(2S,3S,4S)-3,4-dihydroxy-2-methyl-7-[(2R,3R)-3-methyloxiran-2-yl]-3,4-dihydro-2H-pyrano[3,2-c]pyran-5-one

Details

• Internal ID: 766c799c-8b0d-4c66-960e-55228ecf94ff
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives
• IUPAC Name: (2S,3S,4S)-3,4-dihydroxy-2-methyl-7-[(2R,3R)-3-methyloxiran-2-yl]-3,4-dihydro-2H-pyrano[3,2-c]pyran-5-one
• InChI: InChI=1S/C12H14O6/c1-4-9(13)10(14)8-6(16-4)3-7(18-12(8)15)11-5(2)17-11/h3-5,9-11,13-14H,1-2H3/t4-,5+,9+,10-,11+/m0/s1
• InChI Key: NMKGLAKGYDSFIK-BHVXPUBBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₄O₆
• Molecular Weight: 254.24 g/mol
• Exact Mass: 254.07903816 g/mol
• Topological Polar Surface Area (TPSA): 88.50 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): 0.27
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9230	92.30%
Caco-2	-	0.5746	57.46%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8045	80.45%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8852	88.52%
OATP1B3 inhibitior	+	0.9504	95.04%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8963	89.63%
P-glycoprotein inhibitior	-	0.8429	84.29%
P-glycoprotein substrate	-	0.9049	90.49%
CYP3A4 substrate	-	0.5974	59.74%
CYP2C9 substrate	-	0.6180	61.80%
CYP2D6 substrate	-	0.8504	85.04%
CYP3A4 inhibition	-	0.8173	81.73%
CYP2C9 inhibition	-	0.6736	67.36%
CYP2C19 inhibition	-	0.8106	81.06%
CYP2D6 inhibition	-	0.9346	93.46%
CYP1A2 inhibition	-	0.7296	72.96%
CYP2C8 inhibition	-	0.9100	91.00%
CYP inhibitory promiscuity	-	0.8058	80.58%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6383	63.83%
Eye corrosion	-	0.9823	98.23%
Eye irritation	-	0.8565	85.65%
Skin irritation	-	0.5800	58.00%
Skin corrosion	-	0.9317	93.17%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6886	68.86%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.8157	81.57%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.6996	69.96%
Acute Oral Toxicity (c)	II	0.4661	46.61%
Estrogen receptor binding	-	0.4939	49.39%
Androgen receptor binding	-	0.5475	54.75%
Thyroid receptor binding	-	0.5535	55.35%
Glucocorticoid receptor binding	-	0.4683	46.83%
Aromatase binding	-	0.5918	59.18%
PPAR gamma	+	0.5595	55.95%
Honey bee toxicity	-	0.9113	91.13%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9196	91.96%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.77%	83.82%
CHEMBL3401	O75469	Pregnane X receptor	93.07%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.45%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.73%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.02%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.37%	95.56%
CHEMBL2581	P07339	Cathepsin D	85.91%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.36%	99.23%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	83.13%	87.67%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139583378
• LOTUS: LTS0157328
• wikiData: Q105181825