6-[(1S)-1-hydroxyethyl]-4-methoxy-3-methylpyran-2-one

Details

• Internal ID: 2d94fa52-0fce-41d2-af33-98e2a87ff4c4
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives
• IUPAC Name: 6-[(1S)-1-hydroxyethyl]-4-methoxy-3-methylpyran-2-one
• SMILES (Canonical): CC1=C(C=C(OC1=O)C(C)O)OC
• SMILES (Isomeric): CC1=C(C=C(OC1=O)[C@H](C)O)OC
• InChI: InChI=1S/C9H12O4/c1-5-7(12-3)4-8(6(2)10)13-9(5)11/h4,6,10H,1-3H3/t6-/m0/s1
• InChI Key: AVNQQAWDCPSNKU-LURJTMIESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₂O₄
• Molecular Weight: 184.19 g/mol
• Exact Mass: 184.07355886 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 1.01
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9142	91.42%
Caco-2	-	0.5156	51.56%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7904	79.04%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9410	94.10%
OATP1B3 inhibitior	+	0.9657	96.57%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9268	92.68%
P-glycoprotein inhibitior	-	0.9178	91.78%
P-glycoprotein substrate	-	0.9393	93.93%
CYP3A4 substrate	-	0.6375	63.75%
CYP2C9 substrate	-	0.6233	62.33%
CYP2D6 substrate	-	0.8564	85.64%
CYP3A4 inhibition	-	0.9428	94.28%
CYP2C9 inhibition	-	0.9943	99.43%
CYP2C19 inhibition	-	0.9207	92.07%
CYP2D6 inhibition	-	0.9525	95.25%
CYP1A2 inhibition	-	0.8843	88.43%
CYP2C8 inhibition	-	0.9537	95.37%
CYP inhibitory promiscuity	-	0.8614	86.14%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8626	86.26%
Carcinogenicity (trinary)	Non-required	0.6618	66.18%
Eye corrosion	-	0.7639	76.39%
Eye irritation	-	0.4784	47.84%
Skin irritation	-	0.5766	57.66%
Skin corrosion	-	0.9773	97.73%
Ames mutagenesis	-	0.7644	76.44%
Human Ether-a-go-go-Related Gene inhibition	-	0.8025	80.25%
Micronuclear	+	0.6659	66.59%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.9371	93.71%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	-	0.7288	72.88%
Acute Oral Toxicity (c)	II	0.5945	59.45%
Estrogen receptor binding	-	0.8093	80.93%
Androgen receptor binding	-	0.7131	71.31%
Thyroid receptor binding	-	0.6389	63.89%
Glucocorticoid receptor binding	-	0.7240	72.40%
Aromatase binding	-	0.8218	82.18%
PPAR gamma	-	0.6322	63.22%
Honey bee toxicity	-	0.8752	87.52%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.6700	67.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	92.99%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.49%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.14%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.81%	94.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.99%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.77%	86.33%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.71%	96.21%
CHEMBL2535	P11166	Glucose transporter	85.20%	98.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.98%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.10%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.08%	89.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.61%	97.21%
CHEMBL4208	P20618	Proteasome component C5	80.68%	90.00%

Plants that contains it

• Rhizophora mucronata

Cross-Links

• PubChem: 162946562
• LOTUS: LTS0071405
• wikiData: Q104919660