SCS-C005176
formosalide A
Pathway: Polyketides
Superclass: Linear polyketides
Class: Open-chain polyketides
Glycoside
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
Prorocentrum sp.
(NA)
Kingdom
NA
Phylum
Alveolata
Class
Dinophyceae
Order
Prorocentrales
Family
Prorocentraceae
Genus
Prorocentrum
Species
NA
Nanwan, Pingtung
DOI:
10.1016/j.tetlet.2009.02.013
· Tetrahedron Letters
Drug-likeness (Lipinski Ro5)
Molecular Weight
578.7 Da
Threshold ≤ 500
ALogP
3.38
Threshold ≤ 5
H-Bond Donors
5
Threshold ≤ 5
H-Bond Acceptors
9
Threshold ≤ 10
1 violation (MW) — borderline drug-like
Chemical Properties
Molecular Formula:
C32H50O9
Molecular Weight:
578.7430 Da
SMILES:
C/C(=C/C=C\C[C@@H](O)C[C@H]1CCC[C@@H]2O[C@](O)(CC[C@H]3CC[C@@H](O3)C(=O)O1)[C@@H](O)[C@H](O)[C@H]2C)C/C=C\C=C/CCO
InChIKey:
JJIXDMGVTIOVNJ-UXYDNESKSA-N
InChI:
InChI=1S/C32H50O9/c1-22(11-6-4-3-5-9-20-33)12-7-8-13-24(34)21-26-14-10-15-27-23(2)29(35)30(36)32(38,41-27)19-18-25-16-17-28(39-25)31(37)40-26/h3-8,12,23-30,33-36,38H,9-11,13-21H2,1-2H3/b5-3-,6-4-,8-7-,22-12-/t23-,24+,25+,26+,27-,28+,29+,30-,32+/m0/s1
Calculated Properties
ALogP:
3.384 lipophilicity
TPSA:
145.91 Ų polar surface area
H-Bond Donors:
5
H-Bond Acceptors:
9
Rotatable Bonds:
10
Ring Count:
3
(0 aromatic)
Chiral Centers:
9
Fsp³:
0.7188 fraction sp³ carbon
Database Information
Compound ID:
SCS-C005176
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Linear polyketides
NPClassifier Class:
Open-chain polyketides
Glycoside:
Yes
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.