SCS-C003334
lingshuiol A
Pathway: Polyketides
Superclass: Linear polyketides
Class: Open-chain polyketides
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
Amphidinium sp.
(NA)
Kingdom
NA
Phylum
Alveolata
Class
Dinophyceae
Order
Amphidiniales
Family
Amphidiniaceae
Genus
Amphidinium
Species
NA
Lingshui
DOI:
10.1016/j.tetlet.2004.05.067
· Tetrahedron Letters
Drug-likeness (Lipinski Ro5)
Molecular Weight
1225.6 Da
Threshold ≤ 500
ALogP
3.28
Threshold ≤ 5
H-Bond Donors
18
Threshold ≤ 5
H-Bond Acceptors
20
Threshold ≤ 10
3 violations (MW, HBD, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C66H112O20
Molecular Weight:
1225.6020 Da
SMILES:
C=CCC/C=C/C=C/C=C/CC/C=C/C(O)C(O)C1OC(C(O)C(O)C(=C)CCC(O)C2CC(O)C(O)C(C(O)C(O)/C=C(\C)CCC(O)CC(O)C(O)C(C)C(O)C(O)C/C=C/CC(O)/C=C/CCCCCCCCCCCO)O2)CC(O)C1O
InChIKey:
RFOWRPPUOHWICX-YCPYSRGWSA-N
InChI:
InChI=1S/C66H112O20/c1-5-6-7-8-9-10-11-14-17-20-23-26-32-50(72)60(80)65-63(83)54(76)42-56(86-65)64(84)57(77)44(3)35-37-48(70)55-41-53(75)62(82)66(85-55)61(81)51(73)39-43(2)34-36-47(69)40-52(74)59(79)45(4)58(78)49(71)33-28-27-31-46(68)30-25-22-19-16-13-12-15-18-21-24-29-38-67/h5,8-11,14,17,25-28,30,32,39,45-84H,1,3,6-7,12-13,15-16,18-24,29,31,33-38,40-42H2,2,4H3/b9-8+,11-10+,17-14+,28-27+,30-25+,32-26+,43-39+
Calculated Properties
ALogP:
3.283 lipophilicity
TPSA:
382.60 Ų polar surface area
H-Bond Donors:
18
H-Bond Acceptors:
20
Rotatable Bonds:
46
Ring Count:
2
(0 aromatic)
Chiral Centers:
22
Fsp³:
0.7273 fraction sp³ carbon
Database Information
Compound ID:
SCS-C003334
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Linear polyketides
NPClassifier Class:
Open-chain polyketides
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.