[(2R,3S,4S,5R,6R)-2-[5,7-dihydroxy-4-oxo-2-(3,4,5-trihydroxyphenyl)chromen-3-yl]oxy-5-hydroxy-6-methyl-3-(3,4,5-trihydroxybenzoyl)oxyoxan-4-yl] 3,4,5-trihydroxybenzoate

Details

• Internal ID: 086af436-ff89-4d1e-8a8c-b047f41caea0
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [(2R,3S,4S,5R,6R)-2-[5,7-dihydroxy-4-oxo-2-(3,4,5-trihydroxyphenyl)chromen-3-yl]oxy-5-hydroxy-6-methyl-3-(3,4,5-trihydroxybenzoyl)oxyoxan-4-yl] 3,4,5-trihydroxybenzoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=C(C(=C5)O)O)O)OC(=O)C6=CC(=C(C(=C6)O)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)OC(=O)C5=CC(=C(C(=C5)O)O)O)OC(=O)C6=CC(=C(C(=C6)O)O)O)O
• InChI: InChI=1S/C35H28O20/c1-10-24(44)30(53-33(49)12-4-18(40)26(46)19(41)5-12)32(54-34(50)13-6-20(42)27(47)21(43)7-13)35(51-10)55-31-28(48)23-15(37)8-14(36)9-22(23)52-29(31)11-2-16(38)25(45)17(39)3-11/h2-10,24,30,32,35-47H,1H3/t10-,24-,30+,32+,35-/m1/s1
• InChI Key: LVXYMZGTAWDELZ-CHYUIDCRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₂₈O₂₀
• Molecular Weight: 768.60 g/mol
• Exact Mass: 768.11739328 g/mol
• Topological Polar Surface Area (TPSA): 340.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.16
• H-Bond Acceptor: 20
• H-Bond Donor: 12
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7495	74.95%
Caco-2	-	0.8641	86.41%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7171	71.71%
OATP2B1 inhibitior	+	0.5754	57.54%
OATP1B1 inhibitior	+	0.7010	70.10%
OATP1B3 inhibitior	+	0.9745	97.45%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7276	72.76%
P-glycoprotein inhibitior	+	0.7441	74.41%
P-glycoprotein substrate	+	0.5291	52.91%
CYP3A4 substrate	+	0.6550	65.50%
CYP2C9 substrate	-	0.6410	64.10%
CYP2D6 substrate	-	0.8716	87.16%
CYP3A4 inhibition	-	0.8307	83.07%
CYP2C9 inhibition	-	0.8102	81.02%
CYP2C19 inhibition	-	0.8717	87.17%
CYP2D6 inhibition	-	0.9680	96.80%
CYP1A2 inhibition	-	0.6999	69.99%
CYP2C8 inhibition	+	0.8641	86.41%
CYP inhibitory promiscuity	-	0.7743	77.43%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6314	63.14%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.8788	87.88%
Skin irritation	-	0.6672	66.72%
Skin corrosion	-	0.9176	91.76%
Ames mutagenesis	+	0.5363	53.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.7904	79.04%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	+	0.5053	50.53%
skin sensitisation	-	0.9127	91.27%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.9000	90.00%
Acute Oral Toxicity (c)	III	0.5185	51.85%
Estrogen receptor binding	+	0.7785	77.85%
Androgen receptor binding	+	0.7441	74.41%
Thyroid receptor binding	+	0.5575	55.75%
Glucocorticoid receptor binding	+	0.6831	68.31%
Aromatase binding	-	0.5596	55.96%
PPAR gamma	+	0.6972	69.72%
Honey bee toxicity	-	0.8272	82.72%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5150	51.50%
Fish aquatic toxicity	+	0.9611	96.11%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.38%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.37%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.45%	89.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	98.22%	95.64%
CHEMBL2581	P07339	Cathepsin D	96.35%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.80%	86.33%
CHEMBL3194	P02766	Transthyretin	94.38%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.12%	94.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	93.03%	94.42%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.34%	99.17%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	91.51%	83.00%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	90.47%	81.11%
CHEMBL3401	O75469	Pregnane X receptor	89.25%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.64%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.47%	99.23%
CHEMBL4208	P20618	Proteasome component C5	86.89%	90.00%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	84.11%	97.53%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	83.39%	95.78%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.47%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.31%	95.56%
CHEMBL4530	P00488	Coagulation factor XIII	80.62%	96.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.37%	99.15%

Plants that contains it

• Acacia confusa

Cross-Links

• PubChem: 10795253
• LOTUS: LTS0132278
• wikiData: Q105158125