Standard Compound Records

Database Entry: cq_00524

2D-Structure

3D-Structure

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Basic Information

Name:	Retinoate;Retinoic acid;Vitamin A acid;all-trans-Retinoate;Acide retinoique (French) (DSL);Tretinoine (French) (EINECS);3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexene-1-yl)-2,4,6,8-nonatetraenoic acid (ECL);(all-E)-3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohe;en-1-yl)-2,4,6,8-nonatetraenoic acid;beta-Retinoic acid;AGN 100335;all-(E)-Retinoic acid;all-trans-beta-Retinoic acid;all-trans-Retinoic acid;all-trans-Tretinoin;all-trans-Vitamin A acid;Ro 1-5488;trans-Retinoic acid;Tretin M;all-trans-Vitamin A1 acid
Synonyms:	Retinoate;Retinoic acid;Vitamin A acid;all-trans-Retinoate;Acide retinoique (French) (DSL);Tretinoine (French) (EINECS);3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexene-1-yl)-2,4,6,8-nonatetraenoic acid (ECL);(all-E)-3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohe;en-1-yl)-2,4,6,8-nonatetraenoic acid;beta-Retinoic acid;AGN 100335;all-(E)-Retinoic acid;all-trans-beta-Retinoic acid;all-trans-Retinoic acid;all-trans-Tretinoin;all-trans-Vitamin A acid;Ro 1-5488;trans-Retinoic acid;Tretin M;all-trans-Vitamin A1 acid;13497-05-7;15-Apo-beta-caroten-15-oic acid;2,4,6,8-Nonatetraenoic acid, 3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-, (all-E)-;3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoic acid;3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-enyl)nona-2,4,6,8-all-trans-tetraenoic acid;302-79-4;4-09-00-02387 (Beilstein Handbook Reference);56573-65-0;7005-78-9;A-Acido (Argentina);A-Vitaminsyre [Denmark];Aberel;Aberela [Norway];Acid A Vit (Belgium, Netherlands);Acnavit [Denmark];Airol;Aknefug;Aknoten;Alltrans-retinoic acid;Avitoin [Norway];BRN 2057223;CCRIS 3294;Cordes VAS [Germany];Cordes vas;DRG-0147;Dermairol;EINECS 206-129-0;Effederm;Effederm [France];Epi-aberel;Eudyna;HSDB 2169;NSC-122758;Retin-A;Retinoic acid, all-trans-;TRETINOIN;Tretinoin [USAN:BAN:INN];Tretinoina [INN-Spanish];Tretinoine [INN-French];Tretinoino [INN-Spanish];Tretinoinum [INN-Latin];Vesanoid;Vitamin A acid, all-trans-;Vitamin A1 acid, all-trans-;Vitamin a acid, trans-;beta-RA;3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexenyl)nona-2,4,6,8-tetraenoic acid;(all-E)-3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoic acid
Molecular Weight:	300.43512
Formula:	C20H28O2
CAS:	13497-05-7;302-79-4;56573-65-0;7005-78-9
Isomeric SMILES:	CC1=C(C(CCC1)(C)C)C=CC(=CC=CC(=CC(=O)O)C)C
Canonical SMILES:	CC1=C(C(CCC1)(C)C)C=CC(=CC=CC(=CC(=O)O)C)C
InChI:	InChI=1/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)/b9-6+,12-11+,15-8+,16-14+
Experimental Water Solubility:
Predicted Water Solubility:	0.126 mg/L [MEYLAN,WM ET AL. (1996)]
Experimental LogP(octanol-water):
Predicted LogP(octanol-water):	7.85 [MEYLAN,WM & HOWARD,PH (1995)]

Biology and Chemistry related

KEGG Compound ID:	C00777
PubChem SID:	152537
PubChem CID:	5538
ChemIDplus:	000302794
CHEBI:	15367
HMDB:	\|HMDB02369\|\|HMDB06219\|
PDB Component ID:	\|REA\|
MetaCyc ID:
UM-BBD ID:
BMRB ID:	\|retinoic_acid\|

