Structure Database (LMSD)

Common Name
3-O-acetylecdysone 2-phosphate
Systematic Name
(22R)-14,22,25-trihydroxy-6-oxo-2β-(phosphonooxy)-5β-cholest-7-en-3β-yl acetate
Synonyms
  • 3-acetylecdysone 2-phosphate
  • ecdysone 2-phosphate 3-acetate
LM ID
LMST01010188
Formula
C29H47O10P
Exact Mass
Calculate m/z
586.290688
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
Schistocerca gregaria (#7010)
Insecta (#50557)
Isolation and identification of 3-acetylecdysone 2-phosphate, a metabolite of ecdysone, from developing eggs of Schistocerca gregaria.,
Biochem J, 1984
Pubmed ID: 6538085

String Representations

InChiKey (Click to copy)
MYOZIWALDKJCBG-KXCOSXAXSA-N
InChi (Click to copy)
InChI=1S/C29H47O10P/c1-16(22(31)9-10-26(3,4)33)18-8-12-29(34)20-13-23(32)21-14-24(38-17(2)30)25(39-40(35,36)37)15-27(21,5)19(20)7-11-28(18,29)6/h13,16,18-19,21-22,24-25,31,33-34H,7-12,14-15H2,1-6H3,(H2,35,36,37)/t16-,18+,19-,21-,22+,24+,25-,27+,28+,29+/m0/s1
SMILES (Click to copy)
C12=CC([C@]3([H])C[C@@H](OC(C)=O)[C@@H](OP(O)(O)=O)C[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

Other Databases

CHEBI ID
19954
PubChem CID
23657836

Calculated Physicochemical Properties

Heavy Atoms 40
Rings 4
Aromatic Rings 0
Rotatable Bonds 9
Van der Waals Molecular Volume 560.63
Topological Polar Surface Area 170.82
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 10
logP 5.20
Molar Refractivity 147.88

Admin

Created at
-
Updated at
9th Dec 2020