1-(4-Hydroxy-1-methyl-6-prop-1-en-2-yl-1,2,3,4,5,6,7,7a-octahydroinden-3a-yl)ethanone

Details

• Internal ID: 7fcd66cf-e88e-4127-914d-5089203f81c2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 1-(4-hydroxy-1-methyl-6-prop-1-en-2-yl-1,2,3,4,5,6,7,7a-octahydroinden-3a-yl)ethanone
• SMILES (Canonical): CC1CCC2(C1CC(CC2O)C(=C)C)C(=O)C
• SMILES (Isomeric): CC1CCC2(C1CC(CC2O)C(=C)C)C(=O)C
• InChI: InChI=1S/C15H24O2/c1-9(2)12-7-13-10(3)5-6-15(13,11(4)16)14(17)8-12/h10,12-14,17H,1,5-8H2,2-4H3
• InChI Key: LFAYEJZQNPMJBD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₂
• Molecular Weight: 236.35 g/mol
• Exact Mass: 236.177630004 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 2.95
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7721	77.21%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5348	53.48%
OATP2B1 inhibitior	-	0.8429	84.29%
OATP1B1 inhibitior	+	0.9460	94.60%
OATP1B3 inhibitior	+	0.8621	86.21%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	-	0.8032	80.32%
P-glycoprotein inhibitior	-	0.9402	94.02%
P-glycoprotein substrate	-	0.7853	78.53%
CYP3A4 substrate	+	0.6015	60.15%
CYP2C9 substrate	-	0.8495	84.95%
CYP2D6 substrate	-	0.7671	76.71%
CYP3A4 inhibition	-	0.8496	84.96%
CYP2C9 inhibition	-	0.8347	83.47%
CYP2C19 inhibition	-	0.7284	72.84%
CYP2D6 inhibition	-	0.9622	96.22%
CYP1A2 inhibition	-	0.6950	69.50%
CYP2C8 inhibition	-	0.8910	89.10%
CYP inhibitory promiscuity	-	0.9340	93.40%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Warning	0.4922	49.22%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.5845	58.45%
Skin irritation	+	0.7236	72.36%
Skin corrosion	-	0.9553	95.53%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6586	65.86%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	+	0.5837	58.37%
skin sensitisation	-	0.5338	53.38%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.5608	56.08%
Acute Oral Toxicity (c)	III	0.5806	58.06%
Estrogen receptor binding	-	0.7086	70.86%
Androgen receptor binding	+	0.5782	57.82%
Thyroid receptor binding	-	0.5774	57.74%
Glucocorticoid receptor binding	-	0.6674	66.74%
Aromatase binding	-	0.7583	75.83%
PPAR gamma	-	0.7600	76.00%
Honey bee toxicity	-	0.7718	77.18%
Biodegradation	+	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9813	98.13%

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	95.61%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	94.08%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.15%	97.25%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.77%	96.95%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.59%	96.61%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.77%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	86.45%	90.17%
CHEMBL340	P08684	Cytochrome P450 3A4	85.66%	91.19%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.11%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.59%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.03%	97.09%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.19%	97.21%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.31%	93.04%
CHEMBL1951	P21397	Monoamine oxidase A	81.60%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.04%	85.14%

Plants that contains it

• Alpinia japonica

Cross-Links

• PubChem: 162908020
• LOTUS: LTS0269365
• wikiData: Q105150931