catalpol

Also known as beta-D-Glucopyranoside, 1a,1b,2,5a,6,6a-hexahydro-6-hydroxy-1a-(hydroxymethyl)oxireno(4,5)cyclopenta(1,2-c)pyran-2-yl,(1aS-(1a-alpha,1b-beta,2-beta,5a-beta,6-beta,6a-alpha))-, Catalpinoside, Catalposide, des-p-hydroxybenzoyl-

Catalpol is an iridoid glucoside. This natural product falls in the class of iridoid glycosides, which are simply monoterpenes with a glucose molecule attached.

Chemical data

Formula: C15H22O10
Molecular weight: 362.33 g/mol
IUPAC name: (2S,3R,4S,5S,6R)-2-[[(1S,2S,4S,5S,6R,10S)-5-hydroxy-2-(hydroxymethyl)-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-10-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES: C1=CO[C@H]([C@H]2[C@@H]1[C@@H]([C@H]3[C@@]2(O3)CO)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
InChIKey: LHDWRKICQLTVDL-PZYDOOQISA-N
XLogP: -3.2
Polar surface area: 162 Å²
H-bond donors: 6
H-bond acceptors: 10
Formal charge: 0

via PubChem

Drug data · ChEMBL

Molecule type: Small molecule

via ChEMBL · EBI

Wikidata facts

Mass: 362.121297

Show 4 more facts

chemical formula: C₁₅H₂₂O₁₀
canonical SMILES: C1=COC(C2C1C(C3C2(O3)CO)O)OC4C(C(C(C(O4)CO)O)O)O
isomeric SMILES: C1=CO[C@H]([C@H]2[C@@H]1[C@@H]([C@H]3[C@@]2(O3)CO)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
Commons category: Catalpol

Sources (5)

via Wikidata · CC0

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