Anthrotainin
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| Category | Enzyme inhibitors |
| Catalog number | BBF-00049 |
| CAS | 148084-40-6 |
| Molecular Weight | 415.35 |
| Molecular Formula | C20H17NO9 |
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Description
Anthrotainin is a substance P (Substance P, SP) binding inhibitor produced by Gliocladium catenulatum.
Specification
| Synonyms | (4aR,12aR)-1,4a,10,11,12a-pentahydroxy-8-methoxy-3,12-dioxo-4,5-dihydrotetracene-2-carboxamide; 2-Naphthacenecarboxamide, 3,4,4a,5,12,12a-hexahydro-1,4a,10,11,12a-pentahydroxy-8-methoxy-3,12-dioxo-, (cis)- |
| IUPAC Name | (4aR,12aR)-1,4a,10,11,12a-pentahydroxy-8-methoxy-3,12-dioxo-4,5-dihydrotetracene-2-carboxamide |
| Canonical SMILES | COC1=CC(=C2C(=C1)C=C3CC4(CC(=O)C(=C(C4(C(=O)C3=C2O)O)O)C(=O)N)O)O |
| InChI | InChI=1S/C20H17NO9/c1-30-9-3-7-2-8-5-19(28)6-11(23)14(18(21)27)17(26)20(19,29)16(25)13(8)15(24)12(7)10(22)4-9/h2-4,22,24,26,28-29H,5-6H2,1H3,(H2,21,27)/t19-,20+/m1/s1 |
| InChI Key | HWLAJZAXDIBLQS-UXHICEINSA-N |
Properties
| Appearance | Yellow needle Crystal |
| Boiling Point | 625.7°C at 760 mmHg |
| Density | 1.835 g/cm3 |
Reference Reading
1. Anthrotainin, an inhibitor of substance P binding produced by Gliocladium catenulatum
S M Wong, R Kullnig, J Dedinas, K C Appell, G C Kydd, A M Gillum, R Cooper, R Moore J Antibiot (Tokyo). 1993 Feb;46(2):214-21. doi: 10.7164/antibiotics.46.214.
Substance P (SP) is an undecapeptide belonging to a family of chemically related neurotransmitters and neuromodulators known as neurokinins. In our search for SP antagonists, we screened microbial broth extracts for the ability to inhibit radiolabeled SP binding to membranes prepared from rat forebrain. Anthrotainin was isolated from a fungal culture and determined to be a novel tetracyclic compound, with an IC50 of 3 microM against [125I]SP. The structure, spectroscopic, chemical, and pharmacological properties of anthrotainin are presented.
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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 ╳
