Structure Database (LMSD)

Systematic Name
(22E,24R)-9α,14β-dihydroxyergosta-4,7,22-triene-3,6-dione
Synonyms
LM ID
LMST01031284
Formula
C28H40O4
Exact Mass
Calculate m/z
440.29266
Sum Composition
ST 28:5;O4
Status
Curated
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
Lasiodiplodia pseudotheobromae (#466954)
Dothideomycetes (#147541)
Four undescribed ergostane-type steroids from Lasiodiplodia pseudotheobromae and their neuroprotective activity.,
Phytochemistry, 2022
Pubmed ID: 35643122

String Representations

InChiKey (Click to copy)
PPPHAARYIMWGSU-KNUUDLMWSA-N
InChi (Click to copy)
InChI=1S/C28H40O4/c1-17(2)18(3)7-8-19(4)21-10-12-27(31)24-16-23(30)22-15-20(29)9-11-25(22,5)28(24,32)14-13-26(21,27)6/h7-8,15-19,21,31-32H,9-14H2,1-6H3/b8-7+/t18-,19+,21+,25-,26+,27-,28+/m0/s1
SMILES (Click to copy)
C12=CC(=O)C3=CC(=O)CC[C@]3(C)[C@@]1(O)CC[C@]1(C)[C@@]([H])([C@@](C)([H])/C=C/[C@H](C)C(C)C)CC[C@]21O

Other Databases

PubChem CID
73427209

Calculated Physicochemical Properties

Heavy Atoms 32
Rings 4
Aromatic Rings
Rotatable Bonds 4
Van der Waals Molecular Volume 465.48
Topological Polar Surface Area 74.60
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 5.52
Molar Refractivity 126.82

Admin

Created at
7th Jul 2022
Updated at
7th Jul 2022