[1-[(1R,3aR,4R,7aS)-4-hydroxy-3a-methyl-7-methylidene-2,3,4,5,6,7a-hexahydro-1H-inden-1-yl]-2-methylpropan-2-yl] acetate

Details

• Internal ID: 10d7f6f0-d6f8-4d3c-8c34-ef3fc7a7059c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [1-[(1R,3aR,4R,7aS)-4-hydroxy-3a-methyl-7-methylidene-2,3,4,5,6,7a-hexahydro-1H-inden-1-yl]-2-methylpropan-2-yl] acetate
• SMILES (Canonical): CC(=O)OC(C)(C)CC1CCC2(C1C(=C)CCC2O)C
• SMILES (Isomeric): CC(=O)OC(C)(C)C[C@H]1CC[C@@]2([C@@H]1C(=C)CC[C@H]2O)C
• InChI: InChI=1S/C17H28O3/c1-11-6-7-14(19)17(5)9-8-13(15(11)17)10-16(3,4)20-12(2)18/h13-15,19H,1,6-10H2,2-5H3/t13-,14-,15-,17+/m1/s1
• InChI Key: GQZSYQVVFUYFMG-ANQUJSFKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₈O₃
• Molecular Weight: 280.40 g/mol
• Exact Mass: 280.20384475 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.46
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9960	99.60%
Caco-2	+	0.7342	73.42%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7989	79.89%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.8999	89.99%
OATP1B3 inhibitior	-	0.2161	21.61%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.6575	65.75%
P-glycoprotein inhibitior	-	0.8404	84.04%
P-glycoprotein substrate	-	0.8221	82.21%
CYP3A4 substrate	+	0.6551	65.51%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8465	84.65%
CYP3A4 inhibition	-	0.7474	74.74%
CYP2C9 inhibition	-	0.7406	74.06%
CYP2C19 inhibition	-	0.7859	78.59%
CYP2D6 inhibition	-	0.9541	95.41%
CYP1A2 inhibition	-	0.8864	88.64%
CYP2C8 inhibition	-	0.7705	77.05%
CYP inhibitory promiscuity	-	0.8316	83.16%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6115	61.15%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.8601	86.01%
Skin irritation	+	0.6603	66.03%
Skin corrosion	-	0.9627	96.27%
Ames mutagenesis	-	0.7323	73.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.5311	53.11%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.6101	61.01%
skin sensitisation	+	0.4829	48.29%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.7317	73.17%
Acute Oral Toxicity (c)	III	0.6078	60.78%
Estrogen receptor binding	+	0.6236	62.36%
Androgen receptor binding	+	0.6654	66.54%
Thyroid receptor binding	+	0.5993	59.93%
Glucocorticoid receptor binding	+	0.8377	83.77%
Aromatase binding	+	0.6262	62.62%
PPAR gamma	-	0.6204	62.04%
Honey bee toxicity	-	0.7583	75.83%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9964	99.64%

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	96.03%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.84%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.91%	97.25%
CHEMBL2581	P07339	Cathepsin D	93.04%	98.95%
CHEMBL233	P35372	Mu opioid receptor	88.16%	97.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.49%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.41%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.85%	97.09%
CHEMBL5028	O14672	ADAM10	82.31%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.11%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	80.33%	91.19%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162961813
• LOTUS: LTS0265796
• wikiData: Q105015638