Structure Database (LMSD)

Common Name
polypodine B
Systematic Name
(2β,3β,5β,22R)-2,3,5,14,20,22,25-heptahydroxycholest-7-en-6-one
Synonyms
  • 2beta,3beta,5beta,14,20,22R,25-heptahydroxycholest-7-en-6-one
  • Polypodine B
LM ID
LMST01010198
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

Classification

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

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Polypodium vulgare (#58048)
Polypodiopsida (#241806)
Polypodine B — A novel ecdysone-like substance from plant material,
Tetrahedron Letts, 1967

String Representations

InChiKey (Click to copy)
GMFLGNRCCFYOKL-ACCCYTKYSA-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)
C12[C@]([H])(CC[C@]3(C)[C@@]([H])([C@@](O)([C@H](O)CCC(O)(C)C)C)CC[C@@]13O)[C@@]1([C@@](C(=O)C=2)(O)C[C@H]([C@@H](O)C1)O)C

Other Databases

KEGG ID
C08834
CHEBI ID
28485
PubChem CID
441833

Calculated Physicochemical Properties

Heavy Atoms 35
Rings 4
Aromatic Rings 0
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

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Created at
-
Updated at
6th Oct 2023