Structure Database (LMSD)

Common Name
Penicisteroid C
Systematic Name
16β-acetoxy-ergosta-22E-en-3β,7β-diol
Synonyms
  • 16beta-acetoxy-3beta,,7beta-dihydroxyergost-5,22E-diene
LM ID
LMST01031172
Formula
C30H48O4
Exact Mass
Calculate m/z
472.35526
Sum Composition
ST 30:3;O4
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
Streptomyces piomogenus (#285508)
Actinomycetes (#1760)
Penicisteroid C: New polyoxygenated steroid produced by co-culturing of Streptomyces piomogenus with Aspergillus niger.,
Steroids, 2018
Pubmed ID: 29902496

String Representations

InChiKey (Click to copy)
GJFQIFBVBBBUHY-KKCIKAFESA-N
InChi (Click to copy)
InChI=1S/C30H48O4/c1-17(2)18(3)8-9-19(4)28-26(34-20(5)31)16-24-27-23(11-13-30(24,28)7)29(6)12-10-22(32)14-21(29)15-25(27)33/h8-9,15,17-19,22-28,32-33H,10-14,16H2,1-7H3/b9-8+/t18-,19+,22-,23-,24-,25-,26-,27+,28-,29-,30-/m0/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@]([H])([C@]([H])(C)/C=C/[C@H](C)C(C)C)[C@@H](OC(C)=O)C[C@@]4([H])[C@]3([H])[C@@H](O)C=C2C[C@@H](O)C1

Other Databases

PubChem CID
171120957

Calculated Physicochemical Properties

Heavy Atoms 34
Rings 4
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 505.36
Topological Polar Surface Area 66.76
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 6.78
Molar Refractivity 137.37

Admin

Created at
26th Feb 2021
Updated at
26th Feb 2021