Structure Database (LMSD)

O H HO HO OH OH HO OH H OH
Common Name
14-epi-polypodine B
Systematic Name
2β,3β,5β,14β,20R,22R,25-heptahydroxy-cholesta-7-en-6-one
Synonyms
LM ID
LMST01010574
Formula
C27H44O8
Exact Mass
Calculate m/z
496.30362
Sum Composition
ST 27:2;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)
GMFLGNRCCFYOKL-YMVNSCGCSA-N
InChi (Click to copy)
InChI=1S/C27H44O8/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/h12,15,17-20,28-30,32-35H,6-11,13-14H2,1-5H3/t15-,17-,18+,19-,20+,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@H](O)CCC(O)(C)C)C)[C@]21C

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

Other Databases

PubChem CID
171116439

Calculated Physicochemical Properties

Heavy Atoms 35
Rings 4
Aromatic Rings
Rotatable Bonds 5
Van der Waals Molecular Volume 491.26
Topological Polar Surface Area 158.68
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 8
logP 2.97
Molar Refractivity 131.65

Admin

Created at
2nd Jun 2023
Updated at
2nd Jun 2023