BILIVERDIN

Details

Stereochemistry	ACHIRAL
Molecular Formula	C33H34N4O6
Molecular Weight	582.6463
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	3
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC1=C(C=C)\C(NC1=O)=C\C2=C(C)C(CCC(O)=O)=C(N2)\C=C3/N=C(/C=C4\NC(=O)C(C=C)=C4C)C(C)=C3CCC(O)=O

InChI

InChIKey=QBUVFDKTZJNUPP-BBROENKCSA-N

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-

HIDE SMILES / InChI

Molecular Formula	C33H34N4O6
Molecular Weight	582.6463
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	3
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Differential induction of heme oxygenase-1 in macrophages and hepatocytes during acetaminophen-induced hepatotoxicity in the rat: effects of hemin and biliverdin.	2002 Jun 1	12051994
Heme oxygenase-1-generated biliverdin ameliorates experimental murine colitis.	2005 Apr	15803024
Small interference RNA-mediated gene silencing of human biliverdin reductase, but not that of heme oxygenase-1, attenuates arsenite-mediated induction of the oxygenase and increases apoptosis in 293A kidney cells.	2005 Apr 29	15741166
Heme oxygenase-1 protects tumor cells against photodynamic therapy-mediated cytotoxicity.	2006 Jun 8	16462769
Carbon monoxide donors or heme oxygenase-1 (HO-1) overexpression blocks interleukin-18-mediated NF-kappaB-PTEN-dependent human cardiac endothelial cell death.	2008 Feb 1	18215737
Interaction of porphyrins with human organic anion transporting polypeptide 1B1.	2009 Nov 10	19560444
Inducible bilirubin oxidase: a novel function for the mouse cytochrome P450 2A5.	2011 Nov 15	21871474
Concomitant induction of heme oxygenase-1 attenuates the cytotoxicity of arsenic species from lumbricus extract in human liver HepG2 cells.	2012 Apr	22492492
Metabolism of bilirubin by human cytochrome P450 2A6.	2012 May 15	22465937
Heme and heme biosynthesis intermediates induce heme oxygenase-1 and cytochrome P450 2A5, enzymes with putative sequential roles in heme and bilirubin metabolism: different requirement for transcription factor nuclear factor erythroid- derived 2-like 2.	2012 Nov	22859313
Cadmium-induced apoptosis in the BJAB human B cell line: involvement of PKC/ERK1/2/JNK signaling pathways in HO-1 expression.	2012 Oct 28	22659318
A novel and sensitive assay for heme oxygenase activity.	2015 Oct 1	26224716

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 18:39:11 GMT 2023` Edited by `admin` on `Fri Dec 15 18:39:11 GMT 2023`
Record UNII	O9MIA842K9
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

BILIVERDIN

Common Name

English

DEHYDROBILIRUBIN

Common Name

English

NSC-62793

Code

English

21H-BILINE-8,12-DIPROPANOIC ACID, 3,18-DIETHENYL-1,19,22,24-TETRAHYDRO-2,7,13,17-TETRAMETHYL-1,19-DIOXO-

Systematic Name

English

UTEROVERDINE

Common Name

English

3,18-DIETHENYL-1,19,22,24-TETRAHYDRO-2,7,13,17-TETRAMETHYL-1,19-DIOXO-21H-BILINE-8,12-DIPROPANOIC ACID

Systematic Name

English

1,3,6,7-TETRAMETHYL-4,5-DICARBOXYETHYL-2,8-DIVINYLBILENONE

Common Name

English

1,19,22,24-TETRAHYDRO-2,7,13,17-TETRAMETHYL-1,19-DIOXO-3,18-DIVINYLBILINE-8,12-DIPROPIONIC ACID

Systematic Name

English

4,5-DI(2-CARBOXYETHYL)-1,3,6,7-TETRAMETHYL-2,8-DIVINYLBILATRIENE

Common Name

English

OOCYAN

Common Name

English

BILIVERDINE [MI]

Common Name

English

Code System Code Type Description

EPA CompTox

DTXSID70883307