biliverdin (CHEBI:17033)

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CHEBI:17033 - biliverdin

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ChEBI Name	biliverdin

ChEBI ID	CHEBI:17033

Definition	A linear tetrapyrrole produced in the reticuloendothelial system by the first step of heme degradation, catalysed by heme oxygenase.

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:41124, CHEBI:3102, CHEBI:13901, CHEBI:13902, CHEBI:22875

Supplier Information	No supplier information found for this compound.

Download	Molfile XML SDF

more structures >>

Molfile

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M END): 23 ms

reading 77 atoms

ModelSet: haveSymmetry:false haveUnitcells:false haveFractionalCoord:false

1 model in this collection. Use getProperty "modelInfo" or getProperty "auxiliaryInfo" to inspect them.

Default Van der Waals type for model set to Babel

77 atoms created

ModelSet: not autobonding; use forceAutobond=true to force automatic bond creation

Script completed

Jmol script terminated

Molfile expand

Wikipedia	License
Biliverdin (from the Latin for green bile) is a green tetrapyrrolic bile pigment, and is a product of heme catabolism. It is the pigment responsible for a greenish color sometimes seen in bruises.
Read full article at Wikipedia

Formula

C33H34N4O6

Net Charge

Average Mass

582.64642

Monoisotopic Mass

582.24783

InChI

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)/b26-13-,27-14-,28-15-

InChIKey

QBUVFDKTZJNUPP-BBROENKCSA-N

SMILES

CC1=C(CCC(O)=O)\C(/N=C1/C=C1NC(=O)C(C=C)=C/1C)=C\c1[nH]c(\C=C2NC(=O)C(C)=C/2C=C)c(C)c1CCC(O)=O

Metabolite of Species	Details
Mus musculus (NCBI:txid10090)	Source: BioModels - MODEL1507180067 See: PubMed
Homo sapiens (NCBI:txid9606)	See: PubMed

Roles Classification
Biological Role(s):	human metabolite Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens). mouse metabolite Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).

View more via ChEBI Ontology

ChEBI Ontology
Outgoing	biliverdin (CHEBI:17033) has role human metabolite (CHEBI:77746) biliverdin (CHEBI:17033) has role mouse metabolite (CHEBI:75771) biliverdin (CHEBI:17033) is a bilins (CHEBI:22869) biliverdin (CHEBI:17033) is conjugate acid of biliverdin(2−) (CHEBI:57991)

Incoming	15,16-dihydrobiliverdin (CHEBI:16790) has functional parent biliverdin (CHEBI:17033) biliverdin hydrochloride (CHEBI:91027) has part biliverdin (CHEBI:17033) biliverdin(2−) (CHEBI:57991) is conjugate base of biliverdin (CHEBI:17033)

IUPAC Name

biliverdin

Synonyms	Sources
8,12-bis(2-carboxyethyl)-2,7,13,17-tetramethyl-3,18-divinylbilin-1(19)(21H,24H)-dione	JCBN
Biliverdin	KEGG COMPOUND
Biliverdin IX alpha	KEGG COMPOUND
Biliverdin IXalpha	KEGG COMPOUND
Biliverdine	ChemIDplus
BILIVERDINE IX ALPHA	PDBeChem

Manual Xrefs	Databases
Biliverdin	Wikipedia
BLA	PDBeChem
C00500	KEGG COMPOUND
DB02073	DrugBank
HMDB0001008	HMDB
View more database links

Registry Numbers	Types	Sources
114-25-0	CAS Registry Number	KEGG COMPOUND
114-25-0	CAS Registry Number	ChemIDplus
74351	Reaxys Registry Number	Reaxys

Citations

Ryter SW, Choi AM (2009)
Heme oxygenase-1/carbon monoxide: from metabolism to molecular therapy.
American journal of respiratory cell and molecular biology 41, 251-260 [PubMed:19617398]
[show Abstract]

Yamashita K, McDaid J, Ollinger R, Tsui TY, Berberat PO, Usheva A, Csizmadia E, Smith RN, Soares MP, Bach FH (2004)
Biliverdin, a natural product of heme catabolism, induces tolerance to cardiac allografts.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology 18, 765-767 [PubMed:14977878]
[show Abstract]

Last Modified

06 December 2017

CHEBI:17033 - biliverdin

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