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Details

Stereochemistry ABSOLUTE
Molecular Formula C49H76O3
Molecular Weight 713.1259
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 4
Charge 0

SHOW SMILES / InChI
Structure of TOCOPHERYL RETINOATE

SMILES

CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC[C@]1(C)CCC2=C(O1)C(C)=C(C)C(OC(=O)\C=C(C)\C=C\C=C(C)\C=C\C3=C(C)CCCC3(C)C)=C2C

InChI

InChIKey=RIQIJXOWVAHQES-UNAKLNRMSA-N
InChI=1S/C49H76O3/c1-34(2)19-14-20-35(3)21-15-22-36(4)25-17-31-49(13)32-29-43-42(10)46(40(8)41(9)47(43)52-49)51-45(50)33-38(6)24-16-23-37(5)27-28-44-39(7)26-18-30-48(44,11)12/h16,23-24,27-28,33-36H,14-15,17-22,25-26,29-32H2,1-13H3/b24-16+,28-27+,37-23+,38-33+/t35-,36-,49-/m1/s1

HIDE SMILES / InChI

Description
Curator's Comment: Decsription was created based on several sources including http://www.ncbi.nlm.nih.gov/pubmed/9250786 and https://www.jstage.jst.go.jp/article/skinresearch1959/36/2/36_2_209/_pdf

Tocopheryl retinoate (tocoretinate) is an alpha-tocopherol ester of all-trans retinoic acid (ATRA) and safely used to treat skin ulcers. Tocopheryl retinoate stimulates the formation of granulation tissue in the ulcer, and enhances the migration of guinea pig macrophages and stimulates the proliferation of human skin fibroblasts. It is usually used to treat pressure ulcer (bedsore) and skin ulcer (burn ulcer, diabetic ulcer, leg ulcer). Topical application of tocoretinate reduced the clinical symptoms of lichen amyloidosis and macular amyloidosis, and normalized disturbed epidermal differentiation.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: P02461|||Q6LDB3|||Q9UC91
Gene ID: 1281.0
Gene Symbol: COL3A1
Target Organism: Homo sapiens (Human)
Target ID: P02462
Gene ID: 1282.0
Gene Symbol: COL4A1
Target Organism: Homo sapiens (Human)
Target ID: P02452|||Q15176|||Q9UML6
Gene ID: 1277.0
Gene Symbol: COL1A1
Target Organism: Homo sapiens (Human)
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Olcenon Ointment 0.25%

Approved Use

Usually used to treat pressure ulcer (bedsore) and skin ulcer (burn ulcer, diabetic ulcer, leg ulcer)
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Patents

Sample Use Guides

In general, after cleaning up the affected area, put an appropriate amount of Tocopheryl retinoate ointment on gauze according to the symptom/size of the affected area and apply, or apply directly to the affected area, once to twice a day.
Route of Administration: Topical
In Vitro Use Guide
The mRNA levels of collagen I and flbronectin remarkably increased up to 90% of the controls at Tocopheryl retinoate concentrations of 10(-8) and 10(-6) M in human primary dermal tibroblast cultures.
Name Type Language
TOCOPHERYL RETINOATE
INCI  
INCI  
Official Name English
D-.ALPHA.-TOCOPHERYL RETINOATE
Common Name English
RETINOIC ACID, (2R)-3,4-DIHYDRO-2,5,7,8-TETRAMETHYL-2-((4R,8R)-4,8,12-TRIMETHYLTRIDECYL)-2H-1-BENZOPYRAN-6-YL ESTER
Common Name English
.ALPHA.-TOCOPHERYL RETINOATE
Common Name English
D-.ALPHA.-TOCOPHEROL RETINOATE
Common Name English
TOCOPHERYL RETINOATE [INCI]
Common Name English
Code System Code Type Description
PUBCHEM
5282180
Created by admin on Sat Dec 16 02:13:59 GMT 2023 , Edited by admin on Sat Dec 16 02:13:59 GMT 2023
PRIMARY
CAS
40516-49-2
Created by admin on Sat Dec 16 02:13:59 GMT 2023 , Edited by admin on Sat Dec 16 02:13:59 GMT 2023
PRIMARY
DAILYMED
0WN694NBMM
Created by admin on Sat Dec 16 02:13:59 GMT 2023 , Edited by admin on Sat Dec 16 02:13:59 GMT 2023
PRIMARY
FDA UNII
0WN694NBMM
Created by admin on Sat Dec 16 02:13:59 GMT 2023 , Edited by admin on Sat Dec 16 02:13:59 GMT 2023
PRIMARY
RXCUI
1313259
Created by admin on Sat Dec 16 02:13:59 GMT 2023 , Edited by admin on Sat Dec 16 02:13:59 GMT 2023
PRIMARY RxNorm