[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-[2-hydroxy-5-[5-oxo-3-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-7-[(2S,3S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-yl]-3-[(2S,3S,4R,5S,6R)-3,4,5-trihydroxy-6-[3-(4-hydroxyphenyl)prop-2-enoyloxymethyl]oxan-2-yl]oxyphenoxy]oxan-2-yl]methyl 3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: c551035f-16b2-4d71-9f43-1213f390de51
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid 3p-O-p-coumaroyl glycosides
• IUPAC Name: [(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-[2-hydroxy-5-[5-oxo-3-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-7-[(2S,3S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-yl]-3-[(2S,3S,4R,5S,6R)-3,4,5-trihydroxy-6-[3-(4-hydroxyphenyl)prop-2-enoyloxymethyl]oxan-2-yl]oxyphenoxy]oxan-2-yl]methyl 3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): C1=CC(=CC=C1C=CC(=O)OCC2C(C(C(C(O2)OC3=CC(=CC(=C3O)OC4C(C(C(C(O4)COC(=O)C=CC5=CC=C(C=C5)O)O)O)O)C6=C(C=C7C(=CC(=CC7=O)OC8C(C(C(C(O8)CO)O)O)O)O6)OC9C(C(C(C(O9)CO)O)O)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C=CC(=O)OC[C@@H]2[C@H]([C@H]([C@@H]([C@@H](O2)OC3=CC(=CC(=C3O)O[C@@H]4[C@H]([C@H]([C@@H]([C@H](O4)COC(=O)C=CC5=CC=C(C=C5)O)O)O)O)C6=C(C=C7C(=CC(=CC7=O)O[C@H]8[C@H](C([C@@H]([C@H](O8)CO)O)O)O)O6)O[C@H]9[C@@H]([C@@H]([C@@H]([C@@H](O9)CO)O)O)O)O)O)O)O
• InChI: InChI=1S/C57H62O31/c58-18-34-41(66)45(70)49(74)54(85-34)80-27-15-29(62)28-17-33(84-57-50(75)46(71)42(67)35(19-59)86-57)53(81-30(28)16-27)24-13-31(82-55-51(76)47(72)43(68)36(87-55)20-78-38(63)11-5-22-1-7-25(60)8-2-22)40(65)32(14-24)83-56-52(77)48(73)44(69)37(88-56)21-79-39(64)12-6-23-3-9-26(61)10-4-23/h1-17,34-37,41-52,54-61,65-77H,18-21H2/t34-,35+,36-,37-,41-,42-,43-,44-,45?,46-,47-,48+,49+,50-,51+,52+,54-,55-,56+,57-/m1/s1
• InChI Key: BRSZLKOMYLAKML-MNODQSFGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₇H₆₂O₃₁
• Molecular Weight: 1243.10 g/mol
• Exact Mass: 1242.32750517 g/mol
• Topological Polar Surface Area (TPSA): 497.00 Ų
• XlogP: -3.00
• Atomic LogP (AlogP): -4.23
• H-Bond Acceptor: 31
• H-Bond Donor: 17
• Rotatable Bonds: 19

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5570	55.70%
Caco-2	-	0.8617	86.17%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.5040	50.40%
OATP2B1 inhibitior	-	0.8596	85.96%
OATP1B1 inhibitior	+	0.8547	85.47%
OATP1B3 inhibitior	+	0.9786	97.86%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8405	84.05%
P-glycoprotein inhibitior	+	0.7403	74.03%
P-glycoprotein substrate	-	0.5933	59.33%
CYP3A4 substrate	+	0.6636	66.36%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8659	86.59%
CYP3A4 inhibition	-	0.9209	92.09%
CYP2C9 inhibition	-	0.8990	89.90%
CYP2C19 inhibition	-	0.8708	87.08%
CYP2D6 inhibition	-	0.9370	93.70%
CYP1A2 inhibition	-	0.9325	93.25%
CYP2C8 inhibition	+	0.8218	82.18%
CYP inhibitory promiscuity	-	0.7843	78.43%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6850	68.50%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.8973	89.73%
Skin irritation	-	0.8335	83.35%
Skin corrosion	-	0.9579	95.79%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7178	71.78%
Micronuclear	+	0.6533	65.33%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8754	87.54%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.8187	81.87%
Acute Oral Toxicity (c)	IV	0.4410	44.10%
Estrogen receptor binding	+	0.6809	68.09%
Androgen receptor binding	+	0.7424	74.24%
Thyroid receptor binding	+	0.5866	58.66%
Glucocorticoid receptor binding	+	0.6266	62.66%
Aromatase binding	+	0.5477	54.77%
PPAR gamma	+	0.7497	74.97%
Honey bee toxicity	-	0.6884	68.84%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9324	93.24%

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	98.90%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.58%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.44%	89.00%
CHEMBL3194	P02766	Transthyretin	94.79%	90.71%
CHEMBL1951	P21397	Monoamine oxidase A	94.72%	91.49%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.29%	96.00%
CHEMBL2581	P07339	Cathepsin D	92.54%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.86%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.68%	97.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.40%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	86.37%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.35%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.30%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.14%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.82%	99.15%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	83.23%	95.78%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.52%	95.89%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.13%	96.21%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	81.84%	89.67%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.26%	94.00%
CHEMBL3437	Q16853	Amine oxidase, copper containing	80.75%	94.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.69%	96.95%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	80.30%	95.64%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.00%	97.28%

Plants that contains it

• Dianella nigra

Cross-Links

• PubChem: 163191802
• LOTUS: LTS0107219
• wikiData: Q104944996