3-EtAA

For research use only. Not for therapeutic Use.

  • CAT Number: I020875
  • CAS Number: 86404-04-8
  • Molecular Formula: C8H12O6
  • Molecular Weight: 204.18
  • Purity: 98%
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3-EtAA (Cat No.: I020875) is a very useful vitamin C derivative. It is not only very stable in chemical substances, it is a non-discoloring vitamin C derivative, and it is a lipophilic and hydrophilic amphoteric substance. It has greatly expanded its scope of application, especially in daily chemistry. And 3-EtAA can enter the dermis and directly participate in the synthesis of collagen to repair the activity of skin cells, increase collagen, and make the skin plump and elastic, making the skin delicate and smooth.


Catalog Number I020875
CAS Number 86404-04-8
Synonyms

3-EtAA; 3 EtAA; 3EtAA; 3-O-Ethylascorbic Acid; 3-O-ethyl-L-Ascorbic Acid;

Molecular Formula C8H12O6
Purity 98%
Target Tyrosinase
Solubility To be determined
Appearance Solid powder
Storage 2-8°C
IUPAC Name (R)-5-((S)-1,2-dihydroxyethyl)-4-ethoxy-3-hydroxyfuran-2(5H)-one
InChI InChI=1S/C8H12O6/c1-2-13-7-5(11)8(12)14-6(7)4(10)3-9/h4,6,9-11H,2-3H2,1H3/t4-,6+/m0/s1
InChIKey ZGSCRDSBTNQPMS-UJURSFKZSA-N
SMILES OC[C@H](O)[C@@]1(C(OCC)=C(O)C(O1)=O)[H]
Reference

