SCS-C005188
formosalide B
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
592.8 Da
Threshold ≤ 500
ALogP
4.04
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
9
Threshold ≤ 10
1 violation (MW) — borderline drug-like
Chemical Properties
Molecular Formula:
C33H52O9
Molecular Weight:
592.7700 Da
SMILES:
CO[C@]12CC[C@H]3CC[C@@H](O3)C(=O)O[C@@H](C[C@H](O)C/C=C\C=C(\C)C/C=C\C=C/CCO)CCC[C@H](O1)[C@H](C)[C@@H](O)[C@@H]2O
InChIKey:
BRMPRZJMPOQOFB-MQCXIQECSA-N
InChI:
InChI=1S/C33H52O9/c1-23(12-7-5-4-6-10-21-34)13-8-9-14-25(35)22-27-15-11-16-28-24(2)30(36)31(37)33(39-3,42-28)20-19-26-17-18-29(40-26)32(38)41-27/h4-9,13,24-31,34-37H,10-12,14-22H2,1-3H3/b6-4-,7-5-,9-8-,23-13-/t24-,25+,26+,27+,28-,29+,30+,31-,33+/m0/s1
Calculated Properties
ALogP:
4.038 lipophilicity
TPSA:
134.91 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
9
Rotatable Bonds:
11
Ring Count:
3
(0 aromatic)
Chiral Centers:
9
Fsp³:
0.7273 fraction sp³ carbon
Database Information
Compound ID:
SCS-C005188
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.