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

Details

• Internal ID: aa153946-e9f1-4c91-ae66-4bfe6cfe513e
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: [(2R,3S,4S,5S,6R)-6-[(2S,3R,4R,5R,6S)-2-[5,7-dihydroxy-2-[3-methoxy-4-[(2R,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-4-oxochromen-6-yl]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=C(C=CC(=C1)C2=CC(=O)C3=C(O2)C=C(C(=C3O)C4C(C(C(C(O4)CO)O)O)OC5C(C(C(C(O5)COC(=O)C=CC6=CC=C(C=C6)O)O)O)O)O)OC7C(C(C(C(O7)CO)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)C2=CC(=O)C3=C(O2)C=C(C(=C3O)[C@H]4[C@@H]([C@@H]([C@H]([C@@H](O4)CO)O)O)O[C@@H]5[C@H]([C@H]([C@@H]([C@H](O5)COC(=O)/C=C/C6=CC=C(C=C6)O)O)O)O)O)O[C@@H]7[C@@H]([C@H]([C@@H]([C@@H](O7)CO)O)O)O
• InChI: InChI=1S/C43H48O23/c1-59-23-10-17(5-8-21(23)63-42-38(57)35(54)31(50)26(14-45)64-42)22-11-19(47)29-24(61-22)12-20(48)30(34(29)53)40-41(37(56)32(51)25(13-44)62-40)66-43-39(58)36(55)33(52)27(65-43)15-60-28(49)9-4-16-2-6-18(46)7-3-16/h2-12,25-27,31-33,35-46,48,50-58H,13-15H2,1H3/b9-4+/t25-,26-,27+,31+,32-,33+,35-,36-,37+,38+,39-,40-,41+,42-,43+/m0/s1
• InChI Key: YTXCWPMKGDLVHS-AIMKRQHCSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₄₈O₂₃
• Molecular Weight: 932.80 g/mol
• Exact Mass: 932.25863777 g/mol
• Topological Polar Surface Area (TPSA): 371.00 Ų
• XlogP: -1.50
• Atomic LogP (AlogP): -2.63
• H-Bond Acceptor: 23
• H-Bond Donor: 13
• Rotatable Bonds: 13

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	-	0.8747	87.47%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.5187	51.87%
OATP2B1 inhibitior	-	0.7173	71.73%
OATP1B1 inhibitior	+	0.8240	82.40%
OATP1B3 inhibitior	+	0.9869	98.69%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6423	64.23%
P-glycoprotein inhibitior	+	0.7079	70.79%
P-glycoprotein substrate	+	0.6339	63.39%
CYP3A4 substrate	+	0.7028	70.28%
CYP2C9 substrate	-	0.8152	81.52%
CYP2D6 substrate	-	0.8655	86.55%
CYP3A4 inhibition	-	0.9297	92.97%
CYP2C9 inhibition	-	0.8537	85.37%
CYP2C19 inhibition	-	0.8635	86.35%
CYP2D6 inhibition	-	0.9435	94.35%
CYP1A2 inhibition	-	0.9248	92.48%
CYP2C8 inhibition	+	0.8710	87.10%
CYP inhibitory promiscuity	-	0.7541	75.41%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6400	64.00%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9031	90.31%
Skin irritation	-	0.8356	83.56%
Skin corrosion	-	0.9501	95.01%
Ames mutagenesis	-	0.6301	63.01%
Human Ether-a-go-go-Related Gene inhibition	+	0.7969	79.69%
Micronuclear	+	0.6533	65.33%
Hepatotoxicity	-	0.7716	77.16%
skin sensitisation	-	0.8940	89.40%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.9482	94.82%
Acute Oral Toxicity (c)	III	0.5949	59.49%
Estrogen receptor binding	+	0.8133	81.33%
Androgen receptor binding	+	0.7400	74.00%
Thyroid receptor binding	+	0.5322	53.22%
Glucocorticoid receptor binding	+	0.6549	65.49%
Aromatase binding	+	0.5837	58.37%
PPAR gamma	+	0.7505	75.05%
Honey bee toxicity	-	0.6399	63.99%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.8772	87.72%

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	99.01%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.39%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.05%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.80%	85.14%
CHEMBL2581	P07339	Cathepsin D	96.32%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	95.61%	91.49%
CHEMBL3194	P02766	Transthyretin	94.57%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.98%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.89%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.36%	94.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.67%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.81%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.92%	95.50%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.67%	96.21%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.49%	97.09%
CHEMBL220	P22303	Acetylcholinesterase	86.18%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.87%	96.09%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.39%	95.78%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.94%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	83.46%	94.73%
CHEMBL5255	O00206	Toll-like receptor 4	83.38%	92.50%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.25%	97.33%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	83.24%	83.57%

Plants that contains it

• Cucumis sativus

Cross-Links

• PubChem: 163195564
• LOTUS: LTS0209004
• wikiData: Q105362384