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

Details

• Internal ID: 68e32afd-ddff-4e95-b193-f65f5ccdaf6a
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (3S,4S)-3-methyl-4-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3,4,5,6-tetrahydro-1H-pyrano[3,4-c]pyran-8-one
• SMILES (Canonical): CC1C(C2=C(CO1)C(=O)OCC2)COC3C(C(C(C(O3)CO)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H](C2=C(CO1)C(=O)OCC2)CO[C@@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O
• InChI: InChI=1S/C16H24O9/c1-7-9(8-2-3-22-15(21)10(8)6-23-7)5-24-16-14(20)13(19)12(18)11(4-17)25-16/h7,9,11-14,16-20H,2-6H2,1H3/t7-,9-,11+,12+,13-,14+,16-/m0/s1
• InChI Key: HEKZQPFDSLQAFG-DGUDQNEESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₄O₉
• Molecular Weight: 360.36 g/mol
• Exact Mass: 360.14203234 g/mol
• Topological Polar Surface Area (TPSA): 135.00 Ų
• XlogP: -2.10
• Atomic LogP (AlogP): -1.92
• H-Bond Acceptor: 9
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5995	59.95%
Caco-2	-	0.7895	78.95%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8539	85.39%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	+	0.8983	89.83%
OATP1B3 inhibitior	+	0.8644	86.44%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.7407	74.07%
P-glycoprotein inhibitior	-	0.8797	87.97%
P-glycoprotein substrate	-	0.8525	85.25%
CYP3A4 substrate	+	0.5852	58.52%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8849	88.49%
CYP3A4 inhibition	-	0.9702	97.02%
CYP2C9 inhibition	-	0.9329	93.29%
CYP2C19 inhibition	-	0.8747	87.47%
CYP2D6 inhibition	-	0.8996	89.96%
CYP1A2 inhibition	-	0.7771	77.71%
CYP2C8 inhibition	-	0.8666	86.66%
CYP inhibitory promiscuity	-	0.9065	90.65%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6881	68.81%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9493	94.93%
Skin irritation	-	0.7356	73.56%
Skin corrosion	-	0.9546	95.46%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7015	70.15%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.6448	64.48%
skin sensitisation	-	0.8840	88.40%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.5965	59.65%
Acute Oral Toxicity (c)	III	0.5542	55.42%
Estrogen receptor binding	-	0.5301	53.01%
Androgen receptor binding	+	0.5638	56.38%
Thyroid receptor binding	+	0.5239	52.39%
Glucocorticoid receptor binding	-	0.5186	51.86%
Aromatase binding	-	0.5610	56.10%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8007	80.07%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.8815	88.15%

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	97.26%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.18%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.51%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	91.90%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.04%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.88%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.82%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.69%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.04%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.62%	94.00%

Plants that contains it

• Swertia japonica

Cross-Links

• PubChem: 162912255
• LOTUS: LTS0149593
• wikiData: Q105026879