Citrifolinoside A

Details

• Internal ID: 48b2aa54-22d8-4012-9249-f0d80c9fbd65
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: methyl (1S,2S,3'R,4S,4'E,5R,6S,7S)-3'-hydroxy-4'-[(4-hydroxyphenyl)methylidene]-5'-oxo-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[3,8-dioxatricyclo[4.4.0.02,4]dec-9-ene-5,2'-oxolane]-10-carboxylate
• SMILES (Canonical): COC(=O)C1=COC(C2C1C3C(C24C(C(=CC5=CC=C(C=C5)O)C(=O)O4)O)O3)OC6C(C(C(C(O6)CO)O)O)O
• SMILES (Isomeric): COC(=O)C1=CO[C@H]([C@H]2[C@@H]1[C@H]3[C@@H]([C@]24[C@@H](/C(=C\C5=CC=C(C=C5)O)/C(=O)O4)O)O3)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O
• InChI: InChI=1S/C26H28O14/c1-35-22(33)12-8-36-24(39-25-18(31)17(30)16(29)13(7-27)37-25)15-14(12)19-21(38-19)26(15)20(32)11(23(34)40-26)6-9-2-4-10(28)5-3-9/h2-6,8,13-21,24-25,27-32H,7H2,1H3/b11-6+/t13-,14-,15-,16-,17+,18-,19+,20-,21+,24+,25+,26-/m1/s1
• InChI Key: PPNNIWJAKIMLID-HJZUTWSRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₈O₁₄
• Molecular Weight: 564.50 g/mol
• Exact Mass: 564.14790556 g/mol
• Topological Polar Surface Area (TPSA): 214.00 Ų
• XlogP: -1.70

Synonyms

• Yopaaoside B
• (+)-Citrifolinoside A
• UNII-60202OBY3A
• 60202OBY3A
• 350590-52-2
• Spiro(furan-2(3H),6'(1'bh)-oxireno(3,4)cyclopenta(1,2-C)pyran)-2'-carboxylic acid, 5'-(beta-D-glucopyranosyloxy)-1'a,4,5,5',5'a,6'a-hexahydro-3-hydroxy-4-((4-hydroxyphenyl)methylene)-5-oxo-, methyl ester, (1'as,1'bs,2S,3R,4E,5'S,5'as,6'as)-
• Q27263140
• 442198-13-2
• SPIRO(FURAN-2(3H),6'(1'BH)-OXIRENO(3,4)CYCLOPENTA(1,2-C)PYRAN)-2'-CARBOXYLIC ACID, 5'-(.BETA.-D-GLUCOPYRANOSYLOXY)-1'A,4,5,5',5'A,6'A-HEXAHYDRO-3-HYDROXY-4-((4-HYDROXYPHENYL)METHYLENE)-5-OXO-, METHYL ESTER, (1'AS,1'BS,2S,3R,4E,5'S,5'AS,6'AS)-

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	99.20%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.51%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	93.75%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	92.66%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.54%	86.33%
CHEMBL2581	P07339	Cathepsin D	91.49%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.10%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.46%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.45%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.21%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.58%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.10%	97.09%
CHEMBL4208	P20618	Proteasome component C5	84.99%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.90%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.42%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.47%	94.45%

Plants that contains it

• Morinda coreia

Cross-Links

• PubChem: 91618088
• LOTUS: LTS0147205
• wikiData: Q27263140