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[6]-Gingerol

[6]-Gingerol structure

[6]-Gingerol 

structure
  • CAS No:

    23513-14-6

  • Formula:

    C17H26O4

  • Chemical Name:

    [6]-Gingerol

  • Synonyms:

    3-Decanone,5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-,(5S)-;3-Decanone,5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-,(S)-(+)-;3-Decanone,5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-,(S)-;(5S)-5-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-decanone;(+)-[6]-Gingerol;[6]-Gingerol;(+)-5-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-decanone;(S)-(+)-[6]Gingerol;(S)-[6]Gingerol;(5S)-[6]-Gingerol;(5S)-5-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)decan-3-one;3-Decanone 5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-,(5S)-;1391-73-7

  • Categories:

    Biochemical Engineering  >  Biosynthetic Natural Products

Description

[6]-Gingerol is an active compound isolated from Ginger (Zingiber officinale Rosc), exhibits a variety of biological activities including anticancer, anti-inflammation, and anti-oxidation.


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 beta-hydroxy ketone and a member of guaiacols.

[6]-Gingerol Basic Attributes

294.39

294.39

607-241-6

925QK2Z900

DTXSID3041035

2914509090

Characteristics

66.8

2.5

light yellow oiliness

1.1±0.1 g/cm3

31 °C

453°C at 760 mmHg

159.0±19.4 °C

1.523

methanol: soluble 1mg/mL, clear, colorless

-20°C

5.39E-09mmHg at 25°C

Safety Information

UN 2811 6.1 / PGIII

3

22-36/37/38

26-36/37

HE0757000

Xn

P261-P301 + P310-P305 + P351 + P338

H301-H315-H319-H335

|Danger|H301 (58.57%): Toxic if swallowed [Danger Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P310, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 70 companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

(6)-gingerol

[6]-Gingerol Use and Manufacturing

6-gingerol is a biologically active compound with antioxidant activity and is an anti-inflammatory and anti-tumor drug. 6-Gingerol down regulates the release of inflammatory cytokines from macrophages. By inhibiting the activity of p38 MAP kinase and NF-κB, COX-2 expression is inhibited.

Computed Properties

Molecular Weight:294.4
XLogP3:2.5
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:10
Exact Mass:294.18310931
Monoisotopic Mass:294.18310931
Topological Polar Surface Area:66.8
Heavy Atom Count:21
Complexity:293
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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