Structure Database (LMSD)

H H HO H H
Common Name
22-dihydroergosterol
Systematic Name
Ergosta-5,7-dien-3β-ol
Synonyms
  • Provitamin D4
LM ID
LMST01031027
Formula
C28H46O
Exact Mass
Calculate m/z
398.354865
Sum Composition
ST 28:2;O
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Ergosterols and C24-methyl derivatives [ST0103]

String Representations

InChiKey (Click to copy)
ZKQRGSXITBHHPC-VVQHAZRASA-N
InChi (Click to copy)
InChI=1S/C28H46O/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/h9-10,18-20,22,24-26,29H,7-8,11-17H2,1-6H3/t19-,20+,22-,24+,25-,26-,27-,28+/m0/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@]([H])([C@]([H])(C)CC[C@H](C)C(C)C)CC[C@@]4([H])C3=CC=C2C[C@@H](O)C1

References

Reference
H. Danielsson and J. Sjovall.
Sterols and bile acids.
Elsevier Science Publishers, Amsterdam 1985 pp. 447.

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Saccharomyces pastorianus (#27292)
Saccharomycetes (#4891)
Thiamine-induced alteration in sterol composition of Saccharomyces carlsbergensis 4228.,
Biochim Biophys Acta, 1978
Pubmed ID: 708751

Other Databases

CHEBI ID
66918
PubChem CID
5326970
SwissLipids ID
SLM:000000466

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 4
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 447.03
Topological Polar Surface Area 20.23
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 1
logP 7.84
Molar Refractivity 124.09

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Created at
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Updated at
19th Oct 2023