(2S)-2-(4-hydroxyphenyl)-6-methyl-2,3-dihydropyran-4-one

Details

• Internal ID: 87444647-7266-47ee-a598-e3aa9974f77c
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
• IUPAC Name: (2S)-2-(4-hydroxyphenyl)-6-methyl-2,3-dihydropyran-4-one
• SMILES (Canonical): CC1=CC(=O)CC(O1)C2=CC=C(C=C2)O
• SMILES (Isomeric): CC1=CC(=O)C[C@H](O1)C2=CC=C(C=C2)O
• InChI: InChI=1S/C12H12O3/c1-8-6-11(14)7-12(15-8)9-2-4-10(13)5-3-9/h2-6,12-13H,7H2,1H3/t12-/m0/s1
• InChI Key: STTXNQGVHWYOHI-LBPRGKRZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₂O₃
• Molecular Weight: 204.22 g/mol
• Exact Mass: 204.078644241 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 2.33
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9965	99.65%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7936	79.36%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8432	84.32%
OATP1B3 inhibitior	+	0.9805	98.05%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8961	89.61%
P-glycoprotein inhibitior	-	0.9820	98.20%
P-glycoprotein substrate	-	0.9399	93.99%
CYP3A4 substrate	-	0.5113	51.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8318	83.18%
CYP3A4 inhibition	-	0.5196	51.96%
CYP2C9 inhibition	-	0.5891	58.91%
CYP2C19 inhibition	+	0.7999	79.99%
CYP2D6 inhibition	-	0.9642	96.42%
CYP1A2 inhibition	+	0.7095	70.95%
CYP2C8 inhibition	-	0.8944	89.44%
CYP inhibitory promiscuity	+	0.7808	78.08%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8069	80.69%
Carcinogenicity (trinary)	Danger	0.4200	42.00%
Eye corrosion	-	0.9366	93.66%
Eye irritation	+	0.8229	82.29%
Skin irritation	+	0.5339	53.39%
Skin corrosion	-	0.9238	92.38%
Ames mutagenesis	-	0.6554	65.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6610	66.10%
Micronuclear	+	0.5866	58.66%
Hepatotoxicity	+	0.5747	57.47%
skin sensitisation	-	0.6281	62.81%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	+	0.7372	73.72%
Acute Oral Toxicity (c)	III	0.6595	65.95%
Estrogen receptor binding	-	0.5677	56.77%
Androgen receptor binding	+	0.6076	60.76%
Thyroid receptor binding	-	0.7440	74.40%
Glucocorticoid receptor binding	-	0.6359	63.59%
Aromatase binding	-	0.5941	59.41%
PPAR gamma	+	0.5646	56.46%
Honey bee toxicity	-	0.9454	94.54%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.7541	75.41%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.95%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.24%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.99%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.51%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.91%	99.23%
CHEMBL2581	P07339	Cathepsin D	87.42%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.16%	89.00%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	85.30%	90.93%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.92%	85.00%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	80.25%	86.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.04%	90.71%

Plants that contains it

• Scutellaria barbata

Cross-Links

• PubChem: 86330903
• LOTUS: LTS0255806
• wikiData: Q105260617