Ergosterol

Ergosterol

Names
IUPAC name (22E)-Ergosta-5,7,22-trien-3β-ol
Systematic IUPAC name (1R,3aR,7S,9aR,9bS,11aR)-1-[(2R,3E,5R)-5,6-Dimethylhept-3-en-2-yl]-7-hydroxy-9a,11a-dimethyl-2,3,3a,6,7,8,9,9a,9b,10,11,11a-dodecahydro-1H-cyclopenta[a]phenanthren-7-ol
Identifiers
CAS Number	57-87-4 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:16933 Y
ChEMBL	ChEMBL1232562 N
ChemSpider	392539 Y
ECHA InfoCard	100.000.320
EC Number	200-352-7
MeSH	Ergosterol
PubChem CID	444679
UNII	Z30RAY509F Y
CompTox Dashboard (EPA)	DTXSID90878679
InChI InChI=1S/C28H44O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h7-10,18-20,22,24-26,29H,11-17H2,1-6H3/b8-7+/t19-,20+,22-,24+,25-,26-,27-,28+/m0/s1 Y Key: DNVPQKQSNYMLRS-APGDWVJJSA-N Y InChI=1/C28H44O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h7-10,18-20,22,24-26,29H,11-17H2,1-6H3/b8-7+/t19-,20+,22-,24+,25-,26-,27-,28+/m0/s1 Key: DNVPQKQSNYMLRS-APGDWVJJBI
SMILES O[C@@H]4C/C3=C/C=C1\[C@H](CC[C@]2([C@H]1CC[C@@H]2[C@@H](/C=C/[C@H](C)C(C)C)C)C)[C@@]3(C)CC4
Properties
Chemical formula	C28H44O
Molar mass	396.65 g/mol
Melting point	160 °C (320 °F; 433 K)
Boiling point	250 °C (482 °F; 523 K)
Magnetic susceptibility (χ)	-279.6·10−6 cm3/mol
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

Ergosterol (ergosta-5,7,22-trien-3β-ol) is a mycosterol found in cell membranes of fungi and protozoa, serving many of the same functions that cholesterol serves in animal cells. Because many fungi and protozoa cannot survive without ergosterol, the enzymes that synthesize it have become important targets for drug discovery. In human nutrition, ergosterol is a provitamin form of vitamin D₂; exposure to ultraviolet (UV) light causes a chemical reaction that produces vitamin D₂.