Structure Database (LMSD)

OH O H HO HO OH H H O HO O
Common Name
Cyathsterone A
Systematic Name
(22R,25R,28R,32R)-2β,3β,14α,20R-33-pentahydroxy-25-ethyl-28β-(1-hydroxybutan-2-yl)-6-oxo-5β-cholest-7-ene-27,29-dioxocan
Synonyms
LM ID
LMST01010489
Formula
C33H54O8
Exact Mass
Calculate m/z
578.38187
Sum Composition
ST 33:3;O8
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

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

String Representations

InChiKey (Click to copy)
WOQMCBHIIHXKJT-DLPPYYGGSA-N
InChi (Click to copy)
InChI=1S/C33H54O8/c1-6-19-8-9-28(41-29(40-18-19)20(7-2)17-34)32(5,38)27-11-13-33(39)22-14-24(35)23-15-25(36)26(37)16-30(23,3)21(22)10-12-31(27,33)4/h14,19-21,23,25-29,34,36-39H,6-13,15-18H2,1-5H3/t19-,20-,21+,23+,25-,26+,27+,28-,29-,30-,31-,32-,33-/m1/s1
SMILES (Click to copy)
C1[C@H](O)[C@H](O)C[C@@]2([H])C(=O)C=C3[C@]4(O)CC[C@]([H])([C@@](C)(O)[C@@H]5O[C@H]([C@H](CC)CO)OC[C@H](CC)CC5)[C@@]4(C)CC[C@]3([H])[C@@]12C

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Cyathula officinalis (#384660)
Magnoliopsida (#3398)
Frequency of multiple primary cancers and risk factors for lung and breast cancer patients.,
Princess Takamatsu Symp, 1987
Pubmed ID: 3506544

Other Databases

PubChem CID
171119984

Calculated Physicochemical Properties

Heavy Atoms 41
Rings 5
Aromatic Rings
Rotatable Bonds 6
Van der Waals Molecular Volume 582.70
Topological Polar Surface Area 140.82
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 8
logP 5.80
Molar Refractivity 157.61

Admin

Created at
24th Jan 2022
Updated at
24th Jan 2022