retinol   Click here for help

GtoPdb Ligand ID: 4053

Synonyms: all-trans-retinol
PDB Ligand
Comment: Retinol (vitamin A1) plays an essential role in (night) vision, normal bone and tooth development, reproduction, and is required for maintaining the integrity of skin and mucous membranes. It has antioxidant activity.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 1
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 20.23
Molecular weight 286.23
XLogP 6.16
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES OCC=C(C=CC=C(C=CC1=C(C)CCCC1(C)C)C)C
Isomeric SMILES OC/C=C(/C=C/C=C(/C=C/C1=C(C)CCCC1(C)C)\C)\C
InChI InChI=1S/C20H30O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6,8-9,11-13,21H,7,10,14-15H2,1-5H3/b9-6+,12-11+,16-8+,17-13+
InChI Key FPIPGXGPPPQFEQ-OVSJKPMPSA-N
Classification Click here for help
Compound class Metabolite or derivative
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
IUPAC Name Click here for help
(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexenyl)nona-2,4,6,8-tetraen-1-ol
International Nonproprietary Names Click here for help
INN number INN
2243 retinol
Synonyms Click here for help
all-trans-retinol
Database Links Click here for help
CAS Registry No. 68-26-8 (source: Scifinder)
ChEBI CHEBI:17336
ChEMBL Ligand CHEMBL986
DrugBank Ligand DB00162
DrugCentral Ligand 2831
GtoPdb PubChem SID 178100877
PubChem CID 445354
RCSB PDB Ligand RTL
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Wikipedia Retinol