[(2R,3S,4S,5R,6S)-6-[(2R,3R,4S,5S,6R)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-4,5-dihydroxy-2-methyloxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate

Details

• Internal ID: 175d5ad2-c25c-42fc-9e48-d46ffe62c396
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-6-[(2R,3R,4S,5S,6R)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-4,5-dihydroxy-2-methyloxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC(=C(C=C4)O)O)O)O)OC5C(C(C(C(O5)COC(=O)C)O)O)O
• SMILES (Isomeric): C[C@@H]1[C@@H]([C@H]([C@@H]([C@H](O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC(=C(C=C4)O)O)O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)COC(=O)C)O)O)O
• InChI: InChI=1S/C29H32O17/c1-9-25(45-29-23(39)21(37)19(35)17(44-29)8-41-10(2)30)22(38)24(40)28(42-9)46-27-20(36)18-15(34)6-12(31)7-16(18)43-26(27)11-3-4-13(32)14(33)5-11/h3-7,9,17,19,21-25,28-29,31-35,37-40H,8H2,1-2H3/t9-,17-,19-,21+,22+,23-,24+,25+,28-,29+/m1/s1
• InChI Key: AATRYBSLZLJIJX-HIOGWGLOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₂O₁₇
• Molecular Weight: 652.60 g/mol
• Exact Mass: 652.16394955 g/mol
• Topological Polar Surface Area (TPSA): 272.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -1.12
• H-Bond Acceptor: 17
• H-Bond Donor: 9
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5641	56.41%
Caco-2	-	0.8950	89.50%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.6963	69.63%
OATP2B1 inhibitior	-	0.5716	57.16%
OATP1B1 inhibitior	+	0.8916	89.16%
OATP1B3 inhibitior	+	0.9329	93.29%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.5817	58.17%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.5115	51.15%
CYP3A4 substrate	+	0.6790	67.90%
CYP2C9 substrate	+	0.5334	53.34%
CYP2D6 substrate	-	0.8764	87.64%
CYP3A4 inhibition	-	0.9235	92.35%
CYP2C9 inhibition	-	0.9179	91.79%
CYP2C19 inhibition	-	0.9377	93.77%
CYP2D6 inhibition	-	0.9567	95.67%
CYP1A2 inhibition	-	0.8979	89.79%
CYP2C8 inhibition	+	0.8515	85.15%
CYP inhibitory promiscuity	-	0.8351	83.51%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7438	74.38%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.9149	91.49%
Skin irritation	-	0.8297	82.97%
Skin corrosion	-	0.9518	95.18%
Ames mutagenesis	+	0.5263	52.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.5892	58.92%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.9378	93.78%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.8905	89.05%
Acute Oral Toxicity (c)	III	0.6100	61.00%
Estrogen receptor binding	+	0.7961	79.61%
Androgen receptor binding	+	0.6868	68.68%
Thyroid receptor binding	+	0.5497	54.97%
Glucocorticoid receptor binding	+	0.6354	63.54%
Aromatase binding	+	0.5727	57.27%
PPAR gamma	+	0.7044	70.44%
Honey bee toxicity	-	0.7265	72.65%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5250	52.50%
Fish aquatic toxicity	+	0.9684	96.84%

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	99.60%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.98%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.36%	89.00%
CHEMBL2581	P07339	Cathepsin D	97.48%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.63%	86.33%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	94.30%	95.64%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.55%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	93.49%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.03%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.26%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.02%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.17%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.84%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.73%	94.45%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.97%	94.80%
CHEMBL3194	P02766	Transthyretin	81.85%	90.71%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.75%	94.42%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.63%	95.78%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.35%	95.56%
CHEMBL4208	P20618	Proteasome component C5	81.02%	90.00%

Plants that contains it

• Artocarpus lacucha
• Rosa multiflora

Cross-Links

• PubChem: 162988364
• LOTUS: LTS0207632
• wikiData: Q105263585