Biliverdin (BioCAD00000007454)
Metabolite Card
Formula: C33H34N4O6 (582.2478)
SMILES: CC1=C(C=C)\C(NC1=O)=C\C1=C(C)C(CCC(O)=O)=C(N1)\C=C1/N=C(/C=C2\NC(=O)C(C=C)=C2C)C(C)=C1CCC(O)=O
Synonyms [en]
biliverdin; Biliverdin IX alpha; biliverdine; Biliverdin IX; 8,12-bis(2-carboxyethyl)-2,7,13,17-tetramethyl-3,18-divinylbilin-1(19)(21H,24H)-dione; BILIVERDINE IX ALPHA
Last reviewed on 2024-06-28.
Cite this Page
Biliverdin. 数据之源，洞见之始. SMRUCC genomics institute, a synthetic life researcher from China.
https://biocad_registry.innovation.ac.cn/s/(-)-arctiin
(retrieved
2026-01-03) (CAD Registry RN: BioCAD00000007454). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Note
Biliverdin is a green pigment formed as a byproduct of hemoglobin breakdown. It consists of four linearly connected pyrrole rings (a tetrapyrrole). Biliverdin is formed when the heme group in hemoglobin is cleaved at its alpha-methene bridge. The resulting biliverdin is then reduced to bilirubin, a yellow pigment, by the enzyme biliverdin reductase. The changing color of a bruise from deep purple to yellow over time is a graphical indicator of this reaction. Biliverdin occurs in the bile of amphibia and of birds, but not in normal human bile or serum.
DBLinks
- CAS Registry Number: 114-25-0
- PubChem CID: 5353439
- ChEBI: 17033
- HMDB: HMDB0001008
- LipidMaps:
- KEGG: C00500
- BioCyc:
- NCBI MeSH: Biliverdine
- Wikipedia: Biliverdin
Other DBLinks
- CAS Registry Number: 114-25-0
- CAS Registry Number: 55482-27-4
- PubChem: 5280353
- PubChem: 5315455
- PubChem: 5353439
- PubChem: 56972902
- ChEBI: ChEBI:17033
- ChEBI: ChEBI:188102
- HMDB: HMDB0001008
- HMDB: HMDB01008
- HMDB: HMDB02309
- KEGG: C00500
- NCBI MeSH: Biliverdine
- Wikipedia: Biliverdin
- DrugBank: DB02073
- RefMet: RM0136810
- MoNA: Bruker_HCD_library000344
- MoNA: Bruker_HCD_library001301
- MoNA: Bruker_HCD_library001302
- MoNA: CCMSLIB00005464527
- MoNA: CCMSLIB00005720486
- MoNA: CCMSLIB00005720776
- MoNA: EMBL_MCF_2_0_HRMS_Library000035
- MoNA: EMBL_MCF_2_0_HRMS_Library000265
- MoNA: FiehnHILIC000225
- MoNA: FiehnHILIC001799
- MoNA: FiehnHILIC002621
- MoNA: MoNA016665
- MoNA: MoNA036187
- MoNA: MoNA036188
- MoNA: MoNA036191
- MoNA: MoNA038609
- MoNA: MT000045
- MoNA: VF-NPL-LTQ000032
- MoNA: VF-NPL-QEHF000097
- MoNA: VF-NPL-QEHF000098
- MoNA: VF-NPL-QEHF000099
- MoNA: VF-NPL-QEHF000100
- MoNA: VF-NPL-QEHF000101
- MoNA: VF-NPL-QEHF000102
- Metlin: METLIN_6608
- Coconut NaturalProduct: CNP0152020.0
Class / Ontology
- WishartLab ClassyFire: [Bilirubins] Bilirubins
- RefMet: [Bilirubins] Bilirubins
- ChEBI: [CHEBI:17033] biliverdin
- ChEBI: [CHEBI:188102] Biliverdin IX
| ID | EC Number | Name |
|---|---|---|
| KEGG:R00311 | 1.14.14.18 | protoheme,NADPH---hemoprotein reductase:oxygen oxidoreductase (alpha-methene-oxidizing, hydroxylating) |
| KEGG:R02391 | 1.3.1.24 | bilirubin:NAD+ oxidoreductase |
| KEGG:R02393 | 1.3.1.24 | bilirubin:NADP+ oxidoreductase |
| KEGG:R02394 | 1.3.3.5 | bilirubin:oxygen oxidoreductase |
| KEGG:R03678 | 1.3.7.4 | (3Z)-phytochromobilin:ferredoxin oxidoreductase |
| KEGG:R05817 | 1.3.7.5 | (3Z)-phycocyanobilin:ferredoxin oxidoreductase |
| KEGG:R05818 | 1.3.7.2 | 15,16-dihydrobiliverdin:ferredoxin oxidoreductase |
| KEGG:R09491 | 1.3.7.6 | (3Z)-phycoerythrobilin:ferredoxin oxidoreductase (from biliverdin IXalpha) |
| KEGG:R11579 | 1.14.15.20 | protoheme,reduced ferredoxin:oxygen oxidoreductase (alpha-methene-oxidizing, hydroxylating) |
| KEGG:R12481 | 1.3.98.- | C00486 + C22198<=>C00500 + C22199 |
Taxonomy Source
- Asparagus officinalis [ncbi taxid: 4686]
- Cichorium endivia [ncbi taxid: 114280]
- Cucurbita moschata [ncbi taxid: 3662]
- Cynara cardunculus var. scolymus [ncbi taxid: 59895]
Pathway Synthetic
| pathway id | name |
|---|---|
| PathBank:SMP0120492 | Hereditary Coproporphyria (HCP) |
| PathBank:SMP0120544 | Porphyria Variegata (PV) |
| PathBank:SMP0000024 | Porphyrin Metabolism |
| PathBank:SMP0120689 | Congenital Erythropoietic Porphyria (CEP) or Gunther Disease |
| PathBank:SMP0120447 | Acute Intermittent Porphyria |
| PathBank:SMP0000345 | Congenital Erythropoietic Porphyria (CEP) or Gunther Disease |
| PathBank:SMP0087397 | Porphyrin Metabolism |
| PathBank:SMP0063655 | Porphyrin Metabolism |
| PathBank:SMP0120668 | Acute Intermittent Porphyria |
| PathBank:SMP0120712 | Hereditary Coproporphyria (HCP) |
| PathBank:SMP0120764 | Porphyria Variegata (PV) |
| PathBank:SMP0120469 | Congenital Erythropoietic Porphyria (CEP) or Gunther Disease |
| PathBank:SMP0000344 | Acute Intermittent Porphyria |
| PathBank:SMP0002363 | Porphyrin Metabolism |
| PathBank:SMP0087336 | Porphyrin Metabolism |
| PathBank:SMP0000346 | Porphyria Variegata (PV) |
| PathBank:SMP0000342 | Hereditary Coproporphyria (HCP) |
| PathBank:SMP0087243 | Porphyrin Metabolism |