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WITHAFERIN A

Product Name
WITHAFERIN A
CAS No.
5119-48-2
Chemical Name
WITHAFERIN A
Synonyms
NSC 273757;nsc-101088;upeferinA.;Withaferine;WITHAFERIN A;withaferinea;Withaferin A-RM;Withaferin A Standard;Withaferin A 5119-48-2;delta-lactone,(20s,22r)-oxo
CBNumber
CB9454365
Molecular Formula
C28H38O6
Formula Weight
470.6
MOL File
5119-48-2.mol
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WITHAFERIN A Property

Melting point:
252-253℃
alpha 
D28 +125° (c = 1.30 in CHCl3)
Boiling point:
680.7±55.0 °C(Predicted)
Density 
1.28
Flash point:
226℃
storage temp. 
Desiccate at -20°C
solubility 
Soluble in DMSO (up to 20 mg/ml)
pka
13.49±0.70(Predicted)
form 
White solid
color 
White
Stability:
Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 1 month.
InChIKey
DBRXOUCRJQVYJQ-CKNDUULBSA-N
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Safety

Hazard Codes 
T
WGK Germany 
3
RTECS 
KE7288500
HS Code 
29322090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
PHL89824
Product name
Withaferin A
Purity
phyproof? Reference Substance
Packaging
10MG
Price
$553
Updated
2024/03/01
Sigma-Aldrich
Product number
681535
Product name
Withaferin A
Packaging
1mg
Price
$144
Updated
2024/03/01
Sigma-Aldrich
Product number
681535
Product name
Withaferin A
Packaging
5mg
Price
$504
Updated
2024/03/01
Cayman Chemical
Product number
11352
Product name
Withaferin A
Purity
≥95%
Packaging
1mg
Price
$81
Updated
2024/03/01
Cayman Chemical
Product number
11352
Product name
Withaferin A
Purity
≥95%
Packaging
5mg
Price
$238
Updated
2024/03/01
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WITHAFERIN A Chemical Properties,Usage,Production

Description

Withaferin A (5119-48-2) displays potent antiangiogenesis activity inhibiting endothelial cell sprouting in vitro?(IC50?= 12 nM) and?in vivo.1?Potently inhibits NF-κB activation by preventing TNFα-induced activation of IKKβ.2?Covalently binds to the intermediate filament protein, vimentin3?inducing its disassembly and serine 56 phosphorylation4. Inhibits reactive gliosis and blocks TNFα-mediated neuronal apoptosis in?in vivo?models.5

Chemical Properties

Solid

Uses

Withaferin A is a promising anticancer constituent of Ayurvedic medicinal plant Withania somnifera. Withaferin A showed potent cytotoxicity against human head and neck squamous cell carcinoma (JMAR and MDA-1986). Withaferin A has recently been found to be a leptin sensitizer that can reduce the weight in obese mice fed in a high-fat diet (see C249500).

Definition

ChEBI: A withanolide that is 5,6:22,26-diepoxyergosta-2,24-diene-1,26-dione substituted by hydroxy groups at positions 4 and 27 (the 4beta,5beta,6beta,22R stereoisomer). Isolated from Phys lis longifolia, it exhibits cytotoxic activity.

Biological Activity

Steroid lactone that displays anti-inflammatory, antitumor and antiangiogenic activity. Inhibits endothelial cells (HUVEC) spouting in vitro (IC 50 = 12 nM) and in vivo . Prevents NF- κ B activation by inhibiting activation of IKK β . Also inhibits chymotrypsin-like activity of the 20S proteasome.

target

ROS | NF-kB | p53 | STAT | PARP | Bcl-2/Bax | Caspase | TGF-β/Smad | TNF-α | COX | PGE | PI3K | Akt | JNK | p38MAPK

storage

Store at -20°C

References

1) Mohan?et al.?(2004),?Withaferin A is a potent inhibitor of angiogenesis; Angiogenesis, 7 115 2) Kaileh?et al.?(2007),?Withaferin A strongly elicits IkappaB kinase beta hyperphosphorylation concomitant with inhibition of its kinase activity; J. Biol. Chem.,?282?4253 3) Bargagna-Mohan?et al.?(2007),?The tumor inhibitor and antiangiogenic agent withaferin A targets the intermediate filament protein vimentin; Chem. Biol.,?14?623 4) Thaiparambil?et al.?(2011),?Withaferin A inhibits breast cancer invasion and metastasis at sub-cytotoxic doses by inducing vimentin disassembly and serine 56 phosphorylation; Int. J. Cancer,?129?2744 5) Livne-Bar?et al.?(2016),?Pharmacologic inhibition of reactive gliosis blocks TNF-α-mediated neuronal apoptosis;?Cell Death Dis.,?7?e2386

