LIPID MAPS

Structure Database (LMSD)

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Common Name

Taxisterone

Systematic Name

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

Synonyms

22-deoxy-20-hydroxyecdysone

LM ID

LMST01010565

Formula

C₂₇H₄₄O₆

Exact Mass

Calculate m/z

464.31379

Sum Composition

ST 27:2;O6

Status

Active

Show lipids differing only in stereochemistry/bond geometry

No other lipid differing only in stereochemistry/bond geometry found

Classification

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Taxus cuspidata (#99806)

Pinopsida (#58019)

A novel phytoecdysteroid, taxisterone, from Taxus cuspidata,
Phytochemistry, 1982

DOI: 10.1016/0031-9422(82)83117-8

String Representations

InChiKey (Click to copy)

KFLDRYHMXLUSFO-ISSBNPATSA-N

InChi (Click to copy)

InChI=1S/C27H44O6/c1-23(2,31)9-6-10-26(5,32)22-8-12-27(33)17-13-19(28)18-14-20(29)21(30)15-24(18,3)16(17)7-11-25(22,27)4/h13,16,18,20-22,29-33H,6-12,14-15H2,1-5H3/t16-,18-,20+,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@](O)(C)CCCC(O)(C)C)[H])=O

Other Databases

PubChem CID

15251158

Calculated Physicochemical Properties

Heavy Atoms 33

Rings 4

Aromatic Rings

Rotatable Bonds 5

Van der Waals Molecular Volume 473.68

Topological Polar Surface Area 118.22

Hydrogen Bond Donors 5

Hydrogen Bond Acceptors 6

logP 4.32

Molar Refractivity 127.77

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Created at

17th May 2023

Updated at