Granaticinic acid
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| Category | Antibiotics |
| Catalog number | BBF-01279 |
| CAS | 71203-17-3 |
| Molecular Weight | 462.40 |
| Molecular Formula | C22H22O11 |
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Description
It is produced by the strain of Streptomyces sp. XT-11989. It's a quinone antibiotic. It has anti-gram-positive bacterial activity.
Specification
| Synonyms | (1R,13R)-1,3,4,6,7,9,10,11-Octahydro-4α,5,10β,12,13-pentahydroxy-3α,7α-dimethyl-6,11-dioxo-1β,4-ethanonaphtho[2,3-c:6,7-c']dipyran-9β-acetic acid; 10-Hydroxygranatomycin D; Granatomycin E |
| IUPAC Name | 2-[(1S,7S,9S,10S,16R,18R,19R)-1,3,10,14,19-pentahydroxy-7,18-dimethyl-5,12-dioxo-8,17-dioxapentacyclo[14.2.2.02,15.04,13.06,11]icosa-2(15),3,6(11),13-tetraen-9-yl]acetic acid |
| Canonical SMILES | CC1C2=C(C(C(O1)CC(=O)O)O)C(=O)C3=C(C4=C(C(=C3C2=O)O)C5(C(OC4CC5O)C)O)O |
| InChI | InChI=1S/C22H22O11/c1-5-11-13(17(26)8(32-5)4-10(24)25)20(29)14-15(18(11)27)21(30)16-12(19(14)28)7-3-9(23)22(16,31)6(2)33-7/h5-9,17,23,26,28,30-31H,3-4H2,1-2H3,(H,24,25)/t5-,6+,7+,8-,9+,17+,22+/m0/s1 |
| InChI Key | WCEOQCLZGCMUEV-MJDCBFFMSA-N |
Properties
| Appearance | Red Powder |
| Antibiotic Activity Spectrum | Gram-positive bacteria |
| Boiling Point | 858.8±65.0 °C (Predicted) |
| Density | 1.79±0.1 g/cm3 (Predicted) |
Reference Reading
1. Multi-Response Optimization of Granaticinic Acid Production by Endophytic Streptomyces thermoviolaceus NT1, Using Response Surface Methodology
Sudipta Roy, Suman Kumar Halder, Debdulal Banerjee Bioengineering (Basel). 2016 Jul 27;3(3):19. doi: 10.3390/bioengineering3030019.
Streptomyces thermoviolaceus NT1, an endophytic isolate, was studied for optimization of granaticinic acid production. It is an antimicrobial metabolite active against even drug resistant bacteria. Different media, optimum glucose concentration, initial media pH, incubation temperature, incubation period, and inoculum size were among the selected parameters optimized in the one-variable-at-a-time (OVAT) approach, where glucose concentration, pH, and temperature were found to play a critical role in antibiotic production by this strain. Finally, the Box-Behnken experimental design (BBD) was employed with three key factors (selected after OVAT studies) for response surface methodological (RSM) analysis of this optimization study.RSM analysis revealed a multifactorial combination; glucose 0.38%, pH 7.02, and temperature 36.53 °C as the optimum conditions for maximum antimicrobial yield. Experimental verification of model analysis led to 3.30-fold (61.35 mg/L as compared to 18.64 mg/L produced in un-optimized condition) enhanced granaticinic acid production in ISP2 medium with 5% inoculum and a suitable incubation period of 10 days. So, the conjugated optimization study for maximum antibiotic production from Streptomyces thermoviolaceus NT1 was found to result in significantly higher yield, which might be exploited in industrial applications.
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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 ╳
