1.02011-09-21 00:18:18 UTC2015-10-09 22:30:58 UTCFDB022710Retinoic acidRetinoic 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](all-E)-3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoate(all-E)-3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoic acid3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoate3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoic acid3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexene-1-yl)-2,4,6,8-nonatetraenoate (ecl)3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexene-1-yl)-2,4,6,8-nonatetraenoic acid (ecl)acide retinoique (French)AGN 100335all-(E)-Retinoateall-(E)-Retinoic acidall-trans-Retinoateall-trans-Retinoic acidall-trans-Tretinoinall-trans-Vitamin a acidall-trans-Vitamin A1 acidall-trans-β-retinoateall-trans-β-retinoic acidbeta-Retinoatebeta-Retinoic acidRetinoateRetisol-aRo 1-5488SolageStieva-atrans-Retinoatetrans-Retinoic acidTretin MTretinoine (French)Vitamin A acidVitinoinβ-retinoateβ-retinoic acidC20H28O2300.4351300.208930143,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acidisotretinoin302-79-4CC(C=CC1=C(C)CCCC1(C)C)=CC=CC(C)=CC(O)=OInChI=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)SHGAZHPCJJPHSC-UHFFFAOYSA-NSolidlogp5.66logs-4.80solubility4.77e-03 g/llogp5.01pka_strongest_acidic5iupac3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acidaverage_mass300.4351mono_mass300.20893014smilesCC(C=CC1=C(C)CCCC1(C)C)=CC=CC(C)=CC(O)=OformulaC20H28O2inchiInChI=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)inchikeySHGAZHPCJJPHSC-UHFFFAOYSA-Npolar_surface_area37.3refractivity97.79polarizability36.93rotatable_bond_count5acceptor_count2donor_count1physiological_charge-1formal_charge0Specdb::CMs7235Specdb::CMs38146Specdb::CMs117959Specdb::CMs809298Specdb::MsMs252453Specdb::MsMs252454Specdb::MsMs252455Specdb::MsMs272394Specdb::MsMs272395Specdb::MsMs272396Specdb::MsMs3395149Specdb::MsMs3395150Specdb::MsMs3395151Specdb::MsMs3395152Specdb::MsMs3395153Specdb::MsMs3395154HMDB01852REA#<Reference:0x00005556748a0b40>#<Reference:0x00005556748a02f8>#<Reference:0x0000555674893a80>#<Reference:0x0000555674893558>#<Reference:0x0000555674893120>#<Reference:0x0000555674892c48>#<Reference:0x0000555674892658>#<Reference:0x0000555674892270>#<Reference:0x0000555674891be0>#<Reference:0x0000555674891668>#<Reference:0x0000555674890330>#<Reference:0x0000555674883928>#<Reference:0x0000555674883450>#<Reference:0x0000555674882c80>#<Reference:0x0000555674882550>#<Reference:0x0000555674881ec0>#<Reference:0x0000555674881970>#<Reference:0x0000555674881498>Cytochrome P450 2D6Q6NWU0CYP2D6Cytochrome P450, family 1, subfamily A, polypeptide 1A0N0X8CYP1A1Retinoic acid receptor alphaP10276RARARetinoic acid receptor betaP10826RARBRetinoic acid receptor gammaP13631RARGRetinoic acid receptor responder protein 1P49788RARRES1Retinoic acid receptor RXR-alphaP19793RXRARetinoic acid receptor RXR-betaP28702RXRBRetinoic acid receptor RXR-gammaP48443RXRGUDP-glucuronosyltransferase 1-1P22309UGT1A1UDP-glucuronosyltransferase 1-10Q9HAW8UGT1A10UDP-glucuronosyltransferase 1-3P35503UGT1A3UDP-glucuronosyltransferase 1-4P22310UGT1A4UDP-glucuronosyltransferase 1-5P35504UGT1A5UDP-glucuronosyltransferase 1-6P19224UGT1A6UDP-glucuronosyltransferase 1-7Q9HAW7UGT1A7UDP-glucuronosyltransferase 1-8Q9HAW9UGT1A8UDP-glucuronosyltransferase 1-9O60656UGT1A9UDP-glucuronosyltransferase 2A1Q9Y4X1UGT2A1UDP-glucuronosyltransferase 2A3Q6UWM9UGT2A3UDP-glucuronosyltransferase 2B10P36537UGT2B10UDP-glucuronosyltransferase 2B11O75310UGT2B11UDP-glucuronosyltransferase 2B15P54855UGT2B15UDP-glucuronosyltransferase 2B17O75795UGT2B17UDP-glucuronosyltransferase 2B28Q9BY64UGT2B28UDP-glucuronosyltransferase 2B4P06133UGT2B4UDP-glucuronosyltransferase 2B7P16662UGT2B7