4',6'-DIMETHOXY-2'-HYDROXYCHALCONE

Product Name: 4',6'-DIMETHOXY-2'-HYDROXYCHALCONE
CAS No.: 1775-97-9
Chemical Name: 4',6'-DIMETHOXY-2'-HYDROXYCHALCONE
Synonyms: FlavoringB;Flavokavin B;FLAVOKAWIN B;FLAVOKAWAIN B;Flavokavain B;FLAVOKAVAIN B(P);Flavokawain B-RM;CARDAMONIN-4'-METHYL ETHER;4',6'-DIMETHOXY-2'-HYDROXYCHALCONE;2'-Hydroxy-4',6'-Dimethoxychalcone
CBNumber: CB4430922
Molecular Formula: C17H16O4
Formula Weight: 284.31
MOL File: 1775-97-9.mol

More

Less

4',6'-DIMETHOXY-2'-HYDROXYCHALCONE Property

Melting point:: 85-87°C
Boiling point:: 500.1±50.0 °C(Predicted)
Density: 1.203±0.06 g/cm3(Predicted)
storage temp.: -20°C Freezer
solubility: Chloroform (Slightly), Methanol (Slightly)
pka: 6.84±0.40(Predicted)
form: Solid
color: Yellow to Dark Yellow
LogP: 4.206 (est)
CAS DataBase Reference: 1775-97-9(CAS DataBase Reference)

More

Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

More

Less

N-Bromosuccinimide Price

Sigma-Aldrich

Product number: PHL83763
Product name: Flavokawain B
Purity: phyproof<SUP>®</SUP> Reference Substance
Packaging: 10 mg
Price: $549
Updated: 2025/07/31

Cayman Chemical

Product number: 19652
Product name: Flavokawain B
Purity: ≥98%
Packaging: 500μg
Price: $34
Updated: 2024/03/01

Cayman Chemical

Product number: 19652
Product name: Flavokawain B
Purity: ≥98%
Packaging: 1mg
Price: $65
Updated: 2024/03/01

Cayman Chemical

Product number: 19652
Product name: Flavokawain B
Purity: ≥98%
Packaging: 5mg
Price: $253
Updated: 2024/03/01

Cayman Chemical

Product number: 19652
Product name: Flavokawain B
Purity: ≥98%
Packaging: 10mg
Price: $404
Updated: 2024/03/01

More

Less

4',6'-DIMETHOXY-2'-HYDROXYCHALCONE Chemical Properties,Usage,Production

Description

Flavokawain B is a natural chalcone first isolated from extracts of kava roots. It induces apoptosis in androgen receptor-negative, hormone-refractory prostate cancer cell lines (IC₅₀s = 32, 48, 6.2, and 3.9 μM for LAPC4, LNCaP, PC-3, and DU145 cells, respectively, treated for 48 hours), with increased expression of the proapoptotic protein Bim. Flavokawain B increases Bim expression and inhibits growth of DU145 xenografts in mice. It also increases Bim expression, promotes apoptosis, and induces cell cycle arrest in uterine leiomyosarcoma cells. However, flavokawain B is hepatotoxic, triggering oxidative stress, inhibiting NF-κB signaling, and activating MAPK pathways, culminating in HepG2 and L-02 cell death (LD₅₀s = 15 and 32 μM, respectively).

Chemical Properties

Pale yellow powder, soluble in organic solvents such as methanol, ethanol, and DMSO, derived from the rhizome of Piper methysticum Forst.

Uses

Flavokavain B is a secondary metabolite of the kava plant (Piper methysticum Forst. f., Piperaceae, which has anticancer properties and demonstrated oral efficacy in murine cancer models. ?Futhermore, it also has suspected roles in rare cases of kava-induced hepatotoxicity. In addition, it is a potential candidate for the development of novel antifungal phytotherapic products.

