SCS-C008066
okadaic acid-D10a
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
955.2 Da
Threshold ≤ 500
ALogP
7.11
Threshold ≤ 5
H-Bond Donors
5
Threshold ≤ 5
H-Bond Acceptors
14
Threshold ≤ 10
3 violations (MW, ALogP, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C54H82O14
Molecular Weight:
955.2360 Da
SMILES:
C=C(CO)C/C=C/CC(=C)COC(=O)[C@](C)(O)CC1CC[C@@H](O)C2(C=C(C)C[C@@H]([C@H](C)/C=C/[C@H]3CC[C@@]4(CC[C@H]5O[C@H]([C@@H](O)C[C@H](C)[C@H]6O[C@@]7(CCCCO7)CC[C@H]6C)C(=C)[C@@H](O)[C@@H]5O4)O3)O2)O1
InChIKey:
BHFNXFGVIHTWDA-NFXJELSUSA-N
InChI:
InChI=1S/C54H82O14/c1-33(31-55)13-9-10-14-34(2)32-61-50(59)51(8,60)30-41-17-18-45(57)54(65-41)29-35(3)27-44(66-54)36(4)15-16-40-20-24-53(64-40)25-21-43-49(68-53)46(58)39(7)48(63-43)42(56)28-38(6)47-37(5)19-23-52(67-47)22-11-12-26-62-52/h9-10,15-16,29,36-38,40-49,55-58,60H,1-2,7,11-14,17-28,30-32H2,3-6,8H3/b10-9+,16-15+/t36-,37-,38+,40+,41?,42+,43-,44+,45-,46-,47+,48+,49-,51-,52+,53-,54?/m1/s1
Calculated Properties
ALogP:
7.113 lipophilicity
TPSA:
192.06 Ų polar surface area
H-Bond Donors:
5
H-Bond Acceptors:
14
Rotatable Bonds:
17
Ring Count:
7
(0 aromatic)
Chiral Centers:
17
Fsp³:
0.7593 fraction sp³ carbon
Database Information
Compound ID:
SCS-C008066
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.