Secondary Metabolites Search

ANAGALLISIN B

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Structure

2D structure of ANAGALLISIN B
2D structure
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3D model

Drawn and modelled with RDKit, 3D viewer 3Dmol.js.

Names and identifiers

Name

ANAGALLISIN B

IUPAC name

(4R,6aR,6bS,14bR)-3-(((2S,3R,4S,5R)-5-(((2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-(((2R,3S,4R,5S)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2-yl)oxy)-3-(((2R,3S,4S,5R,6S)-3,4-dihydroxy-6-(hydroxymethyl)-5-(((2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2-yl)oxy)-4-hydroxytetrahydro-2H-pyran-2-yl)oxy)-4-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyloctadecahydro-8H,9H-12b,8a-(epoxymethano)picen-8-one

SMILES

C1(CCC2%11C(C1)C3([C@@](CC2=O)([C@]4(C(CC3)[C@@]5(C(CC4)[C@@](C(CC5)O[C@H]6[C@@H]([C@H]([C@@H](CO6)O[C@H]7[C@@H]([C@H]([C@@H]([C@@H](CO)O7)O)O)O[C@@H]8[C@H]([C@@H]([C@H](CO8)O)O)O)O)O[C@@H]9[C@H]([C@@H]([C@H]([C@@H](O9)CO)O[C@H]%10O[C@H]([C@@H]([C@H]([C@@H]%10O)O)O)CO)O)O)(CO)C)C)C)C)OC%11)(C)C

General information

Molecular formula

C58H94O27

Molecular weight

1,223.36 g/mol

Monoisotopic mass

1,222.5982 Da

Classification

Pathway:
Terpenoids
Superclass:
Triterpenoids
Class:
Oleanane triterpenoids
Glycoside:
Yes

Chemical classification: NPClassifier (Kim et al., 2021)

Plants with the compound

Plant Plant part Amount Reference
Lysimachia arvensis (L.) U.Manns & Anderb. aerial parts -
Mahato, S.B., Sahu, N.P., Roy, S.K., Sen, S. (1991). Structure elucidation of four new triterpenoid oligoglycosides from Anagallis arvensis. Tetrahedron, 47(28), 5215-5230 doi:10.1016/s0040-4020(01)87133-7