Lanostane

Lanostane

Names
Other names 4,4,14-Trimethylcholestane
Identifiers
CAS Registry Number	474-20-4 (5α) Y 57496-02-3 (5β) Y
ChEBI	CHEBI:20265 (5α) N
ChemSpider	7827588 (5α) N
InChI InChI=1S/C30H54/c1-21(2)11-9-12-22(3)23-15-19-30(8)25-13-14-26-27(4,5)17-10-18-28(26,6)24(25)16-20-29(23,30)7/h21-26H,9-20H2,1-8H3/t22-,23-,24+,25-,26+,28-,29-,30+/m1/s1 (5α) N Key: ZQIOPEXWVBIZAV-ZKYCIREVSA-N N InChI=1/C30H54/c1-21(2)11-9-12-22(3)23-15-19-30(8)25-13-14-26-27(4,5)17-10-18-28(26,6)24(25)16-20-29(23,30)7/h21-26H,9-20H2,1-8H3/t22-,23-,24+,25-,26+,28-,29-,30+/m1/s1 (5α) Key: ZQIOPEXWVBIZAV-ZKYCIREVBA
Jmol-3D images	Image (5α) Image (5β)
PubChem	9548665 (5α)
SMILES C[C@H](CCCC(C)C)[C@@]1([H])CC[C@@]2(C)[C@]3([H])CC[C@@]4([H])C(C)(C)CCC[C@]4(C)[C@@]3([H])CC[C@@]21C (5α) C[C@H](CCCC(C)C)[C@@]1([H])CC[C@@]2(C)[C@]3([H])CC[C@]4([H])C(C)(C)CCC[C@]4(C)[C@@]3([H])CC[C@@]21C (5β)
Properties
Molecular formula	C30H54
Molar mass	414.75 g·mol−1
Melting point	98 to 99 °C (208 to 210 °F; 371 to 372 K)[1]
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
N verify (what is: Y/N?)
Infobox references

Lanostane or 4,4,14-trimethylcholestane is a chemical compound with formula C
30H
54. It is a polycyclic hydrocarbon, specifically a triterpene. It is an isomer of cucurbitane.

The name is applied to two stereoisomers, distinguished by the prefixes 5α- and 5β-, which differ by the handedness of the bonds at a particular carbon atom (number 5 in the standard steroid numbering scheme).^[2]

• 

  5α-Lanostane

• 

  5β-Lanostane

Replacement of a hydrogen atom attached to carbon number 3 in the 5α isomer with a hydroxyl group results in lanosterol, the biogenetic precursor of the steroids in animals.^[2]

References