(2R,3S,4S,6S)-3-[(2S,4R,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-6-[[(2R,3R,4S)-4-methoxy-2-methyl-3,4-dihydro-2H-pyran-3-yl]oxy]-2-methyloxan-4-ol

Details

• Internal ID: 5f51c8de-b122-4d89-a16a-bf01e9f709b8
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (2R,3S,4S,6S)-3-[(2S,4R,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-6-[[(2R,3R,4S)-4-methoxy-2-methyl-3,4-dihydro-2H-pyran-3-yl]oxy]-2-methyloxan-4-ol
• InChI: InChI=1S/C20H34O9/c1-10-18(22)15(24-5)9-17(26-10)28-19-12(3)27-16(8-13(19)21)29-20-11(2)25-7-6-14(20)23-4/h6-7,10-22H,8-9H2,1-5H3/t10-,11-,12-,13+,14+,15-,16+,17+,18-,19-,20-/m1/s1
• InChI Key: FXCCXRYBFVGDRR-TYHBFHBZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₉
• Molecular Weight: 418.50 g/mol
• Exact Mass: 418.22028266 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.71
• H-Bond Acceptor: 9
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

• (2R,3S,4S,6S)-3-[(2S,4R,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-6-[[(2R,3R,4S)-4-methoxy-2-methyl-3,4-dihydro-2H-pyran-3-yl]oxy]-2-methyloxan-4-ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8486	84.86%
Caco-2	-	0.6599	65.99%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5409	54.09%
OATP2B1 inhibitior	-	0.8593	85.93%
OATP1B1 inhibitior	+	0.9101	91.01%
OATP1B3 inhibitior	+	0.8945	89.45%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9084	90.84%
P-glycoprotein inhibitior	-	0.6575	65.75%
P-glycoprotein substrate	-	0.7263	72.63%
CYP3A4 substrate	+	0.5878	58.78%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.9686	96.86%
CYP2C9 inhibition	-	0.9713	97.13%
CYP2C19 inhibition	-	0.9389	93.89%
CYP2D6 inhibition	-	0.9261	92.61%
CYP1A2 inhibition	-	0.9551	95.51%
CYP2C8 inhibition	-	0.9384	93.84%
CYP inhibitory promiscuity	-	0.9258	92.58%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9128	91.28%
Carcinogenicity (trinary)	Non-required	0.5310	53.10%
Eye corrosion	-	0.9799	97.99%
Eye irritation	-	0.9639	96.39%
Skin irritation	-	0.7313	73.13%
Skin corrosion	-	0.9512	95.12%
Ames mutagenesis	+	0.5746	57.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.4039	40.39%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.8720	87.20%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.8257	82.57%
Acute Oral Toxicity (c)	III	0.6373	63.73%
Estrogen receptor binding	+	0.6004	60.04%
Androgen receptor binding	-	0.6594	65.94%
Thyroid receptor binding	+	0.6184	61.84%
Glucocorticoid receptor binding	-	0.5764	57.64%
Aromatase binding	+	0.6058	60.58%
PPAR gamma	+	0.5203	52.03%
Honey bee toxicity	-	0.7005	70.05%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	-	0.5560	55.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.35%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.22%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.72%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.52%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	82.67%	94.73%

Plants that contains it

• Marsdenia roylei

Cross-Links

• PubChem: 5320270
• LOTUS: LTS0195610
• wikiData: Q105003829