(6R)-6-hydroxy-2-methyl-6-[(1S)-4-methylcyclohex-3-en-1-yl]hept-2-en-4-one

Details

• Internal ID: 219b2eb5-c75f-42ae-9376-a25820562c50
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (6R)-6-hydroxy-2-methyl-6-[(1S)-4-methylcyclohex-3-en-1-yl]hept-2-en-4-one
• SMILES (Canonical): CC1=CCC(CC1)C(C)(CC(=O)C=C(C)C)O
• SMILES (Isomeric): CC1=CC[C@H](CC1)[C@@](C)(CC(=O)C=C(C)C)O
• InChI: InChI=1S/C15H24O2/c1-11(2)9-14(16)10-15(4,17)13-7-5-12(3)6-8-13/h5,9,13,17H,6-8,10H2,1-4H3/t13-,15-/m1/s1
• InChI Key: WDXJULFVOJUQJU-UKRRQHHQSA-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: 2.60
• Atomic LogP (AlogP): 3.41
• 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	+	0.8325	83.25%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6867	68.67%
OATP2B1 inhibitior	-	0.8531	85.31%
OATP1B1 inhibitior	+	0.9515	95.15%
OATP1B3 inhibitior	+	0.9293	92.93%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.8021	80.21%
P-glycoprotein inhibitior	-	0.9633	96.33%
P-glycoprotein substrate	-	0.8246	82.46%
CYP3A4 substrate	+	0.5190	51.90%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8827	88.27%
CYP3A4 inhibition	-	0.8700	87.00%
CYP2C9 inhibition	-	0.6862	68.62%
CYP2C19 inhibition	-	0.7002	70.02%
CYP2D6 inhibition	-	0.9306	93.06%
CYP1A2 inhibition	-	0.7452	74.52%
CYP2C8 inhibition	-	0.7720	77.20%
CYP inhibitory promiscuity	-	0.8195	81.95%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7928	79.28%
Carcinogenicity (trinary)	Non-required	0.5770	57.70%
Eye corrosion	-	0.9446	94.46%
Eye irritation	+	0.5465	54.65%
Skin irritation	+	0.5775	57.75%
Skin corrosion	-	0.9815	98.15%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5804	58.04%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	+	0.8061	80.61%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	-	0.8250	82.50%
Nephrotoxicity	-	0.6077	60.77%
Acute Oral Toxicity (c)	III	0.8151	81.51%
Estrogen receptor binding	-	0.7985	79.85%
Androgen receptor binding	-	0.7152	71.52%
Thyroid receptor binding	-	0.6486	64.86%
Glucocorticoid receptor binding	-	0.6386	63.86%
Aromatase binding	-	0.8405	84.05%
PPAR gamma	-	0.6053	60.53%
Honey bee toxicity	-	0.9329	93.29%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.9519	95.19%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.81%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.30%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.58%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.39%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.36%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	87.21%	94.73%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.51%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.96%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.39%	100.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.11%	89.34%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.22%	96.95%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	80.06%	90.93%

Plants that contains it

• Plagius flosculosus

Cross-Links

• PubChem: 101316894
• LOTUS: LTS0012187
• wikiData: Q105302757