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
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
DBLinks
- CAS Registry Number: 1195-92-2
- PubChem CID: 91496
- ChEBI: 35672
- HMDB: HMDB0035158
- LipidMaps: LMPR0102090015
- KEGG: C07271
- BioCyc: 4R-Limonene-1-2-epoxides
- NCBI MeSH: limonene-1,2-epoxide
- Wikipedia:
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
- WishartLab ClassyFire: [Oxepanes] Oxepanes
- RefMet: [C10 isoprenoids] C10 isoprenoids
- LipidMaps: [C10 isoprenoids (monoterpenes) [PR0102]] C10 isoprenoids (monoterpenes) [PR0102]
- ChEBI: [CHEBI:16431] limonene 1,2-epoxide
- ChEBI: [CHEBI:35672] (4R)-limonene 1,2-epoxide
- Coconut NaturalProduct: [Menthane monoterpenoids] Menthane monoterpenoids
| 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 |
Taxonomy Source
- Angelica acutiloba [ncbi taxid: 55605]
- Angelica gigas [ncbi taxid: 85712]
- Angelica sinensis [ncbi taxid: 165353]
- Capsicum annuum [ncbi taxid: 4072]
- Citrus aurantium [ncbi taxid: ]
- Citrus natsudaidai [ncbi taxid: 109792]
- Citrus sinensis [ncbi taxid: 2711]
- Citrus trifoliata [ncbi taxid: 37690]
- Elettaria cardamomum [ncbi taxid: 105181]
- Humulus lupulus [ncbi taxid: 3486]
- Lippia javanica [ncbi taxid: 925357]
- Litsea cubeba [ncbi taxid: 155299]
- Piper cubeba [ncbi taxid: 405322]
- Zingiber officinale [ncbi taxid: 94328]
- Angelica acutiloba [ncbi taxid: 55605]
- Angelica gigas [ncbi taxid: 85712]
- Angelica sinensis [ncbi taxid: 165353]
- Capsicum annuum [ncbi taxid: 4072]
- Citrus aurantium [ncbi taxid: ]
- Citrus natsudaidai [ncbi taxid: 109792]
- Citrus sinensis [ncbi taxid: 2711]
- Citrus trifoliata [ncbi taxid: 37690]
- Elettaria cardamomum [ncbi taxid: 105181]
- Litsea cubeba [ncbi taxid: 155299]
- Piper cubeba [ncbi taxid: 405322]
- Zingiber officinale [ncbi taxid: 94328]
- Citrus reticulata [ncbi taxid: 85571]
- Citrus unshiu [ncbi taxid: 55188]
- Perilla frutescens [ncbi taxid: 48386]
- Angelica acutiloba [ncbi taxid: 55605]
- Angelica gigas [ncbi taxid: 85712]
- Angelica sinensis [ncbi taxid: 165353]
- Capsicum annuum [ncbi taxid: 4072]
- Citrus aurantium [ncbi taxid: ]
- Citrus natsudaidai [ncbi taxid: 109792]
- Citrus reticulata [ncbi taxid: 85571]
- Citrus sinensis [ncbi taxid: 2711]
- Citrus trifoliata [ncbi taxid: 37690]
- Citrus unshiu [ncbi taxid: 55188]
- Elettaria cardamomum [ncbi taxid: 105181]
- Litsea cubeba [ncbi taxid: 155299]
- Perilla frutescens [ncbi taxid: 48386]
- Piper cubeba [ncbi taxid: 405322]
- Zingiber officinale [ncbi taxid: 94328]
Pathway Synthetic
| pathway id | name |
|---|