Lupane (compound)

Lupane
Names
	IUPAC name (1S,3aR,5aR,5bR,7aS,11aS,11bR,13aR,13bR)-3a,5a,5b,8,8,11a-Hexamethyl-1-propan-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene
Identifiers
CAS Number	464-99-3;
3D model (JSmol)	Interactive image;
Beilstein Reference	2562721
ChEBI	CHEBI:36485;
ChemSpider	2340755;
PubChem CID	9548715;
CompTox Dashboard (EPA)	DTXSID40963569 ;
	InChI InChI=1S/C30H52/c1-20(2)21-12-16-27(5)18-19-29(7)22(25(21)27)10-11-24-28(6)15-9-14-26(3,4)23(28)13-17-30(24,29)8/h20-25H,9-19H2,1-8H3/t21-,22+,23-,24+,25+,27+,28-,29+,30+/m0/s1 Key: NKMDIWKRKQFYPH-VIUFNMEASA-N;
	SMILES CC(C)[C@@H]1CC[C@]2([C@H]1[C@H]3CC[C@@H]4[C@]5(CCCC([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)C)C)C;
Properties
Chemical formula	C30H52
Molar mass	412.746 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Lupane is a pentacyclic triterpene hydrocarbon with the molecular formula C₃₀H₅₂. It serves as the core skeleton for various bioactive compounds, including lupeol and betulinic acid, which are prevalent in numerous plant species. It actually features a structure composed of five fused rings––four cyclohexane rings and one cyclopentane––and is one of the major triterpene skeletons alongside hopane, oleanane, and ursane types. The compound is common in birch bark.