7-[(2R,3R,4S,5S,6R)-3-[(2S,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-6-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]chromen-4-one

Details

• Internal ID: 3827a6dc-a275-4f1a-95a3-1be963d4188e
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 7-[(2R,3R,4S,5S,6R)-3-[(2S,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-6-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]chromen-4-one
• SMILES (Canonical): C1C(C(C(C(O1)C2=C(C=C3C(=C2O)C(=O)C=C(O3)C4=CC=C(C=C4)O)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(O6)CO)O)O)O)O)O
• SMILES (Isomeric): C1[C@@H]([C@@H]([C@H]([C@@H](O1)C2=C(C=C3C(=C2O)C(=O)C=C(O3)C4=CC=C(C=C4)O)O[C@@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O[C@H]6[C@@H]([C@H]([C@H](O6)CO)O)O)O)O)O
• InChI: InChI=1S/C31H36O18/c32-7-17-22(38)26(42)29(49-30-27(43)23(39)18(8-33)47-30)31(48-17)46-16-6-15-19(12(35)5-14(45-15)10-1-3-11(34)4-2-10)24(40)20(16)28-25(41)21(37)13(36)9-44-28/h1-6,13,17-18,21-23,25-34,36-43H,7-9H2/t13-,17+,18+,21-,22+,23-,25+,26-,27+,28-,29+,30-,31-/m0/s1
• InChI Key: OCRGGIDAUMOSDI-PNQGYWRPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₃₆O₁₈
• Molecular Weight: 696.60 g/mol
• Exact Mass: 696.19016430 g/mol
• Topological Polar Surface Area (TPSA): 295.00 Ų
• XlogP: -2.50
• Atomic LogP (AlogP): -3.33
• H-Bond Acceptor: 18
• H-Bond Donor: 11
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6369	63.69%
Caco-2	-	0.9199	91.99%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.5979	59.79%
OATP2B1 inhibitior	-	0.7052	70.52%
OATP1B1 inhibitior	+	0.8390	83.90%
OATP1B3 inhibitior	+	0.9301	93.01%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6313	63.13%
P-glycoprotein inhibitior	-	0.5815	58.15%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6672	66.72%
CYP2C9 substrate	-	0.6643	66.43%
CYP2D6 substrate	-	0.8569	85.69%
CYP3A4 inhibition	-	0.8728	87.28%
CYP2C9 inhibition	-	0.9368	93.68%
CYP2C19 inhibition	-	0.8851	88.51%
CYP2D6 inhibition	-	0.8929	89.29%
CYP1A2 inhibition	-	0.8992	89.92%
CYP2C8 inhibition	+	0.7406	74.06%
CYP inhibitory promiscuity	-	0.7531	75.31%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6124	61.24%
Eye corrosion	-	0.9935	99.35%
Eye irritation	-	0.9039	90.39%
Skin irritation	-	0.8157	81.57%
Skin corrosion	-	0.9593	95.93%
Ames mutagenesis	+	0.6336	63.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.6881	68.81%
Micronuclear	+	0.6733	67.33%
Hepatotoxicity	-	0.7412	74.12%
skin sensitisation	-	0.8860	88.60%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.9741	97.41%
Acute Oral Toxicity (c)	III	0.5932	59.32%
Estrogen receptor binding	+	0.7860	78.60%
Androgen receptor binding	+	0.7045	70.45%
Thyroid receptor binding	-	0.5128	51.28%
Glucocorticoid receptor binding	-	0.5990	59.90%
Aromatase binding	+	0.6367	63.67%
PPAR gamma	+	0.7490	74.90%
Honey bee toxicity	-	0.6512	65.12%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.7875	78.75%

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	99.72%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.17%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.41%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.14%	94.00%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	95.29%	83.57%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	93.22%	96.21%
CHEMBL220	P22303	Acetylcholinesterase	91.34%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.30%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.60%	97.09%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	88.13%	95.78%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.78%	86.92%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	86.18%	95.83%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.95%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.42%	95.89%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	85.40%	89.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.39%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.77%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.77%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	83.64%	94.73%
CHEMBL3891	P07384	Calpain 1	82.47%	93.04%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.02%	99.15%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	80.27%	80.33%

Plants that contains it

• Cerastium arvense

Cross-Links

• PubChem: 162959750
• LOTUS: LTS0190935
• wikiData: Q105189525