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alpha-Arbutin

CAS No.
84380-01-8
Chemical Name:
alpha-Arbutin
Synonyms
Alpha Arbutin Powder;Α-ARBUTIN;α-Arbutin;a-Arbutin;4-hydroquinone-alpha-d-glucopyranoside;(2R,3S,4S,5R,6S)-2-(HYDROXYMETHYL)-6-(4-HYDROXYPHENOXY)TETRAHYDROPYRAN-3,4,5-TRIOL;(2R,3S,4S,5R,6R)-2-(Hydroxymethyl)-6-(4-hydroxyphenoxy)tetrahydro-2H-pyran-3,4,5-triol;LGB-AA;Alpha bear;alpha-arbutin
CBNumber:
CB3855311
Molecular Formula:
C12H16O7
Molecular Weight:
272.25
MDL Number:
MFCD09838262
MOL File:
84380-01-8.mol
MSDS File:
SDS
Last updated:2024-04-17 13:07:00

alpha-Arbutin Properties

Melting point 195-196°C
Boiling point 561.6±50.0 °C(Predicted)
Density 1.556±0.06 g/cm3(Predicted)
storage temp. 2-8°C
solubility DMSO (Slightly), Methanol (Slightly)
form Solid
pka 10.10±0.15(Predicted)
color White to Off-White
BRN 89675
InChI InChI=1/C12H16O7/c13-5-8-9(15)10(16)11(17)12(19-8)18-7-3-1-6(14)2-4-7/h1-4,8-17H,5H2/t8-,9-,10+,11-,12+/s3
InChIKey BJRNKVDFDLYUGJ-ZIQFBCGOSA-N
SMILES O(C1C=CC(O)=CC=1)[C@@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O |&1:8,9,10,12,14,r|
CAS DataBase Reference 84380-01-8(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII 72VUP07IT5

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501
WGK Germany  3
HS Code  2938.90.0000
NFPA 704
0
2 0

alpha-Arbutin price More Price(45)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 03338 α-Arbutin analytical standard 84380-01-8 100mg $243 2024-03-01 Buy
TCI Chemical A3284 α-Arbutin 84380-01-8 5G $41 2024-03-01 Buy
TCI Chemical A3284 α-Arbutin 84380-01-8 25G $91 2024-03-01 Buy
Usbiological 257521 a-Arbutin 84380-01-8 10g $382 2021-12-16 Buy
TRC A766500 α-Arbutin 84380-01-8 50mg $55 2021-12-16 Buy
Product number Packaging Price Buy
03338 100mg $243 Buy
A3284 5G $41 Buy
A3284 25G $91 Buy
257521 10g $382 Buy
A766500 50mg $55 Buy

alpha-Arbutin Chemical Properties,Uses,Production

Description

Arbutin is naturally found in plant sources such as Bearberry, Cranberry and Mulberry, which essentially prevents the formation of melanin (the pigment that creates skin colour). The chemically synthesised version of this plant extract is known as Alpha Arbutin which is used as a topical skin brightening agent to treat sun spots, pigmentation and scars caused by sun damage and breakouts. It also has antioxidant properties, which protect the skin from potential sun damage. Along with Retinol, it is a fairly common ingredient in anti-ageing products to treat age spots, fine lines and wrinkles. alpha-Arbutin-1.jpg

Chemical Properties

It is a glycosylated hydroquinone molecule, meaning a sugar molecule that has replaced one of the hydroxyl (-OH) groups on hydroquinone. Hydroquinone is seen as the gold standard of skin lightening, but there are concerns surrounding this well-studied tyrosinase inhibitor, such as skin sensitization, melanocytotoxicity from oxidative byproducts, and exogenous ochronosis (blue-black splotchy pigmentation) as a result of long-term application.1,2 Alpha arbutin is a more tolerable alternative to hydroquinone and is sometimes referred to as “natural hydroquinone.” Alpha arbutin functions similarly to hydroquinone, due to its molecular structure, but with reduced irritation and melanocytotoxicity. Alpha arbutin does not pose a risk in regards to exogenous ochronosis and poses minimal irritation and sensitization risk, making it a more tolerable alternative to hydroquinone.

