1. Home
  2. Compounds
  3. Alternapyrone D

SCS-C001523

Alternapyrone D

Pathway: Polyketides Superclass: Linear polyketides Class: Open-chain polyketides
Back to List

Chemical Structure

Structure of Alternapyrone D
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

Arthrinium arundinis ZSDS1-F7 (NA)
Original source name: Arthrinium arundinis ZSDS1-F7; Phakellia fusca Thiele
Kingdom Fungi Phylum Ascomycota Class Sordariomycetes Order Amphisphaeriales Family Apiosporaceae Genus Apiospora Species Apiospora arundinis
Xisha Islands
DOI: 10.1021/acs.jnatprod.4c00393  · Journal of Natural Products
Phakellia fusca (NA)
Original source name: Arthrinium arundinis ZSDS1-F7; Phakellia fusca Thiele
Kingdom Metazoa Phylum Porifera Class Demospongiae Order Axinellida Family Axinellidae Genus Phakellia Species Phakellia fusca
Xisha Islands
DOI: 10.1021/acs.jnatprod.4c00393  · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight
492.6 Da
Threshold ≤ 500
ALogP
5.38
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:
C28H44O7
Molecular Weight:
492.6000 Da
SMILES:
CCC(C)(O)CC(CO)CCCC(C=C(C)C=C(C)CC(C)c1oc(=O)c(C)c(O)c1C)C(=O)O
InChIKey:
KAIIOAVNKWEQTI-UHFFFAOYSA-N
InChI:
InChI=1S/C28H44O7/c1-8-28(7,34)15-22(16-29)10-9-11-23(26(31)32)14-18(3)12-17(2)13-19(4)25-20(5)24(30)21(6)27(33)35-25/h12,14,19,22-23,29-30,34H,8-11,13,15-16H2,1-7H3,(H,31,32)
Calculated Properties
ALogP:
5.379 lipophilicity
TPSA:
128.20 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
6
Rotatable Bonds:
14
Ring Count:
1 (1 aromatic)
Chiral Centers:
4
Fsp³:
0.6429 fraction sp³ carbon

Database Information

Compound ID:
SCS-C001523
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Linear polyketides
NPClassifier Class:
Open-chain polyketides
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
Anti-inflammatory inhibition_percent LPS-stimulated BV2 microglia (NO production) > 50.0 % 10.1021/acs.jnatprod.4c00393 Journal of Natural Products
Back to Compounds
Structure enlarged