GERANIIN

Structure

2D structure of GERANIIN
2D structure
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3D model

Drawn and modelled with RDKit, 3D viewer 3Dmol.js. PubChem CID 3001497

Names and identifiers

Name

GERANIIN

IUPAC name

(57R,58S,510R,511R,516R,517aR,519S)-14,15,16,24,25,26,52,53,516,517,517-undecahydroxy-55,513,515,3,8-pentaoxo-55,57,58,510,511,513,515,516,517,517a-decahydro-4,7-dioxa-5(19,10)-1,16-epoxy-7,11-methanodibenzo[i,k][1,4,7]trioxacyclotridecina-1,2(1,2)-dibenzenacyclooctaphane-58-yl 3,4,5-trihydroxybenzoate

SMILES

C1[C@@H]2[C@@H]3[C@@H]([C@H]([C@@H](O2)OC(=O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=C(C6=C5[C@@H]7C(=CC(=O)[C@@](C7(O)O)(O6)O)C(=O)O3)O)O)OC(=O)C8=CC(=C(C(=C8C9=C(C(=C(C=C9C(=O)O1)O)O)O)O)O)O

General information

Molecular formula

C41H28O27

Molecular weight

952.65 g/mol

Monoisotopic mass

952.0818 Da

Classification

Pathway:
Superclass:
Class:
Glycoside:
Yes

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

Plants with the compound

Plant Plant part Amount Reference
Erodium cicutarium (L.) L'Hér. aerial parts -
Klocke, J.A., Wagenen, B.V., Balandrin, M.F. (1986). The ellagitannin geraniin and its hydrolysis products isolated as insect growth inhibitors from semi-arid land plants. Phytochemistry, 25(1), 85-91 doi:10.1016/s0031-9422(00)94507-2
Euphorbia helioscopia L. subsp. helioscopia - -
Lee, S.H., Tanaka, T., Nonaka, G.I., Nishioka, I. (1990). Tannins and related compounds. xcv. isolation and characterization of helioscopinins and helioscopins, four new hydrolyzable tannnins from Euphorbia helioscopia L. Chem Pharm Bull, 38(6), 1518-1523 doi:10.1248/cpb.38.1518
Euphorbia helioscopia L. subsp. helioscopia aerial parts -
Ahn, B.T., Lee, S.H., Ro, J.S., Lee, K.S. (1995). A chemotaxonomic study on Euphorbiaceae in Korea. Nat Prod Sci, 1(1), 86-98
Euphorbia maculata L. aerial parts -
Ahn, B.T., Lee, S.H., Ro, J.S., Lee, K.S. (1995). A chemotaxonomic study on Euphorbiaceae in Korea. Nat Prod Sci, 1(1), 86-98
Euphorbia prostrata Aiton - -
Chen, L., Chen, R.T., Wei, K.X. (1992). Constituents of tannins from Euphorbia prostrata Ait. Zhongguo Zhongyao Zazhi, 17(4), 225-226
Euphorbia prostrata Aiton leaf -
Yoshida, T., Namba, O., Kurokawa, K., Amakura, Y., Liu, Y.Z., Okuda, T. (1994). Tannins and related polyphenols of Euphorbiaceous plants. xii. euphorbins g and h, new dimeric hydrolyzable tannins from Euphorbia prostrata and Euphorbia makinoi. Chem Pharm Bull, 42(10), 2005-2010 doi:10.1248/cpb.42.2005
Geranium columbinum L. aerial parts -
Lamaison, J.L., Petitjean-freytet, C., Carnat, A. (1993). Polyphenol levels and antioxidant activity in french Geraniaceae. Plant Med Phytother, 26(2), 130-134
Geranium dissectum L. aerial parts -
Lamaison, J.L., Petitjean-freytet, C., Carnat, A. (1993). Polyphenol levels and antioxidant activity in french Geraniaceae. Plant Med Phytother, 26(2), 130-134
Geranium molle L. aerial parts -
Lamaison, J.L., Petitjean-freytet, C., Carnat, A. (1993). Polyphenol levels and antioxidant activity in french Geraniaceae. Plant Med Phytother, 26(2), 130-134
Geranium nodosum L. aerial parts -
Lamaison, J.L., Petitjean-freytet, C., Carnat, A. (1993). Polyphenol levels and antioxidant activity in french Geraniaceae. Plant Med Phytother, 26(2), 130-134
Geranium pusillum L. aerial parts -
Lamaison, J.L., Petitjean-freytet, C., Carnat, A. (1993). Polyphenol levels and antioxidant activity in french Geraniaceae. Plant Med Phytother, 26(2), 130-134
Geranium rotundifolium L. aerial parts -
Lamaison, J.L., Petitjean-freytet, C., Carnat, A. (1993). Polyphenol levels and antioxidant activity in french Geraniaceae. Plant Med Phytother, 26(2), 130-134