Caryophyllene oxide

CNP0274815.1 · C15H24O · View on COCONUT ↗

This compound is also curated in GR-MAPs, with spectra, bioactivity and 3D structure: view GR-MAPs record MOL8

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

Name	Caryophyllene oxide
IUPAC Name	(1~{R},4~{R},6~{R},10~{S})-4,12,12-trimethyl-9-methylene-5-oxatricyclo[8.2.0.0^{4,6}]dodecane
COCONUT ID	CNP0274815.1
CAS	1139-30-6
InChIKey	NVEQFIOZRFFVFW-RGCMKSIDSA-N
InChI	InChI=1S/C15H24O/c1-10-5-6-13-15(4,16-13)8-7-12-11(10)9-14(12,2)3/h11-13H,1,5-9H2,2-4H3/t11-,12-,13-,15-/m1/s1
SMILES	C=C1CC[C@H]2O[C@]2(C)CC[C@@H]2[C@@H]1CC2(C)C

Properties

Molecular Formula	C15H24O
Molecular Weight	220.36
Exact Mass	220.18272
Log P (ALogP)	3.94
TPSA	12.53
H-Bond Donors / Acceptors	0 / 1
Rotatable Bonds	0
Lipinski's Rule of 5 Violations	0
QED Drug-likeness	0.44
NP-likeness	3.68

Classification

NP Pathway	Terpenoids
NP Superclass	Sesquiterpenoids
NP Class	Caryophyllane sesquiterpenoids
Chemical Superclass	Lipids and lipid-like molecules
Chemical Class	Prenol lipids
Chemical Subclass	Sesquiterpenoids

Reported in GR-MAPs Plants

Ocimum sanctum	as “Ocimum tenuiflorum” in COCONUT
Centella asiatica	as “Centella asiatica” in COCONUT
Cymbopogon flexuosus	as “Cymbopogon flexuosus” in COCONUT
Tagetes erecta	as “Tagetes erecta” in COCONUT
Matricaria chamomilla	as “Chamomilla recutita; Matricaria chamomilla” in COCONUT
Murraya koenigii	as “Murraya koenigii” in COCONUT
Acorus calamus	as “Acorus calamus” in COCONUT
Artemisia annua	as “Artemisia Annua; Artemisia annua L.; Artemisia annua L.cultivar Jwarharti” in COCONUT
Foeniculum vulgare	as “Foeniculum vulgare” in COCONUT
Mentha piperita	as “Mentha Piperita” in COCONUT
Daucus carota	as “Daucus carota” in COCONUT
Rosmarinus officinalis	as “Rosmarinus Officinalis” in COCONUT
Zingiber zerumbet	as “Zingiber Zerumbet; Zingiber zerumbet Smith” in COCONUT
Mentha Arvensis	as “Mentha arvensis; Mentha arvensis L.” in COCONUT
Salvia officinalis	as “Salvia officinalis” in COCONUT
Origanum vulgare	as “Origanum vulgare” in COCONUT
Piper auritum	as “Piper auritum” in COCONUT
Ocimum tenuiflorum	as “Ocimum tenuiflorum” in COCONUT
Hyssopus officinalis	as “Hyssopus officinalis” in COCONUT
Vitex negundo	as “Vitex negundo” in COCONUT
Valeriana jatamansi	as “Valeriana jatamansi” in COCONUT
Cassia angustifolia	as “Senna alexandrina” in COCONUT
Cinnamomum verum	as “Cinnamomum zeylanicum” in COCONUT
Cymbopogon martini	as “Cymbopogon martinii” in COCONUT
Eucalyptus citriodora	as “Corymbia citriodora” in COCONUT
Nepeta cataria	as “Nepeta cataria” in COCONUT
Canabis Sativa	as “Cannabis sativa” in COCONUT

References (500)

Showing 40 of 500. See all references on COCONUT.

Data from COCONUT (COlleCtion of Open Natural prodUcTs), released under CC0. Chandrasekhar V. et al. COCONUT 2.0: a comprehensive overhaul and curation of the collection of open natural products database. Nucleic Acids Research (2024), doi:10.1093/nar/gkae1063. COCONUT release 2026-10.

COCONUT Compound