SCS-C005455
anthranoside B
Pathway: Alkaloids | Shikimates and Phenylpropanoids
Superclass: Phenolic acids (C6-C1) | Tryptophan alkaloids | Anthranilic acid alkaloids
Class: Anthranillic acid derivatives | Shikimic acids and derivatives | Simple indole alkaloids | Simple phenolic acids
Glycoside
Chemical Structure
Loading 3D structure...
3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Streptomyces sp.
(bacterium)
Kingdom
Bacillati
Phylum
Actinomycetota
Class
Actinomycetes
Order
Kitasatosporales
Family
Streptomycetaceae
Genus
Streptomyces
Species
NA
Guangdong coast
DOI:
10.1021/acs.orglett.8b02382
· Organic Letters
Drug-likeness (Lipinski Ro5)
Molecular Weight
313.3 Da
Threshold ≤ 500
ALogP
-0.75
Threshold ≤ 5
H-Bond Donors
5
Threshold ≤ 5
H-Bond Acceptors
7
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C14H19NO7
Molecular Weight:
313.3060 Da
SMILES:
CO[C@]1(CNc2ccccc2C(=O)O)O[C@H](CO)[C@@H](O)[C@@H]1O
InChIKey:
UJQILLNBJRGQJE-NRWUCQMLSA-N
InChI:
InChI=1S/C14H19NO7/c1-21-14(12(18)11(17)10(6-16)22-14)7-15-9-5-3-2-4-8(9)13(19)20/h2-5,10-12,15-18H,6-7H2,1H3,(H,19,20)/t10-,11-,12+,14-/m1/s1
Calculated Properties
ALogP:
-0.748 lipophilicity
TPSA:
128.48 Ų polar surface area
H-Bond Donors:
5
H-Bond Acceptors:
7
Rotatable Bonds:
6
Ring Count:
2
(1 aromatic)
Chiral Centers:
4
Fsp³:
0.5000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C005455
NPClassifier Pathway:
Alkaloids
Shikimates and Phenylpropanoids
NPClassifier Superclass:
Phenolic acids (C6-C1)
Tryptophan alkaloids
Anthranilic acid alkaloids
NPClassifier Class:
Anthranillic acid derivatives
Shikimic acids and derivatives
Simple indole alkaloids
Simple phenolic acids
Glycoside:
Yes
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.