Basic information
- CAS
114-25-0- Standard SMILES
C=CC1=C(C)C(/C=c2\[nH]/c(=C\c3[nH]c(/C=C4\NC(=O)C(C)=C4C=C)c(C)c3CCC(=O)O)c(CCC(=O)O)c2C)=NC1=O- InChIKey
RCNSAJSGRJSBKK-NSQVQWHSSA-N- Molecular formula
- C33H34N4O6
- Average molar mass
- 582.6 g/mol
- Monoisotopic mass
- 582.24783482
Overview
Biliverdin is a linear tetrapyrrole produced in the reticuloendothelial system by the first step of heme degradation, catalysed by heme oxygenase. It has a role as a mouse metabolite and a human metabolite. It is a conjugate acid of a biliverdin(2-).
Names & identifiers
- Preferred name
- Biliverdine Ix Alpha
- IUPAC
- 3-[(2Z,5Z)-2-[[3-(2-carboxyethyl)-5-[(Z)-(3-ethenyl-4-methyl-5-oxopyrrol-2-ylidene)methyl]-4-methyl-1H-pyrrol-2-yl]methylidene]-5-[(4-ethenyl-3-methyl-5-oxopyrrol-2-yl)methylidene]-4-methylpyrrol-3-yl]propanoic acid
- English name
- biliverdin
- Molecular formula
- C33H34N4O6
- Molecular weight
- 582.65
Names & synonyms
Biliverdine Ix AlphaRefChem:568347biliverdinebiliverdinuteroverdine114-25-0Biliverdin IX alphadehydrobilirubinOocyanBiliverdin IX21H-Biline-8,12-dipropanoic acid, 3,18-diethenyl-1,19,22,24-tetrahydro-2,7,13,17-tetramethyl-1,19-dioxo-O9MIA842K9
Show more names
ocyanProtobiliverdin IXaBILIVERDINEDIHYDROCHLORIDEBiliverdin (technical grade)Biliverdine (Technical Grade)3,18-Diethenyl-1,19,22,24-tetrahydro-2,7,13,17-tetrametyl-1,19-dioxo-21H-biline-8,12-dipropanoic Acid
3-[(2Z,5Z)-2-[[3-(2-carboxyethyl)-5-[(Z)-(3-ethenyl-4-methyl-5-oxopyrrol-2-ylidene)methyl]-4-methyl-1H-pyrrol-2-yl]methylidene]-5-[(4-ethenyl-3-methyl-5-oxopyrrol-2-yl)methylidene]-4-methylpyrrol-3-yl]propanoic acid1,3,6,7-Tetramethyl-4,5-dicarboxyethyl-2,8-divinylbilenone8,12-bis(2-carboxyethyl)-2,7,13,17-tetramethyl-3,18-divinylbilin-1(19)(21H,24H)-dioneBiliverdine dihydrochlorideNSC 62793UNII-O9MIA842K9NSC-62793Protobiliverdin IX
Database identifiers
- CAS
114-25-0- PubChem CID
- 5280353
- ChEMBL
CHEMBL455477- ChEBI
CHEBI:17033- UNII
- O9MIA842K9
- EC Number
- 204-042-2
Properties
Computed structural properties
- XLogP
- 2.5
- Topological polar surface area
- 161 Ų
- Hydrogen bond donors
- 5
- Hydrogen bond acceptors
- 7
- Rotatable bonds
- 11
- Heavy atoms
- 43
- Formal charge
- 0
- Complexity
- 1,530
Experimental & physicochemical properties
Melting Point>300 °C
Collision Cross Section
248.83 Ų [M+Na]+ [CCS Type: DT; Method: stepped-field]
246.7 Ų [M+Na]+ [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]
243.9 Ų [M+H]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]
Physicochemical properties
- Melting point
- 2000 C · >2000C (dec)
- Boiling point
- 640.55 °C · 640.55°C (rough estimate)
- Density
- 1.2293 · 1.2293 (rough estimate)
- refractive index
- 1.6 · 1.6000 (estimate)
- storage temp.
