Hydroxymethylbilane (BioDeep_00000004542)
Secondary id: BioDeep_00001868989
human metabolite PANOMIX_OTCML-2023 Endogenous PANOMIX_OTCML-2025
Metabolite Card
Formula: C40H46N4O17 (854.2858)
Chinese Names: 羟甲基胆色烷
Spectrum Hits:
Top Source Homo sapiens(otcml) 6.8%
Last reviewed on 2025-06-19.
Cite this Page
Hydroxymethylbilane. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China.
https://query.biodeep.cn/s/hydroxymethylbilane (retrieved
2025-11-16) (BioDeep RN: BioDeep_00000004542). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Molecular Structure
SMILES: c1(c(c([nH]c1)Cc1c(c(c([nH]1)Cc1c(c(c([nH]1)Cc1c(c(c([nH]1)CO)CC(=O)O)CCC(=O)O)CC(=O)O)CCC(=O)O)CC(=O)O)CCC(=O)O)CC(=O)O)CCC(=O)O
InChI: InChI=1S/C40H46N4O17/c45-17-32-25(12-40(60)61)21(4-8-36(52)53)29(44-32)15-31-24(11-39(58)59)20(3-7-35(50)51)28(43-31)14-30-23(10-38(56)57)19(2-6-34(48)49)27(42-30)13-26-22(9-37(54)55)18(16-41-26)1-5-33(46)47/h16,41-45H,1-15,17H2,(H,46,47)(H,48,49)(H,50,51)(H,52,53)(H,54,55)(H,56,57)(H,58,59)(H,60,61)
Description
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 [HMDB]. Hydroxymethylbilane is found in many foods, some of which are alpine sweetvetch, elliotts blueberry, chinese broccoli, and new zealand spinach.
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.
Synonyms
12 synonym names
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]propanoic acid; 3-(5-{[3-(2-carboxyethyl)-4-(carboxymethyl)-5-(hydroxymethyl)-1H-pyrrol-2-yl]methyl}-2-{[4-(2-carboxyethyl)-5-{[4-(2-carboxyethyl)-3-(carboxymethyl)-1H-pyrrol-2-yl]methyl}-3-(carboxymethyl)-1H-pyrrol-2-yl]methyl}-4-(carboxymethyl)-1H-pyrrol-3-yl)propanoic 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; 3,8,13,18-Tetrakis(carboxymethyl)-5,10,15,22,23,24-hexahydro-19-(hydroxymethyl)-21H-biline-2,7,12,17-tetrapropionic acid; 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)-5,10,15,22,23,24-hexahydro-19-(hydroxymethyl)-21H-biline-2,7,12,17-tetrapropanoate; 3,8,13,18-Tetrakis(carboxymethyl)-19-(hydroxymethyl)bilane-2,7,12,17-tetrapropanoic acid; 3,8,13,18-Tetrakis(carboxymethyl)-19-(hydroxymethyl)bilane-2,7,12,17-tetrapropanoate; (Hydroxymethyl)bilane; Hydroxymethylbilane; Preuroporphyrinogen; Hydroxymethylbilane
Cross Reference
17 cross reference id
- ChEBI: CHEBI:16645
- KEGG: C01024
- PubChem: 788
- HMDB: HMDB0001137
- Metlin: METLIN3699
- ChEMBL: CHEMBL273676
- Wikipedia: Hydroxymethylbilane
- MetaCyc: HYDROXYMETHYLBILANE
- KNApSAcK: C00007374
- foodb: FDB022446
- chemspider: 767
- CAS: 71861-60-4
- PMhub: MS000017059
- PubChem: 4269
- 3DMET: B00223
- NIKKAJI: J618.630K
- KNApSAcK: 16645
Classification Terms
Related Pathways
Reactome()
BioCyc()
PlantCyc()
Biological Process
32 related biological process reactions.
