Structure Database (LMSD)

Common Name
3beta,4alpha-dihydroxy-26-methoxyergosta-7,24(28)-dien-6-one
Systematic Name
4α-hydroxy,6-oxo,24-methylene-26-methoxy-cholest-7-en-3β-diol
Synonyms
LM ID
LMST01031143
Formula
C29H46O4
Exact Mass
Calculate m/z
458.33961
Sum Composition
ST 29:3;O4
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
Aspergillus flavus (#5059)
Eurotiomycetes (#147545)
Steroids and an oxylipin from an algicolous isolate of Aspergillus flavus.,
Magn Reson Chem, 2011
Pubmed ID: 21452344

String Representations

InChiKey (Click to copy)
XCLVYKBMNARCLH-YARWUZRLSA-N
InChi (Click to copy)
InChI=1S/C29H46O4/c1-17(19(3)16-33-6)7-8-18(2)21-9-10-22-20-15-25(31)26-27(32)24(30)12-14-29(26,5)23(20)11-13-28(21,22)4/h15,18-19,21-24,26-27,30,32H,1,7-14,16H2,2-6H3/t18-,19?,21-,22+,23+,24+,26+,27-,28-,29-/m1/s1
SMILES (Click to copy)
C12=CC(=O)[C@@]3([H])[C@H](O)[C@@H](O)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@@]([H])([C@@](C)([H])CCC(=C)C(COC)C)CC[C@@]21[H]

Other Databases

PubChem CID
139588631

Calculated Physicochemical Properties

Heavy Atoms 33
Rings 4
Aromatic Rings 0
Rotatable Bonds 7
Van der Waals Molecular Volume 488.06
Topological Polar Surface Area 66.76
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 6.19
Molar Refractivity 133.07

Admin

Created at
29th May 2020
Updated at
29th May 2020