(4S,6R)-4-hydroxy-6-[(2R)-7-hydroxy-6-methylhept-5-en-2-yl]-3-methylcyclohex-2-en-1-one

Details

• Internal ID: 74c182c9-c536-488f-a23e-f091dd915447
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (4S,6R)-4-hydroxy-6-[(2R)-7-hydroxy-6-methylhept-5-en-2-yl]-3-methylcyclohex-2-en-1-one
• SMILES (Canonical): CC1=CC(=O)C(CC1O)C(C)CCC=C(C)CO
• SMILES (Isomeric): CC1=CC(=O)[C@H](C[C@@H]1O)[C@H](C)CCC=C(C)CO
• InChI: InChI=1S/C15H24O3/c1-10(9-16)5-4-6-11(2)13-8-14(17)12(3)7-15(13)18/h5,7,11,13-14,16-17H,4,6,8-9H2,1-3H3/t11-,13-,14+/m1/s1
• InChI Key: YORRHCZTHOSEJZ-BNOWGMLFSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₃
• Molecular Weight: 252.35 g/mol
• Exact Mass: 252.17254462 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.24
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9918	99.18%
Caco-2	+	0.6879	68.79%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8223	82.23%
OATP2B1 inhibitior	-	0.8558	85.58%
OATP1B1 inhibitior	+	0.9245	92.45%
OATP1B3 inhibitior	+	0.9548	95.48%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	+	0.6115	61.15%
BSEP inhibitior	-	0.8893	88.93%
P-glycoprotein inhibitior	-	0.9606	96.06%
P-glycoprotein substrate	-	0.6203	62.03%
CYP3A4 substrate	+	0.5338	53.38%
CYP2C9 substrate	-	0.7976	79.76%
CYP2D6 substrate	-	0.8676	86.76%
CYP3A4 inhibition	+	0.5412	54.12%
CYP2C9 inhibition	-	0.8234	82.34%
CYP2C19 inhibition	-	0.8012	80.12%
CYP2D6 inhibition	-	0.6955	69.55%
CYP1A2 inhibition	-	0.6033	60.33%
CYP2C8 inhibition	-	0.9803	98.03%
CYP inhibitory promiscuity	-	0.8731	87.31%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8728	87.28%
Carcinogenicity (trinary)	Non-required	0.7101	71.01%
Eye corrosion	-	0.9838	98.38%
Eye irritation	-	0.9274	92.74%
Skin irritation	-	0.6320	63.20%
Skin corrosion	-	0.9809	98.09%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5642	56.42%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.5566	55.66%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.7388	73.88%
Acute Oral Toxicity (c)	III	0.8029	80.29%
Estrogen receptor binding	-	0.6982	69.82%
Androgen receptor binding	-	0.6580	65.80%
Thyroid receptor binding	-	0.5315	53.15%
Glucocorticoid receptor binding	+	0.7315	73.15%
Aromatase binding	-	0.8244	82.44%
PPAR gamma	-	0.5607	56.07%
Honey bee toxicity	-	0.8996	89.96%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9358	93.58%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.21%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.58%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.65%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.91%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.82%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.62%	93.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.57%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.05%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.53%	94.45%
CHEMBL5103	Q969S8	Histone deacetylase 10	83.47%	90.08%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.88%	93.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.22%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.43%	95.89%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.06%	96.47%

Plants that contains it

• Achillea collina

Cross-Links

• PubChem: 162870579
• LOTUS: LTS0028874
• wikiData: Q105351483