Structure Database (LMSD)

OH H OH OH O HO H H
Common Name
2-deoxyecdysone
Systematic Name
(22R)-3β,14,22,25-tetrahydroxy-5β-cholest-7-en-6-one
Synonyms
  • 2-Deoxy-alpha-ecdysone
LM ID
LMST01010182
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)
CRAPXAGGASWTPU-VQOIUDCISA-N
InChi (Click to copy)
InChI=1S/C27H44O5/c1-16(22(29)9-10-24(2,3)31)18-8-13-27(32)20-15-23(30)21-14-17(28)6-11-25(21,4)19(20)7-12-26(18,27)5/h15-19,21-22,28-29,31-32H,6-14H2,1-5H3/t16-,17-,18+,19-,21-,22+,25+,26+,27+/m0/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)[C@H](O)CCC(O)(C)C)[H])=O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Bombyx mori (#7091)
Insecta (#50557)
2-Deoxy-alpha-ecdysone from ovaries and eggs of the silkworm, Bombyx mori.,
Science, 1977
Pubmed ID: 867050
Parablechnum minus (#393576)
Polypodiopsida (#241806)
Isolation of deoxyecrustecdysone, deoxyecdysone, and α-ecdysone from the fern Blechnum minus,
J. Chem. Soc. D, 1970

Other Databases

KEGG ID
C16495
CHEBI ID
19566
PubChem CID
13939876

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 4.91
Molar Refractivity 125.80

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Updated at
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