Structure Database (LMSD)

Common Name
Ecdysone 3-acetate
Systematic Name
2β,14α,22R,25-tetrahydroxy-6-oxo-5β-cholest-7-en-3β-yl acetate
Synonyms
  • 3-O-acetyl-2beta,3beta,14alpha,22R,25-pentahydroxy-5beta-cholest-7-en-6-one
LM ID
LMST01010557
Formula
C29H46O7
Exact Mass
Calculate m/z
506.324355
Sum Composition
ST 29:3;O7
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
Schistocerca gregaria (#7010)
Insecta (#50557)
Isolation of ecdysone-3-acetate as a major-ecdysteroid from the developing eggs of the desert locust, Schistocerca gregaria,
J Chem Soc Chem Commun, 1981

String Representations

InChiKey (Click to copy)
HSADMKYEQWKERB-WDJDYOQESA-N
InChi (Click to copy)
InChI=1S/C29H46O7/c1-16(22(31)9-10-26(3,4)34)18-8-12-29(35)20-13-23(32)21-14-25(36-17(2)30)24(33)15-27(21,5)19(20)7-11-28(18,29)6/h13,16,18-19,21-22,24-25,31,33-35H,7-12,14-15H2,1-6H3/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(=O)C)[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)C)[H])=O

Other Databases

PubChem CID
162957509

Calculated Physicochemical Properties

Heavy Atoms 36
Rings 4
Aromatic Rings
Rotatable Bonds 7
Van der Waals Molecular Volume 514.43
Topological Polar Surface Area 124.29
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 7
logP 4.74
Molar Refractivity 137.25

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Created at
15th May 2023
Updated at
15th May 2023