Caryophyllene

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	91be696f-258a-4c38-868a-08415aab2c3c
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name	(1R,4E,9S)-4,11,11-trimethyl-8-methylidenebicyclo[7.2.0]undec-4-ene
SMILES (Canonical)	CC1=CCCC(=C)C2CC(C2CC1)(C)C
SMILES (Isomeric)	C/C/1=C\CCC(=C)[C@H]2CC([C@@H]2CC1)(C)C
InChI	InChI=1S/C15H24/c1-11-6-5-7-12(2)13-10-15(3,4)14(13)9-8-11/h6,13-14H,2,5,7-10H2,1,3-4H3/b11-6+/t13-,14-/m1/s1
InChI Key	NPNUFJAVOOONJE-GFUGXAQUSA-N
Popularity	4,472 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₅H₂₄
Molecular Weight	204.35 g/mol
Exact Mass	204.187800766 g/mol
Topological Polar Surface Area (TPSA)	0.00 Å²
XlogP	4.40
Atomic LogP (AlogP)	4.73
H-Bond Acceptor	0
H-Bond Donor	0
Rotatable Bonds	0

Synonyms

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(-)-trans-Caryophyllene

Caryophyllene

87-44-5

L-Caryophyllene

beta-Caryophyllen

trans-beta-caryophyllene

(-)-Caryophyllene

FEMA No. 2252

NSC-11906

BHW853AU9H

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	+	0.9881	98.81%
Caco-2	+	0.8656	86.56%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Lysosomes	0.6916	69.16%
OATP2B1 inhibitior	-	0.8477	84.77%
OATP1B1 inhibitior	+	0.9400	94.00%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.6859	68.59%
P-glycoprotein inhibitior	-	0.8955	89.55%
P-glycoprotein substrate	-	0.9354	93.54%
CYP3A4 substrate	+	0.5286	52.86%
CYP2C9 substrate	-	0.7890	78.90%
CYP2D6 substrate	-	0.7441	74.41%
CYP3A4 inhibition	-	0.8665	86.65%
CYP2C9 inhibition	-	0.6249	62.49%
CYP2C19 inhibition	-	0.5957	59.57%
CYP2D6 inhibition	-	0.9284	92.84%
CYP1A2 inhibition	-	0.6695	66.95%
CYP2C8 inhibition	-	0.6185	61.85%
CYP inhibitory promiscuity	-	0.8433	84.33%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6500	65.00%
Carcinogenicity (trinary)	Warning	0.4768	47.68%
Eye corrosion	-	0.8380	83.80%
Eye irritation	+	0.7064	70.64%
Skin irritation	+	0.6323	63.23%
Skin corrosion	-	0.9744	97.44%
Ames mutagenesis	-	1.0000	100.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6851	68.51%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	+	0.8238	82.38%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	-	0.7889	78.89%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.5165	51.65%
Acute Oral Toxicity (c)	III	0.8200	82.00%
Estrogen receptor binding	-	0.9345	93.45%
Androgen receptor binding	-	0.5966	59.66%
Thyroid receptor binding	-	0.8462	84.62%
Glucocorticoid receptor binding	-	0.6499	64.99%
Aromatase binding	-	0.7885	78.85%
PPAR gamma	-	0.8349	83.49%
Honey bee toxicity	-	0.8948	89.48%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	+	0.7300	73.00%
Fish aquatic toxicity	+	0.9973	99.73%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL253	P34972	Cannabinoid CB2 receptor	150 nM	Ki	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.52%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.49%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.15%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.16%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.53%	92.94%
CHEMBL1871	P10275	Androgen Receptor	85.12%	96.43%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.93%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.93%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.96%	93.40%
CHEMBL221	P23219	Cyclooxygenase-1	80.36%	90.17%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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PubChem	5281515
NPASS	NPC109813
ChEMBL	CHEMBL445740
LOTUS	LTS0085212
wikiData	Q421614

Caryophyllene

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