[(2R,3S,4S,5S,6S)-6-[(2S,3R,4S,5R,6R)-4-acetyloxy-2-[2-(3,4-dihydroxyphenyl)-5,8-dihydroxy-4-oxochromen-7-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate

Details

• Internal ID: a5c30c97-6995-4864-8436-4ef0549b35d6
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(2R,3S,4S,5S,6S)-6-[(2S,3R,4S,5R,6R)-4-acetyloxy-2-[2-(3,4-dihydroxyphenyl)-5,8-dihydroxy-4-oxochromen-7-yl]oxy-5-hydroxy-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(C4=C(C(=C3)O)C(=O)C=C(O4)C5=CC(=C(C=C5)O)O)O)CO)O)OC(=O)C)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(C4=C(C(=C3)O)C(=O)C=C(O4)C5=CC(=C(C=C5)O)O)O)CO)O)OC(=O)C)O)O)O
• InChI: InChI=1S/C31H34O19/c1-10(33)44-9-20-22(39)25(42)26(43)30(49-20)50-29-28(45-11(2)34)24(41)19(8-32)48-31(29)47-18-7-16(38)21-15(37)6-17(46-27(21)23(18)40)12-3-4-13(35)14(36)5-12/h3-7,19-20,22,24-26,28-32,35-36,38-43H,8-9H2,1-2H3/t19-,20-,22-,24-,25+,26+,28+,29-,30+,31-/m1/s1
• InChI Key: AWJLZPJIKGCJCY-HEJOOFCMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₃₄O₁₉
• Molecular Weight: 710.60 g/mol
• Exact Mass: 710.16942885 g/mol
• Topological Polar Surface Area (TPSA): 298.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -1.57
• H-Bond Acceptor: 19
• H-Bond Donor: 9
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5193	51.93%
Caco-2	-	0.9004	90.04%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.6126	61.26%
OATP2B1 inhibitior	-	0.5740	57.40%
OATP1B1 inhibitior	+	0.8561	85.61%
OATP1B3 inhibitior	+	0.9637	96.37%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7125	71.25%
P-glycoprotein inhibitior	+	0.5725	57.25%
P-glycoprotein substrate	-	0.5475	54.75%
CYP3A4 substrate	+	0.6743	67.43%
CYP2C9 substrate	+	0.5402	54.02%
CYP2D6 substrate	-	0.8751	87.51%
CYP3A4 inhibition	-	0.9478	94.78%
CYP2C9 inhibition	-	0.9294	92.94%
CYP2C19 inhibition	-	0.9325	93.25%
CYP2D6 inhibition	-	0.9653	96.53%
CYP1A2 inhibition	-	0.9072	90.72%
CYP2C8 inhibition	+	0.7335	73.35%
CYP inhibitory promiscuity	-	0.8508	85.08%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7406	74.06%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.9138	91.38%
Skin irritation	-	0.8483	84.83%
Skin corrosion	-	0.9557	95.57%
Ames mutagenesis	-	0.5564	55.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.6740	67.40%
Micronuclear	+	0.5233	52.33%
Hepatotoxicity	-	0.7912	79.12%
skin sensitisation	-	0.9308	93.08%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.8534	85.34%
Acute Oral Toxicity (c)	III	0.5821	58.21%
Estrogen receptor binding	+	0.8329	83.29%
Androgen receptor binding	+	0.6569	65.69%
Thyroid receptor binding	+	0.5202	52.02%
Glucocorticoid receptor binding	+	0.6270	62.70%
Aromatase binding	+	0.6071	60.71%
PPAR gamma	+	0.7158	71.58%
Honey bee toxicity	-	0.6497	64.97%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9329	93.29%

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	99.54%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.58%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.13%	89.00%
CHEMBL2581	P07339	Cathepsin D	96.82%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.57%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.08%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.08%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.40%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	90.66%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.11%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.70%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.20%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.65%	96.09%
CHEMBL3194	P02766	Transthyretin	86.10%	90.71%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.71%	96.21%
CHEMBL5255	O00206	Toll-like receptor 4	84.58%	92.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.91%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.07%	95.56%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	80.38%	89.23%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.35%	94.33%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	80.24%	95.78%

Plants that contains it

• Stachys aegyptiaca

Cross-Links

• PubChem: 162999761
• LOTUS: LTS0090762
• wikiData: Q104920080