Structure Database (LMSD)

Common Name
ecdysone 25-O-D-glucopyranoside
Systematic Name
(22R)-2β,3β,14,22-tetrahydroxy-6-oxo-5β-cholest-7-en-25-yl D-glucopyranoside
Synonyms
  • Ecdysone 25-O-glucopyranoside
LM ID
LMST01010192
Formula
C33H54O11
Exact Mass
Calculate m/z
626.366615
Sum Composition
ST 27:2;O6;Hex
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
Parascaris equorum (#6256)
Chromadorea (#119089)
Identification of ecdysone 25-O-beta-D-glucopyranoside as a new metabolite of ecdysone in the nematode Parascaris equorum.,
Biochem J, 1987
Pubmed ID: 3435447

String Representations

InChiKey (Click to copy)
YJBCWBWOULRKGL-XOOKYYMJSA-N
InChi (Click to copy)
InChI=1S/C33H54O11/c1-16(21(35)8-9-30(2,3)44-29-28(41)27(40)26(39)25(15-34)43-29)17-7-11-33(42)19-12-22(36)20-13-23(37)24(38)14-31(20,4)18(19)6-10-32(17,33)5/h12,16-18,20-21,23-29,34-35,37-42H,6-11,13-15H2,1-5H3/t16-,17+,18-,20-,21+,23+,24-,25+,26+,27-,28+,29-,31+,32+,33+/m0/s1
SMILES (Click to copy)
C12=CC([C@]3([H])C[C@@H](O)[C@@H](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@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1)(C)C)[H])=O

Other Databases

PubChem CID
152743334

Calculated Physicochemical Properties

Heavy Atoms 44
Rings 5
Aromatic Rings 0
Rotatable Bonds 8
Van der Waals Molecular Volume 609.07
Topological Polar Surface Area 199.44
Hydrogen Bond Donors 8
Hydrogen Bond Acceptors 11
logP 3.71
Molar Refractivity 163.39

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Created at
-
Updated at
8th Mar 2021