Structure Database (LMSD)

Common Name
Ecdysonic acid
Systematic Name
6-oxo-2β,3β,14α,22R,25-pentahydroxy-5β-cholest-7-en-26-oic acid
Synonyms
LM ID
LMST04030264
Formula
C27H42O8
Exact Mass
Calculate m/z
494.28797
Sum Composition
ST 27:3;O8
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Bile acids and derivatives [ST04]
C27 bile acids, alcohols, and derivatives [ST0403]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Schistocerca gregaria (#7010)
Insecta (#50557)
Identification of ecdysonoic acid and 20-hydroxyecdysonoic acid isolated from developing eggs of Schistocerca gregaria and pupae of Spodoptera littoralis.,
Biochem J, 1983
Pubmed ID: 6684422

String Representations

InChiKey (Click to copy)
SIDKGOYPRPHZJH-YAVKZWDVSA-N
InChi (Click to copy)
InChI=1S/C27H42O8/c1-14(19(28)7-9-26(4,34)23(32)33)15-6-10-27(35)17-11-20(29)18-12-21(30)22(31)13-24(18,2)16(17)5-8-25(15,27)3/h11,14-16,18-19,21-22,28,30-31,34-35H,5-10,12-13H2,1-4H3,(H,32,33)/t14-,15+,16-,18-,19+,21+,22-,24+,25+,26?,27+/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)C(=O)O)[H])=O

Other Databases

PubChem CID
101600149

Calculated Physicochemical Properties

Heavy Atoms 35
Rings 4
Aromatic Rings
Rotatable Bonds 6
Van der Waals Molecular Volume 488.62
Topological Polar Surface Area 155.52
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 8
logP 3.24
Molar Refractivity 129.66

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Created at
29th Jun 2023
Updated at
29th Jun 2023