RP-1551-1
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| Category | Bioactive by-products |
| Catalog number | BBF-03372 |
| CAS | |
| Molecular Weight | 460.9 |
| Molecular Formula | C25H29ClO6 |
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Description
RP-1551-1 is a compound in the class of azaphilone produced by Penicillium sp. SPC-21609. It inhibits the binding of PDGF AA to the extracellular domain of PDGF alpha-receptor potentially via reacting with amino groups on the alpha-receptor extracellular domain.
Specification
| IUPAC Name | (1S,10S,12S,14S,17R)-8-chloro-5-[(1E,3E,5S)-3,5-dimethylhepta-1,3-dienyl]-12-hydroxy-10,14-dimethyl-4,11,15-trioxatetracyclo[8.7.0.02,7.012,17]heptadeca-2,5,7-triene-9,16-dione |
| Canonical SMILES | CCC(C)C=C(C)C=CC1=CC2=C(C(=O)C3(C(C2=CO1)C4C(=O)OC(CC4(O3)O)C)C)Cl |
| InChI | InChI=1S/C25H29ClO6/c1-6-13(2)9-14(3)7-8-16-10-17-18(12-30-16)19-20-23(28)31-15(4)11-25(20,29)32-24(19,5)22(27)21(17)26/h7-10,12-13,15,19-20,29H,6,11H2,1-5H3/b8-7+,14-9+/t13-,15-,19+,20-,24-,25-/m0/s1 |
| InChI Key | ICFWHHFUXCQUBQ-SYMYOLTFSA-N |
Properties
| Appearance | Yellow Powder |
| Melting Point | 124-128°C |
Reference Reading
1. RP-1551s, a family of azaphilones produced by Penicillium sp., inhibit the binding of PDGF to the extracellular domain of its receptor
S Toki, T Tanaka, Y Uosaki, M Yoshida, Y Suzuki, K Kita, A Mihara, K Ando, N A Lokker, N A Giese, Y Matsuda J Antibiot (Tokyo). 1999 Mar;52(3):235-44. doi: 10.7164/antibiotics.52.235.
Nine azaphilones designated RP-1551-1, -2, -3, -4, -5, -6, -7, -M1, and -M2 were isolated from the culture broth of Penicillium sp. SPC-21609 as inhibitors of PDGF binding to its receptor. RP-1551s inhibit the binding of PDGF AA to the extracellular domain of PDGF alpha-receptor with IC50 values ranging from 0.1 to 2 microM without affecting PDGF BB binding to the extracellular domain of PDGF beta-receptor. PDGF binding was not restored after the PDGF alpha-receptor extracellular domain was washed in an attempt to remove the RP-1551-1 bound to the receptor. This result suggests that RP-1551-1 may irreversibly interact with the PDGF alpha-receptor. Since many azaphilone compounds possess high reactivity with an amino group, RP-1551-1 may prevent PDGF AA binding by reacting with amino groups on the alpha-receptor extracellular domain.
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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 ╳
