21302-79-4
Chemical Structure
Ceanothic acid
Synonym(s): Emmolic acid
- CAS No.: 21302-79-4
- Formula:C30H46O5
- Molecular Weight:486.68
IUPAC Name: (1R,2S,3aR,5aR,5bR,7aS,10R,10aR,10bR,12aR,12bR)-2-hydroxy-3,3,5a,5b,12b-pentamethyl-10-(prop-1-en-2-yl)octadecahydrodicyclopenta[a,i]phenanthrene-1,7a(1H)-dicarboxylic acid
InChIKey: WLCHQSHZHFLMJH-VILVJDKQSA-N
SMILES: C[C@@]12[C@]3([H])[C@]([C@]4([C@]([C@]5([H])[C@](C(O)=O)(CC[C@H]5C(C)=C)CC4)([H])CC3)C)(CC[C@@]1([H])C(C)(C)[C@@H](O)[C@@H]2C(O)=O)C
Biological Activity: Ceanothic acid (Emmolic acid) is an orally active pentacyclic triterpenoid. Ceanothic acid inhibits the growth of various oral bacteria, including Streptococcus mutans, Actinomyces viscosus, Porphyromonas gingivalis, and Prevotella intermedia. Ceanothic acid scavenges DPPH and H2O2 free radicals. Ceanothic acid inhibits acetic acid (HY-Y0319)-induced writhing response, xylene-induced ear swelling, and carrageenan-induced paw swelling in mice. Ceanothic acid can be used in research related to oral bacterial infections, ovarian cancer, liver cancer, and liver injury[1][2].
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Ceanothic acid | 98.0% | Ceanothic acid (Emmolic acid) is an orally active pentacyclic triterpenoid. Ceanothic acid inhibits the growth of various oral bacteria, including Streptococcus mutans, Actinomyces viscosus, Porphyromonas gingivalis, and Prevotella intermedia. Ceanothic acid scavenges DPPH and H2O2 free radicals. Ceanothic acid inhibits acetic acid (HY-Y0319)-induced writhing response, xylene-induced ear swelling, and carrageenan-induced paw swelling in mice. Ceanothic acid can be used in research related to oral bacterial infections, ovarian cancer, liver cancer, and liver injury. | ||||||||||||||||||||
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Similarity Score 0.84
HY-N3559Emmolic acid, acetate -
Similarity Score 0.82
HY-N2855Alphitolic acid -
Similarity Score 0.80
HY-10529RBetulinic acid (Standard) -
Similarity Score 0.80
HY-N0223Epibetulinic acid -
Similarity Score 0.79
HY-N0566R23-Hydroxybetulinic acid (Standard) -
Similarity Score 0.76
HY-N16391-Decarboxy-3-oxo-ceanothic acid -
Similarity Score 0.75
HY-N1451Betulonic acid -
Similarity Score 0.75
HY-N87683alpha-Acetoxy-20(29)-lupene-23,28-dioic acid -
Similarity Score 0.74
HY-177050RG-239 -
Explore the MedChemAI to find more analogs
References
- [1]. Li XC, et al. Antimicrobial compounds from Ceanothus americanus against oral pathogens. Phytochemistry. 1997;46(1):97-102. [Content Brief]
- [2]. Abdullah, et al. Antioxidant, antinociceptive, anti-inflammatory, and hepatoprotective activities of pentacyclic triterpenes isolated from Ziziphus oxyphylla Edgew. Drug Chem Toxicol. 2022 Jul;45(4):1796-1807. [Content Brief]
