8-methyl-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,7,8,8a-tetrahydro-1H-pyrano[4,3-c]pyran-5-one

Details

• Internal ID: 9a6a11ce-bda5-4acc-8155-a400f75b91bd
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 8-methyl-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,7,8,8a-tetrahydro-1H-pyrano[4,3-c]pyran-5-one
• InChI: InChI=1S/C15H22O9/c1-6-5-22-13(20)7-2-3-21-14(9(6)7)24-15-12(19)11(18)10(17)8(4-16)23-15/h2-3,6-12,14-19H,4-5H2,1H3
• InChI Key: NMGLHCRCWAPJGC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₉
• Molecular Weight: 346.33 g/mol
• Exact Mass: 346.12638228 g/mol
• Topological Polar Surface Area (TPSA): 135.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -1.90
• H-Bond Acceptor: 9
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6771	67.71%
Caco-2	-	0.8792	87.92%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6427	64.27%
OATP2B1 inhibitior	-	0.8564	85.64%
OATP1B1 inhibitior	+	0.8685	86.85%
OATP1B3 inhibitior	+	0.9635	96.35%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8108	81.08%
P-glycoprotein inhibitior	-	0.8943	89.43%
P-glycoprotein substrate	-	0.8789	87.89%
CYP3A4 substrate	+	0.5495	54.95%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8863	88.63%
CYP3A4 inhibition	-	0.9552	95.52%
CYP2C9 inhibition	-	0.9528	95.28%
CYP2C19 inhibition	-	0.9128	91.28%
CYP2D6 inhibition	-	0.9310	93.10%
CYP1A2 inhibition	-	0.9192	91.92%
CYP2C8 inhibition	-	0.8895	88.95%
CYP inhibitory promiscuity	-	0.8677	86.77%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6533	65.33%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9771	97.71%
Skin irritation	-	0.8424	84.24%
Skin corrosion	-	0.9616	96.16%
Ames mutagenesis	-	0.5454	54.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5369	53.69%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.9106	91.06%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	+	0.4588	45.88%
Acute Oral Toxicity (c)	III	0.4714	47.14%
Estrogen receptor binding	-	0.5188	51.88%
Androgen receptor binding	-	0.6422	64.22%
Thyroid receptor binding	-	0.6063	60.63%
Glucocorticoid receptor binding	-	0.7052	70.52%
Aromatase binding	-	0.5891	58.91%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8284	82.84%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.6250	62.50%
Fish aquatic toxicity	-	0.4192	41.92%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.31%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.16%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.63%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	90.50%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.36%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.69%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.33%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.56%	96.61%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.44%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	86.36%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.31%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.95%	86.92%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.82%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.35%	94.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.25%	94.80%

Plants that contains it

• Linaria japonica

Cross-Links

• PubChem: 163077605
• LOTUS: LTS0144618
• wikiData: Q105181770