neocarzinostatin

Also known as zinostatin

Neocarzinostatin (NCS) is a macromolecular chromoprotein enediyne antitumor antibiotic secreted by Streptomyces macromomyceticus.

In the Vinony graph

Within Vinony's link graph, neocarzinostatin is referenced by 11 other articles, and connects out to deoxyribonucleic acid, protein and digital object identifier.

Vinony files it under Antineoplastic drugs, Cancer research and Carbonate esters.

Its subject is documented across 9 Wikipedia language editions.

Chemical data

Formula: C35H35NO12
Molecular weight: 661.6 g/mol
IUPAC name: [(4S,11R,12R)-11-[(2R,3R,4R,5R,6R)-4,5-dihydroxy-6-methyl-3-(methylamino)oxan-2-yl]oxy-4-(2-oxo-1,3-dioxolan-4-yl)-5-oxatricyclo[8.3.0.04,6]tridec-1(13)-en-2,7-diyn-12-yl] 2-hydroxy-7-methoxy-5-methylnaphthalene-1-carboxylate
SMILES: C[C@@H]1[C@@H]([C@@H]([C@H]([C@H](O1)O[C@H]2[C@@H](C=C3C2CC#CC4[C@@](O4)(C#C3)C5COC(=O)O5)OC(=O)C6=C(C=CC7=C6C=C(C=C7C)OC)O)NC)O)O
InChIKey: BLXZMHNVKCEIJX-LTZUVELHSA-N
XLogP: 2.3
Polar surface area: 175 Å²
H-bond donors: 4
H-bond acceptors: 13
Formal charge: 0

via PubChem

Wikidata facts

Subclass of: chemical compound
Mass: 661.216

Show 5 more facts

canonical SMILES: CC1C(C(C(C(O1)OC2C3CC#CC4C(O4)(C#CC3=CC2OC(=O)C5=C(C=CC6=C(C=C(C=C65)OC)C)O)C7COC(=O)O7)NC)O)O
subject has role: DNA polymerase inhibitors
chemical formula: C₃₅H₃₅NO₁₂
isomeric SMILES: C[C@@H]1[C@@H]([C@@H]([C@H]([C@H](O1)O[C@H]2[C@@H](C=C3C2CC#CC4[C@@](O4)(C#C3)C5COC(=O)O5)OC(=O)C6=C(C=CC7=C(C=C(C=C76)OC)C)O)NC)O)O
Commons category: Neocarzinostatin

Sources (3)

via Wikidata · CC0

~4 min read

Encyclopedic overview

2 sections

Contents

Biosynthesis of NCS Chromophore
References

{{Chembox |Verifiedfields = changed |Watchedfields = changed |verifiedrevid = 441386715 |Reference = |Name = Neocarzinostatin chromophore |ImageFile = Neocarzinostatin.png |ImageAlt = Structural formula of neocarzinostatin |ImageFile1 = Neocarzinostatin 3D spacefill.png |ImageAlt1 = Space-filling model of the neocarzinostatin molecule |IUPACName = (1aS,5R,6R,6aE)-6-{[(2R,3R,4R,5R,6R)-4,5-Dihydroxy-6-methyl-3-(methylamino)tetrahydro-2H-pyran-2-yl]oxy}-1a-(2-oxo-1,3-dioxolan-4-yl)-2,3,8,9-tetradehydro-1a,5,6,9a-tetrahydrocyclopenta[5,6]cyclonona[1,2-b]oxiren-5-yl 2-hydroxy-7-methoxy-5-methyl-1-naphthoate |Section1= |Section2= |Section5= }}

Neocarzinostatin (NCS) is a macromolecular chromoprotein enediyne antitumor antibiotic secreted by Streptomyces macromomyceticus.

Excerpted from Wikipedia’s “neocarzinostatin” article, available under the CC BY-SA 4.0 licence.