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Limonene-1,2-epoxide

PubChem CID: 91496

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Compound Synonyms Limonene oxide, 1195-92-2, Limonene epoxide, Limonene 1,2-epoxide, Limonene monoxide, Limonene 1,2-oxide, 1-methyl-4-(prop-1-en-2-yl)-7-oxabicyclo[4.1.0]heptane, 1,2-Epoxylimonene, 7-Oxabicyclo[4.1.0]heptane, 1-methyl-4-(1-methylethenyl)-, 1,2-Epoxy-p-menth-8-ene, p-Menth-8-ene, 1,2-epoxy-, CCRIS 3763, EINECS 214-805-1, NSC 12045, 4-Isopropenyl-1-methyl-7-oxabicyclo[4.1.0]heptane, CHEBI:16431, AI3-24998, 1-Methyl-4-(1-methylvinyl)-7-oxabicyclo(4.1.0)heptane, 1-methyl-4-prop-1-en-2-yl-7-oxabicyclo[4.1.0]heptane, 1-Methyl-4-(1-methylethenyl)-7-oxabicyclo(4.1.0)heptane, DTXSID50862594, NSC12045, 1-methyl-4-(1-methylvinyl)-7-oxabicyclo[4.1.0]heptane, 7-Oxabicyclo(4.1.0)heptane, 1-methyl-4-(1-methylethenyl)-, 6-methyl-3-prop-1-en-2-yl-7-oxabicyclo[4.1.0]heptane, 4-isopropenyl-1-methyl-7-oxabicyclo(4.1.0)heptane, limoxide, 1-methyl-4-(prop-1-en-2-yl)-7-oxabicyclo(4.1.0)heptane, 6-methyl-3-prop-1-en-2-yl-7-oxabicyclo(4.1.0)heptane, 1,2Epoxylimonene, (+)-TRANS-LIMONENE1,2-EPOXIDE, Limonene 1,2oxide, 1,2Epoxypmenth8ene, MFCD00005127, limonene-1,2-oxide, Limonene 1, 2-oxide, pMenth8ene, 1,2epoxy, a limonene-1,2-epoxide, a 1,2-epoxymenth-8-ene, p-Menth-8-ene,2-epoxy-, SCHEMBL93297, 3-isopropenyl-6-methyl-7-oxabicyclo[4.1.0]heptane, CHEMBL2268547, DTXCID40219331, 13837-75-7, BBL027497, MFCD00074770, NSC-12045, STK801933, AKOS006228851, SB44781, SY257451, VS-08553, DB-061578, CS-0442167, NS00041597, E83861, EN300-322402, 1Methyl4(1methylvinyl)7oxabicyclo(4.1.0)heptane, (+)-LIMONENE OXIDE 97% MIXTURE OF CIS&, 1Methyl4(1methylethenyl)7oxabicyclo(4.1.0)heptane, 7Oxabicyclo(4.1.0)heptane, 1methyl4(1methylethenyl), Q27101901, Z1198147214, 7-Oxabicyclo4.1.0heptane, 1-methyl-4-(1-methylethenyl)-, {7-Oxabicyclo[4.1.0]heptane,} 1-methyl-4-(1-methylethenyl)-, 1-Methyl-4-(1-methylethenyl)-7-oxabicyclo[4.1.0]heptane, 9CI, 4-isopropenyl-1-methyl-7-oxa-bicyclo[4.1.0]heptane, AldrichCPR, 1-METHYL-4-(PROP-1-EN-2-YL)-7-OXABICYCLO[4.1.0]HEPTANE(TBC AS STABILIZER), 214-805-1
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 12.5
Hydrogen Bond Donor Count 0.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CCC2CC2C1
Np Classifier Class Menthane monoterpenoids, Monocyclic monoterpenoids
Deep Smiles CC=C)CCCCCC6)O3))C
Heavy Atom Count 11.0
Classyfire Class Oxepanes
Description (1s,2r,4r)-1,2-epoxy-p-menth-8-ene, also known as limonene-1,2-epoxide or 1,2-epoxylimonene, is a member of the class of compounds known as oxepanes. Oxepanes are compounds containing an oxepane ring, which is a seven-member saturated aliphatic heterocycle with one oxygen and six carbon atoms (1s,2r,4r)-1,2-epoxy-p-menth-8-ene is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). (1s,2r,4r)-1,2-epoxy-p-menth-8-ene is a green tasting compound found in lemon and wild celery, which makes (1s,2r,4r)-1,2-epoxy-p-menth-8-ene a potential biomarker for the consumption of these food products.
Scaffold Graph Node Level C1CCC2OC2C1
Isotope Atom Count 0.0
Molecular Complexity 197.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Uniprot Id Q75NA5
Iupac Name 1-methyl-4-prop-1-en-2-yl-7-oxabicyclo[4.1.0]heptane
Prediction Hob 1.0
Class Oxepanes
Veber Rule True
Classyfire Superclass Organoheterocyclic compounds
Xlogp 2.5
Superclass Organoheterocyclic compounds
Gsk 4 400 Rule True
Molecular Formula C10H16O
Scaffold Graph Node Bond Level C1CCC2OC2C1
Prediction Swissadme 0.0
Inchi Key CCEFMUBVSUDRLG-UHFFFAOYSA-N
Silicos It Class Soluble
Fcsp3 0.8
Logs -2.835
Rotatable Bond Count 1.0
Logd 2.367
Synonyms (+)-(e)-limonene oxide, (+)-trans-Limonene 1,2-epoxide, (+)-trans-limonene oxide, (+)-trans-p-Mentha-1,8-diene 1,2-epoxide, (1S,2R,4R)-4-Isopropenyl-1-methyl-1-cyclohexene 1,2-epoxide, (1S,4R)-1,2-Epoxy-p-menth-8-ene, (e)-limonene oxide, D-LIMONENE 1,2-EPOXIDE, trans-1,2-Limonene epoxide, trans-1,2-limonene oxide, Trans-d-limonene oxide, Trans-limonen oxide, trans-Limonen-1,2-epoxide, Trans-limonene oxide, Trans-limonene oxyde, trans-Limonene-1,2-epoxide, trans-limonene-1,2-oxide, 1-Methyl-4-(1-methylethenyl)-7-oxabicyclo[4.1.0]heptane, 9CI, 1-Methyl-4-(1-methylvinyl)-7-oxabicyclo(4.1.0)heptane, 1-Methyl-4-(prop-1-en-2-yl)-7-oxabicyclo[4.1.0]heptane, 1,2-Epoxylimonene, 4-Isopropenyl-1-methyl-7-oxabicyclo[4.1.0]heptane, Limonene 1,2-epoxide, Limonene 1,2-oxide, Limonene epoxide, Limonene monoxide, Limonene oxide, Limonene-1,2-epoxide, Limonene-1,2-epoxide, cis-isomer, Limonene-1,2-epoxide, (1R-(1alpha,4beta,6alpha))-isomer, Limonene-1,2-epoxide, (1S-(1alpha,4alpha,6alpha))-isomer, Limonene-1,2-epoxide, cis-(+)-isomer, Limonene-1,2-oxide, Limoxide, Limonene-1,2-epoxide, trans-(+)-isomer, Limonene-1,2-epoxide, trans-isomer, 1-Methyl-4-(1-methylethenyl)-7-oxabicyclo[4.1.0]heptane, 9ci, 1,2-limonene epoxide, a limonene oxide, limonene epoxide, limonene mono-oxide, limonene oxide i, limonene oxide ii
Substituent Name Oxepane, Oxacycle, Ether, Oxirane, Dialkyl ether, Hydrocarbon derivative, Organooxygen compound, Aliphatic heteropolycyclic compound
Esol Class Soluble
Functional Groups C=C(C)C, CC1OC1(C)C
Compound Name Limonene-1,2-epoxide
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 152.12
Formal Charge 0.0
Monoisotopic Mass 152.12
Hydrogen Bond Acceptor Count 1.0
Molecular Weight 152.23
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 3.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aliphatic heteropolycyclic compounds
Lipinski Rule Of 5 True
Esol -2.7338694
Inchi InChI=1S/C10H16O/c1-7(2)8-4-5-10(3)9(6-8)11-10/h8-9H,1,4-6H2,2-3H3
Smiles CC(=C)C1CCC2(C(C1)O2)C
Nring 2.0
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Taxonomy Direct Parent Oxepanes
Np Classifier Superclass Monoterpenoids

