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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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Fermentation Lab

4 R&D and scale-up labs

2 Preparative purification labs

Fermentation Plant

Semi pilot, pilot and industrial plant 4 Manufacturing sites 7 Production lines at pilot scale 100+ Reactors of 30-4000 L; 170+ reactors of 20 KL-30 KL; 24+ reactors of >100 KL 2 Hydrogenation reactors (200 L, 4Mpa and 1000L, 4Mpa)

Product Description

Anthrotainin is a substance P (Substance P, SP) binding inhibitor produced by Gliocladium catenulatum.

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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
Appearance Yellow needle Crystal
Boiling Point 625.7°C at 760 mmHg
Density 1.835 g/cm3
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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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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