L-Histidinol (BioCAD00000013045)

prostate tissue fibroblasts prostate plant natural products microbial natural products

Metabolite Card

Formula: C6H11N3O (141.0902)
SMILES: N[C@H](CO)CC1=CNC=N1

Synonyms [en]

L-histidinol; (2S)-2-amino-3-(1H-imidazol-4-yl)propan-1-ol; histidinol; 4-[(S)-2-amino-3-hydroxypropyl]imidazole; Imidazole C-4(5) deriv. 4; (S)-beta-Amino-1H-imidazole-4-propanol

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

L-Histidinol. 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: BioCAD00000013045). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

L-Histidinol, a structural analogue of the essential amino acid L-histidine, enhances the toxicity of a variety of anticancer drugs for many tumour cells of animal origin (PMID:8297120). L-Histidinol inhibits human myristoyl-CoA:protein-myristoyltransferase (hNMT), an essential eukaryotic enzyme that catalyzes the cotranslational transfer of myristate into the NH2-terminal glycine residue of a number of important proteins of diverse function (PMID:9778369).

Cytoplasm
Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 1596-64-1
  • CAS Registry Number: 4836-52-6
  • PubChem: 165271
  • ChEBI: ChEBI:16255
  • HMDB: HMDB0003431
  • KEGG: C00860
  • BioCyc: HISTIDINOL
  • NCBI MeSH: Histidinol
  • DrugBank: DB03811
  • RefMet: RM0136228
  • MoNA: CCMSLIB00000578024
  • MoNA: CCMSLIB00000578269
  • MoNA: EMBL-MCF_spec59765
  • MoNA: HMDB0003431_ms_ms_2307
  • MoNA: HMDB0003431_ms_ms_2308
  • MoNA: HMDB0003431_ms_ms_2309
  • MoNA: KO003138
  • MoNA: KO003139
  • MoNA: KO003140
  • MoNA: KO003141
  • MoNA: KO003142
  • MoNA: KZ000046
  • MoNA: KZ000156
  • MoNA: MoNA016739
  • MoNA: MoNA_0006984
  • MoNA: MoNA_0006985
  • MoNA: MoNA_0006986
  • MoNA: MoNA_0006987
  • MoNA: MoNA_0006988
  • MoNA: MoNA_0006989
  • MoNA: MoNA_0008702
  • MoNA: MoNA_0008703
  • MoNA: MoNA_0008704
  • MoNA: MoNA_0008705
  • MoNA: MoNA_0008706
  • MoNA: MoNA_0008707
  • MoNA: MoNA_0008951
  • MoNA: MoNA_0008952
  • MoNA: MoNA_0009370
  • MoNA: MoNA_0009371
  • MoNA: MoNA_0009992
  • MoNA: MoNA_0009993
  • MoNA: MoNA_0009994
  • MoNA: MoNA_0009995
  • MoNA: OUF00310
  • MoNA: PR010060
  • MoNA: PR100165
  • MoNA: PS027501
  • MoNA: PS027502
  • MoNA: PS027503
  • MoNA: PS027504
  • Metlin: METLIN_301
  • Coconut NaturalProduct: CNP0199265.1
  • Coconut NaturalProduct: CNP0500405.1

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R01158 1.1.1.23 L-histidinol:NAD+ oxidoreductase
KEGG:R03012 1.1.1.23 L-histidinol:NAD+ oxidoreductase
KEGG:R03013 3.1.3.15 L-histidinol-phosphate phosphohydrolase
BioCyc:HISTIDPHOS-RXN 3.1.3.15 L-HISTIDINOL-P + WATER --> HISTIDINOL + Pi
BioCyc:HISTOLDEHYD-RXN HISTIDINOL + NAD<=>PROTON + HISTIDINAL + NADH
BioCyc:RXN-8001 1.1.1.23 HISTIDINOL + 2 NAD + WATER --> HIS + 2 NADH + 3 PROTON
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Organism Source

Taxonomy Source

  1. Arabidopsis thaliana [ncbi taxid: 3702]
  2. Escherichia coli [ncbi taxid: 562]
  3. Homo sapiens [ncbi taxid: 9606]
  4. Saccharomyces cerevisiae [ncbi taxid: 4932]

Pathway Synthetic

pathway id name
BioCyc:TRYPANO_PRPP-PWY superpathway of histidine, purine, and pyrimidine biosynthesis
BioCyc:TRYPANO_HISTSYN-PWY histidine biosynthesis
PathBank:SMP0000830 Histidine Biosynthesis
PathBank:SMP0001000 Secondary Metabolites: Histidine Biosynthesis
Plant Reactome:R-OAU-2744345 Metabolism and regulation
Plant Reactome:R-OAU-2744343 Amino acid metabolism
Plant Reactome:R-OAU-1119509 Histidine biosynthesis I
Plant Reactome:R-MES-2744345 Metabolism and regulation
Plant Reactome:R-MES-2744343 Amino acid metabolism
Plant Reactome:R-TDI-2744345 Metabolism and regulation
Plant Reactome:R-TDI-2744343 Amino acid metabolism
Plant Reactome:R-DRO-2744345 Metabolism and regulation
Plant Reactome:R-DRO-5655122 Amino acid biosynthesis
Plant Reactome:R-OMI-5655122 Amino acid biosynthesis
Plant Reactome:R-PTI-2744345 Metabolism and regulation
Plant Reactome:R-PTI-2744343 Amino acid metabolism
Plant Reactome:R-GMA-2744345 Metabolism and regulation
Plant Reactome:R-GMA-2744343 Amino acid metabolism
Plant Reactome:R-PDA-2744345 Metabolism and regulation
Plant Reactome:R-PDA-2744343 Amino acid metabolism
View All Pathways