Compound: 6-Gingerol
SMILES: O=C(C[C@@H](O)CCCCC)CCc1cc(OC)c(O)cc1
InChIKey: NLDDIKRKFXEWBK-AWEZNQCLSA-N
Synonyms: 6-Gingerol, gingerol, 23513-14-6, [6]-Gingerol, (6)-Gingerol, (S)-(+)-[6]Gingerol, (5S)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)decan-3-one, (S)-(6)-Gingerol, (5S)-5-Hydroxy-1-(4-hydroxy-3-methoxy-phenyl)decan-3-one, DTXSID3041035, (+)-5-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-decanone, 925QK2Z900, 3-Decanone, 5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-, (S)-, CHEBI:10136, (S)-(+)-(6)Gingerol, RefChem:5858, DTXCID1021035, (S)-5-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)decan-3-one, 3-Decanone, 5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-, (5S)-, MFCD00210507, (+)-[6]-Gingerol, 1391-73-7, (S)-5-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-decanone, C17-H26-O4, CHEMBL402978, BDBM50317427, (5S)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-decanone, 3-Decanone, 5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-, (S)-(+)-, (S)-(+)-[6]Gingerol;6-Gingerol, UNII-925QK2Z900, NLDDIKRKFXEWBK-AWEZNQCLSA-N, Gingerol [WHO-DD], [6]-Gingerol (Standard), CBiol_001786, SCHEMBL32102, BSPBio_001347, KBioGR_000067, KBioSS_000067, (6)-GINGEROL [MI], CHEMBL446043, GTPL2428, orb1304232, orb3139247, SHG-02, SCHEMBL29475335, KBio2_000067, KBio2_002635, KBio2_005203, KBio3_000133, KBio3_000134, Bio1_000072, Bio1_000561, Bio1_001050, Bio2_000067, Bio2_000547, HMS1361D09, HMS1791D09, HMS1989D09, HMS3402D09, SRCG-00265, [6]-Gingerol, analytical standard, BDBM50275147, CA-422, HY-14615R, MSK000358, s3836, [6]-Gingerol, >=98% (HPLC), AKOS015888215, CCG-208033, CCG-208214, CS-6333, EBC-459094, FG09324, IDI1_033817, NCGC00163131-01, NCGC00163131-02, NCGC00163131-03, AC-33934, DS-12369, HY-14615, NS00027445, C10462, 6-GINGEROL (CONSTITUENT OF GINGER) [DSC], Q421081, SR-05000002341, SR-05000002341-2, BRD-K26117720-001-02-2, 5-Hydroxy-1-(4'-hydroxy-3'-methoxyphenyl)-3-decanone, (S)-5-hydroxy-1-(4-hydroxy-3-methoxy-phenyl)-3-decanone, (S)-5-Hydroxy-1-(4-hydroxy-3-methoxy-phenyl-3-decanone, [1-(4''-hydroxy-3''-methoxyphenyl)-5-hydroxy-3-decanone], 1-(4'-HYDROXY-3'-METHOXYPHENYL)-5-HYDROXY-3-DECANONE, SHG-02, 5-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-decanone, 6-Gingerol
Theoretical properties:
molecular_formula: C17H26O4
molecular_weight: 294.4 g/mol
exact_mass: 294.18310931 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 10
heavy_atom_count: 21
topological_polar_surface_area: 66.8 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Gingerol is a beta-hydroxy ketone that is 5-hydroxydecan-3-one substituted by a 4-hydroxy-3-methoxyphenyl moiety at position 1; believed to inhibit adipogenesis. It is a constituent of fresh ginger. It has a role as an antineoplastic agent and a plant metabolite. It is a member of guaiacols and a beta-hydroxy ketone.
chebi: A β-hydroxy ketone that is 5-hydroxydecan-3-one substituted by a 4-hydroxy-3-methoxyphenyl moiety at position 1; believed to inhibit adipogenesis. It is a constituent of fresh ginger.
chembl: GINGEROL is a small molecule listed in the ChEMBL database and has reached clinical trial phase -1.0.
wikipedia: Gingerol ([6]-gingerol) is a phenolic phytochemical compound found in fresh ginger that activates  heat receptors on the tongue. It is normally found as a pungent yellow oil in the ginger rhizome, but can also form a low-melting crystalline solid. This chemical compound is found in all members of the Zingiberaceae family and is high in concentrations in the grains of paradise as well as an African Ginger species.
Cooking ginger transforms gingerol via a reverse aldol reaction into zingerone, which is less pungent and has a spicy-sweet aroma. When ginger is dried or mildly heated, gingerol undergoes a dehydration reaction forming shogaols, which are about twice as pungent as gingerol. This is why dried ginger is more pungent than fresh ginger.
Ginger also contains [8]-gingerol, [10]-gingerol, and [12]-gingerol, collectively deemed gingerols.