[(2R,3R,4R,5R,6S)-4,5-dihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-3-yl]oxy-2-[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: 104d47a8-19d2-4533-bf98-3770681a551a
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(2R,3R,4R,5R,6S)-4,5-dihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-3-yl]oxy-2-[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)OC5C(C(C(C(O5)CO)O)O)O)C6=CC=C(C=C6)O)O)O)OC(=O)C=CC7=CC=C(C=C7)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@H](O1)OC[C@@H]2[C@@H]([C@@H]([C@H]([C@@H](O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C6=CC=C(C=C6)O)O)O)OC(=O)/C=C/C7=CC=C(C=C7)O)O)O)O
• InChI: InChI=1S/C42H46O22/c1-16-28(48)31(51)34(54)40(58-16)57-15-25-38(63-26(47)11-4-17-2-7-19(44)8-3-17)33(53)36(56)42(62-25)64-39-30(50)27-22(46)12-21(59-41-35(55)32(52)29(49)24(14-43)61-41)13-23(27)60-37(39)18-5-9-20(45)10-6-18/h2-13,16,24-25,28-29,31-36,38,40-46,48-49,51-56H,14-15H2,1H3/b11-4+/t16-,24+,25+,28-,29+,31+,32-,33+,34+,35+,36+,38-,40-,41+,42-/m0/s1
• InChI Key: YUDSUZANKRPJIV-IEMVBRNVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₄₆O₂₂
• Molecular Weight: 902.80 g/mol
• Exact Mass: 902.24807309 g/mol
• Topological Polar Surface Area (TPSA): 351.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -1.95
• H-Bond Acceptor: 22
• H-Bond Donor: 12
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5206	52.06%
Caco-2	-	0.8845	88.45%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.6000	60.00%
OATP2B1 inhibitior	-	0.7116	71.16%
OATP1B1 inhibitior	+	0.8756	87.56%
OATP1B3 inhibitior	+	0.9821	98.21%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8199	81.99%
P-glycoprotein inhibitior	+	0.6908	69.08%
P-glycoprotein substrate	+	0.6360	63.60%
CYP3A4 substrate	+	0.6853	68.53%
CYP2C9 substrate	-	0.8173	81.73%
CYP2D6 substrate	-	0.8760	87.60%
CYP3A4 inhibition	-	0.9447	94.47%
CYP2C9 inhibition	-	0.8753	87.53%
CYP2C19 inhibition	-	0.8811	88.11%
CYP2D6 inhibition	-	0.9526	95.26%
CYP1A2 inhibition	-	0.9136	91.36%
CYP2C8 inhibition	+	0.8428	84.28%
CYP inhibitory promiscuity	-	0.7318	73.18%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6612	66.12%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9023	90.23%
Skin irritation	-	0.8395	83.95%
Skin corrosion	-	0.9516	95.16%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7623	76.23%
Micronuclear	+	0.6433	64.33%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8908	89.08%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.9391	93.91%
Acute Oral Toxicity (c)	III	0.5224	52.24%
Estrogen receptor binding	+	0.7540	75.40%
Androgen receptor binding	+	0.6251	62.51%
Thyroid receptor binding	+	0.5714	57.14%
Glucocorticoid receptor binding	+	0.6049	60.49%
Aromatase binding	+	0.5210	52.10%
PPAR gamma	+	0.7232	72.32%
Honey bee toxicity	-	0.6985	69.85%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9345	93.45%

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	99.64%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.84%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.80%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.99%	86.33%
CHEMBL2581	P07339	Cathepsin D	97.01%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	93.27%	94.73%
CHEMBL3194	P02766	Transthyretin	93.08%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.54%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.09%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.03%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.49%	96.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.41%	86.92%
CHEMBL242	Q92731	Estrogen receptor beta	90.48%	98.35%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.31%	95.56%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	88.85%	95.64%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	88.31%	94.80%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.19%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.43%	94.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.59%	97.36%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.36%	95.78%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.60%	95.89%
CHEMBL4208	P20618	Proteasome component C5	84.50%	90.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	83.61%	91.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.41%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.67%	94.45%

Plants that contains it

• Strychnos variabilis

Cross-Links

• PubChem: 163194804
• LOTUS: LTS0272143
• wikiData: Q105362700