)C4=N3)=C2N([Si](C)(C)C)[Si](C)(C)C)C(O[Si](C)(C)C)=C1OC4455.1Standard non polar33892256
5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid,4TMS,isomer #4COC1=CC=C(C2=C(C)C(C(=O)O)=NC(C3=CC=C4C(=O)C(OC)C(=N[Si](C)(C)C)C(=O)C4=N3)=C2N([Si](C)(C)C)[Si](C)(C)C)C(O[Si](C)(C)C)=C1OC5557.9Standard polar33892256
5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid,5TMS,isomer #1COC1=CC=C(C2=C(C)C(C(=O)O[Si](C)(C)C)=NC(C3=CC=C4C(=O)C(OC)C(=N[Si](C)(C)C)C(=O)C4=N3)=C2N([Si](C)(C)C)[Si](C)(C)C)C(O[Si](C)(C)C)=C1OC4180.5Semi standard non polar33892256
5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid,5TMS,isomer #1COC1=CC=C(C2=C(C)C(C(=O)O[Si](C)(C)C)=NC(C3=CC=C4C(=O)C(OC)C(=N[Si](C)(C)C)C(=O)C4=N3)=C2N([Si](C)(C)C)[Si](C)(C)C)C(O[Si](C)(C)C)=C1OC4465.2Standard non polar33892256
5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid,5TMS,isomer #1COC1=CC=C(C2=C(C)C(C(=O)O[Si](C)(C)C)=NC(C3=CC=C4C(=O)C(OC)C(=N[Si](C)(C)C)C(=O)C4=N3)=C2N([Si](C)(C)C)[Si](C)(C)C)C(O[Si](C)(C)C)=C1OC5271.4Standard polar33892256
5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid,3TBDMS,isomer #1COC1=CC=C(C2=C(C)C(C(=O)O[Si](C)(C)C(C)(C)C)=NC(C3=CC=C4C(=O)C(OC)C(=N)C(=O)C4=N3)=C2N[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1OC4724.4Semi standard non polar33892256
5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid,3TBDMS,isomer #1COC1=CC=C(C2=C(C)C(C(=O)O[Si](C)(C)C(C)(C)C)=NC(C3=CC=C4C(=O)C(OC)C(=N)C(=O)C4=N3)=C2N[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1OC5131.2Standard non polar33892256
5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid,3TBDMS,isomer #1COC1=CC=C(C2=C(C)C(C(=O)O[Si](C)(C)C(C)(C)C)=NC(C3=CC=C4C(=O)C(OC)C(=N)C(=O)C4=N3)=C2N[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1OC5891.5Standard polar33892256
5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid,3TBDMS,isomer #2COC1=CC=C(C2=C(C)C(C(=O)O[Si](C)(C)C(C)(C)C)=NC(C3=CC=C4C(=O)C(OC)C(=N[Si](C)(C)C(C)(C)C)C(=O)C4=N3)=C2N)C(O[Si](C)(C)C(C)(C)C)=C1OC4704.7Semi standard non polar33892256
5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid,3TBDMS,isomer #2COC1=CC=C(C2=C(C)C(C(=O)O[Si](C)(C)C(C)(C)C)=NC(C3=CC=C4C(=O)C(OC)C(=N[Si](C)(C)C(C)(C)C)C(=O)C4=N3)=C2N)C(O[Si](C)(C)C(C)(C)C)=C1OC4783.2Standard non polar33892256
5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid,3TBDMS,isomer #2COC1=CC=C(C2=C(C)C(C(=O)O[Si](C)(C)C(C)(C)C)=NC(C3=CC=C4C(=O)C(OC)C(=N[Si](C)(C)C(C)(C)C)C(=O)C4=N3)=C2N)C(O[Si](C)(C)C(C)(C)C)=C1OC6138.2Standard polar33892256
5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid,3TBDMS,isomer #3COC1=CC=C(C2=C(C)C(C(=O)O[Si](C)(C)C(C)(C)C)=NC(C3=CC=C4C(=O)C(OC)C(=N[Si](C)(C)C(C)(C)C)C(=O)C4=N3)=C2N[Si](C)(C)C(C)(C)C)C(O)=C1OC4710.5Semi standard non polar33892256
5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid,3TBDMS,isomer #3COC1=CC=C(C2=C(C)C(C(=O)O[Si](C)(C)C(C)(C)C)=NC(C3=CC=C4C(=O)C(OC)C(=N[Si](C)(C)C(C)(C)C)C(=O)C4=N3)=C2N[Si](C)(C)C(C)(C)C)C(O)=C1OC4965.2Standard non polar33892256
5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid,3TBDMS,isomer #3COC1=CC=C(C2=C(C)C(C(=O)O[Si](C)(C)C(C)(C)C)=NC(C3=CC=C4C(=O)C(OC)C(=N[Si](C)(C)C(C)(C)C)C(=O)C4=N3)=C2N[Si](C)(C)C(C)(C)C)C(O)=C1OC5934.7Standard polar33892256
5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid,3TBDMS,isomer #4COC1=CC=C(C2=C(C)C(C(=O)O[Si](C)(C)C(C)(C)C)=NC(C3=CC=C4C(=O)C(OC)C(=N)C(=O)C4=N3)=C2N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(O)=C1OC4721.7Semi standard non polar33892256
5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid,3TBDMS,isomer #4COC1=CC=C(C2=C(C)C(C(=O)O[Si](C)(C)C(C)(C)C)=NC(C3=CC=C4C(=O)C(OC)C(=N)C(=O)C4=N3)=C2N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(O)=C1OC5142.7Standard non polar33892256
5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid,3TBDMS,isomer #4COC1=CC=C(C2=C(C)C(C(=O)O[Si](C)(C)C(C)(C)C)=NC(C3=CC=C4C(=O)C(OC)C(=N)C(=O)C4=N3)=C2N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(O)=C1OC5859.7Standard polar33892256
