(3R)-3-acetyl-6-methylpyran-2,4-dione

Details

• Internal ID: 9e61ecab-9c97-4dc8-a6c6-16dba7e01229
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
• IUPAC Name: (3R)-3-acetyl-6-methylpyran-2,4-dione
• SMILES (Canonical): CC1=CC(=O)C(C(=O)O1)C(=O)C
• SMILES (Isomeric): CC1=CC(=O)[C@H](C(=O)O1)C(=O)C
• InChI: InChI=1S/C8H8O4/c1-4-3-6(10)7(5(2)9)8(11)12-4/h3,7H,1-2H3/t7-/m1/s1
• InChI Key: PGRHXDWITVMQBC-SSDOTTSWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₈O₄
• Molecular Weight: 168.15 g/mol
• Exact Mass: 168.04225873 g/mol
• Topological Polar Surface Area (TPSA): 60.40 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.22
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9658	96.58%
Caco-2	+	0.5125	51.25%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7501	75.01%
OATP2B1 inhibitior	-	0.8639	86.39%
OATP1B1 inhibitior	+	0.8913	89.13%
OATP1B3 inhibitior	+	0.9831	98.31%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9434	94.34%
P-glycoprotein inhibitior	-	0.9738	97.38%
P-glycoprotein substrate	-	0.9380	93.80%
CYP3A4 substrate	-	0.5995	59.95%
CYP2C9 substrate	-	0.8063	80.63%
CYP2D6 substrate	-	0.8996	89.96%
CYP3A4 inhibition	-	0.8341	83.41%
CYP2C9 inhibition	-	0.9532	95.32%
CYP2C19 inhibition	-	0.8258	82.58%
CYP2D6 inhibition	-	0.9606	96.06%
CYP1A2 inhibition	-	0.9069	90.69%
CYP2C8 inhibition	-	0.9707	97.07%
CYP inhibitory promiscuity	-	0.8721	87.21%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7966	79.66%
Carcinogenicity (trinary)	Non-required	0.6206	62.06%
Eye corrosion	-	0.6440	64.40%
Eye irritation	+	0.9516	95.16%
Skin irritation	+	0.7251	72.51%
Skin corrosion	-	0.8170	81.70%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8266	82.66%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	+	0.7690	76.90%
skin sensitisation	-	0.8177	81.77%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	+	0.6293	62.93%
Acute Oral Toxicity (c)	II	0.7303	73.03%
Estrogen receptor binding	-	0.7262	72.62%
Androgen receptor binding	-	0.6627	66.27%
Thyroid receptor binding	-	0.8670	86.70%
Glucocorticoid receptor binding	-	0.8058	80.58%
Aromatase binding	-	0.7668	76.68%
PPAR gamma	-	0.9083	90.83%
Honey bee toxicity	-	0.9428	94.28%
Biodegradation	+	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.8478	84.78%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	89.71%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.28%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.57%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.96%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.17%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	82.39%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.36%	95.56%

Plants that contains it

• Solandra maxima

Cross-Links

• PubChem: 667426
• LOTUS: LTS0232343
• wikiData: Q105208617