[(1R,5S,9S)-10,10-dimethyl-2,6-dimethylidene-5-bicyclo[7.2.0]undecanyl] acetate

Details

• Internal ID: 081bd342-762d-4574-8ce3-4a347aada975
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(1R,5S,9S)-10,10-dimethyl-2,6-dimethylidene-5-bicyclo[7.2.0]undecanyl] acetate
• SMILES (Canonical): CC(=O)OC1CCC(=C)C2CC(C2CCC1=C)(C)C
• SMILES (Isomeric): CC(=O)O[C@H]1CCC(=C)[C@@H]2CC([C@H]2CCC1=C)(C)C
• InChI: InChI=1S/C17H26O2/c1-11-7-9-16(19-13(3)18)12(2)6-8-15-14(11)10-17(15,4)5/h14-16H,1-2,6-10H2,3-5H3/t14-,15-,16-/m0/s1
• InChI Key: MWERDWMFVGCBLL-JYJNAYRXSA-N
• Popularity: 1 reference 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: 3.90
• Atomic LogP (AlogP): 4.27
• 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	+	0.9952	99.52%
Caco-2	+	0.6177	61.77%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6471	64.71%
OATP2B1 inhibitior	-	0.8530	85.30%
OATP1B1 inhibitior	+	0.8629	86.29%
OATP1B3 inhibitior	-	0.2716	27.16%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.8390	83.90%
P-glycoprotein inhibitior	-	0.6790	67.90%
P-glycoprotein substrate	-	0.9162	91.62%
CYP3A4 substrate	+	0.6026	60.26%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	-	0.6115	61.15%
CYP2C9 inhibition	-	0.8287	82.87%
CYP2C19 inhibition	+	0.5902	59.02%
CYP2D6 inhibition	-	0.9421	94.21%
CYP1A2 inhibition	-	0.6134	61.34%
CYP2C8 inhibition	-	0.6597	65.97%
CYP inhibitory promiscuity	-	0.9343	93.43%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8143	81.43%
Carcinogenicity (trinary)	Non-required	0.4881	48.81%
Eye corrosion	-	0.9509	95.09%
Eye irritation	-	0.5258	52.58%
Skin irritation	+	0.6042	60.42%
Skin corrosion	-	0.9823	98.23%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6419	64.19%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	+	0.7198	71.98%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	-	0.6667	66.67%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	+	0.5547	55.47%
Acute Oral Toxicity (c)	III	0.8382	83.82%
Estrogen receptor binding	+	0.5561	55.61%
Androgen receptor binding	-	0.5802	58.02%
Thyroid receptor binding	+	0.5219	52.19%
Glucocorticoid receptor binding	+	0.5927	59.27%
Aromatase binding	-	0.6102	61.02%
PPAR gamma	-	0.6933	69.33%
Honey bee toxicity	-	0.7840	78.40%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.6455	64.55%
Fish aquatic toxicity	+	0.9935	99.35%

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	97.05%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.32%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.61%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.20%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.98%	85.14%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.78%	94.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.34%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	85.32%	91.19%
CHEMBL2581	P07339	Cathepsin D	82.95%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.37%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.21%	92.94%

Plants that contains it

• Filago congesta

Cross-Links

• PubChem: 163026099
• LOTUS: LTS0229729
• wikiData: Q105173542