[(2Z)-2-methyl-6-[(1R)-4-methylcyclohex-3-en-1-yl]hepta-2,6-dienyl] acetate

Details

• Internal ID: 925c66d8-546d-473e-99f1-f5e78d7660f5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(2Z)-2-methyl-6-[(1R)-4-methylcyclohex-3-en-1-yl]hepta-2,6-dienyl] acetate
• SMILES (Canonical): CC1=CCC(CC1)C(=C)CCC=C(C)COC(=O)C
• SMILES (Isomeric): CC1=CC[C@@H](CC1)C(=C)CC/C=C(/C)\COC(=O)C
• InChI: InChI=1S/C17H26O2/c1-13-8-10-17(11-9-13)15(3)7-5-6-14(2)12-19-16(4)18/h6,8,17H,3,5,7,9-12H2,1-2,4H3/b14-6-/t17-/m0/s1
• InChI Key: BSYWXGDMWUUHDZ-ZRBJYGNNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₆O₂
• Molecular Weight: 262.40 g/mol
• Exact Mass: 262.193280068 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 4.58
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9966	99.66%
Caco-2	+	0.6565	65.65%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5587	55.87%
OATP2B1 inhibitior	-	0.8519	85.19%
OATP1B1 inhibitior	+	0.9234	92.34%
OATP1B3 inhibitior	+	0.8514	85.14%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.5829	58.29%
P-glycoprotein inhibitior	-	0.7764	77.64%
P-glycoprotein substrate	-	0.8589	85.89%
CYP3A4 substrate	+	0.5582	55.82%
CYP2C9 substrate	+	0.5955	59.55%
CYP2D6 substrate	-	0.8761	87.61%
CYP3A4 inhibition	-	0.8148	81.48%
CYP2C9 inhibition	-	0.8728	87.28%
CYP2C19 inhibition	-	0.8011	80.11%
CYP2D6 inhibition	-	0.9127	91.27%
CYP1A2 inhibition	-	0.6854	68.54%
CYP2C8 inhibition	-	0.5932	59.32%
CYP inhibitory promiscuity	-	0.6479	64.79%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7528	75.28%
Carcinogenicity (trinary)	Non-required	0.5276	52.76%
Eye corrosion	-	0.6613	66.13%
Eye irritation	+	0.6034	60.34%
Skin irritation	+	0.6681	66.81%
Skin corrosion	-	0.9960	99.60%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7003	70.03%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	+	0.5053	50.53%
skin sensitisation	+	0.5237	52.37%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	-	0.7333	73.33%
Mitochondrial toxicity	-	0.9500	95.00%
Nephrotoxicity	-	0.5708	57.08%
Acute Oral Toxicity (c)	III	0.8780	87.80%
Estrogen receptor binding	-	0.8200	82.00%
Androgen receptor binding	-	0.6982	69.82%
Thyroid receptor binding	-	0.6766	67.66%
Glucocorticoid receptor binding	+	0.5964	59.64%
Aromatase binding	-	0.5638	56.38%
PPAR gamma	-	0.6007	60.07%
Honey bee toxicity	-	0.8606	86.06%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.5555	55.55%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.98%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.92%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.11%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.07%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.96%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.48%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.04%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	84.61%	94.73%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.29%	97.21%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.45%	95.89%
CHEMBL2664	P23526	Adenosylhomocysteinase	82.52%	86.67%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.90%	100.00%

Plants that contains it

• Torilis arvensis

Cross-Links

• PubChem: 101673680
• LOTUS: LTS0164696
• wikiData: Q104945472