ChemFOnt: Showing chemical card for Mono(glucosyluronic acid)bilirubin (CFc000040621)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:42:12 UTC

Chemfont ID

CFc000040621

Molecule Identification

Common Name

Mono(glucosyluronic acid)bilirubin

Definition

This compound belongs to the family of Tricarboxylic Acids and Derivatives. These are organic compounds containing three carboxylic acid groups (or salt/ester derivatives thereof).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Bilirubin monoglucuronide	Kegg
mono(Glucosyluronate)bilirubin	Generator
Bilirubin glucuronide	HMDB
Bilirubin, glucuronic acid conjugates	HMDB

Chemical Formula

C₃₉H₄₄N₄O₁₂

Average Molecular Weight

760.797

Monoisotopic Molecular Weight

760.295572873

IUPAC Name

(2S,3S,4S,5R,6S)-6-{[3-(2-{[3-(2-carboxyethyl)-5-{[(2E)-4-ethenyl-5-hydroxy-3-methyl-2H-pyrrol-2-ylidene]methyl}-4-methyl-1H-pyrrol-2-yl]methyl}-5-{[(2Z)-3-ethenyl-5-hydroxy-4-methyl-2H-pyrrol-2-ylidene]methyl}-4-methyl-1H-pyrrol-3-yl)propanoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

(2S,3S,4S,5R,6S)-6-{[3-(2-{[3-(2-carboxyethyl)-5-{[(2E)-4-ethenyl-5-hydroxy-3-methylpyrrol-2-ylidene]methyl}-4-methyl-1H-pyrrol-2-yl]methyl}-5-{[(2Z)-3-ethenyl-5-hydroxy-4-methylpyrrol-2-ylidene]methyl}-4-methyl-1H-pyrrol-3-yl)propanoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H]\C(C1=C(C)C(CCC(O)=O)=C(CC2=C(CCC(=O)O[C@]3([H])O[C@]([H])(C(O)=O)[C@@]([H])(O)[C@]([H])(O)[C@@]3([H])O)C(C)=C(N2)C(\[H])=C2/N=C(O)C(C)=C2C=C)N1)=C1\N=C(O)C(C=C)=C1C

InChI Identifier

InChI=1S/C39H44N4O12/c1-7-20-19(6)36(50)43-27(20)14-25-18(5)23(10-12-31(46)54-39-34(49)32(47)33(48)35(55-39)38(52)53)29(41-25)15-28-22(9-11-30(44)45)17(4)24(40-28)13-26-16(3)21(8-2)37(51)42-26/h7-8,13-14,32-35,39-41,47-49H,1-2,9-12,15H2,3-6H3,(H,42,51)(H,43,50)(H,44,45)(H,52,53)/b26-13-,27-14-/t32-,33-,34+,35-,39+/m0/s1

InChI Key

ARBDURHEPGRPSR-LCNKTQGVSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as bilirubins. These are organic compounds containing a dicarboxylic acyclic tetrapyrrole derivative.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Tetrapyrroles and derivatives

Sub Class

Bilirubins

Direct Parent

Bilirubins

Alternative Parents

Substituents

Bilirubin skeleton
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Hexose monosaccharide
Tricarboxylic acid or derivatives
Beta-hydroxy acid
Fatty acid ester
Monosaccharide
Oxane
Hydroxy acid
Pyran
Substituted pyrrole
Fatty acyl
Pyrrole
Pyrroline
Heteroaromatic compound
Lactam
Secondary alcohol
Secondary carboxylic acid amide
Carboxylic acid ester
Carboxamide group
Acetal
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Azacycle
Polyol
Organic oxide
Alcohol
Organopnictogen compound
Hydrocarbon derivative
Organic nitrogen compound
Organic oxygen compound
Carbonyl group
Organooxygen compound
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0060169)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.023 g/L	ALOGPS
logP	2.48	ALOGPS
logP	0.81	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	3.7	ChemAxon
pKa (Strongest Basic)	4.62	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	267.58 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	202.24 m³·mol⁻¹	ChemAxon
Polarizability	81.23 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

HMDB0060169

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4444203

KEGG Compound ID

C03374

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5459858

PDB ID

Not Available

ChEBI ID

16427

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Mono(glucosyluronic acid)bilirubin (CFc000040621)

MOL for CFc000040621 (Mono(glucosyluronic acid)bilirubin)

3D MOL for CFc000040621 (Mono(glucosyluronic acid)bilirubin)

3D SDF for CFc000040621 (Mono(glucosyluronic acid)bilirubin)

3D-SDF for CFc000040621 (Mono(glucosyluronic acid)bilirubin)

PDB for CFc000040621 (Mono(glucosyluronic acid)bilirubin)

3D PDB for CFc000040621 (Mono(glucosyluronic acid)bilirubin)

SMILES for CFc000040621 (Mono(glucosyluronic acid)bilirubin)

INCHI for CFc000040621 (Mono(glucosyluronic acid)bilirubin)

Structure for CFc000040621 (Mono(glucosyluronic acid)bilirubin)

3D Structure for CFc000040621 (Mono(glucosyluronic acid)bilirubin)