Structure Database (LMSD)

Common Name
11-Hydroxy-cyasterone
Systematic Name
2β,3β,11α-14,20,22R-hexahydroxy-26,28R-epoxy-5β-stigmast-7-ene-6,26-dione
Synonyms
LM ID
LMST01010427
Formula
C29H44O9
Exact Mass
Calculate m/z
536.298536
Sum Composition
ST 29:4;O9
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)
GYHHEOJCLAGQCK-HNWGTDKPSA-N
InChi (Click to copy)
InChI=1S/C29H44O9/c1-13-15(14(2)38-25(13)35)8-23(34)28(5,36)22-6-7-29(37)17-10-18(30)16-9-19(31)20(32)11-26(16,3)24(17)21(33)12-27(22,29)4/h10,13-16,19-24,31-34,36-37H,6-9,11-12H2,1-5H3/t13-,14+,15-,16-,19+,20-,21+,22-,23+,24+,26-,27+,28+,29+/m0/s1
SMILES (Click to copy)
C1[C@H](O)[C@H](O)C[C@@]2([H])C(=O)C=C3[C@@]([H])([C@]21C)[C@H](O)C[C@]1(C)[C@@]([H])([C@](O)(C)[C@H](O)C[C@]2([H])[C@H](OC(=O)[C@H]2C)C)CC[C@]13O

Other Databases

PubChem CID
171118767

Calculated Physicochemical Properties

Heavy Atoms 38
Rings 5
Aromatic Rings 0
Rotatable Bonds 4
Van der Waals Molecular Volume 519.65
Topological Polar Surface Area 166.82
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 9
logP 2.87
Molar Refractivity 138.87

Admin

Created at
30th Nov 2020
Updated at
20th Oct 2021