[(1S,5E,9R,10S)-6,10-dimethyl-2-methylidene-10-bicyclo[7.2.0]undec-5-enyl]methyl acetate

Details

• Internal ID: f4f36990-f485-4a18-998e-479776b6081f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(1S,5E,9R,10S)-6,10-dimethyl-2-methylidene-10-bicyclo[7.2.0]undec-5-enyl]methyl acetate
• SMILES (Canonical): CC1=CCCC(=C)C2CC(C2CC1)(C)COC(=O)C
• SMILES (Isomeric): C/C/1=C\CCC(=C)[C@H]2C[C@]([C@@H]2CC1)(C)COC(=O)C
• InChI: InChI=1S/C17H26O2/c1-12-6-5-7-13(2)15-10-17(4,11-19-14(3)18)16(15)9-8-12/h6,15-16H,2,5,7-11H2,1,3-4H3/b12-6+/t15-,16-,17-/m1/s1
• InChI Key: VKTLOEXWZVKMMV-QYMFUMRNSA-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: 3.50
• Atomic LogP (AlogP): 4.27
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9950	99.50%
Caco-2	+	0.8960	89.60%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Lysosomes	0.3988	39.88%
OATP2B1 inhibitior	-	0.8579	85.79%
OATP1B1 inhibitior	+	0.9264	92.64%
OATP1B3 inhibitior	+	0.8622	86.22%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.5863	58.63%
P-glycoprotein inhibitior	-	0.7312	73.12%
P-glycoprotein substrate	-	0.8835	88.35%
CYP3A4 substrate	+	0.6168	61.68%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	-	0.7370	73.70%
CYP2C9 inhibition	-	0.6665	66.65%
CYP2C19 inhibition	-	0.5552	55.52%
CYP2D6 inhibition	-	0.9028	90.28%
CYP1A2 inhibition	-	0.6354	63.54%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.8044	80.44%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7100	71.00%
Carcinogenicity (trinary)	Non-required	0.4853	48.53%
Eye corrosion	-	0.8315	83.15%
Eye irritation	-	0.6875	68.75%
Skin irritation	+	0.5311	53.11%
Skin corrosion	-	0.9873	98.73%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6612	66.12%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	+	0.5296	52.96%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	-	0.7333	73.33%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.5712	57.12%
Acute Oral Toxicity (c)	III	0.7609	76.09%
Estrogen receptor binding	-	0.5903	59.03%
Androgen receptor binding	-	0.5361	53.61%
Thyroid receptor binding	-	0.5920	59.20%
Glucocorticoid receptor binding	+	0.5820	58.20%
Aromatase binding	-	0.5518	55.18%
PPAR gamma	-	0.6061	60.61%
Honey bee toxicity	-	0.8765	87.65%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5455	54.55%
Fish aquatic toxicity	+	0.9963	99.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.94%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.09%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.40%	91.11%
CHEMBL240	Q12809	HERG	90.73%	89.76%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.39%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.96%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.16%	95.89%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.94%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.61%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.41%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	83.37%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.11%	86.33%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.80%	94.33%
CHEMBL2581	P07339	Cathepsin D	80.82%	98.95%
CHEMBL5028	O14672	ADAM10	80.08%	97.50%

Plants that contains it

• Ozothamnus diosmifolius

Cross-Links

• PubChem: 162905708
• LOTUS: LTS0274041
• wikiData: Q105288069