Cynaroside A

Details

• Internal ID: 4bf832b6-da6a-4a8f-8c80-43c99817523e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: 3-hydroxy-3-(hydroxymethyl)-9-methyl-6-methylidene-8-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5,6a,7,8,9,9a,9b-octahydro-3aH-azuleno[4,5-b]furan-2-one
• SMILES (Canonical): CC1C(CC2C1C3C(CCC2=C)C(C(=O)O3)(CO)O)OC4C(C(C(C(O4)CO)O)O)O
• SMILES (Isomeric): CC1C(CC2C1C3C(CCC2=C)C(C(=O)O3)(CO)O)OC4C(C(C(C(O4)CO)O)O)O
• InChI: InChI=1S/C21H32O10/c1-8-3-4-11-18(31-20(27)21(11,28)7-23)14-9(2)12(5-10(8)14)29-19-17(26)16(25)15(24)13(6-22)30-19/h9-19,22-26,28H,1,3-7H2,2H3
• InChI Key: MVSPYXAIGOWGGA-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂O₁₀
• Molecular Weight: 444.50 g/mol
• Exact Mass: 444.19954721 g/mol
• Topological Polar Surface Area (TPSA): 166.00 Ų
• XlogP: -0.80

Synonyms

• CHEBI:169162
• DTXSID001101261
• (3R,3aR,6aR,8S,9S,9aR,9bR)-8-(beta-D-Glucopyranosyloxy)decahydro-3-hydroxy-3-(hydroxymethyl)-9-methyl-6-methyleneazuleno[4,5-b]furan-2(3H)-one
• 117804-06-5
• 3-hydroxy-3-(hydroxymethyl)-9-methyl-6-methylidene-8-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5,6a,7,8,9,9a,9b-octahydro-3aH-azuleno[4,5-b]uran-2-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	96.35%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.14%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.37%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.00%	85.14%
CHEMBL226	P30542	Adenosine A1 receptor	91.68%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.36%	96.09%
CHEMBL5255	O00206	Toll-like receptor 4	87.03%	92.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.71%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.69%	96.61%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.35%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.38%	94.00%
CHEMBL2996	Q05655	Protein kinase C delta	81.97%	97.79%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.22%	95.83%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.18%	86.33%

Plants that contains it

• Cynara cardunculus

Cross-Links

• PubChem: 14138147
• LOTUS: LTS0079108
• wikiData: Q105173263