6-(4-Hydroxy-3-methylphenyl)-2-methylhept-2-EN-4-one

Details

• Internal ID: 790cf734-e07d-46ff-9ef6-784bb9905ba3
• Taxonomy: Benzenoids > Phenols > Cresols > Ortho cresols
• IUPAC Name: (6S)-6-(4-hydroxy-3-methylphenyl)-2-methylhept-2-en-4-one
• SMILES (Canonical): CC1=C(C=CC(=C1)C(C)CC(=O)C=C(C)C)O
• SMILES (Isomeric): CC1=C(C=CC(=C1)[C@@H](C)CC(=O)C=C(C)C)O
• InChI: InChI=1S/C15H20O2/c1-10(2)7-14(16)9-11(3)13-5-6-15(17)12(4)8-13/h5-8,11,17H,9H2,1-4H3/t11-/m0/s1
• InChI Key: IBJADFSTHKILPU-NSHDSACASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₂
• Molecular Weight: 232.32 g/mol
• Exact Mass: 232.146329876 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.73
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• 949081-05-4
• AKOS040761187
• FS-6867
• (6S)-6-(4-hydroxy-3-methylphenyl)-2-methylhept-2-en-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8693	86.93%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8413	84.13%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9366	93.66%
OATP1B3 inhibitior	+	0.9516	95.16%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6922	69.22%
P-glycoprotein inhibitior	-	0.9798	97.98%
P-glycoprotein substrate	-	0.8993	89.93%
CYP3A4 substrate	-	0.6651	66.51%
CYP2C9 substrate	-	0.7707	77.07%
CYP2D6 substrate	-	0.8340	83.40%
CYP3A4 inhibition	-	0.6607	66.07%
CYP2C9 inhibition	-	0.7303	73.03%
CYP2C19 inhibition	+	0.5330	53.30%
CYP2D6 inhibition	-	0.7885	78.85%
CYP1A2 inhibition	+	0.8305	83.05%
CYP2C8 inhibition	-	0.9406	94.06%
CYP inhibitory promiscuity	+	0.6128	61.28%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.6673	66.73%
Carcinogenicity (trinary)	Non-required	0.6436	64.36%
Eye corrosion	-	0.8771	87.71%
Eye irritation	+	0.7488	74.88%
Skin irritation	-	0.5904	59.04%
Skin corrosion	-	0.8890	88.90%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4330	43.30%
Micronuclear	-	0.7767	77.67%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	+	0.9553	95.53%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	-	0.7875	78.75%
Nephrotoxicity	-	0.6725	67.25%
Acute Oral Toxicity (c)	III	0.7669	76.69%
Estrogen receptor binding	-	0.7887	78.87%
Androgen receptor binding	+	0.6347	63.47%
Thyroid receptor binding	+	0.6314	63.14%
Glucocorticoid receptor binding	-	0.6724	67.24%
Aromatase binding	-	0.8139	81.39%
PPAR gamma	-	0.6142	61.42%
Honey bee toxicity	-	0.9402	94.02%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	+	0.9784	97.84%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.53%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.95%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	95.44%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.94%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.50%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.83%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.67%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.48%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.18%	96.09%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	85.17%	97.21%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.98%	93.56%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	82.83%	83.10%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.02%	90.71%

Plants that contains it

• Curcuma longa

Cross-Links

• PubChem: 16743815
• LOTUS: LTS0137194
• wikiData: Q105036533