CNP0308624.0

[4,5-diacetoxy-3-hydroxy-6-[(8-oxo-4-vinyl-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-3-yl)oxy]tetrahydropyran-2-yl]methyl acetate

Created on · Last update on

NPLikeness
NP Likeness Score: The likelihood of the compound to be a natural product, ranges from -5 (less likely) to 5 (very likely).
2.56
Annotation Level
★ ★ ★ ☆ ☆
Mol. Weight
484.15808
Mol. Formula
C22H28O12

Organisms (1)

Representations

Molecular details

COCONUT id
CNP0308624.0
Name
-
IUPAC name
[4,5-diacetoxy-3-hydroxy-6-[(8-oxo-4-vinyl-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-3-yl)oxy]tetrahydropyran-2-yl]methyl acetate
InChI
InChI=1S/C22H28O12/c1-5-13-14-6-7-28-20(27)15(14)8-30-21(13)34-22-19(32-12(4)25)18(31-11(3)24)17(26)16(33-22)9-29-10(2)23/h5,8,13-14,16-19,21-22,26H,1,6-7,9H2,2-4H3
InChIKey
PDOGRHLUXBLKAT-UHFFFAOYSA-N
Canonical SMILES (RDKit)
C=CC1C(OC2OC(COC(C)=O)C(O)C(OC(C)=O)C2OC(C)=O)OC=C2C(=O)OCCC21
Murcko Framework
O1CC2=COC(OC3OCCCC3)CC2CC1

Chemical classification

NP Classification

References

Citations

Anti-inflammatory secoiridoid glycosides from Gentianella azurea.

Huang YJ, Lu H, Yu XL, Song WB, Zhang SW, Fen LY, Xuan LJ.

DOI: 10.1016/j.bmcl.2014.09.055

Lens.org

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NPASS

The NPASS natural product activity and species source database has been updated with significant enhancements to support drug discovery, medicinal plant research, and microbial investigations. This update expands the database's coverage of natural products (NPs), their activities against specific targets, and their composition in various species. The database now includes new data on composition and concentration values of NPs in different species, as well as extended information on NP activities against various targets. NPASS has also broadened its species source data, incorporating new types such as co-cultured and engineered microbes. Additionally, the update introduces estimated activity profiles for NPs without experimental data, utilizing the Chemical Checker tool. To further aid researchers, the database now provides computed drug-likeness properties and ADMET (absorption, distribution, metabolism, excretion, and toxicity) information for all NPs. These comprehensive updates make NPASS an even more valuable resource for researchers in the fields of natural product discovery and medicinal research. The updated version of NPASS is freely accessible online, promoting open access to this crucial scientific data. License: No Licensing information (Cite paper)

10.71606/coconut.cnpc0030

Molecular Properties

  • Mol. Formula : C22H28O12
  • Mol. Weight 484.15808
  • Total atom number : 62
  • Heavy atom number : 34
  • Aromatic Ring Count : 0
  • Rotatable Bond count : 7
  • Minimal number of rings : 3
  • Formal Charge : 62
  • Contains Sugar : True
  • Contains Ring Sugars : True
  • Contains Linear Sugars : False

Molecular Descriptors

  • NP-likeness scores : 2.56
  • Alogp : 0.12
  • TopoPSA : 153.12
  • Fsp3 : 0.64
  • Hydrogen Bond Acceptor Count : 12
  • Hydrogen Bond Donor Count : 1
  • Lipinski Hydrogen Bond Acceptor Count : 12
  • Lipinski Hydrogen Bond Donor Count : 1
  • Lipinski RO5 Violations : 1
2D
3D Structure (by RDKit) Interactive JSmol molecular viewer 3D
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