(1S,2S,3S,4R,5S,6S)-5-methoxy-6-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxycyclohexane-1,2,3,4-tetrol

Details

• Internal ID: 4ea9b084-90e7-49f0-90a7-8fb24c7a4ff1
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (1S,2S,3S,4R,5S,6S)-5-methoxy-6-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxycyclohexane-1,2,3,4-tetrol
• SMILES (Canonical): COC1C(C(C(C(C1OC2C(C(C(C(O2)COC3C(C(C(C(O3)CO)O)O)O)O)O)O)O)O)O)O
• SMILES (Isomeric): CO[C@H]1[C@@H]([C@H]([C@@H]([C@@H]([C@@H]1O[C@@H]2[C@@H]([C@H]([C@H]([C@H](O2)CO[C@@H]3[C@@H]([C@H]([C@H]([C@H](O3)CO)O)O)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C19H34O16/c1-31-16-12(27)10(25)11(26)13(28)17(16)35-19-15(30)9(24)7(22)5(34-19)3-32-18-14(29)8(23)6(21)4(2-20)33-18/h4-30H,2-3H2,1H3/t4-,5-,6+,7+,8+,9+,10+,11+,12-,13+,14-,15-,16+,17+,18+,19-/m1/s1
• InChI Key: DOMQXTOOYZVWJK-XTWVXENBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₃₄O₁₆
• Molecular Weight: 518.50 g/mol
• Exact Mass: 518.18468499 g/mol
• Topological Polar Surface Area (TPSA): 269.00 Ų
• XlogP: -6.90
• Atomic LogP (AlogP): -7.53
• H-Bond Acceptor: 16
• H-Bond Donor: 11
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9646	96.46%
Caco-2	-	0.9022	90.22%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6930	69.30%
OATP2B1 inhibitior	-	0.8605	86.05%
OATP1B1 inhibitior	+	0.9177	91.77%
OATP1B3 inhibitior	+	0.9686	96.86%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9207	92.07%
P-glycoprotein inhibitior	-	0.7863	78.63%
P-glycoprotein substrate	-	0.9477	94.77%
CYP3A4 substrate	+	0.5090	50.90%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8417	84.17%
CYP3A4 inhibition	-	0.9727	97.27%
CYP2C9 inhibition	-	0.9381	93.81%
CYP2C19 inhibition	-	0.9144	91.44%
CYP2D6 inhibition	-	0.9408	94.08%
CYP1A2 inhibition	-	0.9587	95.87%
CYP2C8 inhibition	-	0.8967	89.67%
CYP inhibitory promiscuity	-	0.8830	88.30%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6470	64.70%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9446	94.46%
Skin irritation	-	0.8938	89.38%
Skin corrosion	-	0.9703	97.03%
Ames mutagenesis	-	0.8854	88.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6960	69.60%
Micronuclear	-	0.7841	78.41%
Hepatotoxicity	-	0.8875	88.75%
skin sensitisation	-	0.9498	94.98%
Respiratory toxicity	-	0.8111	81.11%
Reproductive toxicity	-	0.7000	70.00%
Mitochondrial toxicity	-	0.9125	91.25%
Nephrotoxicity	+	0.4530	45.30%
Acute Oral Toxicity (c)	III	0.4800	48.00%
Estrogen receptor binding	-	0.5577	55.77%
Androgen receptor binding	-	0.6997	69.97%
Thyroid receptor binding	+	0.5726	57.26%
Glucocorticoid receptor binding	-	0.5803	58.03%
Aromatase binding	+	0.7525	75.25%
PPAR gamma	+	0.5350	53.50%
Honey bee toxicity	-	0.7187	71.87%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	-	0.9347	93.47%

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	94.01%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.73%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	89.03%	95.93%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.08%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.45%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	80.75%	94.73%

Plants that contains it

• Vigna angularis

Cross-Links

• PubChem: 101754087
• LOTUS: LTS0185427
• wikiData: Q104986065