[(2R,3S,4S,5R,6S)-6-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-3-yl]oxy-6-(hydroxymethyl)oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate

Details

• Internal ID: 19a2b71e-8869-4c12-bd0a-36389625ea46
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-6-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-3-yl]oxy-6-(hydroxymethyl)oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1C(C(C(C(O1)OC2C(C(C(OC2OC3=C(OC4=CC(=CC(=C4C3=O)O)OC5C(C(C(C(O5)CO)O)O)O)C6=CC=C(C=C6)O)CO)O)O)O)O)O
• SMILES (Isomeric): CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2OC3=C(OC4=CC(=CC(=C4C3=O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C6=CC=C(C=C6)O)CO)O)O)O)O)O
• InChI: InChI=1S/C35H42O22/c1-11(38)50-10-19-23(43)26(46)29(49)34(55-19)57-32-27(47)22(42)18(9-37)54-35(32)56-31-24(44)20-15(40)6-14(51-33-28(48)25(45)21(41)17(8-36)53-33)7-16(20)52-30(31)12-2-4-13(39)5-3-12/h2-7,17-19,21-23,25-29,32-37,39-43,45-49H,8-10H2,1H3/t17-,18-,19-,21-,22-,23-,25+,26+,27+,28-,29-,32-,33-,34+,35+/m1/s1
• InChI Key: IPOFSVXPMUMQNL-KISYTQFMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₂O₂₂
• Molecular Weight: 814.70 g/mol
• Exact Mass: 814.21677296 g/mol
• Topological Polar Surface Area (TPSA): 351.00 Ų
• XlogP: -2.70
• Atomic LogP (AlogP): -4.38
• H-Bond Acceptor: 22
• H-Bond Donor: 12
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5167	51.67%
Caco-2	-	0.9022	90.22%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6079	60.79%
OATP2B1 inhibitior	-	0.8517	85.17%
OATP1B1 inhibitior	+	0.8987	89.87%
OATP1B3 inhibitior	+	0.9720	97.20%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.8286	82.86%
P-glycoprotein inhibitior	+	0.6355	63.55%
P-glycoprotein substrate	-	0.5793	57.93%
CYP3A4 substrate	+	0.6764	67.64%
CYP2C9 substrate	+	0.5404	54.04%
CYP2D6 substrate	-	0.8773	87.73%
CYP3A4 inhibition	-	0.9645	96.45%
CYP2C9 inhibition	-	0.9249	92.49%
CYP2C19 inhibition	-	0.9177	91.77%
CYP2D6 inhibition	-	0.9637	96.37%
CYP1A2 inhibition	-	0.9041	90.41%
CYP2C8 inhibition	+	0.7749	77.49%
CYP inhibitory promiscuity	-	0.8547	85.47%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7100	71.00%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.9038	90.38%
Skin irritation	-	0.8379	83.79%
Skin corrosion	-	0.9548	95.48%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7946	79.46%
Micronuclear	+	0.5233	52.33%
Hepatotoxicity	-	0.7162	71.62%
skin sensitisation	-	0.9299	92.99%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7524	75.24%
Acute Oral Toxicity (c)	III	0.5287	52.87%
Estrogen receptor binding	+	0.8133	81.33%
Androgen receptor binding	+	0.6724	67.24%
Thyroid receptor binding	-	0.5140	51.40%
Glucocorticoid receptor binding	-	0.5121	51.21%
Aromatase binding	+	0.5501	55.01%
PPAR gamma	+	0.7348	73.48%
Honey bee toxicity	-	0.7215	72.15%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5950	59.50%
Fish aquatic toxicity	+	0.9188	91.88%

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	99.27%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.20%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	97.07%	91.49%
CHEMBL2581	P07339	Cathepsin D	97.05%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.89%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.06%	94.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	94.49%	95.64%
CHEMBL3401	O75469	Pregnane X receptor	93.32%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.55%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.50%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.78%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.57%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.59%	99.15%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	87.17%	94.80%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.90%	95.78%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.65%	97.09%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.73%	94.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.31%	86.92%
CHEMBL5255	O00206	Toll-like receptor 4	80.08%	92.50%

Plants that contains it

• Crocus sativus

Cross-Links

• PubChem: 162962856
• LOTUS: LTS0167548
• wikiData: Q105117358