WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H525345
CAS#: 356568-70-2
Description: Barbadin is a novel selective β-arrestin/β2-adaptin inhibitor, blocking agonist-promoted endocytosis of the prototypical β2-adrenergic (β2AR), V2-vasopressin (V2R) and angiotensin-II type-1 (AT1R) receptors, showing no affectinng on β-arrestin-independent (transferrin) or AP2-independent (endothelin-A) receptor.
Hodoodo Cat#: H525345
Name: Barbadin
CAS#: 356568-70-2
Chemical Formula: C19H15N3OS
Exact Mass: 333.09
Molecular Weight: 333.409
Elemental Analysis: C, 68.45; H, 4.53; N, 12.60; O, 4.80; S, 9.62
Synonym: Barbadin
IUPAC/Chemical Name: 3-Azanyl-5-[4-(phenylmethyl)phenyl]thieno[2,3-d]pyrimidin-4-one
InChi Key: OCBXPCSXEQQADU-UHFFFAOYSA-N
InChi Code: InChI=1S/C19H15N3OS/c20-22-12-21-18-17(19(22)23)16(11-24-18)15-8-6-14(7-9-15)10-13-4-2-1-3-5-13/h1-9,11-12H,10,20H2
SMILES Code: O=C1C(C(C2=CC=C(CC3=CC=CC=C3)C=C2)=CS4)=C4N=CN1N
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: Soluble in DMSO
Shelf Life: >2 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: | Barbadin is a β-arrestin/β2-adaptin interaction inhibitor with IC50 values of 19.1 μM for β-arrestin1 and 15.6 μM for β-arrestin2. |
| In vitro activity: | Barbadin selectively inhibited β-Arr/AP2 interaction in AVP-stimulated V2R receptor of triple-negative breast cancer cells (MDA MB-231). Barbadin reduced cell viability to 69.1% and increased the autophagy marker LC3II and its autophagic effect disappeared in cells transiently starved in Earle's balanced salt solution (EBSS). Also, Barbadin mildly enhanced the expression of P62 mRNA and arrested 63.7% of cells in G0/G1 phase. Reference: Med Oncol. 2021 Mar 15;38(4):38. https://link.springer.com/article/10.1007%2Fs12032-021-01484-z |
| In vivo activity: | Barbadin (Bar), a novel β-arrestin/β2-adaptin inhibitor, potentiated long-term effects of lorcaserin (Lor) to reduce appetite and body weight in male mice. Bar co-treatment effectively maintained the sensitivity of the 5-HT2CR in POMCARH neurons, despite prolonged Lor exposure, thereby allowing these neurons to be activated through opening the transient receptor potential cation (TRPC) channels. These results prove the concept that inhibition of 5-HT2CR desensitization can be a valid strategy to improve the long-term weight loss effects of Lor or other 5-HT2CR agonists, and also provide an intellectual framework to develop effective long-term management of weight by targeting 5-HT2CR desensitization. Reference: J Neurosci. 2021 Jun 30;41(26):5734-5746. https://www.jneurosci.org/content/41/26/5734.long |
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 50.0 | 149.97 |
The following data is based on the product molecular weight 333.41 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: | 1. Donia T, Abouda M, Kelany M, Hessien M. β-Arrestin inhibition induces autophagy, apoptosis, G0/G1 cell cycle arrest in agonist-activated V2R receptor in breast cancer cells. Med Oncol. 2021 Mar 15;38(4):38. doi: 10.1007/s12032-021-01484-z. PMID: 33721131. 2. He Y, Liu H, Yin N, Yang Y, Wang C, Yu M, Liu H, Liang C, Wang J, Tu L, Zhang N, Wang L, He Y, Fukuda M, Wu Q, Sun Z, Tong Q, Xu Y. Barbadin Potentiates Long-Term Effects of Lorcaserin on POMC Neurons and Weight Loss. J Neurosci. 2021 Jun 30;41(26):5734-5746. doi: 10.1523/JNEUROSCI.3210-20.2021. Epub 2021 May 24. PMID: 34031163; PMCID: PMC8244968. |
| In vitro protocol: | 1. Donia T, Abouda M, Kelany M, Hessien M. β-Arrestin inhibition induces autophagy, apoptosis, G0/G1 cell cycle arrest in agonist-activated V2R receptor in breast cancer cells. Med Oncol. 2021 Mar 15;38(4):38. doi: 10.1007/s12032-021-01484-z. PMID: 33721131. 2. He Y, Liu H, Yin N, Yang Y, Wang C, Yu M, Liu H, Liang C, Wang J, Tu L, Zhang N, Wang L, He Y, Fukuda M, Wu Q, Sun Z, Tong Q, Xu Y. Barbadin Potentiates Long-Term Effects of Lorcaserin on POMC Neurons and Weight Loss. J Neurosci. 2021 Jun 30;41(26):5734-5746. doi: 10.1523/JNEUROSCI.3210-20.2021. Epub 2021 May 24. PMID: 34031163; PMCID: PMC8244968. |
| In vivo protocol: | 1. He Y, Liu H, Yin N, Yang Y, Wang C, Yu M, Liu H, Liang C, Wang J, Tu L, Zhang N, Wang L, He Y, Fukuda M, Wu Q, Sun Z, Tong Q, Xu Y. Barbadin Potentiates Long-Term Effects of Lorcaserin on POMC Neurons and Weight Loss. J Neurosci. 2021 Jun 30;41(26):5734-5746. doi: 10.1523/JNEUROSCI.3210-20.2021. Epub 2021 May 24. PMID: 34031163; PMCID: PMC8244968. |
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