Cinnabarin

Cinnabarin

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Cinnabarin
Category Antibiotics
Catalog number BBF-00342
CAS 146-90-7
Molecular Weight 286.24
Molecular Formula C14H10N2O5

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Description

Cinnabarin is produced by the strain of Polystiotus cinnabarinus, P. versicolo and Trametes cinnabarinus. It has anti-gram-positive bacterial activity.

Specification

Synonyms Cinnabarine; Polystictin; UNII-6FT3OBW0T5
IUPAC Name 2-amino-9-(hydroxymethyl)-3-oxophenoxazine-1-carboxylic acid
Canonical SMILES C1=CC(=C2C(=C1)OC3=CC(=O)C(=C(C3=N2)C(=O)O)N)CO
InChI InChI=1S/C14H10N2O5/c15-11-7(18)4-9-13(10(11)14(19)20)16-12-6(5-17)2-1-3-8(12)21-9/h1-4,17H,5,15H2,(H,19,20)
InChI Key BHUPIKYIGMWGAD-UHFFFAOYSA-N

Properties

Appearance Red Acicular Crystalline
Antibiotic Activity Spectrum Gram-positive bacteria
Melting Point >320 °C

Reference Reading

1. Draft Genome Sequence of Loktanella cinnabarina Strain XM1 Isolated from Coastal Surface Water
Ruijie Ma, Jianjun Wang, Qiong Wang, Zhaofeng Ma, Jia Li, Liqi Chen Genome Announc. 2017 Dec 14;5(50):e01310-17. doi: 10.1128/genomeA.01310-17.
We report here the draft genome sequence of Loktanella cinnabarina strain XM1, which was isolated from coastal surface water and shared 99.43% 16S rRNA gene sequence identity with the deep-sea bacterium L. cinnabarina LL-001T The estimated genome size of strain XM1 is 3,782,785 bp, with a G+C content of 67.9%.
2. Structural Elucidation of Malonylcommunol and 6β-Hydroxy- trans-communic Acid, Two Undescribed Diterpenes from Salvia cinnabarina. First Examples of Labdane Diterpenoids from a Mexican Salvia Species
Celia Bustos-Brito, Antonio Nieto-Camacho, Simón Hernandez-Ortega, José Rivera-Chávez, Leovigildo Quijano, Baldomero Esquivel Molecules. 2020 Apr 15;25(8):1808. doi: 10.3390/molecules25081808.
The aerial parts of Salvia cinnabarina afforded two undescribed labdane diterpenoids 1 and 2 (malonylcommunol and 6β-hydroxy-trans-communic acid) along with two known labdane diterpenoids, trans-communic acid (3) and trans-communol (4). Additionally, seven known metabolites were also isolated; two isopimarane diterpenoids 5 and 6, two sesquiterpenoids identified as β-eudesmol (7) and cryptomeridiol (8), and three aromatic compounds identified as phthalic acid (9), a mixture of tyrosol fatty acid esters (10) and the flavone salvigenine (11). While compounds compounds 1-3 showed significant inhibition of yeast α-glucosidase, compounds 2, 3 and 7 had no anti-inflammatory activity in the edema model induced by TPA. This paper is not only the first report on a wild population of Salvia cinnabarina, but also of the presence of labdane-type diterpenoids in a Mexican Salvia sp.
3. The complete mitochondrial genome of the important phytopathogen Nectria cinnabarina (Hypocreales, Ascomycota)
Xin-Cun Wang, Zhao-Qing Zeng, Wen-Ying Zhuang Mitochondrial DNA A DNA Mapp Seq Anal. 2016 Nov;27(6):4670-4671. doi: 10.3109/19401736.2015.1106495. Epub 2016 Mar 2.
The complete nucleotide sequence of the mitochondrial genome of the important phytopathogic fungus Nectria cinnabarina was determined using the next-generation sequencing technology. The circular molecule is 69 895 bp long with a GC content of 28.71%. Gene prediction revealed 42 genes encoding 15 conserved proteins, 25 tRNAs, the large and small ribosomal RNAs. All genes are located on the same strand. Compared with previously sequenced mitochondrial genomes of the other members of Nectriaceae, the composition and order of the protein and rRNA genes are highly conserved; however, the quantity and order of tRNA genes are different. The phylogenetic analysis confirmed N. cinnabarina as a basal lineage in Nectriaceae. The mitochondrial genome of N. cinnabarina will contribute to the understanding of phylogeny and evolution of Nectriaceae and Hypocreales.

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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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