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7-Hydroxyneolamellarin A 959662-26-1

7-Hydroxyneolamellarin A 959662-26-1

CAS No.: 959662-26-1

7-Hydroxyneolamellarin A is a naturally occurring compound that can be found in the sponge Dendrilla nigra. 7-Hydroxyneo
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7-Hydroxyneolamellarin A is a naturally occurring compound that can be found in the sponge Dendrilla nigra. 7-Hydroxyneolamellarin A is a potent hypoxia-inducible factor 1α (HIF-1α) conjugate. 7-Hydroxyneolamellarin A accumulates hypoxia-inducible factor-1α (HIF-1α) protein and inhibits the regulatory activity of vascular growth factor (VEGF). 7-Hydroxyneolalamellarin A may be utilized in cancer research.

Physicochemical Properties


Molecular Formula C24H19NO5
Exact Mass 401.126
CAS # 959662-26-1
PubChem CID 24179494
Appearance Typically exists as solid at room temperature
LogP 3.8
Hydrogen Bond Donor Count 4
Hydrogen Bond Acceptor Count 5
Rotatable Bond Count 4
Heavy Atom Count 30
Complexity 532
Defined Atom Stereocenter Count 0
InChi Key RYIBSKICTMDCHH-UHFFFAOYSA-N
InChi Code

InChI=1S/C24H19NO5/c26-18-7-1-15(2-8-18)21-13-25(14-22(21)16-3-9-19(27)10-4-16)24(30)23(29)17-5-11-20(28)12-6-17/h1-14,23,26-29H
Chemical Name

1-[3,4-bis(4-hydroxyphenyl)pyrrol-1-yl]-2-hydroxy-2-(4-hydroxyphenyl)ethanone
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 In HeLa cells, MCF-7 cells, and 4T1 cells, 7-hydroxyneolalamellarin A (0-150 μM; 12 h) suppresses HIF-1 signaling with minimal cytotoxicity [1]. In Hela cells, 7-Hydroxyneolalamellarin A (0-100 μM; 12-hour) decreases VEGF mRNA levels in a dose-dependent way [1]. 7-Hydroxyneolin A (0-50 μM; 36 h) suppresses swelling, edema, and migration of HeLa cells [1].
Cell Assay Western Blot Analysis[1].
Cell Types: Hela cells, MCF-7 cells and 4T1 cells
Tested Concentrations: 0, 50, 100 and 150 μM
Incubation Duration: 12 hrs (hours)
Experimental Results: diminished HIF-1α protein levels in a dose-dependent manner.
Animal Protocol Animal/Disease Models: BALB/c mouse xenograft with 4T1 cell xenograft [1]
Doses: 15 7-Hydroxyneolalamellarin A (15 mg/kg; iv; BALB/c mouse with 4T1 cell xenograft) Inhibit tumor growth in the body [1]. mg/kg
Doses: intravenous (iv) (iv)injection; once every 2 days for 16 days
Experimental Results: Inhibit tumor growth in vivo.
References

[1]. Total synthesis and biological evaluation of 7-hydroxyneolamellarin A as hypoxia-inducible factor-1α inhibitor for cancer therapy. Bioorg Med Chem Lett. 2021 Oct 15;50:128338.


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.)