NMR related

MMCD Experimental_NMR: expnmr_00585 ||

Atom ID	Atom Type	SMILES Canonical ID	SMILES Symmetry Class	Neighbors	InChI Canonical ID	InChI Symmetry Class	Empirical Chemical Shift	Theoretical Chemical Shift	Experimental Chemical Shift	Literature NMR Data
1	C1	44	30	41,14,15,16	3	3	17.6	N_A	N_A	N_A
2	C4	41	27	44,40,47	17	17	132.0	N_A	N_A	N_A
3	C4	40	26	41,50,35	18	18	138.0	N_A	N_A	N_A
4	C4	50	35	40,49,45,46	20	20	34.4	N_A	N_A	N_A
5	C2	49	34	50,48,27,28	13	13	40.1	N_A	N_A	N_A
6	C2	48	33	49,47,25,26	7	7	18.8	N_A	N_A	N_A
7	C2	47	32	41,48,23,24	10	10	33.3	N_A	N_A	N_A
8	C1	45	31	50,17,18,19	4	4	28.0	N_A	N_A	N_A
9	C1	46	31	50,20,21,22	5	4	28.0	N_A	N_A	N_A
10	C3	35	21	40,34,6	12	12	135.0	N_A	N_A	N_A
11	C3	34	20	35,38,5	11	11	135.0	N_A	N_A	N_A
12	C4	38	24	34,32,42	15	15	136.5	N_A	N_A	N_A
13	C3	32	18	38,31,3	8	8	128.0	N_A	N_A	N_A
14	C3	31	17	32,33,2	6	6	130.5	N_A	N_A	N_A
15	C3	33	19	31,39,4	9	9	135.0	N_A	N_A	N_A
16	C4	39	25	33,36,43	16	16	153.5	N_A	N_A	N_A
17	C3	36	22	39,37,7	14	14	116.0	N_A	N_A	N_A
18	C4	37	23	36,29,30	19	19	170.5	N_A	N_A	N_A
19	O	29	15	37	21	21	N_A	N_A	N_A	N_A
20	O	30	16	37,1	22	21	N_A	N_A	N_A	N_A
21	C1	43	29	39,11,12,13	2	2	16.1	N_A	N_A	N_A
22	C1	42	28	38,8,9,10	1	1	16.8	N_A	N_A	N_A
23	H	14	10	44	N_A	N_A	1.71	N_A	N_A	N_A
24	H	15	10	44	N_A	N_A	1.71	N_A	N_A	N_A
25	H	16	10	44	N_A	N_A	1.71	N_A	N_A	N_A
26	H	27	14	49	N_A	N_A	1.57	N_A	N_A	N_A
27	H	28	14	49	N_A	N_A	1.57	N_A	N_A	N_A
28	H	25	13	48	N_A	N_A	1.65	N_A	N_A	N_A
29	H	26	13	48	N_A	N_A	1.65	N_A	N_A	N_A
30	H	23	12	47	N_A	N_A	1.96	N_A	N_A	N_A
31	H	24	12	47	N_A	N_A	1.96	N_A	N_A	N_A
32	H	17	11	45	N_A	N_A	1.21	N_A	N_A	N_A
33	H	18	11	45	N_A	N_A	1.21	N_A	N_A	N_A
34	H	19	11	45	N_A	N_A	1.21	N_A	N_A	N_A
35	H	20	11	46	N_A	N_A	1.21	N_A	N_A	N_A
36	H	21	11	46	N_A	N_A	1.21	N_A	N_A	N_A
37	H	22	11	46	N_A	N_A	1.21	N_A	N_A	N_A
38	H	11	9	43	N_A	N_A	1.71	N_A	N_A	N_A
39	H	12	9	43	N_A	N_A	1.71	N_A	N_A	N_A
40	H	13	9	43	N_A	N_A	1.71	N_A	N_A	N_A
41	H	8	8	42	N_A	N_A	1.71	N_A	N_A	N_A
42	H	9	8	42	N_A	N_A	1.71	N_A	N_A	N_A
43	H	10	8	42	N_A	N_A	1.71	N_A	N_A	N_A
44	H	6	6	35	N_A	N_A	6.51	N_A	N_A	N_A
45	H	5	5	34	N_A	N_A	6.51	N_A	N_A	N_A
46	H	3	3	32	N_A	N_A	6.23	N_A	N_A	N_A
47	H	2	2	31	N_A	N_A	6.51	N_A	N_A	N_A
48	H	4	4	33	N_A	N_A	6.51	N_A	N_A	N_A
49	H	7	7	36	N_A	N_A	5.79	N_A	N_A	N_A
50	H	1	1	30	N_A	N_A	12.55	N_A	N_A	N_A

Mass Spectra related

C12N14 Mass data:	300.208930143
C13N14 Mass data:	320.276026899
C12N15 Mass data:	300.208930143
C13N15 Mass data:	320.276026899

Miscellanea

Order_Status:	DONE
Organism:	dre; hsa; map; mmu; rno; ko; ptr; xla; bta; cfa; gga; ssc
Location:	Fridge C UW Box 1 H4
Isomer:
Salt:
Data Source:	kegg;pdb;hmdb
Similar Structure:	\|cq_17115\|
Comments: