Maslinic acid

Maslinic acid is a compound derived from dry olive-pomace oil (an olive skin wax) which is a byproduct of olive oil extraction. It is a member of the group of triterpenes known as oleananes.

Maslinic acid

Names
IUPAC name 2α,3β-Dihydroxyolean-12-en-28-oic acid
Systematic IUPAC name (4aS,6aS,6bR,8aR,10R,11R,12aR,12bR,14bS)-10,11-Dihydroxy-2,2,6a,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
Other names Crategolic acid; Masilinic acid; Crataegolic acid
Identifiers
CAS Number	4373-41-5 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:66682 N
ChEMBL	ChEMBL201515 N
ChemSpider	66312 N
ECHA InfoCard	100.128.873
KEGG	C16939 N
PubChem CID	73659
UNII	E233J88OHQ Y
CompTox Dashboard (EPA)	DTXSID30905074
InChI InChI=1S/C30H48O4/c1-25(2)12-14-30(24(33)34)15-13-28(6)18(19(30)16-25)8-9-22-27(5)17-20(31)23(32)26(3,4)21(27)10-11-29(22,28)7/h8,19-23,31-32H,9-17H2,1-7H3,(H,33,34)/t19-,20+,21-,22+,23-,27-,28+,29+,30-/m0/s1 N Key: MDZKJHQSJHYOHJ-LLICELPBSA-N N
SMILES CC1(C)[C@@H](O)[C@H](O)C[C@@]2(C)[C@]([H])1CC[C@]3(C)[C@@]([H])2CC=C4[C@](C)3CC[C@]5([C@](O)=O)[C@]([H])4CC(C)(C)CC5
Properties
Chemical formula	C30H48O4
Molar mass	472.710 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

Pharmacology

In vitro study shows that maslinic acid inhibits serine proteases, key enzymes necessary for the spread of HIV within an individual's body.^[1] It also has in vitro antiproliferative effects on colon cancer cells.^[2] Maslinic acid increases EAAT2 (GLT-1) glutamate reuptake and may reduce glutamatergic toxicity in rats.^[3] Additionally, maslinic acid serves as a glycogen phosphorylase inhibitor in mouse liver,^[4][5] as evidenced by increased glycogen accumulation in rainbow trout liver.^[6]

Clinical significance

Maslinic acid demonstrates antioxidant capabilities against oxygen and nitrogen reactive species.^[7][8] It also exhibits a suppressive impact on proinflammatory cytokines like TNF-α and IL-6 in murine macrophages.^[8] These mechanisms could contribute to enhanced protein synthesis, growth rates, and joint support.^[9] Maslinic acid has been shown to improve muscle mass in the elderly when combined with resistance exercise.^[10]