URSOLIC-ACID

Structure

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

Drawn and modelled with RDKit, 3D viewer 3Dmol.js. PubChem CID 64945

Names and identifiers

Name

URSOLIC-ACID

IUPAC name

(1S,2R,4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-10-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydropicene-4a(2H)-carboxylic acid

SMILES

C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)O)C)C)[C@@H]2[C@H]1C)C)C(=O)O

General information

Molecular formula

C30H48O3

Molecular weight

456.71 g/mol

Monoisotopic mass

456.3603 Da

Classification

Pathway:
Superclass:
Class:
Glycoside:
No

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

Plants with the compound

Plant Plant part Amount Reference
Acer negundo L. leaf -
Plouvier, V. (1975). New investigations on the distribution of ursolic acid in some groups of dicotyledons. C R Acad Sci Ser D, 280, 653
Acer pseudoplatanus L. leaf -
Plouvier, V. (1975). New investigations on the distribution of ursolic acid in some groups of dicotyledons. C R Acad Sci Ser D, 280, 653
Agrimonia eupatoria L. subsp. eupatoria - 6000 ppm
List, P.H. and Horhammer, L., Hager's Handbuch der Pharmazeutischen Praxis, Vols. 2-6, Springer-Verlag, Berlin, 1969-1979.
Aria edulis (Willd.) M.Roem. bud -
Rolland, O., Raynaud, J. (1979). Phytochemical study of the buds on Sorbus aria (Rosaceae). Bull Trav Soc Pharm(Lyon), 23(1), 3-6
Campanula rotundifolia L. subsp. rotundifolia aerial parts -
Borovkov, A.V., Belova, N.V. (1967). Ursolic acid in certain plants. Chem Nat Comp, 3(1), 53 doi:10.1007/bf01171732
Campanula trachelium L. subsp. trachelium leaf -
Plouvier, V. (1975). New investigations on the distribution of ursolic acid in some groups of dicotyledons. C R Acad Sci Ser D, 280, 653
Cornus sanguinea L. subsp. hungarica (Kárpáti) Soó leaf -
Plouvier, V. (1975). New investigations on the distribution of ursolic acid in some groups of dicotyledons. C R Acad Sci Ser D, 280, 653
Crataegus monogyna Jacq. - -
Leung, A. Y. and Foster, S. 1995. Encyclopedia of Common Natural Ingredients 2nd Ed. John Wiley & Sons, New York. 649 pp.
Crataegus monogyna Jacq. flower -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Epilobium hirsutum L. leaf -
Plouvier, V. (1975). New investigations on the distribution of ursolic acid in some groups of dicotyledons. C R Acad Sci Ser D, 280, 653
Fagus sylvatica L. leaf -
Plouvier, V. (1975). New investigations on the distribution of ursolic acid in some groups of dicotyledons. C R Acad Sci Ser D, 280, 653
Glechoma hederacea L. - 166 ppm
U.S. Department of Agriculture, Agricultural Research Service. Dr. Duke's Phytochemical and Ethnobotanical Databases. https://phytochem.nal.usda.gov/
Humulus lupulus L. stem -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Linaria vulgaris Mill. subsp. vulgaris - -
Hua, H., Hou, B., Li, W., Li, X., Zhang, Y. (2000). Triterpenes from butter-and-eggs (Linaria vulgaris). Zhongcaoyao, 31(6), 409-412
Lonicera caprifolium L. leaf -
Plouvier, V. (1975). New investigations on the distribution of ursolic acid in some groups of dicotyledons. C R Acad Sci Ser D, 280, 653
Lotus corniculatus L. aerial parts -
Abdel-ghani, A.E., Hafez, S.S., Abdel, A., Ehsan, M., El-shazly, A.M. (2001). Phytochemical and biological studies of Lotus corniculatus var. tenuifolius L. growing in egypt. Alexandria J Pharm Sci, 15(2), 103-108
Mentha spicata L. - -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Mentha spicata L. aerial parts -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Mentha spicata L. leaf -
Duke, J. A. Writeups or information summaries on approximately 2,000 economic plants, USDA, ARS, Beltsville, MD 20705.
Nepeta cataria L. - -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Nepeta cataria L. aerial parts 10300 ppm
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Onobrychis viciifolia Scop. leaf -
Plouvier, V. (1975). New investigations on the distribution of ursolic acid in some groups of dicotyledons. C R Acad Sci Ser D, 280, 653
Picris hieracioides L. subsp. hieracioides root -
Shiojima, K., Suzuki, H., Ageta, H. (1995). Composite constituents: three new triterpene triols isolated from fresh roots of Picris hieracioides subsp. japonica. Chem Pharm Bull, 43(10), 1640-1642 doi:10.1248/cpb.43.1640
Plantago lanceolata L. leaf -
Plouvier, V. (1975). New investigations on the distribution of ursolic acid in some groups of dicotyledons. C R Acad Sci Ser D, 280, 653
Plantago major L. - -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Prunella grandiflora (L.) Scholler - -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Prunella grandiflora (L.) Scholler aerial parts 211-4400 ppm
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Prunella vulgaris L. subsp. vulgaris - -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Prunella vulgaris L. subsp. vulgaris aerial parts 211-4400 ppm
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Prunus persica (L.) Batsch leaf -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Pyrus communis L. subsp. pyraster (L.) Ehrh. fruit -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Sambucus nigra L. bark -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Sambucus nigra L. flower -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Sambucus nigra L. leaf -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Teucrium chamaedrys L. subsp. chamaedrys - -
U.S. Department of Agriculture, Agricultural Research Service. Dr. Duke's Phytochemical and Ethnobotanical Databases. https://phytochem.nal.usda.gov/
Urtica dioica L. root 15 ppm
Jim Duke's personal files.
Vaccinium myrtillus L. fruit 2500 ppm
List, P.H. and Horhammer, L., Hager's Handbuch der Pharmazeutischen Praxis, Vols. 2-6, Springer-Verlag, Berlin, 1969-1979.
Vaccinium myrtillus L. leaf -
List, P.H. and Horhammer, L., Hager's Handbuch der Pharmazeutischen Praxis, Vols. 2-6, Springer-Verlag, Berlin, 1969-1979.