Structure Database (LMSD)

OH HO HO O OH H OH OH O O H H
Common Name
Sengosterone
Systematic Name
(22R,24S,25S,28R)-2β,3β 5β,14,20,22-hexahydroxy-26,28-epoxy-stigmast-7-ene-6,26-dione
Synonyms
  • 5beta-hydroxycyasterone
LM ID
LMST01040291
Formula
C29H44O9
Exact Mass
Calculate m/z
536.298535
Sum Composition
ST 29:4;O9
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Stigmasterols and C24-ethyl derivatives [ST0104]

String Representations

InChiKey (Click to copy)
YQCOGGGDJXBMBU-JIVHLSMOSA-N
InChi (Click to copy)
InChI=1S/C29H44O9/c1-14-16(15(2)38-24(14)34)10-22(32)27(5,35)21-7-9-28(36)18-11-23(33)29(37)13-20(31)19(30)12-26(29,4)17(18)6-8-25(21,28)3/h11,14-17,19-22,30-32,35-37H,6-10,12-13H2,1-5H3/t14-,15+,16-,17-,19-,20+,21-,22+,25+,26+,27+,28+,29+/m0/s1
SMILES (Click to copy)
C1[C@H](O)[C@H](O)C[C@@]2(O)C(=O)C=C3[C@@]([H])([C@]21C)CC[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

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Cyathula capitata (#2152776)
Magnoliopsida (#3398)
Structure of sengosterone, a novel C29 insect-moulting substance from cyathula capitata:,
Tetrahedron Letts, 1969

Other Databases

PubChem CID
12442769

Calculated Physicochemical Properties

Heavy Atoms 38
Rings 5
Aromatic Rings
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 3.01
Molar Refractivity 138.94

Admin

Created at
20th Dec 2023
Updated at
9th Jan 2024