5-(2-Hydroxy-6-oxohept-4-en-2-yl)-2-methylcyclohex-2-en-1-one

Details

• Internal ID: f908336c-8b0a-48e6-87fc-218bf3a6a71d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
• IUPAC Name: 5-(2-hydroxy-6-oxohept-4-en-2-yl)-2-methylcyclohex-2-en-1-one
• SMILES (Canonical): CC1=CCC(CC1=O)C(C)(CC=CC(=O)C)O
• SMILES (Isomeric): CC1=CCC(CC1=O)C(C)(CC=CC(=O)C)O
• InChI: InChI=1S/C14H20O3/c1-10-6-7-12(9-13(10)16)14(3,17)8-4-5-11(2)15/h4-6,12,17H,7-9H2,1-3H3
• InChI Key: OHLCBSGAOWYVLZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₀O₃
• Molecular Weight: 236.31 g/mol
• Exact Mass: 236.14124450 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 2.20
• H-Bond Acceptor: 3
• 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	+	0.9970	99.70%
Caco-2	+	0.8225	82.25%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8556	85.56%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.8889	88.89%
OATP1B3 inhibitior	+	0.9717	97.17%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.7928	79.28%
P-glycoprotein inhibitior	-	0.9518	95.18%
P-glycoprotein substrate	-	0.8178	81.78%
CYP3A4 substrate	+	0.5099	50.99%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8897	88.97%
CYP3A4 inhibition	-	0.6923	69.23%
CYP2C9 inhibition	-	0.9092	90.92%
CYP2C19 inhibition	-	0.8924	89.24%
CYP2D6 inhibition	-	0.9354	93.54%
CYP1A2 inhibition	-	0.9674	96.74%
CYP2C8 inhibition	-	0.8477	84.77%
CYP inhibitory promiscuity	-	0.9505	95.05%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7641	76.41%
Carcinogenicity (trinary)	Non-required	0.5995	59.95%
Eye corrosion	-	0.9803	98.03%
Eye irritation	-	0.6336	63.36%
Skin irritation	-	0.5144	51.44%
Skin corrosion	-	0.9696	96.96%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5664	56.64%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	+	0.7187	71.87%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.5378	53.78%
Acute Oral Toxicity (c)	III	0.5877	58.77%
Estrogen receptor binding	-	0.7361	73.61%
Androgen receptor binding	-	0.7487	74.87%
Thyroid receptor binding	-	0.6946	69.46%
Glucocorticoid receptor binding	-	0.7117	71.17%
Aromatase binding	-	0.8060	80.60%
PPAR gamma	-	0.7233	72.33%
Honey bee toxicity	-	0.9087	90.87%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9868	98.68%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	94.56%	89.34%
CHEMBL2581	P07339	Cathepsin D	94.11%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.98%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.97%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.08%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.68%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.88%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	87.77%	94.73%
CHEMBL1937	Q92769	Histone deacetylase 2	83.34%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.47%	89.00%

Plants that contains it

• Achillea cretica

Cross-Links

• PubChem: 162908324
• LOTUS: LTS0061229
• wikiData: Q105192130