ChemFOnt: Showing chemical card for 2-amino-4-({1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-({8-[2-(2,4-dihydroxyphenyl)-5-hydroxy-8,8-dimethyl-4-oxo-4H,8H-pyrano[3,2-g]chromen-3-yl]-3-hydroxy-2,6-dimethyloct-6-en-2-yl}sulfanyl)ethyl}-C-hydroxycarbonimidoyl)butanoic acid (CFc000110277)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:29:27 UTC

Chemfont ID

CFc000110277

Molecule Identification

Common Name

2-amino-4-({1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-({8-[2-(2,4-dihydroxyphenyl)-5-hydroxy-8,8-dimethyl-4-oxo-4H,8H-pyrano[3,2-g]chromen-3-yl]-3-hydroxy-2,6-dimethyloct-6-en-2-yl}sulfanyl)ethyl}-C-hydroxycarbonimidoyl)butanoic acid

Definition

2-amino-4-({1-[(carboxymethyl)-c-hydroxycarbonimidoyl]-2-({8-[2-(2,4-dihydroxyphenyl)-5-hydroxy-8,8-dimethyl-4-oxo-4h,8h-pyrano[3,2-g]chromen-3-yl]-3-hydroxy-2,6-dimethyloct-6-en-2-yl}sulfanyl)ethyl}-c-hydroxycarbonimidoyl)butanoic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 2-(2,4-dihydroxyphenyl)-3-[5-(3,3-dimethyloxiran-2-yl)-3-methylpent-2-en-1-yl]-5-hydroxy-8,8-dimethyl-4h,8h-pyrano[3,2-g]chromen-4-one. It is generated by Glutathione S-transferase P (P09211) enzyme via a gsh-conjugation-of-epoxide reaction. This gsh-conjugation-of-epoxide occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-Amino-4-({1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-({8-[2-(2,4-dihydroxyphenyl)-5-hydroxy-8,8-dimethyl-4-oxo-4H,8H-pyrano[3,2-g]chromen-3-yl]-3-hydroxy-2,6-dimethyloct-6-en-2-yl}sulfanyl)ethyl}-C-hydroxycarbonimidoyl)butanoate	Generator
2-Amino-4-({1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-({8-[2-(2,4-dihydroxyphenyl)-5-hydroxy-8,8-dimethyl-4-oxo-4H,8H-pyrano[3,2-g]chromen-3-yl]-3-hydroxy-2,6-dimethyloct-6-en-2-yl}sulphanyl)ethyl}-C-hydroxycarbonimidoyl)butanoate	Generator
2-Amino-4-({1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-({8-[2-(2,4-dihydroxyphenyl)-5-hydroxy-8,8-dimethyl-4-oxo-4H,8H-pyrano[3,2-g]chromen-3-yl]-3-hydroxy-2,6-dimethyloct-6-en-2-yl}sulphanyl)ethyl}-C-hydroxycarbonimidoyl)butanoic acid	Generator

Chemical Formula

C₄₀H₄₉N₃O₁₃S

Average Molecular Weight

811.9

Monoisotopic Molecular Weight

811.298609824

IUPAC Name

Traditional Name

2-amino-4-{[1-(carboxymethyl-C-hydroxycarbonimidoyl)-2-({8-[2-(2,4-dihydroxyphenyl)-5-hydroxy-8,8-dimethyl-4-oxopyrano[3,2-g]chromen-3-yl]-3-hydroxy-2,6-dimethyloct-6-en-2-yl}sulfanyl)ethyl]-C-hydroxycarbonimidoyl}butanoic acid

CAS Registry Number

None

SMILES

CC(CCC(O)C(C)(C)SCC(N=C(O)CCC(N)C(O)=O)C(O)=NCC(O)=O)=CCC1=C(OC2=C(C(O)=C3C=CC(C)(C)OC3=C2)C1=O)C1=C(O)C=C(O)C=C1

InChI Identifier

InChI=1S/C40H49N3O13S/c1-20(7-12-30(46)40(4,5)57-19-26(37(52)42-18-32(48)49)43-31(47)13-11-25(41)38(53)54)6-9-24-35(51)33-29(55-36(24)22-10-8-21(44)16-27(22)45)17-28-23(34(33)50)14-15-39(2,3)56-28/h6,8,10,14-17,25-26,30,44-46,50H,7,9,11-13,18-19,41H2,1-5H3,(H,42,52)(H,43,47)(H,48,49)(H,53,54)

InChI Key

NGMXWWALUKQYFV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3-prenylated flavones. These are flavones that features a C5-isoprenoid substituent at the 3-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavones

Direct Parent

3-prenylated flavones

Alternative Parents

Substituents

3-prenylated flavone
Alpha peptide
Pyranoflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
Hydroxyflavonoid
Pyranochromene
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
2,2-dimethyl-1-benzopyran
Chromone
Alpha-amino acid
1-benzopyran
Alpha-amino acid or derivatives
Benzopyran
Resorcinol
1-hydroxy-2-unsubstituted benzenoid
Phenol
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
Pyranone
Benzenoid
Pyran
Dicarboxylic acid or derivatives
Monocyclic benzene moiety
Heteroaromatic compound
Vinylogous acid
Amino acid or derivatives
Amino acid
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Dialkylthioether
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid derivative
Carboxylic acid
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Ether
Sulfenyl compound
Thioether
Organic oxide
Organopnictogen compound
Hydrocarbon derivative
Amine
Organic nitrogen compound
Organic oxygen compound
Alcohol
Primary aliphatic amine
Carbonyl group
Primary amine
Organonitrogen compound
Organooxygen compound
Organosulfur compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0129868)

