Structure Database (LMSD)

Common Name
Turkesterone 22-acetonide
Systematic Name
20,22β-O-isopropylidene-2β,3β,11α,14α,20,22R,25-heptahydroxy-5β-cholest-7-en-6-one
Synonyms
LM ID
LMST01010425
Formula
C30H48O8
Exact Mass
Calculate m/z
536.33492
Sum Composition
ST 30:3;O8
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

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)
QGINLTGTQDHLBO-TVDJDKAKSA-N
InChi (Click to copy)
InChI=1S/C30H48O8/c1-25(2,35)10-9-23-29(7,38-26(3,4)37-23)22-8-11-30(36)17-13-18(31)16-12-19(32)20(33)14-27(16,5)24(17)21(34)15-28(22,30)6/h13,16,19-24,32-36H,8-12,14-15H2,1-7H3/t16-,19+,20-,21+,22-,23+,24+,27-,28+,29+,30+/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@]3(OC(C)(C)O[C@@H]3CCC(O)(C)C)C)C)([H])[C@]21C

Other Databases

PubChem CID
171121339

Calculated Physicochemical Properties

Heavy Atoms 38
Rings 5
Aromatic Rings 0
Rotatable Bonds 4
Van der Waals Molecular Volume 530.80
Topological Polar Surface Area 140.82
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 8
logP 4.91
Molar Refractivity 143.90

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Created at
30th Nov 2020
Updated at
30th Nov 2020