(4R,6S)-4-hydroxy-3-methyl-6-[(2R)-6-methylhept-5-en-2-yl]cyclohex-2-en-1-one

Details

• Internal ID: 88f8ef2b-b021-4e29-9b8a-0ba930621437
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (4R,6S)-4-hydroxy-3-methyl-6-[(2R)-6-methylhept-5-en-2-yl]cyclohex-2-en-1-one
• InChI: InChI=1S/C15H24O2/c1-10(2)6-5-7-11(3)13-9-14(16)12(4)8-15(13)17/h6,8,11,13-14,16H,5,7,9H2,1-4H3/t11-,13+,14-/m1/s1
• InChI Key: WCPOFVDXHFDXHS-KWCYVHTRSA-N
• Popularity: 2 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: 3.00
• Atomic LogP (AlogP): 3.27
• 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	+	1.0000	100.00%
Caco-2	+	0.7984	79.84%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7593	75.93%
OATP2B1 inhibitior	-	0.8556	85.56%
OATP1B1 inhibitior	+	0.9249	92.49%
OATP1B3 inhibitior	+	0.9466	94.66%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.9100	91.00%
P-glycoprotein inhibitior	-	0.9763	97.63%
P-glycoprotein substrate	-	0.7538	75.38%
CYP3A4 substrate	-	0.5281	52.81%
CYP2C9 substrate	-	0.7735	77.35%
CYP2D6 substrate	-	0.8566	85.66%
CYP3A4 inhibition	-	0.7851	78.51%
CYP2C9 inhibition	-	0.9318	93.18%
CYP2C19 inhibition	-	0.9114	91.14%
CYP2D6 inhibition	-	0.9136	91.36%
CYP1A2 inhibition	-	0.7966	79.66%
CYP2C8 inhibition	-	0.9908	99.08%
CYP inhibitory promiscuity	-	0.8839	88.39%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8028	80.28%
Carcinogenicity (trinary)	Non-required	0.7099	70.99%
Eye corrosion	-	0.9481	94.81%
Eye irritation	-	0.8124	81.24%
Skin irritation	+	0.6611	66.11%
Skin corrosion	-	0.9718	97.18%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6343	63.43%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	+	0.8604	86.04%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	-	0.8000	80.00%
Nephrotoxicity	-	0.7373	73.73%
Acute Oral Toxicity (c)	III	0.7425	74.25%
Estrogen receptor binding	-	0.8123	81.23%
Androgen receptor binding	-	0.7105	71.05%
Thyroid receptor binding	-	0.6712	67.12%
Glucocorticoid receptor binding	+	0.6810	68.10%
Aromatase binding	-	0.9137	91.37%
PPAR gamma	-	0.6329	63.29%
Honey bee toxicity	-	0.9155	91.55%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9625	96.25%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.23%	98.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.46%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.44%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.35%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.97%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.92%	93.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.11%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.21%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.07%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.66%	97.25%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.61%	90.08%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.34%	93.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.19%	97.09%

Plants that contains it

• Achillea collina

Cross-Links

• PubChem: 163018254
• LOTUS: LTS0251700
• wikiData: Q105302009