LIPID MAPS

Structure Database (LMSD)

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Common Name

5beta,11alpha,20-Trihydroxyecdysone

Systematic Name

2β,3β,5β,11α,14α,20R,22R,25-octahydroxy-cholest-7-en-6-one

Synonyms

LM ID

LMST01010554

Formula

C₂₇H₄₄O₉

Exact Mass

Calculate m/z

512.298535

Sum Composition

ST 27:2;O9

Status

Active

Show lipids differing only in stereochemistry/bond geometry

Main

Classification

String Representations

InChiKey (Click to copy)

BTGMYEUBROEELM-LFRFUCKDSA-N

InChi (Click to copy)

InChI=1S/C27H44O9/c1-22(2,33)8-7-19(31)25(5,34)18-6-9-26(35)14-10-20(32)27(36)13-16(29)15(28)11-24(27,4)21(14)17(30)12-23(18,26)3/h10,15-19,21,28-31,33-36H,6-9,11-13H2,1-5H3/t15-,16+,17+,18-,19+,21+,23+,24+,25+,26+,27+/m0/s1

SMILES (Click to copy)

C1[C@@]2(C)[C@](O)(C(=O)C=C3[C@]2([H])[C@H](O)C[C@@]2(C)[C@@]3(O)CC[C@]2([H])[C@@](O)([C@H](O)CCC(O)(C)C)C)C[C@@H](O)[C@H]1O

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Dioscorea dumetorum (#167584)

Magnoliopsida (#3398)

A new ecdysteroid and other constituents from two Dioscorea species,
Biochem Syst Ecol, 2008

DOI: 10.1016/j.bse.2008.03.002

Other Databases

PubChem CID

171116434

Calculated Physicochemical Properties

Heavy Atoms 36

Rings 4

Aromatic Rings

Rotatable Bonds 5

Van der Waals Molecular Volume 500.05

Topological Polar Surface Area 178.91

Hydrogen Bond Donors 8

Hydrogen Bond Acceptors 9

logP 2.23

Molar Refractivity 133.55

Admin

Created at

12th May 2023

Updated at