Structure Database (LMSD)

Common Name
Calotropin
Systematic Name
Synonyms
  • Pecilocerin A
LM ID
LMST01120046
Formula
C29H40O9
Exact Mass
Calculate m/z
532.267235
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Cardanolides and derivatives [ST0112]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Pergularia tomentosa (#264979)
Magnoliopsida (#3398)
Cardenolide glycosides from Pergularia tomentosa and their proapoptotic activity in Kaposi's sarcoma cells.,
J Nat Prod, 2006
Pubmed ID: 16989527

String Representations

InChiKey (Click to copy)
OWPWFVVPBYFKBG-NYVHBPEFSA-N
InChi (Click to copy)
InChI=1S/C29H40O9/c1-15-9-23(31)29(34)25(36-15)37-21-11-17-3-4-20-19(27(17,14-30)12-22(21)38-29)5-7-26(2)18(6-8-28(20,26)33)16-10-24(32)35-13-16/h10,14-15,17-23,25,31,33-34H,3-9,11-13H2,1-2H3/t15-,17+,18-,19+,20-,21-,22-,23+,25+,26-,27-,28+,29+/m1/s1
SMILES (Click to copy)
C1[C@@]2([H])O[C@@]3(O)[C@@H](O)C[C@@H](C)O[C@@]3([H])O[C@]2([H])C[C@]2([H])CC[C@@]3([H])[C@]4(CC[C@H](C5=CC(=O)OC5)[C@@]4(C)CC[C@]3([H])[C@@]12C=O)O

Other Databases

KEGG ID
C08855
CHEBI ID
3329
PubChem CID
16142

Calculated Physicochemical Properties

Heavy Atoms 38
Rings 7
Aromatic Rings
Rotatable Bonds 2
Van der Waals Molecular Volume 494.93
Topological Polar Surface Area 140.03
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 9
logP 4.29
Molar Refractivity 135.22

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Created at
11th Jan 2022
Updated at
11th Jan 2022