1. Home
  2. Compounds
  3. pyrrospirone W

SCS-C007400

pyrrospirone W

Pathway: Alkaloids | Amino acids and Peptides Superclass: Tetramate alkaloids Class: Pyrrocidine tetramate alkaloids
Back to List

Chemical Structure

Structure of pyrrospirone W
Loading 3D structure...
3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Download: SDF SMILES

Source Information

Penicillium sp. (soft coral-derived fungus)
Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Aspergillaceae Genus Penicillium Species NA
South China Sea
DOI: 10.1021/acs.jnatprod.5c01203  · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight
533.7 Da
Threshold ≤ 500
ALogP
4.75
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
1 violation (MW) — borderline drug-like

Chemical Properties

Molecular Formula:
C33H43NO5
Molecular Weight:
533.7090 Da
SMILES:
CC1=C[C@]2(C)[C@H](C)O/C3=C4\C(=O)N[C@@](O)(Cc5ccc(cc5)O[C@@H]5[C@@H]6[C@@H](C)C[C@@H](C)C[C@@]6(C)[C@H]1[C@H]5[C@@]32C)[C@H]4O
InChIKey:
DDJDAWKOZTUFOT-HVYVZOJQSA-N
InChI:
InChI=1S/C33H43NO5/c1-16-12-17(2)24-26-25-23(30(24,5)13-16)18(3)14-31(6)19(4)38-28(32(25,31)7)22-27(35)33(37,34-29(22)36)15-20-8-10-21(39-26)11-9-20/h8-11,14,16-17,19,23-27,35,37H,12-13,15H2,1-7H3,(H,34,36)/b28-22-/t16-,17+,19+,23-,24+,25-,26-,27+,30+,31-,32+,33-/m1/s1
Calculated Properties
ALogP:
4.749 lipophilicity
TPSA:
88.02 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
5
Rotatable Bonds:
0
Ring Count:
8 (1 aromatic)
Chiral Centers:
12
Fsp³:
0.6667 fraction sp³ carbon

Database Information

Compound ID:
SCS-C007400
NPClassifier Pathway:
Alkaloids Amino acids and Peptides
NPClassifier Superclass:
Tetramate alkaloids
NPClassifier Class:
Pyrrocidine tetramate alkaloids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
PubChem ChemSpider ChEMBL
Natural product databases
COCONUT NP Atlas

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 human cancer cell lines A549 and HCT116 — Structured numeric value is not available in this record; see the primary reference. 10.1021/acs.jnatprod.5c01203 Journal of Natural Products
Antibacterial MIC six pathogenic bacteria — Structured numeric value is not available in this record; see the primary reference. 10.1021/acs.jnatprod.5c01203 Journal of Natural Products
Back to Compounds
Structure enlarged