Hydroxymethylbilane (BioCAD00000012260)
Metabolite Card
Formula: C40H46N4O17 (854.2858)
SMILES: OCC1=C(CC(O)=O)C(CCC(O)=O)=C(CC2=C(CC(O)=O)C(CCC(O)=O)=C(CC3=C(CC(O)=O)C(CCC(O)=O)=C(CC4=C(CC(O)=O)C(CCC(O)=O)=CN4)N3)N2)N1
Synonyms [en]
hydroxymethylbilane; Preuroporphyrinogen; (Hydroxymethyl)bilane; 3,8,13,18-tetrakis(carboxymethyl)-5,10,15,22,23,24-hexahydro-19-(hydroxymethyl)-21H-biline-2,7,12,17-tetrapropanoic acid; 3,8,13,18-Tetrakis(carboxymethyl)-19-(hydroxymethyl)bilane-2,7,12,17-tetrapropanoic acid; 3-[2-[[4-(2-carboxyethyl)-5-[[4-(2-carboxyethyl)-5-[[4-(2-carboxyethyl)-3-(carboxymethyl)-1H-pyrrol-2-yl]methyl]-3-(carboxymethyl)-1H-pyrrol-2-yl]methyl]-3-(carboxymethyl)-1H-pyrrol-2-yl]methyl]-4-(carboxymethyl)-5-(hydroxymethyl)-1H-pyrrol-3-yl]propanoate
Last reviewed on 2024-06-28.
Cite this Page
Hydroxymethylbilane. 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: BioCAD00000012260). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Note
Hydroxymethylbilane is a molecule involved in the metabolism of porphyrin. In the third step, it is generated by the enzyme porphobilinogen deaminase , and in the next step the enzyme uroporphyrinogen III synthase converts it into uroporphyrinogen III. -- Wikipedia.
DBLinks
- CAS Registry Number: 71861-60-4
- PubChem CID: 788
- ChEBI: 16645
- HMDB: HMDB0001137
- LipidMaps:
- KEGG: C01024
- BioCyc:
- NCBI MeSH: hydroxymethylbilane
- Wikipedia: Hydroxymethylbilane
Other DBLinks
- CAS Registry Number: 71861-60-4
- CAS Registry Number: 73023-76-4
- PubChem: 788
- ChEBI: ChEBI:16645
- HMDB: HMDB0001137
- KEGG: C01024
- NCBI MeSH: hydroxymethylbilane
- Wikipedia: Hydroxymethylbilane
- Metlin: METLIN_3699
- Coconut NaturalProduct: CNP0212522.0
Class / Ontology
- WishartLab ClassyFire: [Tetrapyrroles and derivatives] Tetrapyrroles and derivatives
- ChEBI: [CHEBI:16645] preuroporphyrinogen
- Coconut NaturalProduct: [Pyridine alkaloids] Pyridine alkaloids
| ID | EC Number | Name |
|---|---|---|
| KEGG:R00084 | 2.5.1.61 | porphobilinogen:(4-[2-carboxyethyl]-3-[carboxymethyl]pyrrol-2-yl)methyltransferase (hydrolysing); |
| KEGG:R03165 | 4.2.1.75 | hydroxymethylbilane hydro-lyase(cyclizing) |
| KEGG:R03166 | C01024<=>C05766 + C00001 |
Taxonomy Source
- Arabidopsis thaliana [ncbi taxid: 3702]
- Citrullus lanatus [ncbi taxid: 3654]
- Escherichia coli [ncbi taxid: 562]
- Homo sapiens [ncbi taxid: 9606]
- Mus musculus [ncbi taxid: 10090]
- Saccharomyces cerevisiae [ncbi taxid: 4932]
Pathway Synthetic
| pathway id | name |
|---|---|
| BioCyc:CALBI_PWY3B3-2 | tetrapyrrole biosynthesis |
| PathBank:SMP0000953 | Porphyrin Metabolism |
| WikiPathways:WP3604 | Biochemical pathways: part I |
| WikiPathways:WP18 | Heme biosynthesis |
| WikiPathways:WP967 | Heme biosynthesis |
| WikiPathways:WP561 | Heme biosynthesis |
| 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:SMP0121321 | Porphyrin Metabolism |
| PathBank:SMP0000344 | Acute Intermittent Porphyria |