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

Approval Year

PubMed

Title	Date	PubMed
A novel and sensitive assay for heme oxygenase activity.	2015-10-01	26224716
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.	2012-11	22859313
Cadmium-induced apoptosis in the BJAB human B cell line: involvement of PKC/ERK1/2/JNK signaling pathways in HO-1 expression.	2012-10-28	22659318
Metabolism of bilirubin by human cytochrome P450 2A6.	2012-05-15	22465937
Concomitant induction of heme oxygenase-1 attenuates the cytotoxicity of arsenic species from lumbricus extract in human liver HepG2 cells.	2012-04	22492492
Prevention of paraquat-induced apoptosis in human neuronal SH-SY5Y cells by lipocalin-type prostaglandin D synthase.	2012-01	22043816
Inducible bilirubin oxidase: a novel function for the mouse cytochrome P450 2A5.	2011-11-15	21871474
Interaction of porphyrins with human organic anion transporting polypeptide 1B1.	2009-11-10	19560444
Carbon monoxide donors or heme oxygenase-1 (HO-1) overexpression blocks interleukin-18-mediated NF-kappaB-PTEN-dependent human cardiac endothelial cell death.	2008-02-01	18215737
Heme oxygenase-1 protects tumor cells against photodynamic therapy-mediated cytotoxicity.	2006-06-08	16462769
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.	2005-04-29	15741166
Heme oxygenase-1-generated biliverdin ameliorates experimental murine colitis.	2005-04	15803024
Heme oxygenase-1-mediated partial cytoprotective effect by NO on cadmium-induced cytotoxicity in C6 rat glioma cells.	2005-02	15582353
Cooperative effect of biliverdin and carbon monoxide on survival of mice in immune-mediated liver injury.	2004-11	15486963
Cadmium induces nuclear export of Bach1, a transcriptional repressor of heme oxygenase-1 gene.	2003-12-05	14504288
An internal enhancer regulates heme- and cadmium-mediated induction of human heme oxygenase-1.	2003-09	12783778
Differential induction of heme oxygenase-1 in macrophages and hepatocytes during acetaminophen-induced hepatotoxicity in the rat: effects of hemin and biliverdin.	2002-06-01	12051994

Patents

Name

Type

Language

NSC-62793

Preferred Name

English

BILIVERDIN

Common Name

English

DEHYDROBILIRUBIN

Common Name

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