(3R,4S,5R,6R)-6-[(3R,4S,5R,6R)-6-hydroxy-4,5-dimethoxyoxan-3-yl]oxy-4,5-dimethoxyoxan-3-ol

Details

• Internal ID: 4e2a8f4e-aec5-41b2-9d47-929f37319326
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (3R,4S,5R,6R)-6-[(3R,4S,5R,6R)-6-hydroxy-4,5-dimethoxyoxan-3-yl]oxy-4,5-dimethoxyoxan-3-ol
• SMILES (Canonical): COC1C(COC(C1OC)OC2COC(C(C2OC)OC)O)O
• SMILES (Isomeric): CO[C@H]1[C@@H](CO[C@@H]([C@@H]1OC)O[C@@H]2CO[C@H]([C@@H]([C@H]2OC)OC)O)O
• InChI: InChI=1S/C14H26O9/c1-17-9-7(15)5-22-14(12(9)20-4)23-8-6-21-13(16)11(19-3)10(8)18-2/h7-16H,5-6H2,1-4H3/t7-,8-,9+,10+,11-,12-,13-,14-/m1/s1
• InChI Key: STCAYONHVRVXOL-AZLQIUJGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₆O₉
• Molecular Weight: 338.35 g/mol
• Exact Mass: 338.15768240 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: -1.90
• Atomic LogP (AlogP): -1.50
• H-Bond Acceptor: 9
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4627	46.27%
Caco-2	-	0.6886	68.86%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7018	70.18%
OATP2B1 inhibitior	-	0.8553	85.53%
OATP1B1 inhibitior	+	0.9083	90.83%
OATP1B3 inhibitior	+	0.9162	91.62%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8522	85.22%
P-glycoprotein inhibitior	-	0.8450	84.50%
P-glycoprotein substrate	-	0.8474	84.74%
CYP3A4 substrate	+	0.5425	54.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8337	83.37%
CYP3A4 inhibition	-	0.9807	98.07%
CYP2C9 inhibition	-	0.9613	96.13%
CYP2C19 inhibition	-	0.9384	93.84%
CYP2D6 inhibition	-	0.9415	94.15%
CYP1A2 inhibition	-	0.9487	94.87%
CYP2C8 inhibition	-	0.8999	89.99%
CYP inhibitory promiscuity	-	0.9387	93.87%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5955	59.55%
Eye corrosion	-	0.9828	98.28%
Eye irritation	-	0.8988	89.88%
Skin irritation	-	0.8676	86.76%
Skin corrosion	-	0.9659	96.59%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5694	56.94%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.9150	91.50%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.7115	71.15%
Acute Oral Toxicity (c)	III	0.7515	75.15%
Estrogen receptor binding	+	0.5580	55.80%
Androgen receptor binding	-	0.7524	75.24%
Thyroid receptor binding	+	0.7520	75.20%
Glucocorticoid receptor binding	-	0.5848	58.48%
Aromatase binding	+	0.5662	56.62%
PPAR gamma	+	0.5353	53.53%
Honey bee toxicity	-	0.7461	74.61%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5303	53.03%
Fish aquatic toxicity	-	0.9014	90.14%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	96.38%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.71%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.84%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.29%	91.11%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.41%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.04%	97.09%

Plants that contains it

• Prunus avium

Cross-Links

• PubChem: 163028371
• LOTUS: LTS0250351
• wikiData: Q105260141