[(2R,3S,4S,5R,6S)-6-[[(3S,4R,4aS)-4-ethenyl-8-oxo-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-3-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl acetate

Details

• Internal ID: 50f61515-48f3-4f66-a0b7-0ba6f1195bd4
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: [(2R,3S,4S,5R,6S)-6-[[(3S,4R,4aS)-4-ethenyl-8-oxo-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-3-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1C(C(C(C(O1)OC2C(C3CCOC(=O)C3=CO2)C=C)O)O)O
• SMILES (Isomeric): CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O[C@H]2[C@@H]([C@@H]3CCOC(=O)C3=CO2)C=C)O)O)O
• InChI: InChI=1S/C18H24O10/c1-3-9-10-4-5-24-16(23)11(10)6-26-17(9)28-18-15(22)14(21)13(20)12(27-18)7-25-8(2)19/h3,6,9-10,12-15,17-18,20-22H,1,4-5,7H2,2H3/t9-,10+,12-,13-,14+,15-,17+,18+/m1/s1
• InChI Key: RSMQMCVBDYCRDI-VTAQJYJSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₄O₁₀
• Molecular Weight: 400.40 g/mol
• Exact Mass: 400.13694696 g/mol
• Topological Polar Surface Area (TPSA): 141.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -1.02
• H-Bond Acceptor: 10
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4874	48.74%
Caco-2	-	0.8689	86.89%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8239	82.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8479	84.79%
OATP1B3 inhibitior	+	0.9318	93.18%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.7098	70.98%
P-glycoprotein inhibitior	-	0.7540	75.40%
P-glycoprotein substrate	-	0.8556	85.56%
CYP3A4 substrate	+	0.6291	62.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8929	89.29%
CYP3A4 inhibition	-	0.9387	93.87%
CYP2C9 inhibition	-	0.8552	85.52%
CYP2C19 inhibition	-	0.8567	85.67%
CYP2D6 inhibition	-	0.8947	89.47%
CYP1A2 inhibition	-	0.8236	82.36%
CYP2C8 inhibition	-	0.6032	60.32%
CYP inhibitory promiscuity	-	0.8933	89.33%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6525	65.25%
Eye corrosion	-	0.9816	98.16%
Eye irritation	-	0.9174	91.74%
Skin irritation	-	0.7166	71.66%
Skin corrosion	-	0.9275	92.75%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6199	61.99%
Micronuclear	-	0.7241	72.41%
Hepatotoxicity	-	0.6591	65.91%
skin sensitisation	-	0.8504	85.04%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.5403	54.03%
Estrogen receptor binding	+	0.7602	76.02%
Androgen receptor binding	+	0.5219	52.19%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5772	57.72%
Aromatase binding	-	0.4836	48.36%
PPAR gamma	+	0.5841	58.41%
Honey bee toxicity	-	0.8446	84.46%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.8909	89.09%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.57%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.87%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.90%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.06%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.31%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.15%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.35%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.83%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	86.43%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.91%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.77%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.55%	85.14%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.02%	94.80%
CHEMBL226	P30542	Adenosine A1 receptor	82.77%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.71%	94.45%

Plants that contains it

• Nitraria tangutorum

Cross-Links

• PubChem: 102580780
• NPASS: NPC59215