beta-Curcumene

Details

• Internal ID: d9876bc2-a4b9-48d6-b28b-1978c1272081
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 1-methyl-4-(6-methylhept-5-en-2-yl)cyclohexa-1,4-diene
• SMILES (Canonical): CC1=CCC(=CC1)C(C)CCC=C(C)C
• SMILES (Isomeric): CC1=CCC(=CC1)C(C)CCC=C(C)C
• InChI: InChI=1S/C15H24/c1-12(2)6-5-7-14(4)15-10-8-13(3)9-11-15/h6,8,11,14H,5,7,9-10H2,1-4H3
• InChI Key: JXZQZARENYGJMK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄
• Molecular Weight: 204.35 g/mol
• Exact Mass: 204.187800766 g/mol
• Topological Polar Surface Area (TPSA): 0.00 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 5.04
• H-Bond Acceptor: 0
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• beta-Curcumene
• 1-methyl-4-(6-methylhept-5-en-2-yl)cyclohexa-1,4-diene
• CHEBI:62759
• DTXSID001197513
• Q27132149
• 1-(1,5-dimethyl-4-hexenyl)-4-methyl-1,4-cyclohexadiene
• 1-(1,5-Dimethyl-4-hexen-1-yl)-4-methyl-1,4-cyclohexadiene
• 1-(1,5-dimethyl-hex-4-enyl)-4-methyl-cyclohexa-1,4-diene
• 72345-84-7

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9924	99.24%
Caco-2	+	0.9537	95.37%
Blood Brain Barrier	+	1.0000	100.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Lysosomes	0.3565	35.65%
OATP2B1 inhibitior	-	0.8542	85.42%
OATP1B1 inhibitior	+	0.9421	94.21%
OATP1B3 inhibitior	+	0.8986	89.86%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.6856	68.56%
P-glycoprotein inhibitior	-	0.9776	97.76%
P-glycoprotein substrate	-	0.8915	89.15%
CYP3A4 substrate	-	0.5805	58.05%
CYP2C9 substrate	-	0.8110	81.10%
CYP2D6 substrate	-	0.7415	74.15%
CYP3A4 inhibition	-	0.9377	93.77%
CYP2C9 inhibition	-	0.8952	89.52%
CYP2C19 inhibition	-	0.9033	90.33%
CYP2D6 inhibition	-	0.9423	94.23%
CYP1A2 inhibition	-	0.7359	73.59%
CYP2C8 inhibition	-	0.9844	98.44%
CYP inhibitory promiscuity	-	0.6099	60.99%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6700	67.00%
Carcinogenicity (trinary)	Warning	0.5088	50.88%
Eye corrosion	+	0.5218	52.18%
Eye irritation	+	0.7365	73.65%
Skin irritation	+	0.7772	77.72%
Skin corrosion	-	0.9609	96.09%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7217	72.17%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	-	0.5292	52.92%
skin sensitisation	+	0.9552	95.52%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.8619	86.19%
Estrogen receptor binding	-	0.9585	95.85%
Androgen receptor binding	-	0.8073	80.73%
Thyroid receptor binding	-	0.7206	72.06%
Glucocorticoid receptor binding	-	0.7530	75.30%
Aromatase binding	-	0.8711	87.11%
PPAR gamma	-	0.7088	70.88%
Honey bee toxicity	-	0.9576	95.76%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9968	99.68%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3401	O75469	Pregnane X receptor	92.60%	94.73%
CHEMBL2581	P07339	Cathepsin D	91.74%	98.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	91.65%	97.21%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.10%	93.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.48%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.47%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.72%	91.11%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.16%	90.71%

Plants that contains it

• Aucklandia costus
• Cupressus nootkatensis
• Curcuma kwangsiensis
• Curcuma longa
• Curcuma phaeocaulis
• Curcuma wenyujin
• Laggera crispata
• Vitex negundo
• Zingiber officinale

Cross-Links

• PubChem: 6428461
• NPASS: NPC139106
• LOTUS: LTS0040039
• wikiData: Q27132149