ChemFOnt: Showing chemical card for biliverdin-IX-alpha (CFc000283791)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:37:23 UTC

Chemfont ID

CFc000283791

Molecule Identification

Common Name

biliverdin-IX-alpha

Definition

Biliverdin-ix-alpha is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Biliverdin-ix-alpha can be found in a number of food items such as pineappple sage, potato, pitanga, and kumquat, which makes biliverdin-ix-alpha a potential biomarker for the consumption of these food products.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3-(2-{[3-(2-carboxylatoethyl)-5-[(3-ethenyl-4-methyl-5-oxo-2,5-dihydro-1H-pyrrol-2-ylidene)methyl]-4-methyl-1H-pyrrol-2-yl]methylidene}-5-[(4-ethenyl-3-methyl-5-oxo-2,5-dihydro-1H-pyrrol-2-ylidene)methyl]-4-methyl-2H-pyrrol-3-yl)propanoic acid	Generator

Chemical Formula

C₃₃H₃₂N₄O₆

Average Molecular Weight

580.642

Monoisotopic Molecular Weight

580.233281926

IUPAC Name

3-(2-{[3-(2-carboxylatoethyl)-5-[(4-ethenyl-3-methyl-5-oxo-2,5-dihydro-1H-pyrrol-2-ylidene)methyl]-4-methyl-2H-pyrrol-2-ylidene]methyl}-5-[(3-ethenyl-4-methyl-5-oxo-2,5-dihydro-1H-pyrrol-2-ylidene)methyl]-4-methyl-1H-pyrrol-3-yl)propanoate

Traditional Name

3-(2-{[3-(2-carboxylatoethyl)-5-[(4-ethenyl-3-methyl-5-oxo-1H-pyrrol-2-ylidene)methyl]-4-methylpyrrol-2-ylidene]methyl}-5-[(3-ethenyl-4-methyl-5-oxo-1H-pyrrol-2-ylidene)methyl]-4-methyl-1H-pyrrol-3-yl)propanoate

CAS Registry Number

Not Available

SMILES

CC1=C(C=C)C(NC1=O)=CC1=C(C)C(CCC([O-])=O)=C(N1)C=C1N=C(C=C2NC(=O)C(C=C)=C2C)C(C)=C1CCC([O-])=O

InChI Identifier

InChI=1S/C33H34N4O6/c1-7-20-19(6)32(42)37-27(20)14-25-18(5)23(10-12-31(40)41)29(35-25)15-28-22(9-11-30(38)39)17(4)24(34-28)13-26-16(3)21(8-2)33(43)36-26/h7-8,13-15,35H,1-2,9-12H2,3-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41)/p-2

InChI Key

QBUVFDKTZJNUPP-UHFFFAOYSA-L

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
Dipyrrin
Dicarboxylic acid or derivatives
Substituted pyrrole
Heteroaromatic compound
Pyrrole
Pyrroline
Carboxamide group
Ketimine
Lactam
Secondary carboxylic acid amide
Carboxylic acid derivative
Carboxylic acid
Azacycle
Carbonyl group
Hydrocarbon derivative
Imine
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Organic anion
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

a small molecule (BILIVERDINE )

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.014 g/L	ALOGPS
logP	3.88	ALOGPS
logP	0.57	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	3.87	ChemAxon
pKa (Strongest Basic)	5.86	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	166.61 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	191.03 m³·mol⁻¹	ChemAxon
Polarizability	64.61 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

HMDB0304275

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB030697

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 biliverdin-IX-alpha (CFc000283791)

MOL for CFc000283791 (biliverdin-IX-alpha)

3D MOL for CFc000283791 (biliverdin-IX-alpha)

3D SDF for CFc000283791 (biliverdin-IX-alpha)

3D-SDF for CFc000283791 (biliverdin-IX-alpha)

PDB for CFc000283791 (biliverdin-IX-alpha)

3D PDB for CFc000283791 (biliverdin-IX-alpha)

SMILES for CFc000283791 (biliverdin-IX-alpha)

INCHI for CFc000283791 (biliverdin-IX-alpha)

Structure for CFc000283791 (biliverdin-IX-alpha)

3D Structure for CFc000283791 (biliverdin-IX-alpha)