Basic information
- CAS
23513-15-7- Standard SMILES
CCCCCCCCC[C@H](O)CC(=O)CCc1ccc(O)c(OC)c1- InChIKey
AIULWNKTYPZYAN-SFHVURJKSA-N- Molecular formula
- C21H34O4
- Average molar mass
- 350.5 g/mol
- Monoisotopic mass
- 350.24570957
Overview
(10)-Gingerol is a monomethoxybenzene, a member of phenols and a beta-hydroxy ketone.
Names & identifiers
- Preferred name
- (10)-Gingerol
- IUPAC
- (5S)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)tetradecan-3-one
- English name
- 10-Gingerol
- Molecular formula
- C21H34O4
- Molecular weight
- 350.49
Names & synonyms
23513-15-7[10]-Gingerol(10)-Gingerol(S)-5-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-tetradecanoneND6ZLI4J0VUNII-ND6ZLI4J0V3-Tetradecanone, 5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-, (5S)-(+)-(S)-(10)-GINGEROL(+)-(S)-[10]-GingerolDTXSID80178079(5S)-(10)-GINGEROL3-Tetradecanone, 5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-, (S)-
Show more names
GINGEROL, 10-10-Gingerol ,98%10-GINGEROL, HPLC 98%10-Gingerol USP/EP/BP[10]-Gingerol Standard10]-Gingerol >=95% (HPLC)Propionic Acid Impurity 1
(5S)-5-HYDROXY-1-(4-HYDROXY-3-METHOXYPHENYL)-3-TETRADECANONERefChem:25787DTXCID6010057010-GINGEROL (CONSTITUENT OF GINGER)10-Gingerol(5s)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)tetradecan-3-oneMFCD01682694(S)- 5-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-tetradecanone
Database identifiers
- CAS
23513-15-7
Properties
Computed structural properties
- XLogP
- 5.3
- Topological polar surface area
- 66.8 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 14
- Heavy atoms
- 25
- Formal charge
- 0
- Complexity
- 345
Experimental & physicochemical properties
LipidsLipids -> Polyketides [PK] -> Phenolic lipids [PK15] -> Alkyl catechols and derivatives [PK1502]
Physicochemical properties
- Melting point
- 56 · 56-58 °C
- Boiling point
- 499.7 · 499.7±35.0 °C(Predicted)
- Density
- 1.037 · 1.037±0.06 g/cm3(Predicted)
- Flash point
- 166 ℃ · 166℃
- storage temp.
- 2 · 2-8°C
- solubility
- 5 mg/mL, · methanol: soluble5mg/mL, clear, colorless
- pka
- 10.02 · 10.02±0.20(Predicted)
- form
- Solid
- color
- Yellow
- Water Solubility
- practically insoluble in water
- Major Application
- metabolomicsvitamins, nutraceuticals, and natural products
- InChI
- InChI=1S/C21H34O4/c1-3-4-5-6-7-8-9-10-18(22)16-19(23)13-11-17-12-14-20(24)21(15-17)25-2/h12,14-15,18,22,24H,3-11,13,16H2,1-2H3/t18-/m0/s1
Safety & regulation
GHS classification
GHS Classification
Warning
H315 (40.9%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P273, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 66 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesSkin Irrit. 2 (40.9%)
Safety data
- wgk
- 3
- hs_code
- 29145019
- risk_code
- 53
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- safety_code
- 24/25
- Storage Class
- 11 - Combustible Solids
- target organs
- Respiratory system
- Hazard statements
- H315-H319-H335
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2STOT SE 3
- Precautionary statements
- P261-P264-P271-P280-P302+P352-P305+P351+P338
Chemistry & industry
Applications
Description10-Gingerol is a phenol that has been found in Z. officinale and has diverse biological activities. It scavenges DPPH , superoxide, and hydroxyl radicals in cell-free assays (IC50s = 10.47, 1.68, and 1.35 μM, respectively) and inhibits oxidative burst induced by N-formyl-Met-Leu-Phe (fMLP; ) in isolated human polymorphonuclear (PMN) neutrophils when used at a concentration of 6 μM. 10-Gingerol inhibits NETosis and the production of reactive oxygen species (ROS) induced by LPS or lupus-relevant stimuli, including ribonucleoprotein-containing immune complexes and anti-phospholipid antibodies, in isolated human neutrophils. It is active against M. avium and M. tuberculosis (MICs = 25 and 50 μg/ml, respectively). 10-Gingerol (200 μM) is also cytotoxic to human MDA-MB-231 and MDA-MB-468 and murine 4T1 and EO771 mammary carcinoma cells.
Uses(+)-(S)-[10]-Gingerol has been observed to exhibit anti-oxidant behaviour towards lipids and is effective in suppressing obesity and adipose tissue inflammation.
Suppliers100 total
北京华美互利生物化工010-56205725 · [email protected]
成都普瑞法科技开发有限公司+86-028-82633397 18982077548 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
成都曼思特生物科技有限公司18010516991 · [email protected]
南京普怡生物科技有限公司13814510036 · [email protected]
成都埃法生物科技有限公司028-028-85142057 19983342022 · [email protected]
合肥翰刚医药科技有限公司+8618062405514 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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