RIBOFLAVIN TETRABUTYRATE

First approved in 2018

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C33H44N4O10
Molecular Weight	656.7233
Optical Activity	UNSPECIFIED
Defined Stereocenters	3 / 3
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCCC(=O)OC[C@@H](OC(=O)CCC)[C@@H](OC(=O)CCC)[C@H](CN1C2=NC(=O)NC(=O)C2=NC3=C1C=C(C)C(C)=C3)OC(=O)CCC

InChI

InChIKey=MJNIWUJSIGSWKK-BBANNHEPSA-N

InChI=1S/C33H44N4O10/c1-7-11-25(38)44-18-24(46-27(40)13-9-3)30(47-28(41)14-10-4)23(45-26(39)12-8-2)17-37-22-16-20(6)19(5)15-21(22)34-29-31(37)35-33(43)36-32(29)42/h15-16,23-24,30H,7-14,17-18H2,1-6H3,(H,36,42,43)/t23-,24+,30-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C33H44N4O10
Molecular Weight	656.7233
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	3 / 3
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.daiichisankyo-hc.co.jp/package_insert_foreign/pdf/traful_bb_charge-en.pdf
Curator's Comment: Description was created based on several sources, including https://www.drugs.com/mtm/vitamin-b2.html and https://examine.com/supplements/vitamin-b2/

Riboflavin butyrate (a vitamin B2 derivative used widely in Japan) is often an ingredient of multivitamin complexes, used for relief of following symptoms: stomatitis, glossitis, perleche, cheilitis, rough skin, acne, dermatitis, eczema, rash, sores. It is a supply of Vitamins B2 and B6 in the following situations: physical fatigue, pregnancy/lactation, decline of physical strength during or after illness.

CNS Activity

Approval Year

Targets

Primary Target	Pharmacology	Potency
platelet aggregation 80 Target ID: GO:0070527 Sources: https://www.ncbi.nlm.nih.gov/pubmed/3999460	Inhibitor 8504
Skin tumorigenesis 1 Target ID: Skin tumorigenesis Sources: https://www.ncbi.nlm.nih.gov/pubmed/7117737	Inhibitor 8504
Lipid peroxidation 2 Target ID: Lipid peroxidation Sources: https://www.ncbi.nlm.nih.gov/pubmed/4032070	Inhibitor 8504
Giardia lamblia WB strain 1 Target ID: Giardia lamblia WB strain Sources: https://www.ncbi.nlm.nih.gov/pubmed/25267663	Inhibitor 8504	1.09 µM [IC50]

Conditions

Condition	Modality	Highest Phase	Product
Pigmentation disorders 2 Sources: http://takeda-kenko.jp/en/products/vitamin/hic_l.html	Primary	Approved 8583	HICEE L Approved Use Relief of the following symptoms: Blotches, freckles and pigmentation due to sunlight or rash. Prevention of the following bleeding symptoms: Bleeding of the gum and bleeding of the nose
Stomatitis 7 Sources: https://www.daiichisankyo-hc.co.jp/package_insert_foreign/pdf/traful_bb_charge-en.pdf	Primary	Approved 8583	Traful BB Charge Approved Use Indications Relief of following symptoms: Stomatitis, glossitis, perleche, cheilitis, rough skin, acne, dermatitis, eczema, rash, sores Supply of Vitamins B2 and B6 in the following situations: Physical fatigue, pregnancy/lactation, decline of physical strength during or after illness
Eczema 46 Sources: https://www.daiichisankyo-hc.co.jp/package_insert_foreign/pdf/traful_bb_charge-en.pdf	Primary	Approved 8583	Traful BB Charge Approved Use Indications Relief of following symptoms: Stomatitis, glossitis, perleche, cheilitis, rough skin, acne, dermatitis, eczema, rash, sores Supply of Vitamins B2 and B6 in the following situations: Physical fatigue, pregnancy/lactation, decline of physical strength during or after illness
Vitamin B2 deficiency 3 Sources: http://www.mims.com/hongkong/drug/info/hibon	Primary	Approved 8583	Hibon Approved Use dietary supplement

Doses

Dose	Population	Adverse events
174.4 mg single, oral Studied dose Dose: 174.4 mg Route: oral Route: single Dose: 174.4 mg Sources: https://pubmed.ncbi.nlm.nih.gov/692943/	healthy Health Status: healthy Sex: M+F Food Status: UNKNOWN Sources: https://pubmed.ncbi.nlm.nih.gov/692943/	Sources: https://pubmed.ncbi.nlm.nih.gov/692943/

PubMed

Title	Date	PubMed
Studies on fatty acid esters of flavins. VII. Reaction of riboflavin tetrabutyrate with linoleic acid under ultra violet light irradiation.	1970-12-10	5497914
[Studies on riboflavin tetrabutyrate (B2-But) and its effects on p-dimethylaminoazobenzene (DAB) induced hepatoma or degenerated liver of the rat; ESR spectra of the subfraction of lipoperoxide extracted from the liver and several enzyme activities of the same tissue].	1968-04-10	4300949
Absorption and fluorescence spectra of riboflavin tetrabutyrate in various solvents.	1967-03	6053315

Patents

Sample Use Guides

In Vivo Use Guide

Adults (15 years or over) 2 tablets once daily. 2 tablets contain 20 mg of Riboflavin Tetrabutyrate

Route of Administration: Oral

In Vitro Use Guide

Riboflavin Tetrabutyrate inhibited, in vitro, ADP-induced platelet aggregation when added at the concentration of more than 1 ug/ml and arachidonic acid (Aa) (1 mM)-induced platelet aggregation when given at the concentration of more than 0.1 ug/ml.

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:55:45 GMT 2025` Edited by `admin` on `Mon Mar 31 19:55:45 GMT 2025`
Record UNII	F211C9MSGY
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

RIBOFLAVIN 2', 3', 4', 5'-TETRABUTYRATE

Preferred Name

English

RIBOFLAVIN TETRABUTYRATE

Official Name

English

VIRAS

Brand Name

English

TETRA-O-BUTYRYLRIBOFLAVIN

Common Name

English

LACFLAVIN

Brand Name

English

VITAMIN B2 2',3',4',5'-TETRABUTYRATE

Common Name

English

RIBOFLAVIN, 2',3',4',5'-TETRABUTANOATE

Common Name

English

WAKAFLAVIN L

Brand Name

English

RIBOFLAVIN 2',3',4',5'-TETRABUTYRATE

Common Name

English

BITUVITAN

Brand Name

English

RIBOFLAVIN BUTYRATE [JAN]

Common Name

English

Riboflavin tetrabutyrate [WHO-DD]

Common Name

English

RIBOFLAVIN 2', 3', 4', 5'-TETRABUTYRATE [MI]

Common Name

English

RIBOFLAVIN BUTYRATE

Common Name

English

VITAMIN B2 TETRABUTYRATE

Common Name

English

Code System Code Type Description

DRUG BANK

DB14727