Structure Database (LMSD)
Common Name
Penicisteroid B
Systematic Name
16β-acetoxy-ergosta-5,22E-dien-3β,7β-diol
Synonyms
- 16beta-acetoxy-3beta,7beta-dihydroxyergost-5,22E-diene
LM ID
LMST01031171
Formula
Exact Mass
Calculate m/z
472.35526
Sum Composition
Status
Active
3D model of Penicisteroid B
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Category
Main Class
Sub Class
References
Taxonomy Information
Curated from
NCBI taxonomy class
Reference
Penicillium chrysogenum
(#5076)
Eurotiomycetes
(#147545)
Penicisteroids A and B, antifungal and cytotoxic polyoxygenated steroids from the marine alga-derived endophytic fungus Penicillium chrysogenum QEN-24S.,
Bioorg Med Chem Lett, 2011
Bioorg Med Chem Lett, 2011
Pubmed ID:
21489788
String Representations
InChiKey (Click to copy)
ASJDHPNJTXZGII-ZVMPSDJMSA-N
InChi (Click to copy)
InChI=1S/C30H48O4/c1-17(2)18(3)8-9-19(4)27-26(34-20(5)31)15-24-23-11-10-21-14-22(32)12-13-29(21,6)28(23)25(33)16-30(24,27)7/h8-10,17-19,22-28,32-33H,11-16H2,1-7H3/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])[C@@H](O)C[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])CC=C2C[C@@H](O)C1
Other Databases
PubChem CID
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