Structure Database (LMSD)

Systematic Name
(24Z)-22,25-epoxy-2β,3β,14α,20R-tetrahydroxyergosta-7,24(28)-dien-28-methyl-6-one
Synonyms
LM ID
LMST01040306
Formula
C29H44O6
Exact Mass
Calculate m/z
488.313791
Sum Composition
ST 29:4;O6
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Stigmasterols and C24-ethyl derivatives [ST0104]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Tournefortia sibirica (#244089)
Magnoliopsida (#3398)
Two new phytoecdysteroids isolated from <i>Tournefortia sibirica</i>.,
Nat Prod Res, 2025
Pubmed ID: 39756039

String Representations

InChiKey (Click to copy)
KCZKUJYIQDFBCZ-XRGYCHOQSA-N
InChi (Click to copy)
InChI=1S/C29H44O6/c1-7-16-12-24(35-25(16,2)3)28(6,33)23-9-11-29(34)18-13-20(30)19-14-21(31)22(32)15-26(19,4)17(18)8-10-27(23,29)5/h7,13,17,19,21-24,31-34H,8-12,14-15H2,1-6H3/b16-7+/t17-,19-,21+,22-,23-,24+,26+,27+,28+,29+/m0/s1
SMILES (Click to copy)
C12=CC([C@]3([H])C[C@@H](O)[C@@H](O)C[C@]3(C)[C@@]1([H])CC[C@@]1(C)[C@@]2(O)CC[C@@]1([C@]([C@H]1C/C(=C\C)/C(C)(C)O1)(O)C)[H])=O

Calculated Physicochemical Properties

Heavy Atoms 35
Rings 5
Aromatic Rings
Rotatable Bonds 2
Van der Waals Molecular Volume 493.28
Topological Polar Surface Area 109.29
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 6
logP 5.17
Molar Refractivity 135.46

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Created at
7th Jan 2025
Updated at
7th Jan 2025