TAN-1813
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| Category | Enzyme inhibitors |
| Catalog number | BBF-02512 |
| CAS | |
| Molecular Weight | 457.6 |
| Molecular Formula | C26H35NO6 |
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Description
TAN-1813 is a Ras-farnesyltransferase inhibitor produced by a fungus strain, FL-41510. It inhibited rat brain farnesyltransferase and geranylgeranyltransferase I activity with IC50 values of 23 and 47 μg/mL, respectively. It also inhibited the proliferation of various human cancer cells.
Specification
| Synonyms | TAN 1813 |
| IUPAC Name | (2R,4S,6R,8aR)-8a-hydroxy-4,6-dimethyl-5-[4-[(3S)-oct-1-en-3-yl]-2,5-dioxopyrrole-3-carbonyl]-2,3,4,4a,5,6-hexahydro-1H-naphthalene-2-carboxylic acid |
| Canonical SMILES | CCCCCC(C=C)C1=C(C(=O)NC1=O)C(=O)C2C(C=CC3(C2C(CC(C3)C(=O)O)C)O)C |
| InChI | InChI=1S/C26H35NO6/c1-5-7-8-9-16(6-2)19-20(24(30)27-23(19)29)22(28)18-14(3)10-11-26(33)13-17(25(31)32)12-15(4)21(18)26/h6,10-11,14-18,21,33H,2,5,7-9,12-13H2,1,3-4H3,(H,31,32)(H,27,29,30)/t14-,15+,16-,17-,18?,21?,26+/m1/s1 |
| InChI Key | DLAQLPWTEPAWGC-OZDNBXTOSA-N |
Properties
| Antibiotic Activity Spectrum | neoplastics (Tumor) |
Reference Reading
1. TAN-1813, a novel Ras-farnesyltransferase inhibitor produced by Phoma sp. taxonomy, fermentation, isolation and biological activities in vitro and in vivo
T Ishii, K Hayashi, T Hida, Y Yamamoto, Y Nozaki J Antibiot (Tokyo). 2000 Aug;53(8):765-78. doi: 10.7164/antibiotics.53.765.
A novel Ras-farnesyltransferase inhibitor designated TAN-1813 was isolated from the culture broth of a fungus strain, FL-41510, isolated as a plant endophyte. The producer was taxonomically characterized as Phoma sp. FL-41510. TAN-1813 inhibited rat brain farnesyltransferase and geranylgeranyltransferase I activity with IC50 values of 23 microg/ml and 47/microg/ml, respectively. TAN-1813 showed mixed-type inhibition with respect to farnesylpyrophosphate and noncompetitive inhibition with respect to a K-Ras C-terminal peptide. It also inhibited the in situ farnesylation of cellular Ras proteins in a K-ras transformant (NIH3T3/K-ras) of mouse embryonic fibroblast cell line NIH3T3. TAN- 1813 inhibited the proliferation of various human cancer cells, some of which harbor activated ras alleles, with IC50 values of 15 approximately 110 ng/ml as well as that of NIH3T3 and NIH3T3/K-ras cells with IC50S of 540 and 310 ng/ml, respectively. Flow cytometric analysis indicated that TAN-1813 arrests NIH3T3/K-ras cells at both G1 and G2/M phases of the cell cycle. In addition, TAN-1813 was found to induce morphological reversion of NIH3T3/K-ras cells from the transformed phenotype. Antitumor activity of TAN-1813 against human fibrosarcoma HT-1080 and NIH3T3/K-ras tumors in nude mice was also verified.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
