Glaucarubin information

Glaucarubin
Names
	IUPAC name (1β,2α,11β,12α,15β(S))-11,20-Epoxy-1,2,11,12-tetrahydroxy-15-(2-hydroxy-2-methyl-1-oxobutoxy)picras-3-en-16-one
	Other names Simarubaceae, Glarubin, Glaumeba, Glaucarubine, 2-hydroxy-2-methylbutyric acid 4-ester with 1,2,3,3ab,4,6ab,7,7aa,10,11,11a,11ba-dodecahydro-1a,2a,4b,10a,11b-pentahydroxy-3a,8,11ab-trimethyl-5H-1,11cb-(epoxymethano)phenanthro[10,1-bc]pyran-5-one; α-kirondrin
Identifiers
CAS Number	1448-23-3 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:5370;
ChEMBL	ChEMBL1997250;
ChemSpider	390386;
KEGG	C08760;
MeSH	D005900
PubChem CID	56840806;
UNII	EH6H7VS52J ;
	InChI InChI=1S/C25H36O10/c1-6-22(4,31)21(30)35-16-15-11(3)17(27)25(32)20-23(5)12(10(2)7-13(26)18(23)28)8-14(34-19(16)29)24(15,20)9-33-25/h7,11-18,20,26-28,31-32H,6,8-9H2,1-5H3/t11-,12+,13+,14-,15-,16-,17-,18-,20-,22?,23-,24+,25?/m1/s1 Key: LZKVXMYVBSNXER-YZPKDWIXSA-N;
	SMILES CCC(C)(C(=O)O[C@@H]1[C@H]2[C@H]([C@H](C3([C@H]4[C@@]2(CO3)[C@@H](C[C@@H]5[C@@]4([C@@H]([C@H](C=C5C)O)O)C)OC1=O)O)O)C)O;
Properties
Chemical formula	C25H36O10
Molar mass	496.553 g·mol−1
Melting point	185–186 °C (365–367 °F; 458–459 K)
Solubility in water	Insoluble in aq sodium bicarbonate solutions. Slightly soluble in water.
Chiral rotation ([α]D)	+45° (c = 1.7 in pyridine); +69° (c = 0.6 in methanol)
Hazards
	Occupational safety and health (OHS/OSH):
Main hazards	Cytotoxic
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Glaucarubin is a quassinoid derived from the tropical shrub, Simarouba glauca. It is used as an antiamoebic agent.^[1]

^ Kartha, Gopinath; Haas, David J.; Schaffer, H. M.; Kaistha, K. K. (April 1964). "Crystal and Molecular Structure of Glaucarubin". Nature. 202 (4930): 389–390. Bibcode:1964Natur.202..389K. doi:10.1038/202389b0. ISSN 1476-4687. PMID 14152823. S2CID 4271990.