Structure Database (LMSD)

Common Name
Penicisteroid F
Systematic Name
16β-acetoxy-ergosta-22E-en-3β,,5α,6β,7β,11β-pentaol
Synonyms
  • 16beta-acetoxy-3beta,,5alpha,6beta,7beta,11beta-pentahydroxyergost-5,22E-diene
LM ID
LMST01031167
Formula
C30H50O7
Exact Mass
Calculate m/z
522.355655
Sum Composition
ST 30:2;O7
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
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

String Representations

InChiKey (Click to copy)
HFUCIIVEICGGNB-SUDBBCPOSA-N
InChi (Click to copy)
InChI=1S/C30H50O7/c1-15(2)16(3)8-9-17(4)24-22(37-18(5)31)12-20-23-25(21(33)14-28(20,24)6)29(7)11-10-19(32)13-30(29,36)27(35)26(23)34/h8-9,15-17,19-27,32-36H,10-14H2,1-7H3/b9-8+/t16-,17+,19-,20-,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@@H](O)[C@@]2(O)C[C@@H](O)C1

Other Databases

PubChem CID
146682902

Calculated Physicochemical Properties

Heavy Atoms 37
Rings 4
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 534.37
Topological Polar Surface Area 127.45
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 7
logP 4.78
Molar Refractivity 143.17

Admin

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