Structure Database (LMSD)

Common Name
2,14,22,25-tetradeoxyecdysone
Systematic Name
3β-hydroxy-5β-cholest-7-en-6-one
Synonyms
LM ID
LMST01010560
Formula
C27H44O2
Exact Mass
Calculate m/z
400.33413
Sum Composition
ST 27:2;O2
Status
Curated
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
Peniocereus greggii (#336131)
Magnoliopsida (#3398)
Arizona flora: The sterols of Peniocereus greggii,
Phytochemistry, 1969

String Representations

InChiKey (Click to copy)
AVFLDWQHIWZEHL-LJFHHSMUSA-N
InChi (Click to copy)
InChI=1S/C27H44O2/c1-17(2)7-6-8-18(3)21-9-10-22-20-16-25(29)24-15-19(28)11-13-27(24,5)23(20)12-14-26(21,22)4/h16-19,21-24,28H,6-15H2,1-5H3/t18-,19+,21-,22+,23+,24+,26-,27-/m1/s1
SMILES (Click to copy)
C1[C@@]2(C)[C@]([H])(C(=O)C=C3[C@]2([H])CC[C@@]2(C)[C@@]3([H])CC[C@]2([H])[C@@H](CCCC(C)C)C)C[C@@H](O)C1

Other Databases

PubChem CID
56842747

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 4
Aromatic Rings
Rotatable Bonds 5
Van der Waals Molecular Volume 438.52
Topological Polar Surface Area 37.30
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 2
logP 6.85
Molar Refractivity 119.95

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Created at
16th May 2023
Updated at
16th May 2023