Definition

ChEBI: Flavokawain B is a member of the class of chalcones that consists of trans-chalcone substituted by hydroxy group at positions 2' and methoxy groups at positions 4' and 6'. Isolated from Piper methysticum and Piper rusbyi, it exhibits antileishmanial, anti-inflammatory and antineoplastic activities. It has a role as a metabolite, an antileishmanial agent, an anti-inflammatory agent, an apoptosis inducer and an antineoplastic agent. It is a member of chalcones, a dimethoxybenzene and a member of phenols. It is functionally related to a trans-chalcone.

in vivo

Flavokawain B (1-2.5 μg/mL, 24 h) suppresses angiogenesis in a zebrafish model^[1].
Flavokawain B (50-200 mg/kg, i.p.) shows anti-inflammatory activities in LPS-induced mice^[4].
Flavokawain B (0.35-0.75 mg/kg, i.p., every 2 days, 27 days) significantly inhibits in vivo growth of human KB cell-derived tumor xenografts in nude mice^[5].
Flavokawain B (20-40 mg/kg, p.o., 7 days) inhibits NF-κB inflammatory signaling pathway activation in colitis mice by targeting TLR2^[10].
Flavokawain B (25 mg/kg, p.o., daily for a week) induces GSH-sensitive oxidative stress in mice through modulation of IKK/NF-κB and MAPK signaling pathways^[11].
Flavokawain B (10-20 mg/kg, i.g., 3 consecutive days) alleviates LPS-induced acute lung injury in mice via targeting myeloid differentiation factor 2^[12].
Flavokawain B (25 mg/kg, i.p., twice-a-week for 2 weeks) in combination with Cisplatin (HY-17394)/Gemcitabine (HY-17026) significantly inhibits tumor growth in a xenograft mouse (SNU-478 cells) model^[13].

Animal Model:	Nude mice injected human KB cell^[5]
Dosage:	0.35, 0.75 mg/kg
Administration:	Intraperitoneal injection (i.p.), every 2 days, 27 days
Result:	Showed no loss of body weight. Showed time-dependent growth inhibition of tumor. Showed tumor cell inactivity or regression. Showed augmentation of apoptotic DNA fragmentation.

References

[1] De Souza, F.I., Zumiotti, A.V., and Da Silva, C.F. Neuregulins 1-α and 1-β on the regeneration the peripheral nerves[J]. Acta Ortop Bras.
[2] RAMEZ N. ESKANDER. Flavokawain B, a novel, naturally occurring chalcone, exhibits robust apoptotic effects and induces G2/M arrest of a uterine leiomyosarcoma cell line[J]. Journal of Obstetrics and Gynaecology Research, 2012, 38 8: 1086-1094. DOI: 10.1111/j.1447-0756.2011.01841.x
[3] PING ZHOU. Flavokawain B, the hepatotoxic constituent from kava root, induces GSH-sensitive oxidative stress through modulation of IKK/NF-κB and MAPK signaling pathways[J]. FASEB Journal, 2010, 24 12: 4722-4732. DOI: 10.1096/fj.10.163311

4',6'-DIMETHOXY-2'-HYDROXYCHALCONE Preparation Products And Raw materials

Raw materials

Preparation Products

More

Less

4',6'-DIMETHOXY-2'-HYDROXYCHALCONE Suppliers

China 143 France 1 Germany 2 India 4 United Kingdom 10 United States 16 USA 1 Global 177

Meryer (Shanghai) Chemical Technology Co., Ltd.

Tel: 4006356688 18621169109
Fax: 86-21-61259102
Email: market03@meryer.com
Country: China
ProdList: 40228
Advantage: 62

Dalian Meilun Biotech Co., Ltd.

Tel: 0411-62910999 13889544652
Email: sales@meilune.com
Country: China
ProdList: 4747
Advantage: 58

Chengdu Biopurify Phytochemicals Ltd.

Tel: +86-028-82633397 18982077548
Fax: +86-28-82633165
Email: cwb1@biopurify.cn
Country: China
ProdList: 2376
Advantage: 60

Shanghai Winherb Medical Technology Co., Ltd.

Tel: 021-38218169 13341702378
Fax: QQ：190129269
Email: winherb@126.com
Country: China
ProdList: 1245
Advantage: 58

Shanghai Tauto Biotech Co., Ltd.

