Limonene-1,2-epoxide (BioCAD00000013366)

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Metabolite Card

Formula: C10H16O (152.1201)
SMILES: CC(=C)C1CCC2(C)OC2C1

Synonyms [en]

limonene-1,2-epoxide; limonene oxide; 1,2-Epoxy-p-menth-8-ene; (4R)-Limonene-1,2-epoxide; (+)-Limonene oxide; 4-Isopropenyl-1-methyl-7-oxabicyclo[4.1.0]heptane

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

Limonene-1,2-epoxide. 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: BioCAD00000013366). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

1,2-Epoxy-p-menth-8-ene is found in citrus. 1,2-Epoxy-p-menth-8-ene is isolated from oil of Cymbopogon species, orange (Citrus sinensis), Japanese pepper tree (Zanthoxylum piperitum) and other

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 1195-92-2
  • CAS Registry Number: 203719-53-3
  • CAS Registry Number: 203719-54-4
  • PubChem: 441245
  • PubChem: 91496
  • ChEBI: ChEBI:16431
  • ChEBI: ChEBI:35672
  • HMDB: HMDB0035158
  • LipidMaps: LMPR0102090015
  • KEGG: C07271
  • BioCyc: 4R-Limonene-1-2-epoxides
  • NCBI MeSH: limonene-1,2-epoxide
  • RefMet: RM0135321
  • MoNA: HMDB0035158_c_ms_101714
  • Metlin: METLIN_41092
  • Coconut NaturalProduct: CNP0230379.2
  • Coconut NaturalProduct: CNP0230379.4
  • Coconut NaturalProduct: CNP0230379.6
  • Coconut NaturalProduct: CNP0230379.9

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R05784 3.3.2.8 limonene-1,2-epoxide hydrolase
KEGG:R06398 1.14.13.107 limonene 1,2-monooxygenase
KEGG:R09393 1.14.13.107 limonene,NADPH:oxygen oxidoreductase
Rhea:RHEA:10701 3.3.2.8 limonene 1,2-epoxide + H2O => limonene-1,2-diol
Rhea:RHEA:10702 3.3.2.8 limonene-1,2-diol => limonene 1,2-epoxide + H2O
Rhea:RHEA:10703 3.3.2.8 limonene 1,2-epoxide + H2O <=> limonene-1,2-diol
Rhea:RHEA:26086 1.14.13.107 (4S)-limonene + NADPH + O2 + H+ => limonene 1,2-epoxide + NADP+ + H2O
Rhea:RHEA:26087 1.14.13.107 limonene 1,2-epoxide + NADP+ + H2O => (4S)-limonene + NADPH + O2 + H+
Rhea:RHEA:26088 1.14.13.107 (4S)-limonene + NADPH + O2 + H+ <=> limonene 1,2-epoxide + NADP+ + H2O
Rhea:RHEA:26090 1.14.13.107 (4S)-limonene + NADH + O2 + H+ => limonene 1,2-epoxide + NAD+ + H2O
Rhea:RHEA:26091 1.14.13.107 limonene 1,2-epoxide + NAD+ + H2O => (4S)-limonene + NADH + O2 + H+
Rhea:RHEA:26092 1.14.13.107 (4S)-limonene + NADH + O2 + H+ <=> limonene 1,2-epoxide + NAD+ + H2O
Rhea:RHEA:26094 1.14.13.107 (4R)-limonene + NADH + O2 + H+ => limonene 1,2-epoxide + NAD+ + H2O
Rhea:RHEA:26095 1.14.13.107 limonene 1,2-epoxide + NAD+ + H2O => (4R)-limonene + NADH + O2 + H+
Rhea:RHEA:26096 1.14.13.107 (4R)-limonene + NADH + O2 + H+ <=> limonene 1,2-epoxide + NAD+ + H2O
Rhea:RHEA:26098 1.14.13.107 (4R)-limonene + NADPH + O2 + H+ => limonene 1,2-epoxide + NADP+ + H2O
Rhea:RHEA:26099 1.14.13.107 limonene 1,2-epoxide + NADP+ + H2O => (4R)-limonene + NADPH + O2 + H+
Rhea:RHEA:26100 1.14.13.107 (4R)-limonene + NADPH + O2 + H+ <=> limonene 1,2-epoxide + NADP+ + H2O
BioCyc:RXN-9407 1.14.13.107 CPD-8785 + NADH-P-OR-NOP + PROTON + OXYGEN-MOLECULE --> 4R-Limonene-1-2-epoxides + NAD-P-OR-NOP + WATER
BioCyc:3.3.2.8-RXN 3.3.2.8 4R-Limonene-1-2-epoxides + WATER --> CPD-8222
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Organism Source

Taxonomy Source

  1. Angelica acutiloba [ncbi taxid: 55605]
  2. Angelica gigas [ncbi taxid: 85712]
  3. Angelica sinensis [ncbi taxid: 165353]
  4. Capsicum annuum [ncbi taxid: 4072]
  5. Citrus aurantium [ncbi taxid: ]
  6. Citrus natsudaidai [ncbi taxid: 109792]
  7. Citrus sinensis [ncbi taxid: 2711]
  8. Citrus trifoliata [ncbi taxid: 37690]
  9. Elettaria cardamomum [ncbi taxid: 105181]
  10. Humulus lupulus [ncbi taxid: 3486]
  11. Lippia javanica [ncbi taxid: 925357]
  12. Litsea cubeba [ncbi taxid: 155299]
  13. Piper cubeba [ncbi taxid: 405322]
  14. Zingiber officinale [ncbi taxid: 94328]
  15. Angelica acutiloba [ncbi taxid: 55605]
  16. Angelica gigas [ncbi taxid: 85712]
  17. Angelica sinensis [ncbi taxid: 165353]
  18. Capsicum annuum [ncbi taxid: 4072]
  19. Citrus aurantium [ncbi taxid: ]
  20. Citrus natsudaidai [ncbi taxid: 109792]
  21. Citrus sinensis [ncbi taxid: 2711]
  22. Citrus trifoliata [ncbi taxid: 37690]
  23. Elettaria cardamomum [ncbi taxid: 105181]
  24. Litsea cubeba [ncbi taxid: 155299]
  25. Piper cubeba [ncbi taxid: 405322]
  26. Zingiber officinale [ncbi taxid: 94328]
  27. Citrus reticulata [ncbi taxid: 85571]
  28. Citrus unshiu [ncbi taxid: 55188]
  29. Perilla frutescens [ncbi taxid: 48386]
  30. Angelica acutiloba [ncbi taxid: 55605]
  31. Angelica gigas [ncbi taxid: 85712]
  32. Angelica sinensis [ncbi taxid: 165353]
  33. Capsicum annuum [ncbi taxid: 4072]
  34. Citrus aurantium [ncbi taxid: ]
  35. Citrus natsudaidai [ncbi taxid: 109792]
  36. Citrus reticulata [ncbi taxid: 85571]
  37. Citrus sinensis [ncbi taxid: 2711]
  38. Citrus trifoliata [ncbi taxid: 37690]
  39. Citrus unshiu [ncbi taxid: 55188]
  40. Elettaria cardamomum [ncbi taxid: 105181]
  41. Litsea cubeba [ncbi taxid: 155299]
  42. Perilla frutescens [ncbi taxid: 48386]
  43. Piper cubeba [ncbi taxid: 405322]
  44. Zingiber officinale [ncbi taxid: 94328]

Pathway Synthetic

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