1-[(1S,2R,3R,6S)-2-ethenyl-3-hydroxy-3-methyl-6-propan-2-ylcyclohexyl]propan-2-one

Details

• Internal ID: befd7747-0dfa-4108-b286-776a68d7e0d6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
• IUPAC Name: 1-[(1S,2R,3R,6S)-2-ethenyl-3-hydroxy-3-methyl-6-propan-2-ylcyclohexyl]propan-2-one
• SMILES (Canonical): CC(C)C1CCC(C(C1CC(=O)C)C=C)(C)O
• SMILES (Isomeric): CC(C)[C@@H]1CC[C@@]([C@@H]([C@H]1CC(=O)C)C=C)(C)O
• InChI: InChI=1S/C15H26O2/c1-6-14-13(9-11(4)16)12(10(2)3)7-8-15(14,5)17/h6,10,12-14,17H,1,7-9H2,2-5H3/t12-,13-,14+,15+/m0/s1
• InChI Key: FXRBFYISZRPDKC-BYNSBNAKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₂
• Molecular Weight: 238.37 g/mol
• Exact Mass: 238.193280068 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.20
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9962	99.62%
Caco-2	-	0.5128	51.28%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8069	80.69%
OATP2B1 inhibitior	-	0.8531	85.31%
OATP1B1 inhibitior	+	0.9290	92.90%
OATP1B3 inhibitior	+	0.9423	94.23%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.9441	94.41%
P-glycoprotein inhibitior	-	0.9386	93.86%
P-glycoprotein substrate	-	0.8195	81.95%
CYP3A4 substrate	+	0.5611	56.11%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8182	81.82%
CYP3A4 inhibition	-	0.7339	73.39%
CYP2C9 inhibition	-	0.8336	83.36%
CYP2C19 inhibition	-	0.7843	78.43%
CYP2D6 inhibition	-	0.9263	92.63%
CYP1A2 inhibition	-	0.7718	77.18%
CYP2C8 inhibition	-	0.9231	92.31%
CYP inhibitory promiscuity	-	0.9269	92.69%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8628	86.28%
Carcinogenicity (trinary)	Non-required	0.7123	71.23%
Eye corrosion	-	0.9293	92.93%
Eye irritation	+	0.5983	59.83%
Skin irritation	+	0.6275	62.75%
Skin corrosion	-	0.9552	95.52%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5943	59.43%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	-	0.5158	51.58%
skin sensitisation	+	0.8458	84.58%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.6634	66.34%
Acute Oral Toxicity (c)	III	0.8773	87.73%
Estrogen receptor binding	-	0.6625	66.25%
Androgen receptor binding	-	0.6439	64.39%
Thyroid receptor binding	+	0.5554	55.54%
Glucocorticoid receptor binding	-	0.5841	58.41%
Aromatase binding	-	0.7814	78.14%
PPAR gamma	-	0.8435	84.35%
Honey bee toxicity	-	0.8126	81.26%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9821	98.21%

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	97.37%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.56%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.86%	94.45%
CHEMBL2581	P07339	Cathepsin D	88.26%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.63%	91.11%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.55%	91.24%
CHEMBL1937	Q92769	Histone deacetylase 2	87.16%	94.75%
CHEMBL340	P08684	Cytochrome P450 3A4	87.11%	91.19%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.39%	96.47%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.01%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.68%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.64%	95.89%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	80.64%	95.71%

Plants that contains it

• Taiwania cryptomerioides

Cross-Links

• PubChem: 21580082
• LOTUS: LTS0006818
• wikiData: Q105004165