WITHAFERIN A Preparation Products And Raw materials

Raw materials

Preparation Products

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WITHAFERIN A Suppliers

Natural Remedies Pvt Ltd
Tel
--
Fax
--
Email
sendhil@naturalremedy.com
Country
India
ProdList
110
Advantage
50
Biosyn Research Chemicals
Tel
--
Fax
--
Email
info@biosyn.in
Country
India
ProdList
1340
Advantage
58
Natucare India
Tel
--
Fax
--
Country
India
ProdList
8
Advantage
58
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View Lastest Price from WITHAFERIN A manufacturers

BINBO BIOLOGICAL CO.,LTD
Product
Withaferin A 5119-48-2
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
1000 kg
Release date
2024-04-17
NanJing Spring & Autumn Biological Engineering CO., LTD.
Product
Withaferin A 5119-48-2 5119-48-2
Price
US $450.00/mg
Min. Order
10mg
Purity
≥98%
Supply Ability
1000.00 kgs
Release date
2019-07-17
NanJing Spring & Autumn Biological Engineering CO., LTD.
Product
Withaferin A 5119-48-2 5119-48-2
Price
US $450.00/mg
Min. Order
10mg
Purity
≥98%
Supply Ability
1000.00 kgs
Release date
2019-07-17

5119-48-2, WITHAFERIN ARelated Search:


  • WITHAFERIN A
  • 5,6-beta-epoxy-4-beta,22,27-trihydroxy-1-5-beta-ergosta-24-dien-26-oicacid
  • delta-lactone,(20s,22r)-oxo
  • nsc-101088
  • (4β,5β,6β,22R)-5,6-Epoxy-4,22,27-trihydroxy-1-oxoergosta-2,24-dien-26-oicacidδ-lactone
  • NSC 273757
  • Withaferine
  • (20S,22R)-5,6β-Epoxy-4β,22,27-trihydroxy-1-oxo-5β-ergosta- 2,24-dien-26-oic Acid δ-Lactone
  • Withaferin A NSC 273757 NSC 101088
  • 5,6-Epoxy-4,27-dihydroxy-1-oxowitha-2,24-dienolide
  • Withaferin A from leaves of Withania somnifera
  • withaferinea
  • Ergosta-2,24-dien-26-oicacid, 5,6-epoxy-4,22,27-trihydroxy-1-oxo-, d-lactone, (4b,5b,6b,22R)-
  • Withaferin A, Withania somnifera - CAS 5119-48-2 - Calbiochem
  • Withaferin A 5119-48-2
  • Withaferin A Standard
  • Ergosta-2,24-dien-26-oic acid, 5,6-epoxy-4,22,27-trihydroxy-1-oxo-, δ-lactone, (4β,5β,6β,22R)-
  • AshwagandhaQ: What is Ashwagandha Q: What is the CAS Number of Ashwagandha Q: What is the storage condition of Ashwagandha
  • (4beta,5beta,6beta,22R)-4,27-dihydroxy-5,6:22,26-diepoxyergosta-2,24-diene-1,26-dione
  • upeferinA.
  • (4S,4aR,5aR,6aS,6bS,9R,9aS,11aS,11bR)-4-Hydroxy-9-((S)-1-((R)-5-(hydroxymethyl)-4-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl)-9a,11b-dimethyl-5a,6,6a,6b,7,8,9,9a,10,11,11a,11b-dodecahydrocyclopenta[1,2]phenanthro[8a,9-b]oxiren-1(4H)-one
  • Withaferin A-RM
  • 5119-48-2
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Steroids
  • antibiotic