Caprarioside

Details

• Internal ID: 1e044b2d-cef1-4f13-a941-3f10fae7eddb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
• IUPAC Name: [(1S,4aS,5R,7S,7aS)-4a,5-dihydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,5,6,7a-tetrahydrocyclopenta[c]pyran-7-yl] benzoate
• SMILES (Canonical): CC1(CC(C2(C1C(OC=C2)OC3C(C(C(C(O3)CO)O)O)O)O)O)OC(=O)C4=CC=CC=C4
• SMILES (Isomeric): C[C@@]1(C[C@H]([C@]2([C@@H]1[C@@H](OC=C2)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)O)OC(=O)C4=CC=CC=C4
• InChI: InChI=1S/C22H28O11/c1-21(33-18(28)11-5-3-2-4-6-11)9-13(24)22(29)7-8-30-20(17(21)22)32-19-16(27)15(26)14(25)12(10-23)31-19/h2-8,12-17,19-20,23-27,29H,9-10H2,1H3/t12-,13-,14-,15+,16-,17-,19+,20+,21+,22-/m1/s1
• InChI Key: SMCDFJHVOYELKQ-UHXGZAEASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₈O₁₁
• Molecular Weight: 468.40 g/mol
• Exact Mass: 468.16316171 g/mol
• Topological Polar Surface Area (TPSA): 175.00 Ų
• XlogP: -1.00

Synonyms

• 1151862-69-9
• [(1S,4aS,5R,7S,7aS)-4a,5-dihydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,5,6,7a-tetrahydrocyclopenta[c]pyran-7-yl] benzoate
• AKOS040762753
• F92882

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
CHEMBL221	P23219	Cyclooxygenase-1	97.79%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.98%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.40%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.32%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	90.74%	91.49%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	88.03%	94.62%
CHEMBL2581	P07339	Cathepsin D	85.60%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.86%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.12%	95.56%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.76%	96.61%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.76%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.21%	89.00%
CHEMBL5028	O14672	ADAM10	81.60%	97.50%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.53%	94.08%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	80.13%	94.23%

Plants that contains it

• Phlogacanthus curviflorus

Cross-Links

• PubChem: 134715068
• LOTUS: LTS0187699
• wikiData: Q105255831