LITHOSPERMIC-ACID

Structure

2D structure of LITHOSPERMIC-ACID
2D structure
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3D model

Drawn and modelled with RDKit, 3D viewer 3Dmol.js. PubChem CID 6441498

Names and identifiers

Name

LITHOSPERMIC-ACID

IUPAC name

(2S,3S)-4-((E)-3-((R)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy)-3-oxoprop-1-en-1-yl)-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydrobenzofuran-3-carboxylic acid

SMILES

C1=CC(=C(C=C1C[C@H](C(=O)O)OC(=O)/C=C/C2=C3[C@@H]([C@H](OC3=C(C=C2)O)C4=CC(=C(C=C4)O)O)C(=O)O)O)O

General information

Molecular formula

C27H22O12

Molecular weight

538.46 g/mol

Monoisotopic mass

538.1111 Da

Classification

Pathway:
Superclass:
Class:
Glycoside:
No

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

Plants with the compound

Plant Plant part Amount Reference
Echium vulgare L. subsp. vulgare - -
Kozhina, I.S., Shukhobodskii, B.A., Klyuchnikova, L.A., Dil'man, V.M., Alpatskaya, E.P. (1970). Representatives of Boraginaceae as sources of physiologically active agents. Rast Resur, 6(3), 345-350
Echium vulgare L. subsp. vulgare root -
Man'ko, I.V., Poskalenko, O.N., Korkhov, V.V., Baikova, V.V. (1977). Preparation and investigation of "ces" series agents with contraceptive activity from plants of the borage family (Boraginaceae). Farm Zh(Kiev), (3), 60-65
Pulmonaria officinalis L. subsp. officinalis aerial parts -
Wagner, H., Horhammer, L., Frank, U. (1970). Constituents of medicinal plants with hormone and antihormone activity. part 3. lithospermic acid, the antihormone active principle from Lycopus europaeus L. (Wolfstuss) and Symphytum officinale L. (Beinwell). Arzneim-Forsch, 20, 705-713
Symphytum officinale L. root -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.