Tel: 021-51320588
Fax: 0086-21-51320502
Email: tauto@tautobiotech.com
Country: China
ProdList: 3988
Advantage: 66

BEIJING TDVINO TECHNOLOGY CO.,LTD

Tel: 010-56371379
Fax: 010-56371379
Country: China
ProdList: 99
Advantage: 55

Synchem OHG

Tel: +49 5662 408730
Fax: +49 5662 4087320
Email: info@synchem.de
Country: Germany
ProdList: 4705
Advantage: 70

Wuxi Zhongkun Biochemical Technology Co., Ltd.

Tel: 0510-85629785 18013409632
Fax: 051085625359
Email: sales@reading-chemicals.com
Country: China
ProdList: 15178
Advantage: 58

Hubei kangen Pharmaceutical Chemical Co., Ltd

Tel: 153-15337215803 15337215803
Fax: 027-89771658
Email: 3357312443@qq.com
Country: China
ProdList: 695
Advantage: 56

Nanjing Endesa Bio-tech Co., Ltd.

Tel: 025-58862853 18915922038
Fax: +86-025-58862853
Email: sales@endesachem.com
Country: China
ProdList: 591
Advantage: 58

More

Less

View Lastest Price from 4',6'-DIMETHOXY-2'-HYDROXYCHALCONE manufacturers

Shanghai Standard Technology Co., Ltd.

Product: Flavokawain B 1775-97-9
Price: US $0.00/mg
Min. Order: 20mg
Purity: ≥98%(HPLC)
Supply Ability: 10 g
Release date: 2020-04-26

Career Henan Chemical Co

Product: 4',6'-DIMETHOXY-2'-HYDROXYCHALCONE 1775-97-9
Price: US $3.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 1kg,5kg,50kg
Release date: 2020-01-18

1775-97-9, 4',6'-DIMETHOXY-2'-HYDROXYCHALCONERelated Search:

EUPATORIN-5-METHYL ETHER 3'-BENZYLOXY-4',5,6,7-TETRAMETHOXYFLAVONE 3',4',5,7-TETRAMETHOXYFLAVONE SCUTELLAREIN TETRAMETHYL ETHER Hesperidin methylchalcone 5,7-DIMETHOXYFLAVONE 3',4',5',5,6,7-HEXAMETHOXYFLAVONE 2'-HYDROXY-4,4',6'-TRIMETHOXYCHALCONE 3',4',5',5,7-PENTAMETHOXYFLAVONE 5,6,7-TRIMETHOXYFLAVONE 2',4-DIHYDROXY-4',6'-DIMETHOXYCHALCONE DIMETHOXY-2'-HYDROXYCHALCONE, 2,3-,2,3-DIMETHOXY-2'-HYDROXYCHALCONE 2-HYDROXYCHALCONE 2-Hydroxychalcone 2'-Hydroxychalcone CARDAMONIN Tangeretin 3',6'-DIHYDROXY-2',4',5'-TRIMETHOXYCHALCONE

CARDAMONIN-4'-METHYL ETHER

FLAVOKAWAIN B

FLAVOKAWIN B

DIMETHOXY-2'-HYDROXYCHALCONE, 4',6'-

(E)-1-(2-HYDROXY-4,6-DIMETHOXY-PHENYL)-3-PHENYL-PROPENONE

4',6'-DIMETHOXY-2'-HYDROXYCHALCONE

1-(2-hydroxy-4,6-dimethoxyphenyl)-3-phenyl-2-propen-1-one)

(E)-1-(2-Hydroxy-4,6-dimethoxy-phenyl)-3-phenyl-

FLAVOKAVAIN B(P)

Flavokavin B

(E)-2'-Hydroxy-4',6'-dimethoxychalcone

Flavokavain B

(E)-1-(2-Hydroxy-4,6-dimethoxyphenyl)-3-phenylprop-2-en-1-one

(E)-1-(2-hydroxy-4,6-dimethoxyphenyl)-3-phenyl-2-propen-1-one

2'-Hydroxy-4',6'-Dimethoxychalcone

2-Propen-1-one,1-(2-hydroxy-4,6-dimethoxyphenyl)-3-phenyl-, (2E)-

4',6'-Dimethoxy-2'-hydroxychalcone (Flavokawain B)

FlavoringB

Flavokawain B-RM

Flavokawain B, chalcone isolated from kava

1775-97-9

Chalcones

Plant Oils, Toxins, Phenolic Acids & Derivatives