1-[(1S,7S,7aS)-7,7a-dimethyl-1,2,3,5,6,7-hexahydroinden-1-yl]-2-methylprop-2-en-1-one

Details

• Internal ID: 2d39779f-66f7-4d40-a785-b17fcc533051
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Iridoids and derivatives
• IUPAC Name: 1-[(1S,7S,7aS)-7,7a-dimethyl-1,2,3,5,6,7-hexahydroinden-1-yl]-2-methylprop-2-en-1-one
• SMILES (Canonical): CC1CCC=C2C1(C(CC2)C(=O)C(=C)C)C
• SMILES (Isomeric): C[C@H]1CCC=C2[C@@]1([C@H](CC2)C(=O)C(=C)C)C
• InChI: InChI=1S/C15H22O/c1-10(2)14(16)13-9-8-12-7-5-6-11(3)15(12,13)4/h7,11,13H,1,5-6,8-9H2,2-4H3/t11-,13+,15+/m0/s1
• InChI Key: BBPWHBFXPZVFJI-NJZAAPMLSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O
• Molecular Weight: 218.33 g/mol
• Exact Mass: 218.167065321 g/mol
• Topological Polar Surface Area (TPSA): 17.10 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.90
• H-Bond Acceptor: 1
• 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	+	0.9961	99.61%
Caco-2	+	0.8955	89.55%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Lysosomes	0.5472	54.72%
OATP2B1 inhibitior	-	0.8519	85.19%
OATP1B1 inhibitior	+	0.9330	93.30%
OATP1B3 inhibitior	+	0.8825	88.25%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.7685	76.85%
P-glycoprotein inhibitior	-	0.9343	93.43%
P-glycoprotein substrate	-	0.8567	85.67%
CYP3A4 substrate	+	0.5589	55.89%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8311	83.11%
CYP3A4 inhibition	-	0.8715	87.15%
CYP2C9 inhibition	-	0.7529	75.29%
CYP2C19 inhibition	-	0.6598	65.98%
CYP2D6 inhibition	-	0.9473	94.73%
CYP1A2 inhibition	-	0.6362	63.62%
CYP2C8 inhibition	-	0.6891	68.91%
CYP inhibitory promiscuity	-	0.6802	68.02%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.4893	48.93%
Eye corrosion	-	0.9589	95.89%
Eye irritation	+	0.6127	61.27%
Skin irritation	+	0.6281	62.81%
Skin corrosion	-	0.9848	98.48%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4431	44.31%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	+	0.5176	51.76%
skin sensitisation	+	0.8231	82.31%
Respiratory toxicity	-	0.7667	76.67%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.5978	59.78%
Acute Oral Toxicity (c)	III	0.7355	73.55%
Estrogen receptor binding	-	0.8469	84.69%
Androgen receptor binding	-	0.5552	55.52%
Thyroid receptor binding	-	0.8019	80.19%
Glucocorticoid receptor binding	-	0.6535	65.35%
Aromatase binding	-	0.5465	54.65%
PPAR gamma	-	0.6580	65.80%
Honey bee toxicity	-	0.8938	89.38%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.23%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	92.98%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.31%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.15%	100.00%
CHEMBL1951	P21397	Monoamine oxidase A	89.44%	91.49%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.28%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.90%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	83.65%	91.19%
CHEMBL2581	P07339	Cathepsin D	83.31%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.28%	89.00%

Plants that contains it

• Chiloscyphus polyanthos

Cross-Links

• PubChem: 11830932
• LOTUS: LTS0167389
• wikiData: Q104922915