[(2R,3R,4S,5R,6S)-6-[[(2S,3R)-5,7-dihydroxy-4-oxo-2-(3,4,5-trihydroxyphenyl)-2,3-dihydrochromen-3-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate

Details

• Internal ID: cfe6b3bb-ab25-429f-8a18-4d0b78fe2580
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [(2R,3R,4S,5R,6S)-6-[[(2S,3R)-5,7-dihydroxy-4-oxo-2-(3,4,5-trihydroxyphenyl)-2,3-dihydrochromen-3-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1=C(C=C(C(=C1O)O)O)C2C(C(=O)C3=C(C=C(C=C3O2)O)O)OC4C(C(C(C(O4)COC(=O)C5=CC(=C(C(=C5)O)O)O)O)O)O
• SMILES (Isomeric): C1=C(C=C(C(=C1O)O)O)[C@H]2[C@H](C(=O)C3=C(C=C(C=C3O2)O)O)O[C@H]4[C@@H]([C@H]([C@H]([C@H](O4)COC(=O)C5=CC(=C(C(=C5)O)O)O)O)O)O
• InChI: InChI=1S/C28H26O17/c29-10-5-11(30)18-16(6-10)43-25(8-1-12(31)19(35)13(32)2-8)26(22(18)38)45-28-24(40)23(39)21(37)17(44-28)7-42-27(41)9-3-14(33)20(36)15(34)4-9/h1-6,17,21,23-26,28-37,39-40H,7H2/t17-,21+,23+,24-,25+,26+,28+/m1/s1
• InChI Key: NWDZBMFTCXFCPY-MMSDHGKESA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₂₆O₁₇
• Molecular Weight: 634.50 g/mol
• Exact Mass: 634.11699936 g/mol
• Topological Polar Surface Area (TPSA): 294.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): -0.30
• H-Bond Acceptor: 17
• H-Bond Donor: 11
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6055	60.55%
Caco-2	-	0.9138	91.38%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6349	63.49%
OATP2B1 inhibitior	-	0.7020	70.20%
OATP1B1 inhibitior	+	0.7682	76.82%
OATP1B3 inhibitior	+	0.9474	94.74%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.5847	58.47%
P-glycoprotein inhibitior	+	0.5814	58.14%
P-glycoprotein substrate	-	0.8063	80.63%
CYP3A4 substrate	+	0.6267	62.67%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8643	86.43%
CYP3A4 inhibition	-	0.9135	91.35%
CYP2C9 inhibition	-	0.8848	88.48%
CYP2C19 inhibition	-	0.9087	90.87%
CYP2D6 inhibition	-	0.9593	95.93%
CYP1A2 inhibition	-	0.9330	93.30%
CYP2C8 inhibition	+	0.6928	69.28%
CYP inhibitory promiscuity	-	0.8642	86.42%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6994	69.94%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.8686	86.86%
Skin irritation	-	0.8191	81.91%
Skin corrosion	-	0.9613	96.13%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4214	42.14%
Micronuclear	+	0.7292	72.92%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.9218	92.18%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.8729	87.29%
Acute Oral Toxicity (c)	III	0.4217	42.17%
Estrogen receptor binding	+	0.7463	74.63%
Androgen receptor binding	+	0.6460	64.60%
Thyroid receptor binding	+	0.5215	52.15%
Glucocorticoid receptor binding	+	0.5924	59.24%
Aromatase binding	-	0.5566	55.66%
PPAR gamma	+	0.6513	65.13%
Honey bee toxicity	-	0.8163	81.63%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5250	52.50%
Fish aquatic toxicity	+	0.9242	92.42%

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	99.53%	91.11%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	96.70%	95.64%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.77%	86.33%
CHEMBL3194	P02766	Transthyretin	91.18%	90.71%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	90.98%	83.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.45%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.39%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	90.19%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.12%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.35%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.09%	96.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	87.54%	95.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.86%	97.09%
CHEMBL5255	O00206	Toll-like receptor 4	84.72%	92.50%
CHEMBL1951	P21397	Monoamine oxidase A	84.25%	91.49%
CHEMBL4208	P20618	Proteasome component C5	83.73%	90.00%
CHEMBL2581	P07339	Cathepsin D	81.78%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.68%	95.56%
CHEMBL2535	P11166	Glucose transporter	80.21%	98.75%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	80.05%	80.33%

Plants that contains it

• Epilobium parviflorum

Cross-Links

• PubChem: 162951747
• LOTUS: LTS0157147
• wikiData: Q105186551