Structure Database (LMSD)

Common Name
16alpha-Acetoxyasclepin
Systematic Name
Synonyms
LM ID
LMST01120052
Formula
C33H44O12
Exact Mass
Calculate m/z
632.28328
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)
WDMVIHZXOHPIHJ-MCQWJBQLSA-N
InChi (Click to copy)
InChI=1S/C33H44O12/c1-16-9-26(43-18(3)36)33(39)29(41-16)44-23-11-20-5-6-22-21(31(20,15-34)12-24(23)45-33)7-8-30(4)28(19-10-27(37)40-14-19)25(42-17(2)35)13-32(22,30)38/h10,15-16,20-26,28-29,38-39H,5-9,11-14H2,1-4H3/t16-,20+,21+,22-,23-,24-,25-,26+,28+,29+,30-,31-,32+,33+/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@@]12C=O)O

Other Databases

PubChem CID
10054800

Calculated Physicochemical Properties

Heavy Atoms 45
Rings 7
Aromatic Rings
Rotatable Bonds 6
Van der Waals Molecular Volume 585.22
Topological Polar Surface Area 172.40
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 12
logP 4.69
Molar Refractivity 156.22

Admin

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