Chemical Properties

alpha-Arbutin is White Solid

Uses

alpha-Arbutin is a component used in the skin-whitening cosmetics.

Uses

more stable analog of b-Arbutin

Uses

α-Arbutin may be used as an analytical reference standard for the determination of the analyte in cosmetics by high-performance liquid chromatography with UV detection (HPLC-UV) method.

Definition

Alpha arbutin, also called Hydroquinone β-D-glucopyranoside, is a naturally occurring antioxidant and skin brightener that is naturally found in the bearberry plant. It reduces melanin formation, improving the appearance of age spots, freckles, melasma, and post-inflammatory pigmentation.

Definition

Arbutin is the best as compared to vitamin c because it has fewer side effects and more benefits like reducing dark spots, age spots, ageing, etc. Arbutin gives quicker results than vitamin C. Arbutin acts as hydroquinone, which means it has depigmenting factors. Vitamin C is not easily absorbed into the skin, whereas arbutin absorbs quickly into the skin.

benefits

Ensures an even skin tone after only one month;Reduces the degree of skin tanning after UV exposure;Helps to minimize the appearance of liver spots.

Biological Functions

Alpha arbutin acts as a tyrosinase competitive inhibitor and also slows melanosome maturation (the organelles that synthesize and store melanin or pigment).3 This is significant because it works on two different mechanisms of pigmentation. Melanin is derived from the amino acid tyrosine and this conversion is regulated by the enzyme tyrosinase. Alpha arbutin is similar in structure to tyrosine, which fits into tyrosinase, needed for melanogenesis. This means that alpha arbutin is reversibly competing with tyrosine for a spot on the enzyme and not inhibiting cell viability, so therefore is not cytotoxic. By targeting tyrosinase, the rate-limiting enzyme in melanin formation, as well as slowing production of the organelles that produce melanin, alpha arbutin is a potent skin brightening agent.

General Description

α-Arbutin is a glycosylated hydroquinone and an anomer of naturally occurring arbutin. It is a potent inhibitor of tyrosinase, a vital enzyme involved in epidermal melanin biosynthesis. α-Arbutin finds extensive application as a powerful skin-lightening agent in cosmetic industries.

Mechanism of action

Alpha arbutin is frequently marketed as a safer alternative to hydroquinone (a popular skin-lightening ingredient that has been banned in Europe and Australia). It has similar results in brightening skin but without the dangerous bleaching process. Instead, it reduces skin’s pigment production by suppressing the enzymes that stimulate melanin. This also slows down the process by which UV light causes pigmentation, so it both prevents and treats pigmentation issues.

Side effects

Alpha arbutin is an active compound. Using too many active agents together can cause harshness to your skin.
For sensitive skin, using too much product containing alpha arbutin can cause a burning sensation on your face or skin.
Using moisturisers just after applying alpha arbutin cream or gel may not work well on your skin. It is a light compound which does not absorb well into the skin if topped over a moisturiser.
Alpha arbutin side effects occur when applied on cracked skin. It is suitable for topical use but when it comes in contact with an exposed wound, it causes unbearable irritation.

Synthesis

Synthesis_84380-01-8
In a 100 ml reaction flask, add (1.21 g, 2.5 mmol)P-acetoxyphenyl-2,3,4,6-tetra-O-acetyl-|?-D-glucopyranoside 6,Add 36 ml of anhydrous methanol to dissolve, magnetically stir, add a catalytic amount of 0.06 g of sodium methoxide, react at 25 ?? C for 2 hours, add acidic resin to neutralize to system pH = 7,The resin was recovered by filtration, and the filtrate was concentrated to dryness under reduced pressure.Beta-arbutinWhite solid 0.65 g,The yield was 96%.

