Structure Database (LMSD)

Common Name
22-oxo-polypodine B
Systematic Name
2β,3β,5β,14α,20R,25-hexahydroxy-cholesta-7-en-6,22-dione
Synonyms
  • 22-oxo-hydroxyecdysterone
LM ID
LMST01010573
Formula
C27H42O8
Exact Mass
Calculate m/z
494.28797
Sum Composition
ST 27:3;O8
Status
Active
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
Paris verticillata (#55185)
Magnoliopsida (#3398)
Ecdysteroids from the Aerial Parts of Paris verticillata.,
Chem Biodivers, 2021
Pubmed ID: 34302431

String Representations

InChiKey (Click to copy)
NHSMZBFIOJSEKV-KXJWQHQMSA-N
InChi (Click to copy)
InChI=1S/C27H42O8/c1-22(2,32)9-8-20(30)25(5,33)19-7-11-26(34)16-12-21(31)27(35)14-18(29)17(28)13-24(27,4)15(16)6-10-23(19,26)3/h12,15,17-19,28-29,32-35H,6-11,13-14H2,1-5H3/t15-,17-,18+,19-,23+,24+,25+,26+,27+/m0/s1
SMILES (Click to copy)
C1[C@H](O)[C@H](O)C[C@@]2(O)C(=O)C=C3[C@]([H])(CC[C@]4([C@@]3(O)CC[C@]4([H])[C@](O)(C)C(=O)CCC(O)(C)C)C)[C@]21C

Other Databases

PubChem CID
171116438

Calculated Physicochemical Properties

Heavy Atoms 35
Rings 4
Aromatic Rings
Rotatable Bonds 5
Van der Waals Molecular Volume 488.62
Topological Polar Surface Area 155.52
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 8
logP 2.90
Molar Refractivity 130.13

Admin

Created at
2nd Jun 2023
Updated at
5th Jun 2023