1. Home
  2. Compounds
  3. pyrrospirone E

SCS-C007397

pyrrospirone E

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

Chemical Structure

Structure of pyrrospirone E
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
519.7 Da
Threshold ≤ 500
ALogP
4.04
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
1 violation (MW) — borderline drug-like

Chemical Properties

Molecular Formula:
C32H41NO5
Molecular Weight:
519.6820 Da
SMILES:
CC1=C[C@]2(C)[C@H](O)C[C@]34C[C@](O)(Cc5ccc(cc5)O[C@H]5[C@H]([C@H]2C3=O)[C@@H]1[C@]1(C)C[C@H](C)C[C@H](C)[C@@H]51)NC4=O
InChIKey:
OZCVEXIHCIYUCZ-LVFIZYTASA-N
InChI:
InChI=1S/C32H41NO5/c1-16-10-17(2)24-26-22-23(30(24,5)11-16)18(3)12-29(4)21(34)14-31(27(35)25(22)29)15-32(37,33-28(31)36)13-19-6-8-20(38-26)9-7-19/h6-9,12,16-17,21-26,34,37H,10-11,13-15H2,1-5H3,(H,33,36)/t16-,17+,21-,22+,23-,24+,25+,26+,29-,30+,31+,32-/m1/s1
Calculated Properties
ALogP:
4.036 lipophilicity
TPSA:
95.86 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
5
Rotatable Bonds:
0
Ring Count:
8 (1 aromatic)
Chiral Centers:
12
Fsp³:
0.6875 fraction sp³ carbon

Database Information

Compound ID:
SCS-C007397
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