Ginkgolic acid C13:0

Names

[ CAS No. ]:
20261-38-5

[ Name ]:
Ginkgolic acid C13:0

[Synonym ]:
Benzoic acid,2-hydroxy-6-tridecyl
6-n-Tridecylsalicylic acid
Benzoic acid, 2-hydroxy-6-tridecyl-
6-tridecyl anacardic acid
2-Hydroxy-6-tridecylbenzoic acid,6-Tridecylsalicylic acid,Ginkgoneolic acid
Ginkgoneolic acid
6-tridecylsalicylic acid
2-Hydroxy-6-tridecylbenzoic acid
Ginkgolic Acid
6-tridecyl phenol
Ginkgolic acid C13:0
Ginkgolic Acid (C13:0)

Biological Activity

[Description]:

Ginkgolic Acid (C13:0) is a natural anticariogenic agent in that it exhibits antimicrobial activity against S. mutans and suppresses the specific virulence factors associated with its cariogenicity.IC50 value: Inhibiting the biofilm formation of S. mutans (MBIC (50) = 4 μg/mL); reduced 1-day-developed biofilm of S. mutans by 50 % or more at low concentration (MBRC (50) = 32 μg/mL).Target:In vitro: Ginkgolic Acid (C13:0) inhibited not only the growth of S. mutans planktonic cells at minimum inhibitory concentration (MIC) of 4 μg/mL and minimum bactericidal concentration (MBC) of 8 μg/mL but also the acid production and adherence to saliva-coated hydroxyapatite of S. mutans at sub-MIC concentration. In addition, this agent was effective in inhibiting the biofilm formation of S. mutans (MBIC (50) = 4 μg/mL), and it reduced 1-day-developed biofilm of S. mutans by 50 % or more at low concentration (MBRC (50) = 32 μg/mL). Furthermore Ginkgolic Acid (C13:0) disrupted biofilm integrity effectively [1]. In vivo:

[Related Catalog]:

Signaling Pathways >> Others >> Others

[References]

[1]. He J, et al. Effects of ginkgoneolic acid on the growth, acidogenicity, adherence, and biofilm of Streptococcus mutans in vitro. Folia Microbiol (Praha). 2013 Mar;58(2):147-53.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.0±0.1 g/cm3

[ Boiling Point ]:
449.5±33.0 °C at 760 mmHg

[ Molecular Formula ]:
C₂₀H₃₂O₃

[ Molecular Weight ]:
320.466

[ Flash Point ]:
239.8±21.9 °C

[ Exact Mass ]:
320.235138

[ PSA ]:
57.53000

[ LogP ]:
8.90

[ Vapour Pressure ]:
0.0±1.2 mmHg at 25°C

[ Index of Refraction ]:
1.519

[ Storage condition ]:
2-8°C

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: DH2944000

CHEMICAL NAME :: Benzoic acid, 2-hydroxy-6-tridecyl-

CAS REGISTRY NUMBER :: 20261-38-5

LAST UPDATED :: 199612

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C20-H32-O3

MOLECULAR WEIGHT :: 320.52

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >481 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: AGACBH Agents and Actions, A Swiss Journal of Pharmacology. (Birkhaeuser Verlag, POB 133, CH-4010 Basel, Switzerland) V.1- 1969/70- Volume(issue)/page/year: 10,361,1980

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
36/37/38

[ Safety Phrases ]:
26

[ RIDADR ]:
NONH for all modes of transport

[ HS Code ]:
29163990

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Articles

The anti-inflammatory activity of marine natural products--6-n-tridecylsalicylic acid, flexibilide and dendalone 3-hydroxybutyrate.

Agents Actions 10(4) , 361-7, (1980)

Three novel marine substances, 6-n-tridecylsalicylic acid, flexibilide and dendalone 3-hydroxybutyrate, isolated from a brown alga, a soft coral and a dictyoceratid sponge respectively, were active af...