[(1R,8S,10S)-2,6,6-trimethyl-9-methylidene-10-tricyclo[5.4.0.02,8]undecanyl] acetate

Details

• Internal ID: 551b44ca-6b0a-4d9b-a575-e1573f19c18a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(1R,8S,10S)-2,6,6-trimethyl-9-methylidene-10-tricyclo[5.4.0.02,8]undecanyl] acetate
• SMILES (Canonical): CC(=O)OC1CC2C3C(C1=C)C2(CCCC3(C)C)C
• SMILES (Isomeric): CC(=O)O[C@H]1C[C@@H]2C3[C@H](C1=C)C2(CCCC3(C)C)C
• InChI: InChI=1S/C17H26O2/c1-10-13(19-11(2)18)9-12-15-14(10)17(12,5)8-6-7-16(15,3)4/h12-15H,1,6-9H2,2-5H3/t12-,13+,14+,15?,17?/m1/s1
• InChI Key: RCEFXIVQCAIFDV-UIHMZSMGSA-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: 4.10
• Atomic LogP (AlogP): 3.96
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9965	99.65%
Caco-2	+	0.6639	66.39%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6594	65.94%
OATP2B1 inhibitior	-	0.8538	85.38%
OATP1B1 inhibitior	+	0.8647	86.47%
OATP1B3 inhibitior	+	0.8300	83.00%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.8995	89.95%
P-glycoprotein inhibitior	-	0.7662	76.62%
P-glycoprotein substrate	-	0.8616	86.16%
CYP3A4 substrate	+	0.6287	62.87%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	-	0.6228	62.28%
CYP2C9 inhibition	-	0.7773	77.73%
CYP2C19 inhibition	+	0.7269	72.69%
CYP2D6 inhibition	-	0.9379	93.79%
CYP1A2 inhibition	-	0.7330	73.30%
CYP2C8 inhibition	-	0.5627	56.27%
CYP inhibitory promiscuity	-	0.8738	87.38%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8943	89.43%
Carcinogenicity (trinary)	Non-required	0.5015	50.15%
Eye corrosion	-	0.9830	98.30%
Eye irritation	-	0.5000	50.00%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9781	97.81%
Ames mutagenesis	-	0.7028	70.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.3980	39.80%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.5547	55.47%
skin sensitisation	+	0.6080	60.80%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.8460	84.60%
Estrogen receptor binding	-	0.6150	61.50%
Androgen receptor binding	+	0.5822	58.22%
Thyroid receptor binding	+	0.5634	56.34%
Glucocorticoid receptor binding	+	0.6944	69.44%
Aromatase binding	-	0.5596	55.96%
PPAR gamma	-	0.5442	54.42%
Honey bee toxicity	-	0.7207	72.07%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.74%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.04%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.29%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	88.83%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.86%	94.45%
CHEMBL4370	P16662	UDP-glucuronosyltransferase 2B7	86.15%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.75%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.92%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.19%	91.24%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.90%	95.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.85%	92.94%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.11%	91.07%

Plants that contains it

• Marsupella emarginata

Cross-Links

• PubChem: 163189801
• LOTUS: LTS0064823
• wikiData: Q105233576