Structure Database (LMSD)

Systematic Name
12α-hydroxyergosta-7,22,24(28)-triene-3-one
Synonyms
LM ID
LMST01031282
Formula
C28H42O2
Exact Mass
Calculate m/z
410.31848
Sum Composition
ST 28:4;O2
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)
GYNNJLNDLYAULL-DMRBXNIHSA-N
InChi (Click to copy)
InChI=1S/C28H42O2/c1-17(2)18(3)7-8-19(4)23-11-12-24-22-10-9-20-15-21(29)13-14-27(20,5)25(22)16-26(30)28(23,24)6/h7-8,10,17,19-20,23-26,30H,3,9,11-16H2,1-2,4-6H3/b8-7+/t19-,20+,23-,24+,25+,26+,27+,28-/m1/s1
SMILES (Click to copy)
C12=CC[C@@]3([H])CC(=O)CC[C@]3(C)[C@@]1([H])C[C@H](O)[C@]1(C)[C@@]([H])([C@@](C)([H])/C=C/C(=C)C(C)C)CC[C@@]21[H]

Other Databases

PubChem CID
170989711

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 4
Aromatic Rings
Rotatable Bonds 4
Van der Waals Molecular Volume 450.54
Topological Polar Surface Area 37.30
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 2
logP 6.80
Molar Refractivity 124.38

Admin

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