Meloside A

Details

• Internal ID: f1bbace3-1549-4d47-9695-cb2665ffc6a5
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid C-glycosides
• IUPAC Name: 6-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
• SMILES (Canonical): C1=CC(=CC=C1C2=CC(=O)C3=C(O2)C=C(C(=C3O)C4C(C(C(C(O4)CO)O)O)OC5C(C(C(C(O5)CO)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C2=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)CO)O)O)O)O)O
• InChI: InChI=1S/C27H30O15/c28-7-15-20(34)23(37)26(42-27-24(38)22(36)19(33)16(8-29)41-27)25(40-15)18-12(32)6-14-17(21(18)35)11(31)5-13(39-14)9-1-3-10(30)4-2-9/h1-6,15-16,19-20,22-30,32-38H,7-8H2/t15-,16-,19-,20-,22+,23+,24-,25+,26-,27+/m1/s1
• InChI Key: RQTTXGQDIROLTQ-FASGCTRLSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₀O₁₅
• Molecular Weight: 594.50 g/mol
• Exact Mass: 594.15847025 g/mol
• Topological Polar Surface Area (TPSA): 256.00 Ų
• XlogP: -1.40

Synonyms

• 60767-80-8
• Isovitexin 2''-O-glucoside
• Isovitexin 2''-O-beta-glucoside
• 2'-O-beta-D-Glucosylisovitexin
• 2''-O-(beta-D-glucosyl)isovitexin
• 6-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
• Isovitexin 2''-O-beta-D-glucoside
• 6-((2S,3R,4S,5S,6R)-4,5-Dihydroxy-6-(hydroxymethyl)-3-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2-yl)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one
• AC1L4HWY
• AC1Q6BBL
• Meloside
• C04199
• CHEMBL4742872
• CHEBI:75432
• DTXSID40940411
• HY-N5124
• isovitexin 2''-beta-D-O-glucoside
• AKOS040760551
• MS-30559
• CS-0032467
• E80800
• Q27145302
• (1S)-1,5-anhydro-1-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4HH-chromen-6-yl]-2-O-beta-D-glucopyranosyl-D-glucitol
• 1,5-Anhydro-1-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-6-yl]-2-O-hexopyranosylhexitol
• 189033-11-2
• 4H-1-Benzopyran-4-one, 6-(2-O-beta-D-glucopyranosyl-beta-D-glucopyranosyl)-5,7-dihydroxy-2-(4-hydroxyphenyl)-
• 6-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-tetrahydropyran-2-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

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%
CHEMBL2581	P07339	Cathepsin D	97.28%	98.95%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	95.87%	83.57%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.43%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.43%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.71%	99.15%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.54%	96.21%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.45%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.24%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.15%	86.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.90%	86.33%
CHEMBL3194	P02766	Transthyretin	87.24%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	87.15%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	86.52%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.01%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.29%	94.45%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	82.01%	95.78%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.67%	91.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.69%	95.89%

Plants that contains it

• Ziziphus jujuba

Cross-Links

• PubChem: 185995
• LOTUS: LTS0205474
• wikiData: Q27145302