Plant

Plant (HMDB: HMDB0129868)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.003 g/L	ALOGPS
logP	1.45	ALOGPS
logP	2.04	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	1.74	ChemAxon
pKa (Strongest Basic)	9.88	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	282.25 Å²	ChemAxon
Rotatable Bond Count	18	ChemAxon
Refractivity	213.71 m³·mol⁻¹	ChemAxon
Polarizability	84.34 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0129868

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB088719

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 2-amino-4-({1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-({8-[2-(2,4-dihydroxyphenyl)-5-hydroxy-8,8-dimethyl-4-oxo-4H,8H-pyrano[3,2-g]chromen-3-yl]-3-hydroxy-2,6-dimethyloct-6-en-2-yl}sulfanyl)ethyl}-C-hydroxycarbonimidoyl)butanoic acid (CFc000110277)

MOL for CFc000110277 (2-amino-4-({1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-({8-[2-(2,4-dihydroxyphenyl)-5-hydroxy-8,8-dimethyl-4-oxo-4H,8H-pyrano[3,2-g]chromen-3-yl]-3-hydroxy-2,6-dimethyloct-6-en-2-yl}sulfanyl)ethyl}-C-hydroxycarbonimidoyl)butanoic acid)

3D MOL for CFc000110277 (2-amino-4-({1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-({8-[2-(2,4-dihydroxyphenyl)-5-hydroxy-8,8-dimethyl-4-oxo-4H,8H-pyrano[3,2-g]chromen-3-yl]-3-hydroxy-2,6-dimethyloct-6-en-2-yl}sulfanyl)ethyl}-C-hydroxycarbonimidoyl)butanoic acid)

3D SDF for CFc000110277 (2-amino-4-({1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-({8-[2-(2,4-dihydroxyphenyl)-5-hydroxy-8,8-dimethyl-4-oxo-4H,8H-pyrano[3,2-g]chromen-3-yl]-3-hydroxy-2,6-dimethyloct-6-en-2-yl}sulfanyl)ethyl}-C-hydroxycarbonimidoyl)butanoic acid)

3D-SDF for CFc000110277 (2-amino-4-({1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-({8-[2-(2,4-dihydroxyphenyl)-5-hydroxy-8,8-dimethyl-4-oxo-4H,8H-pyrano[3,2-g]chromen-3-yl]-3-hydroxy-2,6-dimethyloct-6-en-2-yl}sulfanyl)ethyl}-C-hydroxycarbonimidoyl)butanoic acid)

PDB for CFc000110277 (2-amino-4-({1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-({8-[2-(2,4-dihydroxyphenyl)-5-hydroxy-8,8-dimethyl-4-oxo-4H,8H-pyrano[3,2-g]chromen-3-yl]-3-hydroxy-2,6-dimethyloct-6-en-2-yl}sulfanyl)ethyl}-C-hydroxycarbonimidoyl)butanoic acid)

3D PDB for CFc000110277 (2-amino-4-({1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-({8-[2-(2,4-dihydroxyphenyl)-5-hydroxy-8,8-dimethyl-4-oxo-4H,8H-pyrano[3,2-g]chromen-3-yl]-3-hydroxy-2,6-dimethyloct-6-en-2-yl}sulfanyl)ethyl}-C-hydroxycarbonimidoyl)butanoic acid)

SMILES for CFc000110277 (2-amino-4-({1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-({8-[2-(2,4-dihydroxyphenyl)-5-hydroxy-8,8-dimethyl-4-oxo-4H,8H-pyrano[3,2-g]chromen-3-yl]-3-hydroxy-2,6-dimethyloct-6-en-2-yl}sulfanyl)ethyl}-C-hydroxycarbonimidoyl)butanoic acid)

INCHI for CFc000110277 (2-amino-4-({1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-({8-[2-(2,4-dihydroxyphenyl)-5-hydroxy-8,8-dimethyl-4-oxo-4H,8H-pyrano[3,2-g]chromen-3-yl]-3-hydroxy-2,6-dimethyloct-6-en-2-yl}sulfanyl)ethyl}-C-hydroxycarbonimidoyl)butanoic acid)

Structure for CFc000110277 (2-amino-4-({1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-({8-[2-(2,4-dihydroxyphenyl)-5-hydroxy-8,8-dimethyl-4-oxo-4H,8H-pyrano[3,2-g]chromen-3-yl]-3-hydroxy-2,6-dimethyloct-6-en-2-yl}sulfanyl)ethyl}-C-hydroxycarbonimidoyl)butanoic acid)

3D Structure for CFc000110277 (2-amino-4-({1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-({8-[2-(2,4-dihydroxyphenyl)-5-hydroxy-8,8-dimethyl-4-oxo-4H,8H-pyrano[3,2-g]chromen-3-yl]-3-hydroxy-2,6-dimethyloct-6-en-2-yl}sulfanyl)ethyl}-C-hydroxycarbonimidoyl)butanoic acid)