Structure Database (LMSD)

Common Name
2,22-dideoxy-20-hydroxyecdysone
Systematic Name
3β,14α,20,25-tetrahydroxy-5α-cholest-7-en-6-one
Synonyms
LM ID
LMST01010539
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

Classification

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

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Bombyx mori (#7091)
Insecta (#50557)
Isolation of a new ecdysteroid, 2,22-dideoxy-20-hydroxyecdysone, from the ovaries of the silkworm Bombyx mori,
J Chem Soc Chem Comm, 1980

String Representations

InChiKey (Click to copy)
NGORFCHZENUGIY-DNCQGNQYSA-N
InChi (Click to copy)
InChI=1S/C27H44O5/c1-23(2,30)10-6-11-26(5,31)22-9-14-27(32)19-16-21(29)20-15-17(28)7-12-24(20,3)18(19)8-13-25(22,27)4/h16-18,20,22,28,30-32H,6-15H2,1-5H3/t17-,18-,20+,22-,24+,25+,26-,27+/m0/s1
SMILES (Click to copy)
C1C[C@H](O)C[C@]2([H])C(=O)C=C3[C@@](CC[C@]4([C@@]3(O)CC[C@]4([H])[C@](O)(C)CCCC(O)(C)C)C)([H])[C@]21C

Other Databases

PubChem CID
154085174

Calculated Physicochemical Properties

Heavy Atoms 32
Rings 4
Aromatic Rings
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 5.06
Molar Refractivity 125.87

Admin

Created at
5th May 2023
Updated at
7th May 2023