Structure Database (LMSD)

OH H O OH HO OH
Systematic Name
3β,5α,9α,14α-tetrahydroxy-ergosta-7,22-dien-6-one
Synonyms
LM ID
LMST01031332
Formula
C28H44O5
Exact Mass
Calculate m/z
460.318875
Sum Composition
ST 28:3;O5
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Ergosterols and C24-methyl derivatives [ST0103]

String Representations

InChiKey (Click to copy)
RLODFSODJNFIMP-STGSRIEASA-N
InChi (Click to copy)
InChI=1S/C28H44O5/c1-17(2)18(3)7-8-19(4)21-10-12-26(31)22-15-23(30)28(33)16-20(29)9-11-25(28,6)27(22,32)14-13-24(21,26)5/h7-8,15,17-21,29,31-33H,9-14,16H2,1-6H3/b8-7+/t18-,19+,20-,21+,24+,25+,26+,27+,28-/m0/s1
SMILES (Click to copy)
C12=CC(=O)[C@@]3(O)C[C@@H](O)CC[C@]3(C)[C@@]1(O)CC[C@@]1(C)[C@@]2(O)CC[C@@]1([C@H](C)/C=C/[C@H](C)C(C)C)[H]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Lentinula edodes (#5353)
Agaricomycetes (#155619)
Sterol constituents from five edible mushrooms,
Chem Pharm Bull, 1998

Other Databases

PubChem CID
10575956

Calculated Physicochemical Properties

Heavy Atoms 33
Rings 4
Aromatic Rings
Rotatable Bonds 4
Van der Waals Molecular Volume 479.55
Topological Polar Surface Area 97.99
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 5.08
Molar Refractivity 130.32

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Created at
5th Oct 2023
Updated at
5th Oct 2023