Structure Database (LMSD)

Common Name
(22E,24R)-ergosta-5,22-dien-3beta,5alpha,6alpha-triol
Systematic Name
5α,6α-dihydroxy-24R-methyl-cholest-7,22E-dien-3β-triol
Synonyms
LM ID
LMST01031144
Formula
C28H46O3
Exact Mass
Calculate m/z
430.344695
Sum Composition
ST 28:2;O3
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)
ARXHRTZAVQOQEU-QYYFJRRUSA-N
InChi (Click to copy)
InChI=1S/C28H46O3/c1-17(2)18(3)7-8-19(4)22-9-10-23-21-15-25(30)28(31)16-20(29)11-14-27(28,6)24(21)12-13-26(22,23)5/h7-8,15,17-20,22-25,29-31H,9-14,16H2,1-6H3/b8-7+/t18-,19+,20-,22+,23-,24-,25-,26+,27+,28-/m0/s1
SMILES (Click to copy)
C12=C[C@H](O)[C@@]3(O)C[C@@H](O)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@@]([H])([C@@](C)([H])/C=C/[C@H](C)C(C)C)CC[C@@]21[H]

Other Databases

PubChem CID
12302765

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 4
Aromatic Rings 0
Rotatable Bonds 4
Van der Waals Molecular Volume 464.61
Topological Polar Surface Area 60.69
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 3
logP 6.36
Molar Refractivity 127.89

Admin

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