SCS-C001481
Murrangatin
Pathway: Shikimates and Phenylpropanoids
Superclass: Coumarins
Class: Simple coumarins
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
Micromelum falcatum
(NA)
Original source name: Micromelum falcatum (Lour.)
Kingdom
Viridiplantae
Phylum
Streptophyta
Class
Magnoliopsida
Order
Sapindales
Family
Rutaceae
Genus
Micromelum
Species
Micromelum falcatum
Hainan Island
DOI:
10.2147/dddt.s145956
· Drug Design, Development and Therapy
Drug-likeness (Lipinski Ro5)
Molecular Weight
276.3 Da
Threshold ≤ 500
ALogP
1.77
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C15H16O5
Molecular Weight:
276.2800 Da
SMILES:
C=C(C)[C@@H](O)[C@@H](O)c1c(OC)ccc2ccc(=O)oc12
InChIKey:
DKEANOQWICTXTP-KGLIPLIRSA-N
InChI:
InChI=1S/C15H16O5/c1-8(2)13(17)14(18)12-10(19-3)6-4-9-5-7-11(16)20-15(9)12/h4-7,13-14,17-18H,1H2,2-3H3/t13-,14+/m1/s1
Calculated Properties
ALogP:
1.772 lipophilicity
TPSA:
79.90 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
5
Rotatable Bonds:
4
Ring Count:
2
(2 aromatic)
Chiral Centers:
2
Fsp³:
0.2667 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001481
NPClassifier Pathway:
Shikimates and Phenylpropanoids
NPClassifier Superclass:
Coumarins
NPClassifier Class:
Simple coumarins
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
Activity values are displayed only when a quantitative or clearly reported result is available.
Tested organisms, cell lines and molecular targets are shown under Target / model.
| Activity | Assay | Target / model | Result | Reference |
|---|---|---|---|---|
| Angiogenesis modulation | inhibition_percent | 100 μM | 13.3 % | 10.2147/dddt.s145956 Drug Design, Development and Therapy |
| Angiogenesis modulation | inhibition_percent | 100 μM | 6.7 % | 10.2147/dddt.s145956 Drug Design, Development and Therapy |
| Angiogenesis modulation | inhibition_percent | 100 μM | 8.9 % | 10.2147/dddt.s145956 Drug Design, Development and Therapy |
| Angiogenesis modulation | — | AKT (Ser473 phosphorylation); Angiogenesis | 100.0 μM | 10.2147/dddt.s145956 Drug Design, Development and Therapy |