Curacin A
AlkaPlorer ID: AK041784
Synonym: None
IUPAC Name: (4R)-4-[(1Z,5E,7E,11R)-11-methoxy-8-methyltetradeca-1,5,7,13-tetraenyl]-2-[(1R,2S)-2-methylcyclopropyl]-4,5-dihydro-1,3-thiazole
Structure
SMILES: C=CC[C@@H](CC/C(C)=C/C=C/CC/C=C\[C@@H]1CSC([C@@H]2C[C@@H]2C)=N1)OC
InChI: InChI=1S/C23H35NOS/c1-5-11-21(25-4)15-14-18(2)12-9-7-6-8-10-13-20-17-26-23(24-20)22-16-19(22)3/h5,7,9-10,12-13,19-22H,1,6,8,11,14-17H2,2-4H3/b9-7+,13-10-,18-12+/t19-,20+,21-,22+/m0/s1
InChIKey: LUEYTMPPCOCKBX-KWYHTCOPSA-N
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Lyngbya majuscula | Lyngbya | Oscillatoriaceae | Oscillatoriales | Cyanophyceae | Cyanobacteriota | None | Bacteria |
Properties Information
Molecule Weight: 373.6060000000001
TPSA？: 21.59
MolLogP？: 6.366500000000007
Number of H-Donors: 0
Number of H-Acceptors: 3
RingCount: 2
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Artemia | Artemia | LD50 | 8.0 | nM | 10.1021/np50126a029 |
| Artemia salina | Artemia salina | LC50 | 0.0025 | ug.mL-1 | 10.1021/np960085a |
| Biomphalaria glabrata | Biomphalaria glabrata | Activity | nan | None | 10.1021/np960085a |
| Bos taurus | Tubulin | IC50 | 520.0 | nM | None |
| Bos taurus | Tubulin | IC50 | 600.0 | nM | None |
| Bos taurus | Tubulin | IC50 | 780.0 | nM | None |
| Bos taurus | Tubulin | IC50 | 900.0 | nM | None |
| Bos taurus | Tubulin | Inhibition | 78.0 | % | None |
| Bos taurus | Tubulin | Inhibition | 84.9 | % | None |
| Bos taurus | Tubulin | Inhibition | 87.0 | % | None |
| Bos taurus | Tubulin | Inhibition | 96.2 | % | None |
| Bos taurus | Tubulin | Inhibition | 97.0 | % | None |
| Bos taurus | Tubulin | Inhibition | 97.9 | % | None |
| Bos taurus | Tubulin | Inhibition | 99.0 | % | None |
| Carassius auratus | Carassius auratus | Activity | nan | None | 10.1021/np960085a |
| Homo sapiens | 2008 | GI50 | 35.0 | nM | 10.1021/jm0105171 |
| Homo sapiens | A2780 | Inhibition | 78.0 | % | 10.1021/jm0105171 |
| Homo sapiens | A2780 | Inhibition | 94.0 | % | 10.1021/jm0105171 |
| Homo sapiens | A2780 | TPI | 98.0 | % | 10.1021/jm0105171 |
| Homo sapiens | MCF7 | GI50 | 40.0 | nM | 10.1021/jm0105171 |
| Homo sapiens | MDA-MB-231 | GI50 | 96.0 | nM | 10.1021/jm0105171 |
| Homo sapiens | NCI-H69 | IC50 | 0.89 | ug.mL-1 | 10.1016/S0960-894X(97)10055-5 |
| Homo sapiens | PC-3 | GI50 | 50.0 | nM | 10.1021/jm0105171 |
| Homo sapiens | PC-9 | IC50 | 19.6 | ug.mL-1 | 10.1016/S0960-894X(97)10055-5 |
| Homo sapiens | Tubulin | IC50 | 720.0 | nM | 10.1021/jm0105171 |
| Homo sapiens | WiDr | IC50 | 0.2 | ug.mL-1 | 10.1016/S0960-894X(97)10055-5 |
| Rattus norvegicus | C6 | Activity | nan | None | 10.1021/np960144k |
| Rattus norvegicus | C6 | LC50 | 11.0 | nM | 10.1021/np960144k |
| Sus scrofa | Tubulin alpha chain | Activity | nan | None | 10.1016/S0960-894X(97)10055-5 |
| Sus scrofa | Tubulin alpha chain | IC50 | 2500.0 | nM | 10.1016/S0960-894X(97)10055-5 |
| None | NON-PROTEIN TARGET | GI50 | 26.0 | nM | None |
| None | NON-PROTEIN TARGET | GI50 | 35.0 | nM | None |
| None | NON-PROTEIN TARGET | GI50 | 48.0 | nM | None |
| None | NON-PROTEIN TARGET | GI50 | 50.0 | nM | None |
| None | NON-PROTEIN TARGET | GI50 | 64.0 | nM | None |
| None | NON-PROTEIN TARGET | GI50 | 96.0 | nM | None |
| None | Unchecked | EC50 | 510.0 | nM | 10.1021/np960144k |
| None | Unchecked | IC50 | 1400.0 | nM | 10.1021/np50126a029 |
| None | Unchecked | Inhibition | 96.0 | % | 10.1021/np50126a029 |