(2S,3S,4S,5R,6R)-6-[(2R,3S,4S,5R,6R)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxyoxane-2,3,4,5-tetrol

Details

• Internal ID: 38a5fd0e-f816-454a-bb85-a121a5537eba
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[(2R,3S,4S,5R,6R)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxyoxane-2,3,4,5-tetrol
• SMILES (Canonical): C(C1C(C(C(C(O1)O)O)O)OC2C(C(C(C(O2)O)O)O)O)O
• SMILES (Isomeric): C([C@@H]1[C@H]([C@H]([C@H]([C@@H](O1)O)O)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)O)O)O)O)O
• InChI: InChI=1S/C11H20O11/c12-1-2-8(4(14)6(16)9(18)20-2)21-11-7(17)3(13)5(15)10(19)22-11/h2-19H,1H2/t2-,3+,4+,5+,6-,7-,8-,9-,10+,11-/m1/s1
• InChI Key: ZLSHPOOYAKKJSB-QAONBWQOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₂₀O₁₁
• Molecular Weight: 328.27 g/mol
• Exact Mass: 328.10056145 g/mol
• Topological Polar Surface Area (TPSA): 190.00 Ų
• XlogP: -5.20
• Atomic LogP (AlogP): -5.44
• H-Bond Acceptor: 11
• H-Bond Donor: 8
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9468	94.68%
Caco-2	-	0.9347	93.47%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7083	70.83%
OATP2B1 inhibitior	-	0.8597	85.97%
OATP1B1 inhibitior	+	0.9353	93.53%
OATP1B3 inhibitior	+	0.9439	94.39%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9635	96.35%
P-glycoprotein inhibitior	-	0.9284	92.84%
P-glycoprotein substrate	-	0.9843	98.43%
CYP3A4 substrate	-	0.5763	57.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8414	84.14%
CYP3A4 inhibition	-	0.9089	90.89%
CYP2C9 inhibition	-	0.9189	91.89%
CYP2C19 inhibition	-	0.9177	91.77%
CYP2D6 inhibition	-	0.9270	92.70%
CYP1A2 inhibition	-	0.9535	95.35%
CYP2C8 inhibition	-	0.9399	93.99%
CYP inhibitory promiscuity	-	0.8226	82.26%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6923	69.23%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9634	96.34%
Skin irritation	-	0.8787	87.87%
Skin corrosion	-	0.9704	97.04%
Ames mutagenesis	-	0.9000	90.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5345	53.45%
Micronuclear	-	0.7341	73.41%
Hepatotoxicity	-	0.9375	93.75%
skin sensitisation	-	0.9294	92.94%
Respiratory toxicity	-	0.8556	85.56%
Reproductive toxicity	-	0.8222	82.22%
Mitochondrial toxicity	-	0.9250	92.50%
Nephrotoxicity	-	0.5979	59.79%
Acute Oral Toxicity (c)	IV	0.4628	46.28%
Estrogen receptor binding	-	0.9012	90.12%
Androgen receptor binding	-	0.6710	67.10%
Thyroid receptor binding	+	0.5997	59.97%
Glucocorticoid receptor binding	-	0.8088	80.88%
Aromatase binding	+	0.6330	63.30%
PPAR gamma	-	0.5793	57.93%
Honey bee toxicity	-	0.5345	53.45%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	-	0.8768	87.68%

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	91.27%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	90.15%	95.93%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.50%	86.92%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	88.59%	83.57%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.44%	96.09%
CHEMBL3589	P55263	Adenosine kinase	81.57%	98.05%

Plants that contains it

• Apium graveolens

Cross-Links

• PubChem: 22524649
• NPASS: NPC154202