- -20 °C · -20°C Freezer
- solubility
- DMSO (Slightly), Methanol (Slightly)
- pka
- 4.46 · 4.46±0.10(Predicted)
- form
- Solid
- color
- Dark Green
- Stability
- Light Sensitive
- FDA UNII
- 9 MIA842K9 · O9MIA842K9
- EPA Substance Registry System
- 21 H-Biline-8,12-dipropanoic · 21H-Biline-8,12-dipropanoic acid, 3,18-diethenyl-1,19,22,24-tetrahydro-2,7,13,17-tetramethyl-1,19-dioxo- (114-25-0)
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319
- Precautionary statements
- 264 · P264-P280-P302+P352-P321-P305+P351+P338-P332+P313-P362+P364-P337+P313
- TSCA
- TSCA listed
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- tsca
- TSCA listed
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H315-H319
- Precautionary statements
- P264-P280-P302+P352-P321-P305+P351+P338-P332+P313-P362+P364-P337+P313
Chemistry & industry
Uses & manufacturing
General Manufacturing Information21H-Biline-8,12-dipropanoic acid, 3,18-diethenyl-1,19,22,24-tetrahydro-2,7,13,17-tetramethyl-1,19-dioxo-: INACTIVE
Applications
UsesPrecursor of Bilirubin. Formed in the body from hemoglobin
UsesBiliverdine is a precursor of Bilirubin. Biliverdine is formed in the body from hemoglobin. The bile of amphibians and of birds contains Biliverdine only. It is also an inhibitor for hepatitis C virus.
UsesBiliverdineis a precursor of Bilirubin. Biliverdine is formed in the body from hemoglobin. The bile of amphibia and of birds contains Biliverdine only.
Upstream & downstream products
Downstream products
Suppliers24 total
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
艾吉析科技（上海）有限公司17717235263 · [email protected]
Hong Kong Tiansheng New Material Trading Co., Ltd+8617320695765 · [email protected]
江苏艾康生物医药研发有限公司025-025-66113011 15955137747 · [email protected]
浙江珲达生物科技有限公司0571-89903022 18679456698 · [email protected]
上海陶素生化科技有限公司021-33632979 · [email protected]
上海麦克林生化科技股份有限公司15221275939 15221275939 · [email protected]
陕西缔都医药化工有限公司029-81024372 17792795018 · [email protected]
凯试（上海）科技有限公司021-50135380 · [email protected]
深圳振强药物研发有限公司+86-0755-66853366 +86-13670046396 · [email protected]
安耐吉化学&3A（安徽泽升科技股份有限公司）400-0056266 · [email protected]
风咏生物（AbMole）021-10000000 13000000000 · [email protected]
上海一飞生物科技有限公司021-65675885 18964387627 · [email protected]
上海源叶生物科技有限公司18916372613 · [email protected]
成都标样生物科技有限公司028-81700200 13308200041 · [email protected]
杭州洁汉化工有限公司+86-571-86217390; +8618058761490 · [email protected]
上海易恩化学技术有限公司400-400-1332688 18019345275 · [email protected]
深圳聚合生化科技有限公司+86-400-002-6226 13028896684 · [email protected]
Aladdin Scientific[email protected]
常州翔龙医药科技有限公司18661161657 · [email protected]
上海迈瑞尔生化科技有限公司18621169109 · [email protected]
北京百灵威科技有限公司18210857532 18210857532 · [email protected]
TargetMol中国（陶术生物）15002134094 · [email protected]
上海皓鸿生物医药科技有限公司400-8210725 4008210725 · [email protected]
Additional notes
DefinitionChEBI: A linear tetrapyrrole produced in the reticuloendothelial system by the first step of heme degradation, catalysed by heme oxygenase.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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