SCS-C008113
piericidin M
Pathway: Alkaloids | Polyketides
Chemical Structure
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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Streptomyces psammoticus
(Streptomyces)
Original source name: Streptomyces psammoticus | S. psammoticus SCSIO NS126
Kingdom
Bacillati
Phylum
Actinomycetota
Class
Actinomycetes
Order
Kitasatosporales
Family
Streptomycetaceae
Genus
Streptomyces
Species
Streptomyces psammoticus
South China Sea
DOI:
10.3390/md19080428
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
385.5 Da
Threshold ≤ 500
ALogP
5.04
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C24H35NO3
Molecular Weight:
385.5480 Da
SMILES:
C/C=C(\C)[C@H](O)[C@H](C)/C=C(C)/C=C/C/C(C)=C/Cc1[nH]c(OC)cc(=O)c1C
InChIKey:
RESCEXRHBPSAAM-HWMDAMIQSA-N
InChI:
InChI=1S/C24H35NO3/c1-8-18(4)24(27)19(5)14-17(3)11-9-10-16(2)12-13-21-20(6)22(26)15-23(25-21)28-7/h8-9,11-12,14-15,19,24,27H,10,13H2,1-7H3,(H,25,26)/b11-9+,16-12+,17-14+,18-8+/t19-,24+/m1/s1
Calculated Properties
ALogP:
5.037 lipophilicity
TPSA:
62.32 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
3
Rotatable Bonds:
9
Ring Count:
1
(1 aromatic)
Chiral Centers:
2
Fsp³:
0.4583 fraction sp³ carbon
Database Information
Compound ID:
SCS-C008113
NPClassifier Pathway:
Alkaloids
Polyketides
NPClassifier Superclass:
N/A
NPClassifier Class:
N/A
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 |
|---|---|---|---|---|
| Antitumor | IC50 | HL-60 cells | < 0.1 μM | 10.3390/md19080428 Marine Drugs |
| Antitumor | — | HL-60 cells | 2 (0.1 μM, Figure 5B) and 8 (2 μM, Figure 5C) could arrest the cell cycle during the S phase in HL-60 and ACHN cells. | 10.3390/md19080428 Marine Drugs |
| Antitumor | — | HL-60 cells | 2 (0.1 and 0.4 μM) could induce apoptosis after a 72 h treatment of HL-60 cells | 10.3390/md19080428 Marine Drugs |