1: Zerbinati N, Sommatis S, Maccario C, Di Francesco S, Capillo MC, Rauso R, Herrera M, Bencini PL, Guida S, Mocchi R. The Anti-Ageing and Whitening Potential of a Cosmetic Serum Containing 3-O-ethyl-l-ascorbic Acid. Life (Basel). 2021 Apr 29;11(5):406. doi: 10.3390/life11050406. PMID: 33946734; PMCID: PMC8146548.
2: Iliopoulos F, Chapman A, Lane ME. A comparison of the in vitro permeation of 3-O-ethyl-l-ascorbic acid in human skin and in a living skin equivalent (LabSkin™). Int J Cosmet Sci. 2021 Feb;43(1):107-112. doi: 10.1111/ics.12675. Epub 2020 Dec 25. PMID: 33238056.
3: Hamanaka M, Kanto H, Mikai H, Tanaka H, Ito T, Washizaki K, Ishiko A. A rare case of allergic contact dermatitis caused by 3-O-ethyl-L-ascorbic acid in skin- whitening cosmetics identified under immunosuppressive therapy. Contact Dermatitis. 2020 Dec;83(6):520-521. doi: 10.1111/cod.13652. Epub 2020 Oct 12. PMID: 32617988.
4: Romita P, Foti C, Barlusconi C, Mercurio S, Hansel K, Stingeni L. Allergic contact dermatitis to 3-O-ethyl-L-ascorbic acid: An underrated allergen in cosmetics? Contact Dermatitis. 2020 Jul;83(1):63-64. doi: 10.1111/cod.13528. Epub 2020 Apr 7. PMID: 32208530.
5: Gérard V, Ay E, Graff B, Morlet-Savary F, Galopin C, Mutilangi W, Lalevée J. Ascorbic Acid Derivatives as Potential Substitutes for Ascorbic Acid To Reduce Color Degradation of Drinks Containing Ascorbic Acid and Anthocyanins from Natural Extracts. J Agric Food Chem. 2019 Oct 30;67(43):12061-12071. doi: 10.1021/acs.jafc.9b05049. Epub 2019 Oct 17. PMID: 31588743.
6: Iliopoulos F, Sil BC, Moore DJ, Lucas RA, Lane ME. 3-O-ethyl-l-ascorbic acid: Characterisation and investigation of single solvent systems for delivery to the skin. Int J Pharm X. 2019 Jul 19;1:100025. doi: 10.1016/j.ijpx.2019.100025. PMID: 31517290; PMCID: PMC6733298.
7: Miao F, Su MY, Jiang S, Luo LF, Shi Y, Lei TC. Intramelanocytic Acidification Plays a Role in the Antimelanogenic and Antioxidative Properties of Vitamin C and Its Derivatives. Oxid Med Cell Longev. 2019 May 12;2019:2084805. doi: 10.1155/2019/2084805. PMID: 31214276; PMCID: PMC6535878.
8: Mamodaly M, Dereure O, Raison-Peyron N. A new case of allergic contact dermatitis caused by 3-o-ethyl ascorbic acid in facial antiageing cosmetics. Contact Dermatitis. 2019 Oct;81(4):315-316. doi: 10.1111/cod.13307. Epub 2019 May 24. PMID: 31066077.
9: Fukuchi S , Yagi M , Oguchi-Fujiyama N , Kang J , Kikuchi A . A novel characteristic of salicylate UV absorbers: suppression of diethylhexyl 2,6-naphthalate (Corapan TQ)-photosensitized singlet oxygen generation. Photochem Photobiol Sci. 2019 Jun 12;18(6):1556-1564. doi: 10.1039/c9pp00104b. PMID: 31033968.
10: Shimizu R, Yagi M, Kikuchi A. Suppression of riboflavin-sensitized singlet oxygen generation by l-ascorbic acid, 3-O-ethyl-l-ascorbic acid and Trolox. J Photochem Photobiol B. 2019 Feb;191:116-122. doi: 10.1016/j.jphotobiol.2018.12.012. Epub 2018 Dec 26. PMID: 30605891.
11: Liao WC, Huang YT, Lu LP, Huang WY. Antioxidant Ability and Stability Studies of 3-O-Ethyl Ascorbic Acid, a Cosmetic Tyrosinase Inhibitor. J Cosmet Sci. 2018 Jul/Aug;69(4):233-243. PMID: 30311899.
12: Akutsu K, Kitagawa Y, Yoshimitsu M, Takatori S, Fukui N, Osakada M, Uchida K, Azuma E, Kajimura K. Problems and solutions of polyethylene glycol co- injection method in multiresidue pesticide analysis by gas chromatography-mass spectrometry: evaluation of instability phenomenon in type II pyrethroids and its suppression by novel analyte protectants. Anal Bioanal Chem. 2018 May;410(13):3145-3160. doi: 10.1007/s00216-018-1002-1. Epub 2018 Mar 20. PMID: 29556739.
13: Golonka I, Oleksy M, Junka A, Matera-Witkiewicz A, Bartoszewicz M, Musiał W. Selected Physicochemical and Biological Properties of Ethyl Ascorbic Acid Compared to Ascorbic Acid. Biol Pharm Bull. 2017;40(8):1199-1206. doi: 10.1248/bpb.b16-00967. PMID: 28769001.
14: Victoria-Martínez AM, Mercader-García P. Allergic Contact Dermatitis to 3-o-Ethyl-L-Ascorbic Acid in Skin-lightening Cosmetics. Dermatitis. 2017 Jan/Feb;28(1):89. doi: 10.1097/DER.0000000000000260. PMID: 28002235.
15: Li Y, Dong C, Cun D, Liu J, Xiang R, Fang L. Lamellar Liquid Crystal Improves the Skin Retention of 3-O-Ethyl-Ascorbic Acid and Potassium 4-Methoxysalicylate In Vitro and In Vivo for Topical Preparation. AAPS PharmSciTech. 2016 Jun;17(3):767-77. doi: 10.1208/s12249-015-0353-6. Epub 2015 Sep 8. PMID: 26349686.
16: Numata T, Kobayashi Y, Ito T, Harada K, Tsuboi R, Okubo Y. Two cases of allergic contact dermatitis due to skin-whitening cosmetics. Allergol Int. 2015 Apr;64(2):194-5. doi: 10.1016/j.alit.2014.10.007. Epub 2015 Jan 7. PMID: 25838099.
17: Tai A, Aburada M, Ito H. A simple efficient synthesis and biological evaluation of 3-O-ethylascorbic acid. Biosci Biotechnol Biochem. 2014;78(12):1984-7. doi: 10.1080/09168451.2014.946396. Epub 2014 Aug 15. PMID: 25127395.
18: Yagami A, Suzuki K, Morita Y, Iwata Y, Sano A, Matsunaga K. Allergic contact dermatitis caused by 3-o-ethyl-L-ascorbic acid (vitamin C ethyl). Contact Dermatitis. 2014 Jun;70(6):376-7. doi: 10.1111/cod.12161. PMID: 24846587.
19: Jin S, Miao X. 3-O-Ethyl-l-ascorbic acid. Acta Crystallogr Sect E Struct Rep Online. 2008 Apr 16;64(Pt 5):o860. doi: 10.1107/S1600536808009963. PMID: 21202347; PMCID: PMC2961160.
20: Ogawa K, Futakuchi M, Hirose M, Boonyaphiphat P, Mizoguchi Y, Miki T, Shirai T. Stage and organ dependent effects of 1-O-hexyl-2,3,5-trimethylhydroquinone, ascorbic acid derivatives, n-heptadecane-8-10-dione and phenylethyl isothiocyanate in a rat multiorgan carcinogenesis model. Int J Cancer. 1998 Jun 10;76(6):851-6. doi: 10.1002/(sici)1097-0215(19980610)76:6<851::aid- ijc14>3.0.co;2-5. PMID: 9626352.

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