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Ergosterol (PC000229)

Record Information
Version1.0
Creation date2015-10-09 22:29:20 UTC
Update date2017-01-19 02:36:17 UTC
FoodComEx IDPC000229
FoodDB RecordFDB012612
Chemical Information
NameErgosterol
DescriptionIndicator of fungal contamination, especies in cereals. Occurs in yeast and fungi. The main fungal steroidand is also found in small amts. in higher plant prods., e.g. palm oil [DFC].
CAS Number57-87-4
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
(22E)-Ergosta-5,7,22-trien-3-olbiospider
(22E)-Ergosta-5,7,22-trien-3beta-olbiospider
(24R)-Ergosta-5,7,22-trien-3b-olbiospider
(3β,22E)-Ergosta-5,7,22-trien-3-olbiospider
(3β)-Ergosta-5,7,22- trien-3-olbiospider
(3beta,22E)-Ergosta-5,7,22-trien-3-olbiospider
(3beta,2e)-Ergosta-5,7,22-trien-3-olHMDB
(3beta)-Ergosta-5,7,22-trien-3-olbiospider
24-Methylcholesta-5,7,22-trien-3b-olbiospider
24-Methylcholesta-5,7,22-trien-3beta-olbiospider
24a-Methyl-22E-dehydrocholesterolbiospider
24alpha-Methyl-22E-dehydrocholesterobiospider
24R-Methylcholesta-5,7,22E-trien-3b-olbiospider
24R-Methylcholesta-5,7,22E-trien-3beta-olbiospider
3beta-Hydroxy-5,7,22-ergostatrienebiospider
5,7,22-Ergostatrien-3beta-olbiospider
Ergosta-5,7,22-trien-3-olbiospider
Ergosterindb_source
Ergosteroldb_source
Ertrondb_source
Provitamin D2db_source
Provitamine D2biospider
Chemical FormulaC28H44O
IUPAC name14-[(3E)-5,6-dimethylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-7,9-dien-5-ol
InChI IdentifierInChI=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+
InChI KeyDNVPQKQSNYMLRS-BQYQJAHWSA-N
Isomeric SMILESCC(C)C(C)\C=C\C(C)C1CCC2C3=CC=C4CC(O)CCC4(C)C3CCC12C
Average Molecular Weight396.6484
Monoisotopic Molecular Weight396.33921603
Chemical Taxonomy
Description Belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassErgostane steroids
Direct ParentErgosterols and derivatives
Alternative Parents
Substituents
  • Ergosterol-skeleton
  • Hydroxysteroid
  • 3-hydroxysteroid
  • 3-hydroxy-delta-7-steroid
  • 3-hydroxy-delta-5-steroid
  • Delta-7-steroid
  • Delta-5-steroid
  • Cyclic alcohol
  • Secondary alcohol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Alcohol
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External DescriptorsNot Available
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logPNot Available
Experimental Water SolubilityNot Available
Melting PointMp 168° (165°)DFC
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 1 g
Delivery TimeNot Available
Storage Formsolid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez Fresnovazquezf@ualberta.ca
Commercial Vendors
AKSci 2401AH
AKSci C779
AKSci J10268
AKSci HMDB0000878
Cayman Chemical 19850
MetaSci HMDB0000878
Toronto Research Chemicals E599240