Lavendustin B
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MedKoo CAT#: 530478

CAS#: 125697-91-8

Description: Lavendustin B is a Tyrosine Kinase Inhibitor amd an inhibitor of HIV-1 integrase (IN) interaction with its cognate cellular cofactor, lens epithelium-derived growth factor (LEDGF/p75).


Chemical Structure

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Lavendustin B
CAS# 125697-91-8

Theoretical Analysis

MedKoo Cat#: 530478
Name: Lavendustin B
CAS#: 125697-91-8
Chemical Formula: C21H19NO5
Exact Mass: 365.13
Molecular Weight: 365.385
Elemental Analysis: C, 69.03; H, 5.24; N, 3.83; O, 21.89

Price and Availability

Size Price Availability Quantity
25mg USD 350 2 Weeks
50mg USD 600 2 Weeks
100mg USD 950 2 Weeks
250mg USD 1950 2 Weeks
1g USD 3850 2 Weeks
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Synonym: Lavendustin B

IUPAC/Chemical Name: 5-[Bis[(2-hydroxyphenyl)methyl]amino]-2-hydroxy-benzoic Acid

InChi Key: RTYOLBQXFXYMKY-UHFFFAOYSA-N

InChi Code: InChI=1S/C21H19NO5/c23-18-7-3-1-5-14(18)12-22(13-15-6-2-4-8-19(15)24)16-9-10-20(25)17(11-16)21(26)27/h1-11,23-25H,12-13H2,(H,26,27)

SMILES Code: O=C(O)C1=CC(N(CC2=CC=CC=C2O)CC3=CC=CC=C3O)=CC=C1O

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:

Product Data:
Biological target: Lavendustin B is an inhibitor of HIV-1 integrase interaction with LEDGF/p75 with an IC50 of 94.07 μM.
In vitro activity: TBD
In vivo activity: TBD

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMF 10.0 27.37
DMSO 44.3 121.33
Ethanol 41.5 113.58

Preparing Stock Solutions

The following data is based on the product molecular weight 365.39 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

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1: Agharbaoui FE, Hoyte AC, Ferro S, Gitto R, Buemi MR, Fuchs JR, Kvaratskhelia M, De Luca L. Computational and synthetic approaches for developing Lavendustin B derivatives as allosteric inhibitors of HIV-1 integrase. Eur J Med Chem. 2016 Nov 10;123:673-83. doi: 10.1016/j.ejmech.2016.07.077. PubMed PMID: 27517812.

2: Alioua A, Mahajan A, Nishimaru K, Zarei MM, Stefani E, Toro L. Coupling of c-Src to large conductance voltage- and Ca2+-activated K+ channels as a new mechanism of agonist-induced vasoconstriction. Proc Natl Acad Sci U S A. 2002 Oct 29;99(22):14560-5. PubMed PMID: 12391293; PubMed Central PMCID: PMC137922.

3: Fujii E, Irie K, Ohba K, Ogawa A, Yoshioka T, Yamakawa M, Muraki T. Role of nitric oxide, prostaglandins and tyrosine kinase in vascular endothelial growth factor-induced increase in vascular permeability in mouse skin. Naunyn Schmiedebergs Arch Pharmacol. 1997 Oct;356(4):475-80. PubMed PMID: 9349634.

4: Hu DE, Fan TP. Suppression of VEGF-induced angiogenesis by the protein tyrosine kinase inhibitor, lavendustin A. Br J Pharmacol. 1995 Jan;114(2):262-8. PubMed PMID: 7533611; PubMed Central PMCID: PMC1510224.

5: Gubellini P, Ben-Ari Y, Gaïarsa JL. Endogenous neurotrophins are required for the induction of GABAergic long-term potentiation in the neonatal rat hippocampus. J Neurosci. 2005 Jun 15;25(24):5796-802. PubMed PMID: 15958746.

6: Woodin MA, Munno DW, Syed NI. Trophic factor-induced excitatory synaptogenesis involves postsynaptic modulation of nicotinic acetylcholine receptors. J Neurosci. 2002 Jan 15;22(2):505-14. PubMed PMID: 11784796.

7: Vera JC, Reyes AM, Velásquez FV, Rivas CI, Zhang RH, Strobel P, Slebe JC, Núñez-Alarcón J, Golde DW. Direct inhibition of the hexose transporter GLUT1 by tyrosine kinase inhibitors. Biochemistry. 2001 Jan 23;40(3):777-90. PubMed PMID: 11170395.

8: Liao GY, Leonard JP. Insulin modulation of cloned mouse NMDA receptor currents in Xenopus oocytes. J Neurochem. 1999 Oct;73(4):1510-9. PubMed PMID: 10501196.

9: Stella SL Jr, Bryson EJ, Thoreson WB. Insulin inhibits voltage-dependent calcium influx into rod photoreceptors. Neuroreport. 2001 Apr 17;12(5):947-51. PubMed PMID: 11303766; PubMed Central PMCID: PMC2474555.

10: Lu WY, Xiong ZG, Lei S, Orser BA, Dudek E, Browning MD, MacDonald JF. G-protein-coupled receptors act via protein kinase C and Src to regulate NMDA receptors. Nat Neurosci. 1999 Apr;2(4):331-8. PubMed PMID: 10204539.

11: Castel H, Louiset E, Anouar Y, Le Foll F, Cazin L, Vaudry H. Regulation of GABAA receptor by protein tyrosine kinases in frog pituitary melanotrophs. J Neuroendocrinol. 2000 Jan;12(1):41-52. PubMed PMID: 10692142.

12: Hamakawa T, Woodin MA, Bjorgum MC, Painter SD, Takasaki M, Lukowiak K, Nagle GT, Syed NI. Excitatory synaptogenesis between identified Lymnaea neurons requires extrinsic trophic factors and is mediated by receptor tyrosine kinases. J Neurosci. 1999 Nov 1;19(21):9306-12. PubMed PMID: 10531435.

13: Glahn D, Mark SD, Behr RK, Nuccitelli R. Tyrosine kinase inhibitors block sperm-induced egg activation in Xenopus laevis. Dev Biol. 1999 Jan 1;205(1):171-80. PubMed PMID: 9882505.

14: Hisatomi M, Hayakawa T, Hidaka H, Niki I. Modulation of tyrosine kinase activity has multiple actions on insulin release from the pancreatic beta-cell: studies with lavendustin A. Jpn J Pharmacol. 1997 Jun;74(2):203-8. PubMed PMID: 9243329.

15: Meizel S, Turner KO. Chloride efflux during the progesterone-initiated human sperm acrosome reaction is inhibited by lavendustin A, a tyrosine kinase inhibitor. J Androl. 1996 Jul-Aug;17(4):327-30. PubMed PMID: 8889693.

16: Catarsi S, Ching S, Merz DC, Drapeau P. Tyrosine phosphorylation during synapse formation between identified leech neurons. J Physiol. 1995 Jun 15;485 ( Pt 3):775-86. PubMed PMID: 7562616; PubMed Central PMCID: PMC1158043.