Stigmasterol

Stigmasterol

Names
IUPAC name Stigmasta-5,22-dien-3β-ol
Systematic IUPAC name (1R,3aS,3bS,7S,9aR,9bS,11aR)-1-[(2R,3E,5S)-5-Ethyl-6-methylhept-3-en-2-yl]-9a,11a-dimethyl-2,3,3a,3b,4,6,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[a]phenanthren-7-ol
Other names Stigmasterin; Wulzen anti-stiffness factor
Identifiers
CAS Number	83-48-7 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:28824 N
ChEMBL	ChEMBL400247 Y
ChemSpider	4444352 Y
ECHA InfoCard	100.001.348
PubChem CID	5280794
UNII	99WUK5D0Y8 Y
CompTox Dashboard (EPA)	DTXSID801015733
InChI InChI=1S/C29H48O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h8-10,19-21,23-27,30H,7,11-18H2,1-6H3/b9-8+/t20-,21-,23+,24+,25-,26+,27+,28+,29-/m1/s1 Y Key: HCXVJBMSMIARIN-PHZDYDNGSA-N Y InChI=1/C29H48O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h8-10,19-21,23-27,30H,7,11-18H2,1-6H3/b9-8+/t20-,21-,23+,24+,25-,26+,27+,28+,29-/m1/s1 Key: HCXVJBMSMIARIN-PHZDYDNGBL
SMILES CCC(C=CC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)C(C)C
Properties
Chemical formula	C29H48O
Molar mass	412.702 g·mol−1
Appearance	White solid[1]
Melting point	160 to 164 °C (320 to 327 °F; 433 to 437 K)[1]
Solubility in water	Insoluble
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

Stigmasterol – a plant sterol (phytosterol) – is among the most abundant of plant sterols, having a major function to maintain the structure and physiology of cell membranes.^[2] In the European Union, it is a food additive listed with E number E499, and may be used in food manufacturing to increase the phytosterol content, potentially lowering the levels of LDL cholesterol.^[3]