SCS-C007488
bislatumlide A
Pathway: Terpenoids
Superclass: Diterpenoids
Class: Cembrane diterpenoids
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
Sarcophyton latum
(NA)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Alcyoniidae
Genus
Sarcophyton
Species
Sarcophyton latum
South China Sea
· -20 m
DOI:
10.1021/jo400069n
· The Journal of Organic Chemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
739.0 Da
Threshold ≤ 500
ALogP
8.31
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
9
Threshold ≤ 10
2 violations (MW, ALogP) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C44H66O9
Molecular Weight:
739.0030 Da
SMILES:
CC(=O)O[C@H]1C/C(C)=C/CCC(C)CC(=O)C[C@@]23C(=O)O[C@H]([C@H]1C(C)C)[C@@H]2CC(C)=C1CC[C@@](C)(O)[C@@H]2CC[C@](C)(OC(C)=O)[C@@H](CC/C(C)=C/C13)O2
InChIKey:
AYRHEMBTJIBYMU-GCRINOQZSA-N
InChI:
InChI=1S/C44H66O9/c1-25(2)39-36(50-30(7)45)22-27(4)13-11-12-26(3)20-32(47)24-44-34-21-28(5)14-15-38-43(10,53-31(8)46)19-17-37(51-38)42(9,49)18-16-33(34)29(6)23-35(44)40(39)52-41(44)48/h13,21,25-26,34-40,49H,11-12,14-20,22-24H2,1-10H3/b27-13+,28-21+/t26?,34?,35-,36-,37-,38+,39-,40-,42+,43-,44-/m0/s1
Calculated Properties
ALogP:
8.311 lipophilicity
TPSA:
125.43 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
9
Rotatable Bonds:
3
Ring Count:
5
(0 aromatic)
Chiral Centers:
11
Fsp³:
0.7727 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007488
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Diterpenoids
NPClassifier Class:
Cembrane diterpenoids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
Activity values are displayed only when a quantitative or clearly reported result is available.
Tested organisms, cell lines and molecular targets are shown under Target / model.
| Activity | Assay | Target / model | Result | Reference |
|---|---|---|---|---|
| Antitumor | cytotoxic effect | tumor cell lines | two new cytotoxic biscembranoids, bislatumlides A and B (5 and 6) | 10.1021/jo400069n The Journal of Organic Chemistry |