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Lavendustin C 125697-93-0

Lavendustin C 125697-93-0

CAS No.: 125697-93-0

Lavendustin C, formerly known as HDBA and NSC 666251, is a potent inhibitor of epidermal growth factor (EGF) receptor-as
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Lavendustin C, formerly known as HDBA and NSC 666251, is a potent inhibitor of epidermal growth factor (EGF) receptor-associated tyrosine kinase with an IC50 of 0.012 µM.. HDBA inhibits tyrosine kinase-associated neutrophil degranulation and superoxide generation



Physicochemical Properties


Molecular Formula C14H13NO5
Molecular Weight 275.26
Exact Mass 275.079
CAS # 125697-93-0
Related CAS # 125697-93-0;
PubChem CID 3896
Appearance Off-white to light yellow solid powder
Density 1.6±0.1 g/cm3
Boiling Point 597.5±50.0 °C at 760 mmHg
Melting Point 193-195ºC dec.
Flash Point 315.2±30.1 °C
Vapour Pressure 0.0±1.8 mmHg at 25°C
Index of Refraction 1.759
LogP 1.74
Hydrogen Bond Donor Count 5
Hydrogen Bond Acceptor Count 6
Rotatable Bond Count 4
Heavy Atom Count 20
Complexity 338
Defined Atom Stereocenter Count 0
InChi Key LULATDWLDJOKCX-UHFFFAOYSA-N
InChi Code

InChI=1S/C14H13NO5/c16-10-2-4-12(17)8(5-10)7-15-9-1-3-13(18)11(6-9)14(19)20/h1-6,15-18H,7H2,(H,19,20)
Chemical Name

5-[[(2,5-dihydroxyphenyl)methyl]amino]-2-hydroxy-benzoic acid
Synonyms

Lavendustin C HDBA, NSC 666251.
HS Tariff Code 2934.99.9001
Storage

Powder-20°C 3 years

4°C 2 years

In solvent -80°C 6 months

-20°C 1 month

Shipping Condition Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity


ln Vitro Strong inhibitory activity is exhibited by lavendustin C (compound 5), which may be the fundamental structure that inhibits tyrosine kinases [1]. Tyrosine kinase-related neutrophil degranulation and superoxide generation are inhibited by lavendustin C (10-150 µM) [3].
References

[1]. Isolation of a Novel Tyrosine Kinase Inhibitor, Lavendustin A, From Streptomyces Griseolavendus. J Nat Prod. Nov-Dec 1989;52(6):1252-7.

[2]. Long-term Potentiation in the Hippocampus Is Blocked by Tyrosine Kinase Inhibitors. Nature. 1991 Oct 10;353(6344):558-60.

[3]. Inhibition of Crystal-Induced Neutrophil Activation by a Protein Tyrosine Kinase Inhibitor. J Leukoc Biol. 1994 Jan;55(1):112-9.

Additional Infomation 5-[(2,5-dihydroxyphenyl)methylamino]-2-hydroxybenzoic acid is an aromatic amine.
Lavendustin c has been reported in Elephantopus mollis, Streptomyces, and other organisms with data available.
Lavendustin C is a compound that inhibits calmodulin kinase II and p60. (NCI)

Solubility Data


Solubility (In Vitro) May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
Solubility (In Vivo) Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300 :Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300:Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)

Oral Formulations Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders

Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.6329 mL 18.1646 mL 36.3293 mL
5 mM 0.7266 mL 3.6329 mL 7.2659 mL
10 mM 0.3633 mL 1.8165 mL 3.6329 mL
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.