Structure Database (LMSD)

OH H H OH O HO HO H
Common Name
25-deoxyecdysone
Systematic Name
(22R)-2β,3β,14,22-tetrahydroxy-5β-cholest-7-en-6-one
Synonyms
LM ID
LMST01010187
Formula
C27H44O5
Exact Mass
Calculate m/z
448.318875
Sum Composition
ST 27:2;O5
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Cholesterol and derivatives [ST0101]

String Representations

InChiKey (Click to copy)
HHQGPNBMKUXKRM-JUJQDXCZSA-N
InChi (Click to copy)
InChI=1S/C27H44O5/c1-15(2)6-7-21(28)16(3)17-9-11-27(32)19-12-22(29)20-13-23(30)24(31)14-25(20,4)18(19)8-10-26(17,27)5/h12,15-18,20-21,23-24,28,30-32H,6-11,13-14H2,1-5H3/t16-,17+,18-,20-,21+,23+,24-,25+,26+,27+/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@H](C)[C@H](O)CCC(C)C)[H])=O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Carcinus maenas (#6759)
Malacostraca (#6681)
Studies on the biosynthesis of ecdysone by the Y-organs of Carcinus maenas.,
Mol Cell Endocrinol, 1986
Pubmed ID: 3754826

Other Databases

CHEBI ID
19814
PubChem CID
10994017

Calculated Physicochemical Properties

Heavy Atoms 32
Rings 4
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 464.89
Topological Polar Surface Area 97.99
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 4.77
Molar Refractivity 125.73

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Created at
-
Updated at
1st Jun 2022