(2R,3R,4R,5R,6R)-6-[(2R,3R,4S,5R,6R)-3,5-dihydroxy-2-[2-(4-hydroxy-3-methoxyphenyl)propoxy]-6-(hydroxymethyl)oxan-4-yl]oxyoxane-2,3,4,5-tetrol

Details

• Internal ID: 772c2604-a175-4b25-96f6-3e3927c7c5e9
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (2R,3R,4R,5R,6R)-6-[(2R,3R,4S,5R,6R)-3,5-dihydroxy-2-[2-(4-hydroxy-3-methoxyphenyl)propoxy]-6-(hydroxymethyl)oxan-4-yl]oxyoxane-2,3,4,5-tetrol
• SMILES (Canonical): CC(COC1C(C(C(C(O1)CO)O)OC2C(C(C(C(O2)O)O)O)O)O)C3=CC(=C(C=C3)O)OC
• SMILES (Isomeric): CC(CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O[C@H]2[C@@H]([C@@H]([C@H]([C@@H](O2)O)O)O)O)O)C3=CC(=C(C=C3)O)OC
• InChI: InChI=1S/C21H32O13/c1-8(9-3-4-10(23)11(5-9)30-2)7-31-20-17(28)18(13(24)12(6-22)32-20)33-21-16(27)14(25)15(26)19(29)34-21/h3-5,8,12-29H,6-7H2,1-2H3/t8?,12-,13-,14-,15-,16-,17-,18+,19-,20-,21-/m1/s1
• InChI Key: MYNDNVUZUIOHDA-JGZRDRAOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂O₁₃
• Molecular Weight: 492.50 g/mol
• Exact Mass: 492.18429107 g/mol
• Topological Polar Surface Area (TPSA): 208.00 Ų
• XlogP: -2.20
• Atomic LogP (AlogP): -2.90
• H-Bond Acceptor: 13
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8674	86.74%
Caco-2	-	0.8662	86.62%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.5975	59.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8800	88.00%
OATP1B3 inhibitior	+	0.9629	96.29%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9276	92.76%
P-glycoprotein inhibitior	-	0.8065	80.65%
P-glycoprotein substrate	-	0.6993	69.93%
CYP3A4 substrate	+	0.5461	54.61%
CYP2C9 substrate	-	0.5998	59.98%
CYP2D6 substrate	-	0.8198	81.98%
CYP3A4 inhibition	-	0.9240	92.40%
CYP2C9 inhibition	-	0.8871	88.71%
CYP2C19 inhibition	-	0.8736	87.36%
CYP2D6 inhibition	-	0.9058	90.58%
CYP1A2 inhibition	-	0.8856	88.56%
CYP2C8 inhibition	-	0.6656	66.56%
CYP inhibitory promiscuity	-	0.8039	80.39%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6572	65.72%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9485	94.85%
Skin irritation	-	0.8633	86.33%
Skin corrosion	-	0.9626	96.26%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4333	43.33%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.8684	86.84%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	-	0.8031	80.31%
Acute Oral Toxicity (c)	III	0.7497	74.97%
Estrogen receptor binding	+	0.6733	67.33%
Androgen receptor binding	-	0.5143	51.43%
Thyroid receptor binding	+	0.6045	60.45%
Glucocorticoid receptor binding	-	0.6164	61.64%
Aromatase binding	+	0.6066	60.66%
PPAR gamma	+	0.6513	65.13%
Honey bee toxicity	-	0.7877	78.77%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	-	0.4842	48.42%

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	99.15%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.54%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.36%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.74%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	90.27%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.62%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.21%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.47%	99.15%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.98%	86.92%
CHEMBL226	P30542	Adenosine A1 receptor	86.55%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.41%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.22%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.98%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.81%	94.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.41%	89.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.77%	86.33%
CHEMBL4581	P52732	Kinesin-like protein 1	82.16%	93.18%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.27%	100.00%

Plants that contains it

• Acanthus ilicifolius
• Cistanche deserticola
• Cistanche salsa

Cross-Links

• PubChem: 5315931
• NPASS: NPC39558
• LOTUS: LTS0022497
• wikiData: Q105175044