5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid,3TBDMS,isomer #5COC1=CC=C(C2=C(C)C(C(=O)O)=NC(C3=CC=C4C(=O)C(OC)C(=N[Si](C)(C)C(C)(C)C)C(=O)C4=N3)=C2N[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1OC4727.9Semi standard non polar33892256
5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid,3TBDMS,isomer #5COC1=CC=C(C2=C(C)C(C(=O)O)=NC(C3=CC=C4C(=O)C(OC)C(=N[Si](C)(C)C(C)(C)C)C(=O)C4=N3)=C2N[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1OC4929.8Standard non polar33892256
5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid,3TBDMS,isomer #5COC1=CC=C(C2=C(C)C(C(=O)O)=NC(C3=CC=C4C(=O)C(OC)C(=N[Si](C)(C)C(C)(C)C)C(=O)C4=N3)=C2N[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1OC5847.3Standard polar33892256
5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid,3TBDMS,isomer #6COC1=CC=C(C2=C(C)C(C(=O)O)=NC(C3=CC=C4C(=O)C(OC)C(=N)C(=O)C4=N3)=C2N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1OC4756.7Semi standard non polar33892256
5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid,3TBDMS,isomer #6COC1=CC=C(C2=C(C)C(C(=O)O)=NC(C3=CC=C4C(=O)C(OC)C(=N)C(=O)C4=N3)=C2N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1OC5156.1Standard non polar33892256
5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid,3TBDMS,isomer #6COC1=CC=C(C2=C(C)C(C(=O)O)=NC(C3=CC=C4C(=O)C(OC)C(=N)C(=O)C4=N3)=C2N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1OC5814.0Standard polar33892256
5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid,3TBDMS,isomer #7COC1=CC=C(C2=C(C)C(C(=O)O)=NC(C3=CC=C4C(=O)C(OC)C(=N[Si](C)(C)C(C)(C)C)C(=O)C4=N3)=C2N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(O)=C1OC4732.7Semi standard non polar33892256
5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid,3TBDMS,isomer #7COC1=CC=C(C2=C(C)C(C(=O)O)=NC(C3=CC=C4C(=O)C(OC)C(=N[Si](C)(C)C(C)(C)C)C(=O)C4=N3)=C2N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(O)=C1OC4976.5Standard non polar33892256
5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid,3TBDMS,isomer #7COC1=CC=C(C2=C(C)C(C(=O)O)=NC(C3=CC=C4C(=O)C(OC)C(=N[Si](C)(C)C(C)(C)C)C(=O)C4=N3)=C2N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(O)=C1OC5868.0Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid GC-MS (TMS_1_1) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid GC-MS (TMS_1_2) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid GC-MS (TMS_1_3) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid GC-MS (TMS_1_4) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid GC-MS (TMS_2_1) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid GC-MS (TMS_2_2) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid GC-MS (TMS_2_3) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid GC-MS (TMS_2_4) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid GC-MS (TMS_2_5) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid GC-MS (TMS_2_6) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid GC-MS (TMS_2_7) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid GC-MS (TBDMS_1_2) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid GC-MS (TBDMS_1_3) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid GC-MS (TBDMS_1_4) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid GC-MS (TBDMS_2_1) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid GC-MS (TBDMS_2_2) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid GC-MS (TBDMS_2_3) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid GC-MS (TBDMS_2_4) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid GC-MS (TBDMS_2_5) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid GC-MS (TBDMS_2_6) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5-Amino-4-(2-hydroxy-3,4-dimethoxyphenyl)-6-(7-imino-6-methoxy-5,8-dioxoquinolin-2-yl)-3-methylpyridine-2-carboxylic acid GC-MS (TBDMS_2_7) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID95764309
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound136170747
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]