WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H123466
CAS#: 104311-70-8
Description: Barettin is a brominated alkaloid.
Hodoodo Cat#: H123466
Name: Barettin
CAS#: 104311-70-8
Chemical Formula: C17H19BrN6O2
Exact Mass: 418.08
Molecular Weight: 419.280
Elemental Analysis: C, 48.70; H, 4.57; Br, 19.06; N, 20.04; O, 7.63
This product is not in stock, which may be available by custom synthesis.
For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge).
Quote less than 1g will not be provided. To request quote, please email to sales @hodoodo.com or click below button.
Note: Price will be listed if it is available in the future.
Synonym: BARETTIN; (-)-Barettin; 104311-70-8; CHEMBL255898; (-)-Barettine;
IUPAC/Chemical Name: 2-[3-[(2S,5Z)-5-[(6-bromo-1H-indol-3-yl)methylidene]-3,6-dioxopiperazin-2-yl]propyl]guanidine
InChi Key: YYFNNPXWRXQUPR-JVXNRYDGSA-N
InChi Code: InChI=1S/C17H19BrN6O2/c18-10-3-4-11-9(8-22-13(11)7-10)6-14-16(26)23-12(15(25)24-14)2-1-5-21-17(19)20/h3-4,6-8,12,22H,1-2,5H2,(H,23,26)(H,24,25)(H4,19,20,21)/b14-6-/t12-/m0/s1
SMILES Code: N/C(N)=N\CCC[C@@H](C(N/C1=C\C2=CNC3=C2C=CC(Br)=C3)=O)NC1=O
Appearance: To be determined
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:
Biological target: | |
In vitro activity: | |
In vivo activity: |
The following data is based on the product molecular weight 419.28 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.
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: |
1: Labriere C, Cervin G, Pavia H, Hansen JH, Svenson J. Structure-Activity
Relationship Probing of the Natural Marine Antifoulant Barettin. Mar Biotechnol
(NY). 2021 Dec;23(6):904-916. doi: 10.1007/s10126-021-10074-z. Epub 2021 Nov 2.
PMID: 34727298.
2: Lind KF, Østerud B, Hansen E, Jørgensen TØ, Andersen JH. The immunomodulatory
effects of barettin and involvement of the kinases CAMK1α and RIPK2.
Immunopharmacol Immunotoxicol. 2015;37(5):458-64. doi:
10.3109/08923973.2015.1082584. PMID: 26466644.
3: Lind KF, Hansen E, Østerud B, Eilertsen KE, Bayer A, Engqvist M, Leszczak K,
Jørgensen TØ, Andersen JH. Antioxidant and anti-inflammatory activities of
barettin. Mar Drugs. 2013 Jul 22;11(7):2655-66. doi: 10.3390/md11072655. PMID:
23880935; PMCID: PMC3736444.
4: Labrière C, Andersen JH, Albrigtsen M, Hansen JH, Svenson J. Heterocyclic
cellular lipid peroxidation inhibitors inspired by the marine antioxidant
barettin. Bioorg Chem. 2019 Mar;84:106-114. doi: 10.1016/j.bioorg.2018.11.024.
Epub 2018 Nov 22. PMID: 30500520.
5: Kelley EW, Norman SG, Scheerer JR. Synthesis of monoalkylidene
diketopiperazines and application to the synthesis of barettin. Org Biomol Chem.
2017 Oct 18;15(40):8634-8640. doi: 10.1039/c7ob02297b. PMID: 28980696; PMCID:
PMC5678964.