Structure Database (LMSD)

Common Name
(22E,24R)-ergosta-22-en-7-one-3beta,5alpha-dihydroxy-6beta-yl oleate
Systematic Name
3β,5α,dihydroxy-24R-methyl-cholest-22E-en-7-one-3β-yl (9Z-octadecenoate)
Synonyms
LM ID
LMST01031149
Formula
C46H78O5
Exact Mass
Calculate m/z
710.584925
Sum Composition
ST 46:4;O5
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
Tricholomopsis rutilans (#151294)
Agaricomycetes (#155619)
Two new steryl esters from the basidiomycete Tricholomopsis rutilans.,
Steroids, 2005
Pubmed ID: 15631869

String Representations

InChiKey (Click to copy)
YEFGYSYQDJVEFQ-NFCNPGOKSA-N
InChi (Click to copy)
InChI=1S/C46H78O5/c1-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-40(48)51-43-42(49)41-38-27-26-37(35(5)25-24-34(4)33(2)3)44(38,6)30-29-39(41)45(7)31-28-36(47)32-46(43,45)50/h15-16,24-25,33-39,41,43,47,50H,8-14,17-23,26-32H2,1-7H3/b16-15-,25-24+/t34-,35+,36-,37+,38-,39-,41-,43+,44+,45+,46-/m0/s1
SMILES (Click to copy)
C(O[C@@H]1C(=O)[C@@]2([H])[C@]3([H])CC[C@]([H])([C@@](C)([H])/C=C/[C@H](C)C(C)C)[C@@]3(C)CC[C@]2([H])[C@@]2(C)CC[C@H](O)C[C@@]21O)(=O)CCCCCCC/C=C\CCCCCCCC

Other Databases

PubChem CID
21580602

Calculated Physicochemical Properties

Heavy Atoms 51
Rings 4
Aromatic Rings 0
Rotatable Bonds 21
Van der Waals Molecular Volume 788.31
Topological Polar Surface Area 83.83
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 5
logP 12.20
Molar Refractivity 211.63

Admin

Created at
30th Jun 2020
Updated at
7th Jul 2020