MedKoo Cat#: 464667 | Name: Piericidin B
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Description:

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

Piericidin B is a bacterial metabolite that has been found in S. mobaraensis and has insecticidal and antimicrobial activities. It inhibits NADH oxidase activity in isolated bovine heart mitochondria and inhibits respiration in isolated rat liver mitochondria and isolated cockroach (P. americana) muscle mitochondria. Topical application of piericidin B (4 µg/insect) induces mortality in 87.5% of houseflies (M. domestica). It induces 93.3, 100, and 100% mortality in rice stem borer (C. simples), silkworm (B. mori), and green caterpillar (P. rapae) larvae, respectively, when applied at respective concentrations of 60, 4.8, and 96 µg/larva. Piericidin B is active against the fungi T. asteroides, T. rubrum, M. gypseum, and C. neoforms (MICs = 20, 10, 20, and 2 µg/ml, respectively), as well as the bacteria M. luteus and P. vulgaris (MICs = 50 and 100 µg/ml, respectively).

Chemical Structure

Piericidin B
Piericidin B
CAS#16891-54-6

Theoretical Analysis

MedKoo Cat#: 464667

Name: Piericidin B

CAS#: 16891-54-6

Chemical Formula: C26H39NO4

Exact Mass: 429.2879

Molecular Weight: 429.60

Elemental Analysis: C, 72.69; H, 9.15; N, 3.26; O, 14.90

Price and Availability

Size Price Availability Quantity
1mg USD 310.00 2 Weeks
5mg USD 810.00 2 Weeks
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Related CAS #
No Data
Synonym
Piericidin B; Piericidin-B;
IUPAC/Chemical Name
2,3-dimethoxy-6-((2E,5E,7E,9R,10R,11E)-10-methoxy-3,7,9,11-tetramethyltrideca-2,5,7,11-tetraen-1-yl)-5-methylpyridin-4-ol
InChi Key
PTKGTYKMTXCJOK-DDSKRPRESA-N
InChi Code
InChI=1S/C26H39NO4/c1-10-19(4)24(29-7)20(5)16-18(3)13-11-12-17(2)14-15-22-21(6)23(28)25(30-8)26(27-22)31-9/h10-11,13-14,16,20,24H,12,15H2,1-9H3,(H,27,28)/b13-11+,17-14+,18-16+,19-10+/t20-,24+/m1/s1
SMILES Code
COC1=C(C(C)=C(N=C1OC)C/C=C(C/C=C/C(C)=C/[C@@H](C)[C@H](/C(C)=C/C)OC)\C)O
Appearance
Solid powder
Purity
>98% (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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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
Product Data
Biological target:
Piericidin B inhibits NADH oxidase activity in isolated bovine heart mitochondria and inhibits respiration in isolated rat liver mitochondria and isolated cockroach (P. americana) muscle mitochondria.
In vitro activity:
TBD
In vivo activity:
TBD

Preparing Stock Solutions

The following data is based on the product molecular weight 429.60 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:
TBD
In vitro protocol:
TBD
In vivo protocol:
TBD
1: Kominato K, Watanabe Y, Hirano S, Kioka T, Terasawa T, Yoshioka T, Okamura K, Tone H. Mer-A2026A and B, novel piericidins with vasodilating effect. I. Producing organism, fermentation, isolation and biological properties. J Antibiot (Tokyo). 1995 Feb;48(2):99-102. doi: 10.7164/antibiotics.48.99. PMID: 7706135. 2: Kominato K, Watanabe Y, Hirano S, Kioka T, Terasawa T, Yoshioka T, Okamura K, Tone H. Mer-A2026A and B, novel piericidins with vasodilating effect. II. Physico-chemical properties and chemical structures. J Antibiot (Tokyo). 1995 Feb;48(2):103-5. doi: 10.7164/antibiotics.48.103. PMID: 7706118. 3: Ueda JY, Togashi T, Matukura S, Nagai A, Nakashima T, Komaki H, Anzai K, Harayama S, Doi T, Takahashi T, Natsume T, Kisu Y, Goshima N, Nomura N, Takagi M, Shin-Ya K. A novel nuclear export inhibitor JBIR-02, a new piericidin discovered from Streptomyces sp. ML55. J Antibiot (Tokyo). 2007 Jul;60(7):459-62. doi: 10.1038/ja.2007.59. PMID: 17721005. 4: Azad, S. M., Jin, Y., Ser, H. L., Goh, B. H., Lee, L. H., Thawai, C., & He, Y. W. (2022). Biological insights into the piericidin family of microbial metabolites. Journal of Applied Microbiology, 132(2), 772-784. 5: Schnermann, M. J., Romero, F. A., Hwang, I., Nakamaru-Ogiso, E., Yagi, T., & Boger, D. L. (2006). Total synthesis of piericidin A1 and B1 and key analogues. Journal of the American Chemical Society, 128(36), 11799-11807.