U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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 of BILIVERDIN

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

Unknown
149124
PubMed

PubMed

TitleDatePubMed
A novel and sensitive assay for heme oxygenase activity.
2015-10-01
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
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
Metabolism of bilirubin by human cytochrome P450 2A6.
2012-05-15
Concomitant induction of heme oxygenase-1 attenuates the cytotoxicity of arsenic species from lumbricus extract in human liver HepG2 cells.
2012-04
Prevention of paraquat-induced apoptosis in human neuronal SH-SY5Y cells by lipocalin-type prostaglandin D synthase.
2012-01
Inducible bilirubin oxidase: a novel function for the mouse cytochrome P450 2A5.
2011-11-15
Interaction of porphyrins with human organic anion transporting polypeptide 1B1.
2009-11-10
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
Heme oxygenase-1 protects tumor cells against photodynamic therapy-mediated cytotoxicity.
2006-06-08
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
Heme oxygenase-1-generated biliverdin ameliorates experimental murine colitis.
2005-04
Heme oxygenase-1-mediated partial cytoprotective effect by NO on cadmium-induced cytotoxicity in C6 rat glioma cells.
2005-02
Cooperative effect of biliverdin and carbon monoxide on survival of mice in immune-mediated liver injury.
2004-11
Cadmium induces nuclear export of Bach1, a transcriptional repressor of heme oxygenase-1 gene.
2003-12-05
An internal enhancer regulates heme- and cadmium-mediated induction of human heme oxygenase-1.
2003-09
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
Patents

Patents

JPH00919298A
1
JPH0446121A
1
JPH07231795A
1
JPH0919298A
1
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:18:07 GMT 2025
Edited
by admin
on Mon Mar 31 19:18:07 GMT 2025
Record UNII
O9MIA842K9
Record Status Validated (UNII)
Record Version
  • Download
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
Created by admin on Mon Mar 31 19:18:07 GMT 2025 , Edited by admin on Mon Mar 31 19:18:07 GMT 2025
PRIMARY
CAS
114-25-0
Created by admin on Mon Mar 31 19:18:07 GMT 2025 , Edited by admin on Mon Mar 31 19:18:07 GMT 2025
PRIMARY
ECHA (EC/EINECS)
204-042-2
Created by admin on Mon Mar 31 19:18:07 GMT 2025 , Edited by admin on Mon Mar 31 19:18:07 GMT 2025
PRIMARY
DRUG BANK
DB02073
Created by admin on Mon Mar 31 19:18:07 GMT 2025 , Edited by admin on Mon Mar 31 19:18:07 GMT 2025
PRIMARY
FDA UNII
O9MIA842K9
Created by admin on Mon Mar 31 19:18:07 GMT 2025 , Edited by admin on Mon Mar 31 19:18:07 GMT 2025
PRIMARY
MERCK INDEX
m2493
Created by admin on Mon Mar 31 19:18:07 GMT 2025 , Edited by admin on Mon Mar 31 19:18:07 GMT 2025
PRIMARY Merck Index
NSC
62793
Created by admin on Mon Mar 31 19:18:07 GMT 2025 , Edited by admin on Mon Mar 31 19:18:07 GMT 2025
PRIMARY
CHEBI
17033
Created by admin on Mon Mar 31 19:18:07 GMT 2025 , Edited by admin on Mon Mar 31 19:18:07 GMT 2025
PRIMARY
WIKIPEDIA
BILIVERDIN
Created by admin on Mon Mar 31 19:18:07 GMT 2025 , Edited by admin on Mon Mar 31 19:18:07 GMT 2025
PRIMARY
NIH
NCATS
PRIVACY NOTICE
ACCESSIBILITY
DISCLAIMER
HHS VULNERABILITY DISCLOSURE
For language access assistance, contact the NCATS Public Information Officer
National Center for Advancing Translational Sciences (NCATS),
6701 Democracy Boulevard, Bethesda MD 20892-4874 • 301-594-8966