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

Details

• Internal ID: 3f60d7b5-de29-4409-b365-a0e4598295db
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [(2R,3R,4S,5R,6R)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-6-[[(2R,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxymethyl]-5-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-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)O)C5=CC=C(C=C5)O)OC(=O)C=CC6=CC=C(C=C6)O)OC7C(C(C(C(O7)CO)O)O)O)O)O)OC8C(C(C(C(O8)CO)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)C5=CC=C(C=C5)O)OC(=O)/C=C/C6=CC=C(C=C6)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O
• InChI: InChI=1S/C48H56O27/c1-17-30(56)41(73-46-37(63)35(61)31(57)25(14-49)69-46)39(65)45(67-17)66-16-27-33(59)42(74-47-38(64)36(62)32(58)26(15-50)70-47)44(72-28(55)11-4-18-2-7-20(51)8-3-18)48(71-27)75-43-34(60)29-23(54)12-22(53)13-24(29)68-40(43)19-5-9-21(52)10-6-19/h2-13,17,25-27,30-33,35-39,41-42,44-54,56-59,61-65H,14-16H2,1H3/b11-4+/t17-,25+,26+,27+,30-,31+,32+,33+,35-,36-,37+,38+,39+,41+,42-,44+,45+,46-,47-,48+/m0/s1
• InChI Key: APENTRZXTIDHBH-XTKCQBLISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₅₆O₂₇
• Molecular Weight: 1064.90 g/mol
• Exact Mass: 1064.30089651 g/mol
• Topological Polar Surface Area (TPSA): 430.00 Ų
• XlogP: -1.80
• Atomic LogP (AlogP): -3.77
• H-Bond Acceptor: 27
• H-Bond Donor: 15
• Rotatable Bonds: 15

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	-	0.8786	87.86%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.6000	60.00%
OATP2B1 inhibitior	-	0.8616	86.16%
OATP1B1 inhibitior	+	0.8394	83.94%
OATP1B3 inhibitior	+	0.9821	98.21%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8448	84.48%
P-glycoprotein inhibitior	+	0.7061	70.61%
P-glycoprotein substrate	+	0.6783	67.83%
CYP3A4 substrate	+	0.7009	70.09%
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	+	0.8749	87.49%
CYP inhibitory promiscuity	-	0.7318	73.18%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6612	66.12%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9015	90.15%
Skin irritation	-	0.8395	83.95%
Skin corrosion	-	0.9516	95.16%
Ames mutagenesis	-	0.5737	57.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7409	74.09%
Micronuclear	+	0.6433	64.33%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.8908	89.08%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.9280	92.80%
Acute Oral Toxicity (c)	III	0.5224	52.24%
Estrogen receptor binding	+	0.7785	77.85%
Androgen receptor binding	+	0.6483	64.83%
Thyroid receptor binding	+	0.5615	56.15%
Glucocorticoid receptor binding	+	0.5827	58.27%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7548	75.48%
Honey bee toxicity	-	0.6878	68.78%
Biodegradation	-	0.8000	80.00%
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	99.78%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	99.12%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.78%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	96.74%	91.49%
CHEMBL2581	P07339	Cathepsin D	96.65%	98.95%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	93.56%	95.64%
CHEMBL3194	P02766	Transthyretin	93.54%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.26%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.99%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	91.26%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.81%	95.56%
CHEMBL242	Q92731	Estrogen receptor beta	90.72%	98.35%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.52%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.74%	86.92%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.72%	94.80%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.70%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.49%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.42%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.86%	97.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.38%	99.15%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.95%	95.50%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.70%	91.71%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	82.27%	88.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.98%	95.78%
CHEMBL1937	Q92769	Histone deacetylase 2	80.86%	94.75%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.62%	80.78%
CHEMBL4208	P20618	Proteasome component C5	80.31%	90.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.10%	97.36%

Plants that contains it

• Camellia sinensis

Cross-Links

• PubChem: 162985927
• LOTUS: LTS0049489
• wikiData: Q104916203