ChemFOnt: Showing chemical card for 4,5-Dihydro-4-hydroxy-5-S-glutathionyl-benzo[a]pyrene (CFc000040831)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:42:30 UTC

Chemfont ID

CFc000040831

Molecule Identification

Common Name

4,5-Dihydro-4-hydroxy-5-S-glutathionyl-benzo[a]pyrene

Definition

This compound belongs to the family of Peptides. These are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₃₀H₂₉N₃O₇S

Average Molecular Weight

575.632

Monoisotopic Molecular Weight

575.172620987

IUPAC Name

(2S)-2-amino-4-{[(1R)-1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-({11-hydroxypentacyclo[10.6.2.0²,⁷.0⁹,¹⁹.0¹⁶,²⁰]icosa-1(19),2,4,6,8,12,14,16(20),17-nonaen-10-yl}sulfanyl)ethyl]-C-hydroxycarbonimidoyl}butanoic acid

Traditional Name

(2S)-2-amino-4-{[(1R)-1-(carboxymethyl-C-hydroxycarbonimidoyl)-2-({11-hydroxypentacyclo[10.6.2.0²,⁷.0⁹,¹⁹.0¹⁶,²⁰]icosa-1(19),2,4,6,8,12,14,16(20),17-nonaen-10-yl}sulfanyl)ethyl]-C-hydroxycarbonimidoyl}butanoic acid

CAS Registry Number

Not Available

SMILES

[H][C@](N)(CCC(O)=N[C@@]([H])(CSC1([H])C2=CC3=CC=CC=C3C3=C2C2=C(C=CC=C2C1([H])O)C=C3)C(O)=NCC(O)=O)C(O)=O

InChI Identifier

InChI=1S/C30H29N3O7S/c31-21(30(39)40)10-11-23(34)33-22(29(38)32-13-24(35)36)14-41-28-20-12-16-4-1-2-6-17(16)18-9-8-15-5-3-7-19(27(28)37)25(15)26(18)20/h1-9,12,21-22,27-28,37H,10-11,13-14,31H2,(H,32,38)(H,33,34)(H,35,36)(H,39,40)/t21-,22-,27?,28?/m0/s1

InChI Key

PZXCOGFLSNREMF-SUZCJKPRSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Oligopeptides

Alternative Parents

Substituents

Alpha-oligopeptide
Gamma-glutamyl alpha peptide
Chrysene
Glutamine or derivatives
Phenanthrene
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
Alpha-amino acid amide
Cysteine or derivatives
Alpha-amino acid
N-substituted-alpha-amino acid
Alpha-amino acid or derivatives
Naphthalene
L-alpha-amino acid
Fatty acyl
N-acyl-amine
Benzenoid
Fatty amide
Dicarboxylic acid or derivatives
Amino acid
Amino acid or derivatives
Secondary alcohol
Secondary carboxylic acid amide
Carboxamide group
Dialkylthioether
Carboxylic acid
Sulfenyl compound
Thioether
Primary amine
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Alcohol
Carbonyl group
Hydrocarbon derivative
Amine
Organic oxide
Organosulfur compound
Primary aliphatic amine
Organooxygen compound
Organonitrogen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

peptide (CHEBI:34374 )

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0060391)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0034 g/L	ALOGPS
logP	0.19	ALOGPS
logP	0.68	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	2.07	ChemAxon
pKa (Strongest Basic)	9.54	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	186.03 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	153.14 m³·mol⁻¹	ChemAxon
Polarizability	59.66 Å³	ChemAxon
Number of Rings	5	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

HMDB0060391

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

10128363

KEGG Compound ID

C14855

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11954068

PDB ID

Not Available

ChEBI ID

34374

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 4,5-Dihydro-4-hydroxy-5-S-glutathionyl-benzo[a]pyrene (CFc000040831)

MOL for CFc000040831 (4,5-Dihydro-4-hydroxy-5-S-glutathionyl-benzo[a]pyrene)

3D MOL for CFc000040831 (4,5-Dihydro-4-hydroxy-5-S-glutathionyl-benzo[a]pyrene)

3D SDF for CFc000040831 (4,5-Dihydro-4-hydroxy-5-S-glutathionyl-benzo[a]pyrene)

3D-SDF for CFc000040831 (4,5-Dihydro-4-hydroxy-5-S-glutathionyl-benzo[a]pyrene)

PDB for CFc000040831 (4,5-Dihydro-4-hydroxy-5-S-glutathionyl-benzo[a]pyrene)

3D PDB for CFc000040831 (4,5-Dihydro-4-hydroxy-5-S-glutathionyl-benzo[a]pyrene)

SMILES for CFc000040831 (4,5-Dihydro-4-hydroxy-5-S-glutathionyl-benzo[a]pyrene)

INCHI for CFc000040831 (4,5-Dihydro-4-hydroxy-5-S-glutathionyl-benzo[a]pyrene)

Structure for CFc000040831 (4,5-Dihydro-4-hydroxy-5-S-glutathionyl-benzo[a]pyrene)

3D Structure for CFc000040831 (4,5-Dihydro-4-hydroxy-5-S-glutathionyl-benzo[a]pyrene)