(5R)-5-[(E,2R)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-2-methylcyclohex-2-en-1-one

Details

• Internal ID: b74695e4-6231-42f9-8b41-c2811c3ba90c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (5R)-5-[(E,2R)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-2-methylcyclohex-2-en-1-one
• InChI: InChI=1S/C15H24O3/c1-11-6-7-12(10-13(11)16)15(4,18)9-5-8-14(2,3)17/h5-6,8,12,17-18H,7,9-10H2,1-4H3/b8-5+/t12-,15-/m1/s1
• InChI Key: PJTUFUCFUDAEPU-HZYUJGRASA-N
• Popularity: 2 references 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: 1.40
• Atomic LogP (AlogP): 2.38
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9960	99.60%
Caco-2	+	0.7478	74.78%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8492	84.92%
OATP2B1 inhibitior	-	0.8543	85.43%
OATP1B1 inhibitior	+	0.8718	87.18%
OATP1B3 inhibitior	+	0.9723	97.23%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.6612	66.12%
P-glycoprotein inhibitior	-	0.9212	92.12%
P-glycoprotein substrate	-	0.8915	89.15%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8897	88.97%
CYP3A4 inhibition	-	0.7042	70.42%
CYP2C9 inhibition	-	0.8334	83.34%
CYP2C19 inhibition	-	0.7705	77.05%
CYP2D6 inhibition	-	0.9296	92.96%
CYP1A2 inhibition	-	0.9441	94.41%
CYP2C8 inhibition	-	0.8727	87.27%
CYP inhibitory promiscuity	-	0.8158	81.58%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8341	83.41%
Carcinogenicity (trinary)	Non-required	0.6092	60.92%
Eye corrosion	-	0.9839	98.39%
Eye irritation	-	0.7450	74.50%
Skin irritation	-	0.5675	56.75%
Skin corrosion	-	0.9667	96.67%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7055	70.55%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	+	0.7511	75.11%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.4641	46.41%
Acute Oral Toxicity (c)	III	0.6249	62.49%
Estrogen receptor binding	-	0.6654	66.54%
Androgen receptor binding	-	0.7963	79.63%
Thyroid receptor binding	+	0.5275	52.75%
Glucocorticoid receptor binding	-	0.6192	61.92%
Aromatase binding	-	0.7000	70.00%
PPAR gamma	-	0.7368	73.68%
Honey bee toxicity	-	0.8945	89.45%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9889	98.89%

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	94.84%	97.25%
CHEMBL2581	P07339	Cathepsin D	94.34%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.06%	95.56%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	91.92%	89.34%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.88%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.42%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	88.35%	94.73%
CHEMBL1937	Q92769	Histone deacetylase 2	84.15%	94.75%

Plants that contains it

• Achillea clavennae

Cross-Links

• PubChem: 162965196
• LOTUS: LTS0207721
• wikiData: Q105210147