Structure Database (LMSD)

Systematic Name
ergosta-7,9(11),22E-trien-3β,5α,6β,14α,25-pentol
Synonyms
  • (22E,24R)-3?,5?,6?,14?,25-pentahy-droxyergosta-7,9(11),22-triene
LM ID
LMST01031157
Formula
C28H44O5
Exact Mass
Calculate m/z
460.318875
Sum Composition
ST 28:3;O5
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

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

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Conocybe siliginea (#373326)
Agaricomycetes (#155619)
Two highly oxygenated Ergosterols from cultures of the Basidiomycete Conocybe siliginea.,
Nat Prod Res, 2019
Pubmed ID: 30580694

String Representations

InChiKey (Click to copy)
FJQJWURRCQWXRQ-GEPFKGMXSA-N
InChi (Click to copy)
InChI=1S/C28H44O5/c1-17(7-8-18(2)24(3,4)31)20-11-14-27(32)22-15-23(30)28(33)16-19(29)9-12-26(28,6)21(22)10-13-25(20,27)5/h7-8,10,15,17-20,23,29-33H,9,11-14,16H2,1-6H3/b8-7+/t17-,18+,19+,20-,23-,25-,26-,27-,28+/m1/s1
SMILES (Click to copy)
C1[C@]2(C)C3=CC[C@]4(C)[C@@]([H])([C@]([H])(C)/C=C/[C@H](C)C(O)(C)C)CC[C@@]4(O)C3=C[C@@H](O)[C@@]2(O)C[C@@H](O)C1

Other Databases

PubChem CID
171120150

Calculated Physicochemical Properties

Heavy Atoms 33
Rings 4
Aromatic Rings 0
Rotatable Bonds 4
Van der Waals Molecular Volume 479.55
Topological Polar Surface Area 101.15
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 5
logP 5.08
Molar Refractivity 131.81

Admin

Created at
26th Aug 2020
Updated at
26th Aug 2020