ChemFOnt: Showing chemical card for 2-amino-4-({1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-{[4-(3,5-dihydroxyphenyl)-12-hydroxy-12-methyl-3,10-dioxatricyclo[7.5.0.0²,⁶]tetradeca-1(9),2(6),4,7-tetraen-13-yl]sulfanyl}ethyl}-C-hydroxycarbonimidoyl)butanoic acid (CFc000119194)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:42:42 UTC

Chemfont ID

CFc000119194

Molecule Identification

Common Name

2-amino-4-({1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-{[4-(3,5-dihydroxyphenyl)-12-hydroxy-12-methyl-3,10-dioxatricyclo[7.5.0.0²,⁶]tetradeca-1(9),2(6),4,7-tetraen-13-yl]sulfanyl}ethyl}-C-hydroxycarbonimidoyl)butanoic acid

Definition

2-amino-4-({1-[(carboxymethyl)-c-hydroxycarbonimidoyl]-2-{[4-(3,5-dihydroxyphenyl)-12-hydroxy-12-methyl-3,10-dioxatricyclo[7.5.0.0²,⁶]tetradeca-1(9),2(6),4,7-tetraen-13-yl]sulfanyl}ethyl}-c-hydroxycarbonimidoyl)butanoic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 5-{12-methyl-3,10,13-trioxatetracyclo[7.6.0.0²,⁶.0¹²,¹⁴]pentadeca-1(9),2(6),4,7-tetraen-4-yl}benzene-1,3-diol. 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-{[4-(3,5-dihydroxyphenyl)-12-hydroxy-12-methyl-3,10-dioxatricyclo[7.5.0.0,]tetradeca-1(9),2(6),4,7-tetraen-13-yl]sulfanyl}ethyl}-C-hydroxycarbonimidoyl)butanoate	Generator
2-Amino-4-({1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-{[4-(3,5-dihydroxyphenyl)-12-hydroxy-12-methyl-3,10-dioxatricyclo[7.5.0.0,]tetradeca-1(9),2(6),4,7-tetraen-13-yl]sulphanyl}ethyl}-C-hydroxycarbonimidoyl)butanoate	Generator
2-Amino-4-({1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-{[4-(3,5-dihydroxyphenyl)-12-hydroxy-12-methyl-3,10-dioxatricyclo[7.5.0.0,]tetradeca-1(9),2(6),4,7-tetraen-13-yl]sulphanyl}ethyl}-C-hydroxycarbonimidoyl)butanoic acid	Generator
2-amino-4-({1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-{[4-(3,5-dihydroxyphenyl)-12-hydroxy-12-methyl-3,10-dioxatricyclo[7.5.0.0²,⁶]tetradeca-1(9),2(6),4,7-tetraen-13-yl]sulfanyl}ethyl}-C-hydroxycarbonimidoyl)butanoate	Generator
2-amino-4-({1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-{[4-(3,5-dihydroxyphenyl)-12-hydroxy-12-methyl-3,10-dioxatricyclo[7.5.0.0²,⁶]tetradeca-1(9),2(6),4,7-tetraen-13-yl]sulphanyl}ethyl}-C-hydroxycarbonimidoyl)butanoate	Generator
2-amino-4-({1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-{[4-(3,5-dihydroxyphenyl)-12-hydroxy-12-methyl-3,10-dioxatricyclo[7.5.0.0²,⁶]tetradeca-1(9),2(6),4,7-tetraen-13-yl]sulphanyl}ethyl}-C-hydroxycarbonimidoyl)butanoic acid	Generator

Chemical Formula

C₂₉H₃₃N₃O₁₁S

Average Molecular Weight

631.65

Monoisotopic Molecular Weight

631.183580069

IUPAC Name

2-amino-4-({1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-{[4-(3,5-dihydroxyphenyl)-12-hydroxy-12-methyl-3,10-dioxatricyclo[7.5.0.0^{2,6}]tetradeca-1(9),2(6),4,7-tetraen-13-yl]sulfanyl}ethyl}-C-hydroxycarbonimidoyl)butanoic acid

Traditional Name

2-amino-4-{[1-(carboxymethyl-C-hydroxycarbonimidoyl)-2-{[4-(3,5-dihydroxyphenyl)-12-hydroxy-12-methyl-3,10-dioxatricyclo[7.5.0.0^{2,6}]tetradeca-1(9),2(6),4,7-tetraen-13-yl]sulfanyl}ethyl]-C-hydroxycarbonimidoyl}butanoic acid

CAS Registry Number

Not Available

SMILES

CC1(O)COC2=C(CC1SCC(N=C(O)CCC(N)C(O)=O)C(O)=NCC(O)=O)C1=C(C=C(O1)C1=CC(O)=CC(O)=C1)C=C2

InChI Identifier

InChI=1S/C29H33N3O11S/c1-29(41)13-42-21-4-2-14-8-22(15-6-16(33)9-17(34)7-15)43-26(14)18(21)10-23(29)44-12-20(27(38)31-11-25(36)37)32-24(35)5-3-19(30)28(39)40/h2,4,6-9,19-20,23,33-34,41H,3,5,10-13,30H2,1H3,(H,31,38)(H,32,35)(H,36,37)(H,39,40)

