EcoDrugPlus


Trade Names	ALTRENO ATRALIN AVITA RENOVA RETIN-A RETIN-A MICRO RETIN-A-MICRO TRETINOIN VESANOID
Synonyms	Aberel Acticin All-trans retinoic acid All-trans-retinoic acid Altreno Atralin Avita Eudyna Kerlocal NSC-122758 Oristar rna Renova Retin a Retin-a Retin-a micro
Status
Molecule Category	Free-form
ATC	D10AD01 L01XF01
UNII	5688UTC01R
EPA CompTox	DTXSID7021239


InChI Key	SHGAZHPCJJPHSC-YCNIQYBTSA-N
Smiles	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O)C(C)(C)CCC1
InChI	InChI=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)/b9-6+,12-11+,15-8+,16-14+

Property Name	Value
Molecular Formula	C20H28O2
Molecular Weight	300.44
AlogP	5.6
Hydrogen Bond Acceptor	1.0
Hydrogen Bond Donor	1.0
Number of Rotational Bond	5.0
Polar Surface Area	37.3
Molecular species	ACID
Aromatic Rings	0.0
Heavy Atoms	22.0

Mechanism of Action	Action	Reference
Retinoic acid receptor agonist	AGONIST	DailyMed

Targets	EC50(nM)	IC50(nM)	Kd(nM)	Ki(nM)	Inhibition(%)
Auxiliary transport protein Fatty acid binding protein family	-	-	-	-	100
Enzyme Hydrolase	-	-	-	-	-0.7-9.3
Enzyme Isomerase	-	820	800	820	-
Enzyme Lyase	-	-	-	-	87-92
Enzyme Oxidoreductase	-	-	-	-	9
Membrane receptor	-	180	-	-	-
Other cytosolic protein	-	370-600	0.4-2	-	100
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 1 Nuclear hormone receptor subfamily 1 group B Nuclear hormone receptor subfamily 1 group B member 1	1-563	0.78-15	2.3-16	0.1-187	100-100
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 1 Nuclear hormone receptor subfamily 1 group B Nuclear hormone receptor subfamily 1 group B member 2	0.52-105	0.9-13	0.4-17	0.4-17.4	-
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 1 Nuclear hormone receptor subfamily 1 group B Nuclear hormone receptor subfamily 1 group B member 3	0.2-50.12	0.5-18	0.2-19	0.04-18.5	-
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 1 Nuclear hormone receptor subfamily 1 group F Nuclear hormone receptor subfamily 1 group F member 1	-	199.53	-	-	-
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 1 Nuclear hormone receptor subfamily 1 group F Nuclear hormone receptor subfamily 1 group F member 3	-	199.53	-	-	-
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 1 Nuclear hormone receptor subfamily 1 group F	-	0.15-125.89	280	-	-
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 2 Nuclear hormone receptor subfamily 2 group B Nuclear hormone receptor subfamily 2 group B member 1	54-900	-	9-53	0.4-350	10
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 2 Nuclear hormone receptor subfamily 2 group B Nuclear hormone receptor subfamily 2 group B member 2	4.5	-	306	0.5-881	-
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 2 Nuclear hormone receptor subfamily 2 group B Nuclear hormone receptor subfamily 2 group B member 3	2-961	350	306-350	1.4-288	-
Unclassified protein	-	-	-	-	72-86

	EC50(nM)	IC50(nM)	Kd(nM)	Ki(nM)	Inhibition(%)
Agaricus bisporus	-	-	-	-	9
Cercopithecidae	10-900	-	-	-	-
Cricetinae	-	0.01	-	-	-
Cricetulus griseus	-	-	-	-	88.4
Electrophorus electricus	-	-	-	-	9.3
Equus caballus	-	-	-	-
Escherichia coli	-	-	-	-	72-86
Gallus gallus	-	370-600	-	-	67-100
Homo sapiens	0.2-900	0.15-820	0.2-800	0.04-820	3.1-100
Human herpesvirus 4	-	15.4	-	-	21.6-100
Mus musculus	0.22-961	0.1-31	0.4-350	-	10-100
Rattus norvegicus	-	-	-	-	11

Target Conservation


Protein: Retinoic acid receptor Description: Retinoic acid receptor alpha Organism : Homo sapiens P10276 ENSG00000131759












Protein: Retinoic acid receptor Description: Retinoic acid receptor beta Organism : Homo sapiens P10826 ENSG00000077092












Protein: Retinoic acid receptor Description: Retinoic acid receptor gamma Organism : Homo sapiens P13631 ENSG00000172819

Resources	Reference
ChEBI	15367
ChEMBL	CHEMBL38
DrugBank	DB00755
DrugCentral	2722
FDA SRS	5688UTC01R
Human Metabolome Database	HMDB0001852
Guide to Pharmacology	2644
KEGG	C00777
PDB	REA
PharmGKB	PA164746900
PubChem	444795
SureChEMBL	SCHEMBL19091395
ZINC	ZINC000012358651


PREMIER has received funding from the Innovative Medicines Initiative 2 Joint Undertaking (JU) under grant agreement No 875508. The JU receives support from the EU’s Horizon 2020 research and innovation programme and the European Federation of Pharmaceutical Industries and Associations (EFPIA). The views reflect only the authors’ perspective and the JU is not responsible for any use that may be made of the information this manuscript contains. Elements of the website have been developed under projects PREMIER and the Biocenter Finland Drug Discovery and Chemical Biology network. CSC-IT is thanked for providing computational resources. Content of the website is provided without guarantee for correctness. Data has been collected and integrated from multiple public sources, for the largest: FDA, HUGO Gene Nomenclature Committee, ChEMBL, IUPHAR/BPS guide to pharmacology, Reactome, UniProt, and Ensembl. Credit is given to Ensembl for collecting species images (provided under public domain licences such as Wikimedia and NHGRI).

PREMIER has received funding from the Innovative Medicines Initiative 2 Joint Undertaking (JU) under grant agreement No 875508. The JU receives support from the EU’s Horizon 2020 research and innovation programme and the European Federation of Pharmaceutical Industries and Associations (EFPIA). The views reflect only the authors’ perspective and the JU is not responsible for any use that may be made of the information this manuscript contains.

Elements of the website have been developed under projects PREMIER and the Biocenter Finland Drug Discovery and Chemical Biology network. CSC-IT is thanked for providing computational resources. Content of the website is provided without guarantee for correctness. Data has been collected and integrated from multiple public sources, for the largest: FDA, HUGO Gene Nomenclature Committee, ChEMBL, IUPHAR/BPS guide to pharmacology, Reactome, UniProt, and Ensembl. Credit is given to Ensembl for collecting species images (provided under public domain licences such as Wikimedia and NHGRI).

TRETINOIN

Structure

Physicochemical Descriptors

Pharmacology

Target Conservation

Related Entries

Cross References