  • 1. Outgoing r'ship FOUND_IN to/from Alpinia Malaccensis (Plant) Rel Props:Reference:https://doi.org/10.1080/0972060x.2017.1374216
  • 2. Outgoing r'ship FOUND_IN to/from Angelica Acutiloba (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Angelica Gigas (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Angelica Sinensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 5. Outgoing r'ship FOUND_IN to/from Apium Graveolens (Plant) Rel Props:Source_db:fooddb_chem_all
  • 6. Outgoing r'ship FOUND_IN to/from Buddleja Asiatica (Plant) Rel Props:Reference:https://doi.org/10.1002/ffj.2730070306
  • 7. Outgoing r'ship FOUND_IN to/from Bunium Persicum (Plant) Rel Props:Reference:https://doi.org/10.1080/0972060x.2015.1137240
  • 8. Outgoing r'ship FOUND_IN to/from Capsicum Annuum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 9. Outgoing r'ship FOUND_IN to/from Carum Carvi (Plant) Rel Props:Source_db:fooddb_chem_all
  • 10. Outgoing r'ship FOUND_IN to/from Centranthus Longiflorus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 11. Outgoing r'ship FOUND_IN to/from Citrus Aurantium (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 12. Outgoing r'ship FOUND_IN to/from Citrus Limon (Plant) Rel Props:Source_db:cmaup_ingredients;fooddb_chem_all;npass_chem_all
  • 13. Outgoing r'ship FOUND_IN to/from Citrus Medica (Plant) Rel Props:Source_db:npass_chem_all
  • 14. Outgoing r'ship FOUND_IN to/from Citrus Natsudaidai (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 15. Outgoing r'ship FOUND_IN to/from Citrus Sinensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 16. Outgoing r'ship FOUND_IN to/from Citrus Trifoliata (Plant) Rel Props:Source_db:cmaup_ingredients
  • 17. Outgoing r'ship FOUND_IN to/from Elettaria Cardamomum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 18. Outgoing r'ship FOUND_IN to/from Juniperus Virginiana (Plant) Rel Props:Reference:ISBN:9770972795006
  • 19. Outgoing r'ship FOUND_IN to/from Lavandula Angustifolia (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.1989.9697796
  • 20. Outgoing r'ship FOUND_IN to/from Litsea Cubeba (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 21. Outgoing r'ship FOUND_IN to/from Mentha Spicata (Plant) Rel Props:Source_db:fooddb_chem_all
  • 22. Outgoing r'ship FOUND_IN to/from Myrtus Communis (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.1991.9700498
  • 23. Outgoing r'ship FOUND_IN to/from Piper Cubeba (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 24. Outgoing r'ship FOUND_IN to/from Zingiber Officinale (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
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