Record Information
Version1.0
Creation date2015-10-09 22:30:58 UTC
Update date2017-01-19 02:36:26 UTC
FoodComEx IDPC000498
FoodDB RecordFDB022710
Chemical Information
NameRetinoic acid
DescriptionRetinoic acid is the oxidized form of Vitamin A. It functions in determining position along embryonic anterior/posterior axis in chordates. It acts through Hox genes, which ultimately controls anterior/posterior patterning in early developmental stages (PMID: 17495912). It is an important regulator of gene expression during growth and development, and in neoplasms. Tretinoin, also known as retinoic acid and derived from maternal vitamin A, is essential for normal growth and embryonic development. An excess of tretinoin can be teratogenic. It is used in the treatment of psoriasis; acne vulgaris; and several other skin diseases. It has also been approved for use in promyelocytic leukemia (leukemia, promyelocytic, acute). [HMDB]
CAS Number302-79-4
Structure
Thumb
Synonyms
SynonymSource
(all-E)-3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoatehmdb
(all-E)-3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoic acidhmdb
3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoatehmdb
3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoic acidhmdb
3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexene-1-yl)-2,4,6,8-nonatetraenoate (ecl)Generator
3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexene-1-yl)-2,4,6,8-nonatetraenoic acid (ecl)ChEBI
acide retinoique (French)hmdb
AGN 100335ChEBI
all-(E)-Retinoatehmdb
all-(E)-Retinoic acidhmdb
all-trans-Retinoatehmdb
all-trans-Retinoic acidhmdb
all-trans-Tretinoinhmdb
all-trans-Vitamin a acidChEBI
all-trans-Vitamin A1 acidhmdb
all-trans-β-retinoateGenerator
all-trans-β-retinoic acidGenerator
beta-RetinoateGenerator
beta-Retinoic acidChEBI
RetinoateGenerator
Retisol-aChEBI
Ro 1-5488ChEBI
SolageChEBI
Stieva-aChEBI
trans-RetinoateGenerator
trans-Retinoic acidChEBI
Tretin Mhmdb
Tretinoine (French)hmdb
Vitamin A acidhmdb
VitinoinChEBI
β-retinoateGenerator
β-retinoic acidGenerator
Chemical FormulaC20H28O2
IUPAC name3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid
InChI IdentifierInChI=1S/C20H28O2/c1-15(8-6-9-16(2)14-19(21)22)11-12-18-17(3)10-7-13-20(18,4)5/h6,8-9,11-12,14H,7,10,13H2,1-5H3,(H,21,22)
InChI KeySHGAZHPCJJPHSC-UHFFFAOYSA-N
Isomeric SMILESCC(C=CC1=C(C)CCCC1(C)C)=CC=CC(C)=CC(O)=O
Average Molecular Weight300.4351
Monoisotopic Molecular Weight300.20893014
Chemical Taxonomy
ClassificationNot classified
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logPNot Available
Experimental Water SolubilityNot Available
Melting PointNot Available
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 50 mg
Delivery TimeNot Available
Storage Formsolid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez Fresnovazquezf@ualberta.ca
Commercial Vendors
AKSci E670
AKSci J10054
Cayman Chemical 11017
Glentham GP4026
MetaSci HMDB0001852
Tokyo Chemical Industry HMDB0001852
Toronto Research Chemicals R250200