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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

Molecular Formula C49H76O3
Molecular Weight 713.1259
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 3 / 3
E/Z Centers 4
Optical Activity UNSPECIFIED

Description

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.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Olcenon Ointment 0.25%
Primary
Unknown
Primary
Unknown

PubMed

Sample Use Guides

In Vivo Use Guide
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.
Substance Class Chemical
Record UNII
0WN694NBMM
Record Status Validated (UNII)
Record Version