Structure Database (LMSD)

Common Name
2,22,25-trideoxyecdysone
Systematic Name
3β,14-dihydroxy-5β-cholest-7-en-6-one
Synonyms
  • 3beta,14alpha-Dihydroxy-5beta-cholest-7-en-6-one
LM ID
LMST01010179
Formula
C27H44O3
Exact Mass
Calculate m/z
416.329045
Sum Composition
ST 27:2;O3
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

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

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Locusta migratoria (#7004)
Insecta (#50557)
Adult ovaries of Locusta migratoria contain the sequence of biosynthetic intermediates for ecdysone.,
Life Sci, 1978
Pubmed ID: 672451

String Representations

InChiKey (Click to copy)
FADCOUQPHXGWQS-ZCDXYYCTSA-N
InChi (Click to copy)
InChI=1S/C27H44O3/c1-17(2)7-6-8-18(3)20-11-14-27(30)22-16-24(29)23-15-19(28)9-12-25(23,4)21(22)10-13-26(20,27)5/h16-21,23,28,30H,6-15H2,1-5H3/t18-,19+,20-,21+,23+,25-,26-,27-/m1/s1
SMILES (Click to copy)
C12=CC([C@]3([H])C[C@@H](O)CC[C@]3(C)[C@@]1([H])CC[C@@]1(C)[C@@]2(O)CC[C@@]1([C@H](C)CCCC(C)C)[H])=O

Other Databases

KEGG ID
C16493
CHEBI ID
19290
PubChem CID
15942885

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 4
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 447.31
Topological Polar Surface Area 57.53
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 6.26
Molar Refractivity 121.93

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Created at
-
Updated at
16th May 2023