CAS 94390-09-7

(2α,3β,13α)-2,3-Dihydroxy-13-methyl-27-norolean-14-en-28-oic acid

Formula: C₃₀H₄₈O₄

InChI: InChI=1S/C30H48O4/c1-25(2)14-15-30(24(33)34)13-10-20-27(5)11-8-19-26(3,4)23(32)18(31)16-29(19,7)21(27)9-12-28(20,6)22(30)17-25/h10,18-19,21-23,31-32H,8-9,11-17H2,1-7H3,(H,33,34)/t18-,19+,21+,22+,23+,27+,28-,29+,30-/m1/s1

InChI key: InChIKey=JMJVYEINATYJHM-KLXPJGLFSA-N

SMILES: C[C@]12C=3[C@](C)([C@]4([C@@](C(O)=O)(CC3)CCC(C)(C)C4)[H])CC[C@@]1([C@]5(C)[C@@](CC2)(C(C)(C)[C@@H](O)[C@H](O)C5)[H])[H]

Synonyms:

• (2α,3β,13α)-2,3-Dihydroxy-13-methyl-27-norolean-14-en-28-oic acid
• (+)-Sebiferenic acid
• 27-Norolean-14-en-28-oic acid, 2,3-dihydroxy-13-methyl-, (2α,3β,13α)-
• Sebiferenic acid
• D-Friedoolean-14-en-28-oic acid, 2,3-dihydroxy-, (2α,3β)-

Sebiferenic acid

Controlled Product

CAS: 94390-09-7

Sebiferenic acid is a sesterterpenoid that has been shown to have anti-trypanosomal activity and is the first natural product to be identified as a novel drug target for leishmaniasis. Sebiferenic acid binds to 14α-demethylase (14DM) in the parasite, inhibiting the conversion of taraxerol into taraxerone. This binding prevents the activation of protozoan parasites and leads to cell death. Sebiferenic acid is also active against human pathogens such as Escherichia coli, Staphylococcus epidermidis, and Pseudomonas aeruginosa. Natural sources of sebiferenic acid include Sapium sebiferum and Protium heptaphyllum.

Formula: C₃₀H₄₈O₄

Purity: Min. 95%

Molecular weight: 472.7 g/mol

Ref: 3D-UDA39009