Reactome(10)
- Metabolism:
2MACA-CoA + CoA ⟶ Ac-CoA + PROP-CoA - Porphyrin metabolism:
H2O + PBG ⟶ HMBL + ammonia - Heme biosynthesis:
H2O + PBG ⟶ HMBL + ammonia - Heme synthesis:
H2O + PBG ⟶ HMBL + ammonia - Metabolism:
2MACA-CoA + CoA ⟶ Ac-CoA + PROP-CoA - Porphyrin metabolism:
H2O + PBG ⟶ HMBL + ammonia - Heme biosynthesis:
H2O + PBG ⟶ HMBL + ammonia - Metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA - Porphyrin metabolism:
Oxygen + TPNH + heme ⟶ BV + CO + Fe2+ + H2O + TPN - Heme biosynthesis:
H2O + PBG ⟶ HMBL + ammonia
WikiPathways()
Plant Reactome()
INOH(1)
- Porphyrin_metabolism ( Porphyrin metabolism ):
H2O + Porphobilinogen ⟶ Hydroxy-methylbilane + NH3
PlantCyc()
COVID-19 Disease Map()
PathBank(20)
- Porphyrin Metabolism:
AH2 + Heme + Oxygen ⟶ A + Biliverdin + Carbon monoxide + Fe2+ + Water - Acute Intermittent Porphyria:
AH2 + Heme + Oxygen ⟶ A + Biliverdin + Carbon monoxide + Fe2+ + Water - Porphyria Variegata (PV):
AH2 + Heme + Oxygen ⟶ A + Biliverdin + Carbon monoxide + Fe2+ + Water - Congenital Erythropoietic Porphyria (CEP) or Gunther Disease:
AH2 + Heme + Oxygen ⟶ A + Biliverdin + Carbon monoxide + Fe2+ + Water - Hereditary Coproporphyria (HCP):
AH2 + Heme + Oxygen ⟶ A + Biliverdin + Carbon monoxide + Fe2+ + Water - Porphyrin Metabolism:
Adenosine triphosphate + Hydrogen Ion + L-Glutamic acid ⟶ Adenosine monophosphate + Pyrophosphate - Porphyrin Metabolism:
AH2 + Heme + Oxygen ⟶ A + Biliverdin + Carbon monoxide + Fe2+ + Water - Porphyrin Metabolism:
AH2 + Heme + Oxygen ⟶ A + Biliverdin + Carbon monoxide + Fe2+ + Water - Acute Intermittent Porphyria:
AH2 + Heme + Oxygen ⟶ A + Biliverdin + Carbon monoxide + Fe2+ + Water - Congenital Erythropoietic Porphyria (CEP) or Gunther Disease:
AH2 + Heme + Oxygen ⟶ A + Biliverdin + Carbon monoxide + Fe2+ + Water - Hereditary Coproporphyria (HCP):
AH2 + Heme + Oxygen ⟶ A + Biliverdin + Carbon monoxide + Fe2+ + Water - Porphyria Variegata (PV):
AH2 + Heme + Oxygen ⟶ A + Biliverdin + Carbon monoxide + Fe2+ + Water - Porphyrin Metabolism:
AH2 + Heme + Oxygen ⟶ A + Biliverdin + Carbon monoxide + Fe2+ + Water - Porphyrin Metabolism:
AH2 + Heme + Oxygen ⟶ A + Biliverdin + Carbon monoxide + Fe2+ + Water - Porphyrin Metabolism:
AH2 + Heme + Oxygen ⟶ A + Biliverdin + Carbon monoxide + Fe2+ + Water - Acute Intermittent Porphyria:
AH2 + Heme + Oxygen ⟶ A + Biliverdin + Carbon monoxide + Fe2+ + Water - Congenital Erythropoietic Porphyria (CEP) or Gunther Disease:
AH2 + Heme + Oxygen ⟶ A + Biliverdin + Carbon monoxide + Fe2+ + Water - Hereditary Coproporphyria (HCP):
AH2 + Heme + Oxygen ⟶ A + Biliverdin + Carbon monoxide + Fe2+ + Water - Porphyria Variegata (PV):
AH2 + Heme + Oxygen ⟶ A + Biliverdin + Carbon monoxide + Fe2+ + Water - Porphyrin Metabolism:
Adenosine triphosphate + Hydrogen Ion + L-Glutamic acid ⟶ Adenosine monophosphate + Pyrophosphate
PharmGKB()
2 organism taxonomy source information
- 9606 - Homo sapiens: -
- 9606 - Homo sapiens: 10.1007/S11306-016-1051-4
- oxidoreductase (score: 7.9)
- electron transport (score: 6.9)
- rna (score: 6.2)
- gene-regulating protein (score: 5.6)
- oxidoreductase(flavoenzyme) (score: 5.5)
- cysteine protease inhibitor (score: 5.4)
- oxidoreductase (score: 5.3)
- hormone (score: 3)
- dna (score: 2.7)
- chaperone (score: 2.3)
- hydrolase (score: 1.8)
- chaperonin (score: )
- complex (proto-oncogene/early protein) (score: )
- transferase (score: )
- nucleotidyltransferase (score: )
- hydrolase (score: )
- oxidoreductase (score: )
- viral protein (score: )
- hydrolase (score: )
- immune system (score: )
在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有:
- PubMed: 来源于PubMed文献库中的文献信息,我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表,这个列表按照代谢物同时出现的文献数量降序排序,取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
- NCBI Taxonomy: 通过文献数据挖掘,得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序,取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
- Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
- Chemical Reaction: 在化学反应过程中,存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。
点击图上的相关代谢物的名称,可以跳转到相关代谢物的信息页面。
Literature Reference
- Marina Gálvez-Peralta, Lei He, Lucia F Jorge-Nebert, Bin Wang, Marian L Miller, Bryan L Eppert, Scott Afton, Daniel W Nebert. ZIP8 zinc transporter: indispensable role for both multiple-organ organogenesis and hematopoiesis in utero.
PloS one.
2012; 7(5):e36055. doi:
10.1371/journal.pone.0036055. [PMID: 22563477] - Jian Wang, Kostas Pantopoulos. Regulation of cellular iron metabolism.
The Biochemical journal.
2011 Mar; 434(3):365-81. doi:
10.1042/bj20101825. [PMID: 21348856] - G Urata. [The chemistry of porphyrins and their precursors on the heme biosynthetic chain].
Nihon rinsho. Japanese journal of clinical medicine.
1995 Jun; 53(6):1319-28. doi:
. [PMID: 7616643]
