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

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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:

Brassinolide (2alpha,3beta,19alpha)-2,3,19-Trihydroxyolean-12-en-28-oic acid beta-D-glucopyranosyl ester HELENALIN 5-Aminosalicylic acid BAY 11-7085 Kidney Bean Extract BAY 11-7082 ROCAGLAMIDE 6-AMINO-4-(4-PHENOXYPHENYLETHYLAMINO)QUINAZOLINE 3'-Hydroxyrocaglamide panepoxydone WEDELOLACTONE WILFORINE Worenine WILFORDINE BETA-D-GLUCOPYRANOSIDURONIC ACID HYPERICUM PERFORATUM OIL WILFORGINE

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