7-Epizingiberene

Details

• Internal ID: 0845a2c4-9709-4e2e-b09c-94bef9fbb477
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (5R)-2-methyl-5-[(2R)-6-methylhept-5-en-2-yl]cyclohexa-1,3-diene
• SMILES (Canonical): CC1=CCC(C=C1)C(C)CCC=C(C)C
• SMILES (Isomeric): CC1=CC[C@@H](C=C1)[C@H](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/h6,8-10,14-15H,5,7,11H2,1-4H3/t14-,15-/m1/s1
• InChI Key: KKOXKGNSUHTUBV-HUUCEWRRSA-N
• Popularity: 1 reference 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: 5.20
• Atomic LogP (AlogP): 4.89
• H-Bond Acceptor: 0
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• 7-epi-zingiberene
• (-)-(4S,7R)-7-epizingiberene
• (5R)-2-methyl-5-[(2R)-6-methylhept-5-en-2-yl]cyclohexa-1,3-diene
• (-)-(4S,7R)-7-epi-zingiberene
• 7-epi zingiberene
• CHEBI:71688
• KKOXKGNSUHTUBV-HUUCEWRRSA-N
• C20486
• Q27139812

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9924	99.24%
Caco-2	+	0.9531	95.31%
Blood Brain Barrier	+	1.0000	100.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Lysosomes	0.3565	35.65%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	+	0.9110	91.10%
OATP1B3 inhibitior	+	0.8986	89.86%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.8356	83.56%
P-glycoprotein inhibitior	-	0.9815	98.15%
P-glycoprotein substrate	-	0.8442	84.42%
CYP3A4 substrate	-	0.5879	58.79%
CYP2C9 substrate	-	0.8164	81.64%
CYP2D6 substrate	-	0.7751	77.51%
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	-	0.9832	98.32%
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	-	0.5000	50.00%
Skin irritation	+	0.7772	77.72%
Skin corrosion	-	0.9609	96.09%
Ames mutagenesis	-	0.8064	80.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.6709	67.09%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	-	0.5162	51.62%
skin sensitisation	+	0.9552	95.52%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	-	0.6247	62.47%
Acute Oral Toxicity (c)	III	0.8619	86.19%
Estrogen receptor binding	-	0.9550	95.50%
Androgen receptor binding	-	0.8652	86.52%
Thyroid receptor binding	-	0.6814	68.14%
Glucocorticoid receptor binding	-	0.6904	69.04%
Aromatase binding	-	0.8818	88.18%
PPAR gamma	-	0.8166	81.66%
Honey bee toxicity	-	0.9382	93.82%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
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
CHEMBL3359	P21462	Formyl peptide receptor 1	93.28%	93.56%
CHEMBL2581	P07339	Cathepsin D	92.68%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.18%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	88.65%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.01%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.67%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.31%	97.25%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.60%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.50%	95.89%

Plants that contains it

• Dendrophorbium balsapampae
• Pimpinella anisum
• Pimpinella isaurica
• Senecio squalidus
• Solanum habrochaites
• Zingiber officinale

Cross-Links

• PubChem: 21729595
• LOTUS: LTS0241514
• wikiData: Q27139812