Structure Database (LMSD)

Common Name
19-nor-16alpha-acetoxy-10beta-hydroxyasclepin
Systematic Name
Synonyms
  • 16alpha-acetoxy-10beta-hydroxy-19-norasclepin
LM ID
LMST01120056
Formula
C32H44O12
Exact Mass
Calculate m/z
620.28328
Status
Curated
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)
GTDWVHHOYGPTHH-AWNWBXKYSA-N
InChi (Click to copy)
InChI=1S/C32H44O12/c1-15-9-25(42-17(3)34)32(38)28(40-15)43-22-11-19-5-6-21-20(30(19,36)12-23(22)44-32)7-8-29(4)27(18-10-26(35)39-14-18)24(41-16(2)33)13-31(21,29)37/h10,15,19-25,27-28,36-38H,5-9,11-14H2,1-4H3/t15-,19+,20+,21-,22-,23-,24-,25+,27+,28+,29-,30-,31+,32+/m1/s1
SMILES (Click to copy)
C1[C@@]2([H])O[C@@]3(O)[C@@H](OC(C)=O)C[C@@H](C)O[C@@]3([H])O[C@]2([H])C[C@]2([H])CC[C@@]3([H])[C@]4(C[C@@H](OC(=O)C)[C@H](C5=CC(=O)OC5)[C@@]4(C)CC[C@]3([H])[C@@]12O)O

Other Databases

PubChem CID
11635846

Calculated Physicochemical Properties

Heavy Atoms 44
Rings 7
Aromatic Rings
Rotatable Bonds 5
Van der Waals Molecular Volume 570.56
Topological Polar Surface Area 175.56
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 12
logP 4.52
Molar Refractivity 153.18

Admin

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