Structure Database (LMSD)

O H H O OH OH H OH P O HO OH
Common Name
2,22-dideoxy-20-hydroxyecdysone 3-phosphate
Systematic Name
6α,14α,20,25-tetrahydroxy-5α-cholesta-7-en-3β-yl-dihydrogenphosphate
Synonyms
LM ID
LMST01010538
Formula
C27H45O8P
Exact Mass
Calculate m/z
528.285208
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)
PWFQEBWYIORVAG-DNCQGNQYSA-N
InChi (Click to copy)
InChI=1S/C27H45O8P/c1-23(2,29)10-6-11-26(5,30)22-9-14-27(31)19-16-21(28)20-15-17(35-36(32,33)34)7-12-24(20,3)18(19)8-13-25(22,27)4/h16-18,20,22,29-31H,6-15H2,1-5H3,(H2,32,33,34)/t17-,18-,20+,22-,24+,25+,26-,27+/m0/s1
SMILES (Click to copy)
C1C[C@H](OP(O)(=O)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

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Bombyx mori (#7091)
Insecta (#50557)
Ecdysteroid conjugates in the ovaries of the silkworm,Bombyx mori: 3-phosphates of 2,22-dideoxy-20-hydroxyecdysone and of bombycosterol,
Experientia, 1988

Other Databases

PubChem CID
171116433

Calculated Physicochemical Properties

Heavy Atoms 36
Rings 4
Aromatic Rings
Rotatable Bonds 7
Van der Waals Molecular Volume 511.09
Topological Polar Surface Area 144.52
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 8
logP 5.52
Molar Refractivity 136.51

Admin

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