Structure Database (LMSD)

Common Name
20-Hydroxyecdysonic acid
Systematic Name
6-oxo-2β,3β,14α,20R,22R,25-hexahydroxy-5β-cholest-7-en-26-oic acid
Synonyms
LM ID
LMST04030265
Formula
C27H42O9
Exact Mass
Calculate m/z
510.282885
Sum Composition
ST 27:3;O9
Status
Curated
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)
CBVIQTRBPLDFEH-KIZORZRKSA-N
InChi (Click to copy)
InChI=1S/C27H42O9/c1-23-13-19(30)18(29)12-16(23)17(28)11-15-14(23)5-8-24(2)20(6-10-27(15,24)36)26(4,35)21(31)7-9-25(3,34)22(32)33/h11,14,16,18-21,29-31,34-36H,5-10,12-13H2,1-4H3,(H,32,33)/t14-,16-,18+,19-,20-,21+,23+,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@](O)(C)[C@H](O)CCC(O)(C)C(=O)O)[H])=O

Other Databases

PubChem CID
101917951

Calculated Physicochemical Properties

Heavy Atoms 36
Rings 4
Aromatic Rings
Rotatable Bonds 6
Van der Waals Molecular Volume 497.41
Topological Polar Surface Area 175.75
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 9
logP 2.64
Molar Refractivity 131.64

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