Maslinic acid

Maslinic acid
Names
	IUPAC name (2α,3β)-2,3-Dihydroxyolean-12-en-28-oic acid
	Preferred 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 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:66682 ;
ChEMBL	ChEMBL201515 ;
ChemSpider	66312 ;
ECHA InfoCard	100.128.873
KEGG	C16939 ;
PubChem CID	73659;
UNII	E233J88OHQ ;
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 Key: MDZKJHQSJHYOHJ-LLICELPBSA-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).
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	Infobox references

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.

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]

References[]

^ "Compound From Olive-pomace Oil Inhibits HIV Spread". sciencedaily.com. Retrieved 2009-06-16.
^ Juan ME, et al. (2008). "Antiproliferative and apoptosis-inducing effects of maslinic and oleanolic acids, two pentacyclic triterpenes from olives, on HT-29 colon cancer cells" (PDF). Br J Nutr. 100 (1): 36–43. doi:10.1017/S0007114508882979. PMID 18298868.
^ Guan T, Qian Y, et al. (2011). "Maslinic acid, a natural inhibitor of glycogen phosphorylase, reduces cerebral ischemic injury in hyperglycemic rats by GLT-1 up-regulation". J. Neurosci. Res. 89 (11): 1829–39. doi:10.1002/jnr.22671. PMID 21800347.

[1] "Compound From Olive-pomace Oil Inhibits HIV Spread". sciencedaily.com. Retrieved 2009-06-16.

[2] Juan ME, et al. (2008). "Antiproliferative and apoptosis-inducing effects of maslinic and oleanolic acids, two pentacyclic triterpenes from olives, on HT-29 colon cancer cells" (PDF). Br J Nutr. 100 (1): 36–43. doi:10.1017/S0007114508882979. PMID 18298868.

[3] Guan T, Qian Y, et al. (2011). "Maslinic acid, a natural inhibitor of glycogen phosphorylase, reduces cerebral ischemic injury in hyperglycemic rats by GLT-1 up-regulation". J. Neurosci. Res. 89 (11): 1829–39. doi:10.1002/jnr.22671. PMID 21800347.

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