InChI Key

QLHNZGBYMNSFST-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

2-arylbenzofuran flavonoids

Sub Class

Not Available

Direct Parent

2-arylbenzofuran flavonoids

Alternative Parents

Substituents

2-arylbenzofuran flavonoid
Alpha peptide
7-prenylated 2-arybenzofuran
2-phenylbenzofuran
Phenylbenzofuran
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
Benzoxepine
Alpha-amino acid or derivatives
Alpha-amino acid
Benzofuran
Resorcinol
Phenol
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Benzenoid
Heteroaromatic compound
Furan
Tertiary alcohol
Amino acid
Amino acid or derivatives
Oxacycle
Organoheterocyclic compound
Dialkylthioether
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid derivative
Carboxylic acid
Organic 1,3-dipolar compound
Ether
Propargyl-type 1,3-dipolar organic compound
Sulfenyl compound
Thioether
Organic oxide
Organopnictogen compound
Amine
Hydrocarbon derivative
Organic nitrogen compound
Alcohol
Primary aliphatic amine
Organic oxygen compound
Carbonyl group
Organonitrogen compound
Organooxygen compound
Organosulfur compound
Primary amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0138785)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.095 g/L	ALOGPS
logP	-0.19	ALOGPS
logP	-0.77	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	1.91	ChemAxon
pKa (Strongest Basic)	9.54	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	248.86 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	156.93 m³·mol⁻¹	ChemAxon
Polarizability	64.94 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

HMDB0138785

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

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-{[4-(3,5-dihydroxyphenyl)-12-hydroxy-12-methyl-3,10-dioxatricyclo[7.5.0.0²,⁶]tetradeca-1(9),2(6),4,7-tetraen-13-yl]sulfanyl}ethyl}-C-hydroxycarbonimidoyl)butanoic acid (CFc000119194)

MOL for CFc000119194 (2-amino-4-({1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-{[4-(3,5-dihydroxyphenyl)-12-hydroxy-12-methyl-3,10-dioxatricyclo[7.5.0.0²,⁶]tetradeca-1(9),2(6),4,7-tetraen-13-yl]sulfanyl}ethyl}-C-hydroxycarbonimidoyl)butanoic acid)

3D MOL for CFc000119194 (2-amino-4-({1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-{[4-(3,5-dihydroxyphenyl)-12-hydroxy-12-methyl-3,10-dioxatricyclo[7.5.0.0²,⁶]tetradeca-1(9),2(6),4,7-tetraen-13-yl]sulfanyl}ethyl}-C-hydroxycarbonimidoyl)butanoic acid)

3D SDF for CFc000119194 (2-amino-4-({1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-{[4-(3,5-dihydroxyphenyl)-12-hydroxy-12-methyl-3,10-dioxatricyclo[7.5.0.0²,⁶]tetradeca-1(9),2(6),4,7-tetraen-13-yl]sulfanyl}ethyl}-C-hydroxycarbonimidoyl)butanoic acid)

3D-SDF for CFc000119194 (2-amino-4-({1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-{[4-(3,5-dihydroxyphenyl)-12-hydroxy-12-methyl-3,10-dioxatricyclo[7.5.0.0²,⁶]tetradeca-1(9),2(6),4,7-tetraen-13-yl]sulfanyl}ethyl}-C-hydroxycarbonimidoyl)butanoic acid)

PDB for CFc000119194 (2-amino-4-({1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-{[4-(3,5-dihydroxyphenyl)-12-hydroxy-12-methyl-3,10-dioxatricyclo[7.5.0.0²,⁶]tetradeca-1(9),2(6),4,7-tetraen-13-yl]sulfanyl}ethyl}-C-hydroxycarbonimidoyl)butanoic acid)

3D PDB for CFc000119194 (2-amino-4-({1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-{[4-(3,5-dihydroxyphenyl)-12-hydroxy-12-methyl-3,10-dioxatricyclo[7.5.0.0²,⁶]tetradeca-1(9),2(6),4,7-tetraen-13-yl]sulfanyl}ethyl}-C-hydroxycarbonimidoyl)butanoic acid)

SMILES for CFc000119194 (2-amino-4-({1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-{[4-(3,5-dihydroxyphenyl)-12-hydroxy-12-methyl-3,10-dioxatricyclo[7.5.0.0²,⁶]tetradeca-1(9),2(6),4,7-tetraen-13-yl]sulfanyl}ethyl}-C-hydroxycarbonimidoyl)butanoic acid)

INCHI for CFc000119194 (2-amino-4-({1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-{[4-(3,5-dihydroxyphenyl)-12-hydroxy-12-methyl-3,10-dioxatricyclo[7.5.0.0²,⁶]tetradeca-1(9),2(6),4,7-tetraen-13-yl]sulfanyl}ethyl}-C-hydroxycarbonimidoyl)butanoic acid)

Structure for CFc000119194 (2-amino-4-({1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-{[4-(3,5-dihydroxyphenyl)-12-hydroxy-12-methyl-3,10-dioxatricyclo[7.5.0.0²,⁶]tetradeca-1(9),2(6),4,7-tetraen-13-yl]sulfanyl}ethyl}-C-hydroxycarbonimidoyl)butanoic acid)

3D Structure for CFc000119194 (2-amino-4-({1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-{[4-(3,5-dihydroxyphenyl)-12-hydroxy-12-methyl-3,10-dioxatricyclo[7.5.0.0²,⁶]tetradeca-1(9),2(6),4,7-tetraen-13-yl]sulfanyl}ethyl}-C-hydroxycarbonimidoyl)butanoic acid)