Structure Database (LMSD)

H H HO H H H O OH HO O
Common Name
Penicisteroid E
Systematic Name
16β-acetoxy-ergosta-5,22E-dien-3β,,7β,11β-triol
Synonyms
  • 16beta-acetoxy-3beta,7beta,11beta-trihydroxyergost-5,22E-diene
LM ID
LMST01031166
Formula
C30H48O5
Exact Mass
Calculate m/z
488.350175
Sum Composition
ST 30:3;O5
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)
ZIZQHLXOPLXRBJ-AGBLWHONSA-N
InChi (Click to copy)
InChI=1S/C30H48O5/c1-16(2)17(3)8-9-18(4)27-25(35-19(5)31)14-22-26-23(33)13-20-12-21(32)10-11-29(20,6)28(26)24(34)15-30(22,27)7/h8-9,13,16-18,21-28,32-34H,10-12,14-15H2,1-7H3/b9-8+/t17-,18+,21-,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])[C@@H](O)C=C2C[C@@H](O)C1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Penicillium granulatum (#395885)
Eurotiomycetes (#147545)
Steroids from the Deep-Sea-Derived Fungus Penicillium granulatum MCCC 3A00475 Induced Apoptosis via Retinoid X Receptor (RXR)-α Pathway.,
Mar Drugs, 2019
Pubmed ID: 30893778

Other Databases

PubChem CID
54587749

Calculated Physicochemical Properties

Heavy Atoms 35
Rings 4
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 514.15
Topological Polar Surface Area 86.99
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 5
logP 6.04
Molar Refractivity 139.27

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