(1R,3aR,4R,7aR)-1-[(1S)-1-methoxy-2-methylpropyl]-3a-methyl-7-methylidene-2,3,4,5,6,7a-hexahydro-1H-inden-4-ol

Details

• Internal ID: bb03bad5-fed5-4f02-8cb0-af84c51ab671
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1R,3aR,4R,7aR)-1-[(1S)-1-methoxy-2-methylpropyl]-3a-methyl-7-methylidene-2,3,4,5,6,7a-hexahydro-1H-inden-4-ol
• SMILES (Canonical): CC(C)C(C1CCC2(C1C(=C)CCC2O)C)OC
• SMILES (Isomeric): CC(C)[C@@H]([C@@H]1CC[C@@]2([C@H]1C(=C)CC[C@H]2O)C)OC
• InChI: InChI=1S/C16H28O2/c1-10(2)15(18-5)12-8-9-16(4)13(17)7-6-11(3)14(12)16/h10,12-15,17H,3,6-9H2,1-2,4-5H3/t12-,13-,14+,15+,16+/m1/s1
• InChI Key: GWKMPRCTJGYWCH-OWYFMNJBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₈O₂
• Molecular Weight: 252.39 g/mol
• Exact Mass: 252.208930132 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.40
• H-Bond Acceptor: 2
• 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	+	0.7111	71.11%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5470	54.70%
OATP2B1 inhibitior	-	0.8513	85.13%
OATP1B1 inhibitior	+	0.9128	91.28%
OATP1B3 inhibitior	+	0.8013	80.13%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9445	94.45%
P-glycoprotein inhibitior	-	0.8798	87.98%
P-glycoprotein substrate	-	0.8288	82.88%
CYP3A4 substrate	+	0.6116	61.16%
CYP2C9 substrate	-	0.6284	62.84%
CYP2D6 substrate	-	0.7010	70.10%
CYP3A4 inhibition	-	0.7977	79.77%
CYP2C9 inhibition	-	0.7567	75.67%
CYP2C19 inhibition	-	0.6224	62.24%
CYP2D6 inhibition	-	0.9445	94.45%
CYP1A2 inhibition	-	0.7019	70.19%
CYP2C8 inhibition	-	0.8546	85.46%
CYP inhibitory promiscuity	-	0.8427	84.27%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5861	58.61%
Eye corrosion	-	0.9842	98.42%
Eye irritation	-	0.7351	73.51%
Skin irritation	+	0.6127	61.27%
Skin corrosion	-	0.9607	96.07%
Ames mutagenesis	-	0.8123	81.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.6863	68.63%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.5367	53.67%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.6907	69.07%
Acute Oral Toxicity (c)	III	0.7111	71.11%
Estrogen receptor binding	+	0.6246	62.46%
Androgen receptor binding	+	0.6891	68.91%
Thyroid receptor binding	+	0.5570	55.70%
Glucocorticoid receptor binding	+	0.6369	63.69%
Aromatase binding	-	0.6482	64.82%
PPAR gamma	-	0.7075	70.75%
Honey bee toxicity	-	0.7989	79.89%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9708	97.08%

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	91.86%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.80%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.32%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.48%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	87.08%	94.75%
CHEMBL1871	P10275	Androgen Receptor	85.96%	96.43%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.88%	95.89%
CHEMBL221	P23219	Cyclooxygenase-1	85.75%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.57%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.99%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.59%	94.45%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	83.92%	96.38%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.29%	82.69%

Plants that contains it

• Torilis japonica

Cross-Links

• PubChem: 163080623
• LOTUS: LTS0151278
• wikiData: Q105022468