alpha-Arbutin Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 593)Suppliers
Supplier Tel Email Country ProdList Advantage
Huzhou Haipu Chemical Co.,Ltd
+86-0572-+86-0572-2526078 +8613757061525 xatyang@acetylacetone.net China 16 58
Henan Bao Enluo International TradeCo.,LTD
+86-17331933971 +86-17331933971 deasea125996@gmail.com China 2503 58
Hefei TNJ Chemical Industry Co.,Ltd.
+86-0551-65418679 +86-18949832763 info@tnjchem.com China 2989 55
ZhenYiBio Technology Inc
+8615309206328 alexxue@zhenyibio.com China 299 58
Hebei Endun Biological Technology Co. LTD
+86-8615932657220 +86-15932657220 sales05@hebeiendun.cn China 300 58
Sinoway Industrial co., ltd.
0592-5800732; +8613806035118 xie@china-sinoway.com China 992 58
LEAP CHEM CO., LTD.
+86-852-30606658 market18@leapchem.com China 24738 58
Hebei Mojin Biotechnology Co., Ltd
+8613288715578 sales@hbmojin.com China 12453 58
Hebei Yime New Material Technology Co., Ltd.
+86-66697723 +86-17703311139 admin@china-yime.com China 563 58
Anhui Yiao New Material Technology Co., Ltd
+86-199-55145978 +8619955145978 sales8@anhuiyiao.com China 253 58

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View Lastest Price from alpha-Arbutin manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
alpha-Arbutin pictures 2024-04-19 alpha-Arbutin
84380-01-8
US $130.00 / KG 1KG 99% 1000kg/month Hebei Yime New Material Technology Co., Ltd.
alpha-Arbutin pictures 2024-04-19 alpha-Arbutin
84380-01-8
US $0.00 / Kg/Drum 1KG 99% 200mt/year Jinan Finer Chemical Co., Ltd
alpha-Arbutin  pictures 2024-04-15 alpha-Arbutin
84380-01-8
US $20.00 / kg 1kg 99 20 ton Suzhou Sanyi Polymer Chemical Technology Co., Ltd.
  • alpha-Arbutin pictures
  • alpha-Arbutin
    84380-01-8
  • US $130.00 / KG
  • 99%
  • Hebei Yime New Material Technology Co., Ltd.
  • alpha-Arbutin pictures
  • alpha-Arbutin
    84380-01-8
  • US $0.00 / Kg/Drum
  • 99%
  • Jinan Finer Chemical Co., Ltd
  • alpha-Arbutin  pictures
  • alpha-Arbutin
    84380-01-8
  • US $20.00 / kg
  • 99
  • Suzhou Sanyi Polymer Chemical Technology Co., Ltd.
alpha-arbutin Hydroquinone O-α-D-Glucopyranoside 4-Hydroxyphenyl a-D-glucopyranoside 4-hydroxyphenyl alpha-D-glucopyranoside Alpha bear α-arbutin 84380-01-8 (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-(4-hydroxyphenoxy)oxane-3,4,5-triol LGB-AA Alpha Arbutin 98% 4-hydroxyphenyl-D-lucopyranoside alpha-Arbutoside α-D-Glucopyranoside, 4-hydroxyphenyl a-D-Glucopyranoside, 4-hydroxyphenyl Skin whitening alpha-arbutin Alpha-Arbutin Skin Whitening Alpha Arbutin Powder Arbutin /Alpha Arbutin Alpha-Arbutin CAS 84380-01-8 4-Hydroquinone-Alpha-D-Glucopyranoside alpha-ArbutinQ: What is alpha-Arbutin Q: What is the CAS Number of alpha-Arbutin 4-hydroquinone-alpha-d-glucopyranoside a-Arbutin (2R,3S,4S,5R,6S)-2-(HYDROXYMETHYL)-6-(4-HYDROXYPHENOXY)TETRAHYDROPYRAN-3,4,5-TRIOL (2R,3S,4S,5R,6R)-2-(Hydroxymethyl)-6-(4-hydroxyphenoxy)tetrahydro-2H-pyran-3,4,5-triol Alpha Arbutin Powder Α-ARBUTIN α-Arbutin Alpha-Arbutin For Skin Care Manganese chloride 7773-01-5 alphTXB-Arbutin 4-Hydroxyphenyl α-D-Glucopyranoside 84380-01-8 C12H17O7 Plant extract Aromatics Carbohydrates & Derivatives Intermediates & Fine Chemicals Pharmaceuticals 84380-01-8