LIPID MAPS

Structure Database (LMSD)

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Common Name

22-oxo-20-hydroxyecdysone

Systematic Name

2β,3β,14α,20,25-pentahydroxy-5β-cholest-7-en-6,22-dione

Synonyms

LM ID

LMST01010613

Formula

C₂₇H₄₂O₇

Exact Mass

Calculate m/z

478.293055

Sum Composition

ST 27:3;O7

Status

Active

Show lipids differing only in stereochemistry/bond geometry

Main

Classification

String Representations

InChiKey (Click to copy)

IILSBUXFTVZCJS-DPROJNMLSA-N

InChi (Click to copy)

InChI=1S/C27H42O7/c1-23(2,32)9-8-22(31)26(5,33)21-7-11-27(34)16-12-18(28)17-13-19(29)20(30)14-24(17,3)15(16)6-10-25(21,27)4/h12,15,17,19-21,29-30,32-34H,6-11,13-14H2,1-5H3/t15-,17-,19+,20-,21-,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(=O)CCC(O)(C)C)[H])=O

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Serratula tinctoria (#65004)

Magnoliopsida (#3398)

New Ecdysteroids from Serratula tinctoria.,
Planta Med, 1992

Pubmed ID: 17226485

Other Databases

PubChem CID

14442966

Calculated Physicochemical Properties

Heavy Atoms 34

Rings 4

Aromatic Rings

Rotatable Bonds 5

Van der Waals Molecular Volume 479.83

Topological Polar Surface Area 135.29

Hydrogen Bond Donors 5

Hydrogen Bond Acceptors 7

logP 3.49

Molar Refractivity 128.16

Admin

Created at

10th Jan 2024

Updated at