SCS-C008065
okadaic acid
Pathway: Polyketides
Superclass: Polyethers
Class: Polyether ionophores
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 lima
(NA)
Original source name: Prorocentrum lima (Ehrenberg) Dodge
Kingdom
NA
Phylum
Alveolata
Class
Dinophyceae
Order
Prorocentrales
Family
Prorocentraceae
Genus
Prorocentrum
Species
Prorocentrum lima
South China Sea
DOI:
10.1002/jssc.201100914
· Journal of Separation Science
Drug-likeness (Lipinski Ro5)
Molecular Weight
805.0 Da
Threshold ≤ 500
ALogP
5.21
Threshold ≤ 5
H-Bond Donors
5
Threshold ≤ 5
H-Bond Acceptors
12
Threshold ≤ 10
3 violations (MW, ALogP, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C44H68O13
Molecular Weight:
805.0150 Da
SMILES:
C=C1[C@@H](O)[C@@H]2O[C@]3(CC[C@H](/C=C/[C@@H](C)[C@@H]4CC(C)=C[C@@]5(O[C@H](C[C@@](C)(O)C(=O)O)CC[C@H]5O)O4)O3)CC[C@H]2O[C@@H]1[C@@H](O)C[C@H](C)[C@H]1O[C@@]2(CCCCO2)CC[C@H]1C
InChIKey:
QNDVLZJODHBUFM-WFXQOWMNSA-N
InChI:
InChI=1S/C44H68O13/c1-25-21-34(55-44(23-25)35(46)12-11-31(54-44)24-41(6,50)40(48)49)26(2)9-10-30-14-18-43(53-30)19-15-33-39(57-43)36(47)29(5)38(52-33)32(45)22-28(4)37-27(3)13-17-42(56-37)16-7-8-20-51-42/h9-10,23,26-28,30-39,45-47,50H,5,7-8,11-22,24H2,1-4,6H3,(H,48,49)/b10-9+/t26-,27-,28+,30+,31+,32+,33-,34+,35-,36-,37+,38+,39-,41-,42+,43-,44-/m1/s1
Calculated Properties
ALogP:
5.214 lipophilicity
TPSA:
182.83 Ų polar surface area
H-Bond Donors:
5
H-Bond Acceptors:
12
Rotatable Bonds:
10
Ring Count:
7
(0 aromatic)
Chiral Centers:
17
Fsp³:
0.8409 fraction sp³ carbon
Database Information
Compound ID:
SCS-C008065
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Polyethers
NPClassifier Class:
Polyether ionophores
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.