(1R,4S)-1-Hydroxy-2-oxolimonene (BioCAD00000000326)

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Metabolite Card

Chinese Name: (1R,4S)-1-羟基-2-氧代柠檬烯
Formula: C10H16O2 (168.115)
SMILES: 

CC(=C)[C@H]1CC[C@@](C)(O)C(=O)C1

Synonyms [en]

(1R,4S)-1-hydroxy-2-oxolimonene; (1R,4S)-1-hydroxylimonen-2-one; (1R,4S)-1-hydroxymenth-8-en-2-one; (1R,4S)-1-hydroxy-p-menth-8-en-2-one; (2R,5S)-2-hydroxy-2-methyl-5-(prop-1-en-2-yl)cyclohexanone; (2R,5S)-2-hydroxy-5-isopropenyl-2-methylcyclohexanone

Reviewed

Last reviewed on 2026-04-16.

Cite this Page

(1R,4S)-1-Hydroxy-2-oxolimonene. 数据之源，洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/1R,4S_1-Hydroxy-2-oxolimonene (retrieved 2026-08-20) (CAD Registry RN: BioCAD00000000326). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

An optically active form of 1-hydroxylimonen-2-one having (1R,4S)-configuration." []

Entity Information

DBLinks

  • CAS Registry Number:
  • PubChem CID:
  • ChEBI: 50245
  • HMDB:
  • LipidMaps:
  • KEGG: C19083
  • BioCyc: CPD-10058
  • NCBI MeSH:
  • Wikipedia:
Other DBLinks
  • ChEBI: ChEBI:50245
  • KEGG: C19083
  • BioCyc: CPD-10058
  • metaboanalyst: e4635971418f14a387545097b6489edb

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R09388 1.1.1.297 (1R,2R,4S)-menth-8-ene-1,2-diol:NAD+ 2-oxidoreductase
KEGG:R09390 1.14.13.105 (1R,4S)-1-hydroxymenth-8-en-2-one,NADPH:oxygen oxidoreductase
Rhea:RHEA:32380 1.1.1.297 (1R,2R,4S)-limonene-1,2-diol + NAD+ => (1R,4S)-1-hydroxylimonen-2-one + NADH + H+
Rhea:RHEA:32381 1.1.1.297 (1R,4S)-1-hydroxylimonen-2-one + NADH + H+ => (1R,2R,4S)-limonene-1,2-diol + NAD+
Rhea:RHEA:32382 1.1.1.297 (1R,2R,4S)-limonene-1,2-diol + NAD+ <=> (1R,4S)-1-hydroxylimonen-2-one + NADH + H+
Rhea:RHEA:53413 1.14.13.105 (1R,4S)-1-hydroxylimonen-2-one + NADPH + O2 + H+ => (4S,7S)-7-hydroxy-4-isopropenyl-7-methyloxepan-2-one + NADP+ + H2O
Rhea:RHEA:53414 1.14.13.105 (4S,7S)-7-hydroxy-4-isopropenyl-7-methyloxepan-2-one + NADP+ + H2O => (1R,4S)-1-hydroxylimonen-2-one + NADPH + O2 + H+
Rhea:RHEA:53415 1.14.13.105 (1R,4S)-1-hydroxylimonen-2-one + NADPH + O2 + H+ <=> (4S,7S)-7-hydroxy-4-isopropenyl-7-methyloxepan-2-one + NADP+ + H2O
Rhea:RHEA:55009 1.14.13.105 (1R,4S)-1-hydroxylimonen-2-one + NADPH + O2 => (3S)-3-isopropenyl-6-oxoheptanoate + NADP+ + H2O
Rhea:RHEA:55010 1.14.13.105 (3S)-3-isopropenyl-6-oxoheptanoate + NADP+ + H2O => (1R,4S)-1-hydroxylimonen-2-one + NADPH + O2
Rhea:RHEA:55011 1.14.13.105 (1R,4S)-1-hydroxylimonen-2-one + NADPH + O2 <=> (3S)-3-isopropenyl-6-oxoheptanoate + NADP+ + H2O
BioCyc:RXN-9416 CPD-10058 + NADPH + PROTON + OXYGEN-MOLECULE --> CPD-10060 + NADP + WATER
BioCyc:RXN-15254 1.14.13.105 CPD-10058 + OXYGEN-MOLECULE + NADPH --> CPD-10063 + WATER + NADP
BioCyc:RXN-9411 1.1.98.- CPD-10055 + Mycofactocinones --> CPD-10058 + Mycofactocinols
BioCyc:RXN-9948 1.1.1.297 CPD-10055 + NAD --> CPD-10058 + NADH + PROTON
Rhea:RHEA:32379 [32379] (1R,2R,4S)-limonene-1,2-diol + NAD(+) = (1R,4S)-1-hydroxylimonen-2-one + NADH + H(+)
Rhea:RHEA:55008 [55008] (1R,4S)-1-hydroxylimonen-2-one + NADPH + O2 = (3S)-3-isopropenyl-6-oxoheptanoate + NADP(+) + H2O
Rhea:RHEA:53412 [53412] (1R,4S)-1-hydroxylimonen-2-one + NADPH + O2 + H(+) = (4S,7S)-7-hydroxy-4-isopropenyl-7-methyloxepan-2-one + NADP(+) + H2O
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Mass Spectrum
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