(2S,3S)-3-hydroxy-2-methyl-7-propyl-2,3-dihydropyrano[3,2-c]pyran-4,5-dione

Details

• Internal ID: c4535c87-bc86-4d6f-bb44-3976341536cf
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Aryl ketones > Aryl alkyl ketones
• IUPAC Name: (2S,3S)-3-hydroxy-2-methyl-7-propyl-2,3-dihydropyrano[3,2-c]pyran-4,5-dione
• InChI: InChI=1S/C12H14O5/c1-3-4-7-5-8-9(12(15)17-7)11(14)10(13)6(2)16-8/h5-6,10,13H,3-4H2,1-2H3/t6-,10-/m0/s1
• InChI Key: BSUSLLVRDNRCFE-WKEGUHRASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₄O₅
• Molecular Weight: 238.24 g/mol
• Exact Mass: 238.08412354 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 0.92
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• (2S,3S)-3-hydroxy-2-methyl-7-propyl-2,3-dihydropyrano[3,2-c]pyran-4,5-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9197	91.97%
Caco-2	+	0.5328	53.28%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7553	75.53%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8877	88.77%
OATP1B3 inhibitior	+	0.9192	91.92%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.9587	95.87%
P-glycoprotein inhibitior	-	0.9363	93.63%
P-glycoprotein substrate	-	0.7617	76.17%
CYP3A4 substrate	-	0.5886	58.86%
CYP2C9 substrate	+	0.6054	60.54%
CYP2D6 substrate	-	0.8426	84.26%
CYP3A4 inhibition	-	0.9154	91.54%
CYP2C9 inhibition	-	0.7206	72.06%
CYP2C19 inhibition	-	0.8748	87.48%
CYP2D6 inhibition	-	0.9514	95.14%
CYP1A2 inhibition	-	0.5461	54.61%
CYP2C8 inhibition	-	0.8600	86.00%
CYP inhibitory promiscuity	-	0.9274	92.74%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6396	63.96%
Eye corrosion	-	0.9840	98.40%
Eye irritation	-	0.6208	62.08%
Skin irritation	-	0.7190	71.90%
Skin corrosion	-	0.8874	88.74%
Ames mutagenesis	-	0.7937	79.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.7771	77.71%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.6552	65.52%
skin sensitisation	-	0.7688	76.88%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.6554	65.54%
Acute Oral Toxicity (c)	III	0.5308	53.08%
Estrogen receptor binding	+	0.5465	54.65%
Androgen receptor binding	+	0.5621	56.21%
Thyroid receptor binding	-	0.7287	72.87%
Glucocorticoid receptor binding	-	0.4665	46.65%
Aromatase binding	-	0.7692	76.92%
PPAR gamma	+	0.5837	58.37%
Honey bee toxicity	-	0.9436	94.36%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5168	51.68%
Fish aquatic toxicity	+	0.9008	90.08%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	93.94%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.72%	91.11%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	92.57%	94.80%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.40%	86.33%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	90.95%	89.34%
CHEMBL3401	O75469	Pregnane X receptor	90.48%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.86%	89.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	87.24%	97.21%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.09%	96.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.51%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.15%	99.23%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.82%	93.65%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.26%	95.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146683009
• LOTUS: LTS0153567
• wikiData: Q104945430