Heronapyrrole B
featured

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 463454

CAS#: 1255704-24-5

Description: Heronapyrrole B is a farnesylated 2-nitropyrrole bacterial metabolite that has been found in Streptomyces and has antibacterial activity. It is active against the Gram-positive bacteria S. aureus and B. subtilis but not Gram-negative P. aeruginosa or E. coli.

Chemical Structure

img
Heronapyrrole B
CAS# 1255704-24-5
Instruction

Theoretical Analysis

MedKoo Cat#: 463454
Name: Heronapyrrole B
CAS#: 1255704-24-5
Chemical Formula: C19H32N2O6
Exact Mass: 384.23
Molecular Weight: 384.473
Elemental Analysis: C, 59.36; H, 8.39; N, 7.29; O, 24.97

Price and Availability

Size Price Availability Quantity
250µg USD 400 2 Weeks
Bulk inquiry

Synonym: Heronapyrrole B; Heronapyrrole-B; (+)-Heronapyrrole B;

IUPAC/Chemical Name: (2R,3S,10S,E)-3,7,11-trimethyl-1-(5-nitro-1H-pyrrol-3-yl)dodec-6-ene-2,3,10,11-tetraol

InChi Key: IQLMWMXFFNAONP-WJEGLXPMSA-N

InChi Code: InChI=1S/C19H32N2O6/c1-13(7-8-15(22)18(2,3)24)6-5-9-19(4,25)16(23)10-14-11-17(20-12-14)21(26)27/h6,11-12,15-16,20,22-25H,5,7-10H2,1-4H3/b13-6+/t15-,16+,19-/m0/s1

SMILES Code: CC(O)([C@H](CC/C(C)=C/CC[C@](O)([C@@H](CC1=CNC([N+]([O-])=O)=C1)O)C)O)C

Appearance: Solid powder

Purity: >95% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >3 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 384.47 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
In vivo protocol:

Molarity Calculator

Calculate the mass, volume, or concentration required for a solution.
=
x
x
g/mol

*When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and SDS / CoA (available online).

Reconstitution Calculator

The reconstitution calculator allows you to quickly calculate the volume of a reagent to reconstitute your vial. Simply enter the mass of reagent and the target concentration and the calculator will determine the rest.

=
÷

Dilution Calculator

Calculate the dilution required to prepare a stock solution.
x
=
x

1: Ding XB, Brimble MA, Furkert DP. Reactivity of 2-Nitropyrrole Systems: Development of Improved Synthetic Approaches to Nitropyrrole Natural Products. J Org Chem. 2018 Oct 19;83(20):12460-12470. doi: 10.1021/acs.joc.8b01692. Epub 2018 Oct 10. PMID: 30270625.

2: Khalil ZG, Cruz-Morales P, Licona-Cassani C, Marcellin E, Capon RJ. Inter- Kingdom beach warfare: Microbial chemical communication activates natural chemical defences. ISME J. 2019 Jan;13(1):147-158. doi: 10.1038/s41396-018-0265-z. Epub 2018 Aug 16. PMID: 30116041; PMCID: PMC6299108.

3: Raju R, Piggott AM, Barrientos Diaz LX, Khalil Z, Capon RJ. Heronapyrroles A-C: farnesylated 2-nitropyrroles from an Australian marine-derived Streptomyces sp. Org Lett. 2010 Nov 19;12(22):5158-61. doi: 10.1021/ol102162d. Epub 2010 Oct 15. PMID: 20949971.