TMC-66

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Category Enzyme inhibitors
Catalog number BBF-02528
CAS
Molecular Weight 527.5
Molecular Formula C29H21NO9

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Description

TMC-66 is a selective endothelin conversion enzyme (ECE) inhibitor isolated from the culture broth of Streptomyces sp. A5008.

Specification

Synonyms TMC 66
IUPAC Name (7R,10R)-3,22,29-trihydroxy-10-methyl-5,20,27-trioxo-9-oxa-6-azaheptacyclo[15.12.0.02,14.04,12.06,10.019,28.021,26]nonacosa-1(29),2,4(12),13,17,19(28),21(26),22,24-nonaene-7-carboxylic acid
Canonical SMILES CC12CC3=C(C(=C4C(=C3)CCC5=CC6=C(C(=C54)O)C(=O)C7=C(C6=O)C(=CC=C7)O)O)C(=O)N1C(CO2)C(=O)O
InChI InChI=1S/C29H21NO9/c1-29-9-13-7-11-5-6-12-8-15-22(23(32)14-3-2-4-17(31)21(14)24(15)33)26(35)19(12)18(11)25(34)20(13)27(36)30(29)16(10-39-29)28(37)38/h2-4,7-8,16,31,34-35H,5-6,9-10H2,1H3,(H,37,38)/t16-,29-/m1/s1
InChI Key IBUAONLWVYWMIS-HYDGNGQDSA-N

Properties

Appearance Red-brown Powder
Melting Point 215-220°C (dec.)

Reference Reading

1. TMC-66, a new endothelin converting enzyme inhibitor produced by Streptomyces sp. A5008
Y Asai, N Nonaka, S Suzuki, M Nishio, K Takahashi, H Shima, K Ohmori, T Ohnuki, S Komatsubara J Antibiot (Tokyo). 1999 Jul;52(7):607-12. doi: 10.7164/antibiotics.52.607.
A new endothelin converting enzyme (ECE) inhibitor, TMC-66 was isolated from the fermentation broth of Streptomyces sp. A5008. The structure of TMC-66 was elucidated by spectroscopic analyses to be a new member of benzo[a]naphthacenequinone class of antibiotics. TMC-66 had a highly selective inhibitory activity for ECE with an IC50 value of 2.9 microM. Taxonomy of the producing strain is also described.

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Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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