Structure Database (LMSD)

Common Name
Turkesterone
Systematic Name
2β,3β,11α,14α,20,22R,25-heptahydroxy-5β-cholest-7-en-6-one
Synonyms
  • 11,20-dihydroxyecdysone
LM ID
LMST01010422
Formula
C27H44O8
Exact Mass
Calculate m/z
496.30362
Sum Composition
ST 27:2;O8
Status
Active
Show lipids differing only in stereochemistry/bond geometry
View MassBank spectra

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Cholesterol and derivatives [ST0101]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Ajuga (#38595)
Magnoliopsida (#3398)
The minor ecdysteroids from Ajuga turkestanica.,
Phytochem Anal, 2015
Pubmed ID: 25953625

String Representations

InChiKey (Click to copy)
WSBAGDDNVWTLOM-XHZKDPLLSA-N
InChi (Click to copy)
InChI=1S/C27H44O8/c1-23(2,33)8-7-21(32)26(5,34)20-6-9-27(35)15-11-16(28)14-10-17(29)18(30)12-24(14,3)22(15)19(31)13-25(20,27)4/h11,14,17-22,29-35H,6-10,12-13H2,1-5H3/t14-,17+,18-,19+,20-,21+,22+,24-,25+,26+,27+/m0/s1
SMILES (Click to copy)
C1[C@H](O)[C@H](O)C[C@@]2([H])C(=O)C=C3[C@@]([C@H](O)C[C@]4([C@@]3(O)CC[C@]4([H])[C@](O)(C)[C@H](O)CCC(O)(C)C)C)([H])[C@]21C

Other Databases

CHEBI ID
191170
PubChem CID
14376672

Calculated Physicochemical Properties

Heavy Atoms 35
Rings 4
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 491.26
Topological Polar Surface Area 158.68
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 8
logP 2.83
Molar Refractivity 131.58

Admin

Created at
28th Nov 2020
Updated at
10th Jun 2022