beta-CARYOPHYLLENE OXIDE

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	0af0bd5d-9c2b-40bc-810b-48d221260d4f
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name	(1R,4R,6R,10S)-4,12,12-trimethyl-9-methylidene-5-oxatricyclo[8.2.0.04,6]dodecane
SMILES (Canonical)	CC1(CC2C1CCC3(C(O3)CCC2=C)C)C
SMILES (Isomeric)	C[C@@]12CC[C@@H]3[C@H](CC3(C)C)C(=C)CC[C@H]1O2
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
InChI Key	NVEQFIOZRFFVFW-RGCMKSIDSA-N
Popularity	1,342 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₅H₂₄O
Molecular Weight	220.35 g/mol
Exact Mass	220.182715385 g/mol
Topological Polar Surface Area (TPSA)	12.50 Å²
XlogP	3.60
Atomic LogP (AlogP)	3.94
H-Bond Acceptor	1
H-Bond Donor	0
Rotatable Bonds	0

Synonyms

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(-)-Caryophyllene oxide

1139-30-6

beta-Caryophyllene oxide

beta-Caryophyllene epoxide

(-)-Epoxycaryophyllene

Epoxycaryophyllene

trans-caryophyllene oxide

(-)Carophyllene oxide

UNII-S2XU9K448U

(-)-Epoxydihydrocaryophyllene

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9896	98.96%
Caco-2	+	0.8010	80.10%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Lysosomes	0.5157	51.57%
OATP2B1 inhibitior	-	0.8452	84.52%
OATP1B1 inhibitior	+	0.9102	91.02%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.8264	82.64%
P-glycoprotein inhibitior	-	0.8804	88.04%
P-glycoprotein substrate	-	0.9159	91.59%
CYP3A4 substrate	+	0.5880	58.80%
CYP2C9 substrate	-	0.6219	62.19%
CYP2D6 substrate	-	0.7466	74.66%
CYP3A4 inhibition	-	0.8308	83.08%
CYP2C9 inhibition	+	0.8949	89.49%
CYP2C19 inhibition	+	0.8994	89.94%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	+	0.9106	91.06%
CYP2C8 inhibition	-	0.7427	74.27%
CYP inhibitory promiscuity	-	0.8510	85.10%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6600	66.00%
Carcinogenicity (trinary)	Non-required	0.5289	52.89%
Eye corrosion	-	0.9112	91.12%
Eye irritation	+	0.5662	56.62%
Skin irritation	+	0.5497	54.97%
Skin corrosion	-	0.9547	95.47%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4540	45.40%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.5036	50.36%
skin sensitisation	+	0.7296	72.96%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	-	0.8111	81.11%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.5627	56.27%
Acute Oral Toxicity (c)	III	0.8166	81.66%
Estrogen receptor binding	-	0.6776	67.76%
Androgen receptor binding	-	0.4900	49.00%
Thyroid receptor binding	-	0.6499	64.99%
Glucocorticoid receptor binding	+	0.5497	54.97%
Aromatase binding	-	0.7149	71.49%
PPAR gamma	-	0.8262	82.62%
Honey bee toxicity	-	0.8664	86.64%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9449	94.49%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.83%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.22%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.65%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.75%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.96%	97.09%
CHEMBL259	P32245	Melanocortin receptor 4	87.66%	95.38%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.64%	93.40%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.89%	95.89%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	84.52%	94.78%
CHEMBL221	P23219	Cyclooxygenase-1	84.15%	90.17%
CHEMBL1871	P10275	Androgen Receptor	83.53%	96.43%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.31%	97.14%
CHEMBL5600	P27448	Serine/threonine-protein kinase c-TAK1	81.05%	88.81%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

PubChem	1742210
NPASS	NPC13789
ChEMBL	CHEMBL508894
LOTUS	LTS0213960
wikiData	Q27136294

beta-CARYOPHYLLENE OXIDE

Table of Contents

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties (via admetSAR 2)

Targets

Proven Targets:

Predicted Targets (via Super-PRED):

Plants that contains it

Cross-Links