trans-2-Decenoic acid
| Code | Size | Price |
|---|
| CDX-D0300-M100 | 100 mg | £242.00 |
Quantity:
| CDX-D0300-G001 | 1 g | £1,720.00 |
Quantity:
Prices exclude any Taxes / VAT
Overview
Regulatory Status: RUO
Shipping:
Ambient
Documents
Further Information
Alternate Names/Synonyms:
(E)-2-Decenoic Acid; trans-2-Decylenic Acid; Streptococcus Diffusible Signal Factor; SDSF
Appearance:
Viscous oil.
CAS:
334-49-6
EClass:
32160000
Form (Short):
liquid
GHS Symbol:
GHS07
Handling Advice:
Protect from light and moisture.
Hazards:
H319
InChi:
InChI=1S/C10H18O2/c1-2-3-4-5-6-7-8-9-10(11)12/h8-9H,2-7H2,1H3,(H,11,12)/b9-8+
InChiKey:
WXBXVVIUZANZAU-CMDGGOBGSA-N
Long Description:
Chemical. CAS: 334-49-6. Formula: C10H18O2. MW: 170.25. Synthetic. trans-2-Decenoic acid is an unsaturated short chain fatty acid that is secreted by S. mutans. It is a novel interkingdom-signaling molecule (from a Gram-positive organism) that inhibits hyphal formation of the dimorphic fungus C. albicans by blocking the yeast-to-hyphal morphological transition. It might play a critical role in regulating the disintegration of aerobic granules. As in other parts of the body, Streptococci and Candida coexist in the mouth and compete for the same substrate. In a mixed species environment such as the oral cavity the quantitative and qualitative nature of the bacteria modulates the biofilm formation of C. albicans. trans-2-Decenoic acid is structurally similar to undecylenic acid, the active ingredient of Desenex, a widely used antifungal agent. In addition, trans-2-Decenoic acid inhibited the luciferase reporter activity and therefore the bioluminescence of the Gram-negative marine bacteria Vibrio harveyi. trans-2-Decenoic acid is found in royal jelly produced from the hypopharyngeal and mandibular gland secretions of honeybees. Demonstrates weak estrogenic activity, inhibiting binding of 17beta-estradiol to estrogen receptor beta.
MDL:
MFCD00039530
Molecular Formula:
C10H18O2
Molecular Weight:
170.25
Package Type:
Vial
Precautions:
P305+P351+P338
Product Description:
trans-2-Decenoic acid is an unsaturated short chain fatty acid that is secreted by S. mutans. It is a novel interkingdom-signaling molecule (from a Gram-positive organism) that inhibits hyphal formation of the dimorphic fungus C. albicans by blocking the yeast-to-hyphal morphological transition. It might play a critical role in regulating the disintegration of aerobic granules. As in other parts of the body, Streptococci and Candida coexist in the mouth and compete for the same substrate. In a mixed species environment such as the oral cavity the quantitative and qualitative nature of the bacteria modulates the biofilm formation of C. albicans. trans-2-Decenoic acid is structurally similar to undecylenic acid, the active ingredient of Desenex, a widely used antifungal agent. In addition, trans-2-Decenoic acid inhibited the luciferase reporter activity and therefore the bioluminescence of the Gram-negative marine bacteria Vibrio harveyi. trans-2-Decenoic acid is found in royal jelly produced from the hypopharyngeal and mandibular gland secretions of honeybees. Demonstrates weak estrogenic activity, inhibiting binding of 17beta-estradiol to estrogen receptor beta.
Purity:
>95% (NMR)
Signal word:
Warning
SMILES:
CCCCCCC/C=C/C(O)=O
Solubility Chemicals:
Soluble in DMSO, DMF (both 30mg/ml) or ethanol (20mg/ml).
Source / Host:
Synthetic.
Transportation:
Non-hazardous
UNSPSC Category:
Biochemical Reagents
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.
References
(1) K.M. Suzuki, et al.; Evid. Based Complement. Alternat. Med. 5, 295 (2008) | (2) D.G. Davies & C.N.H. Marques; J. Bateriol. 191, 1393 (2009) | (3) R. Vilchez, et al.; ChemBioChem 11, 1552 (2010) | (4) P.-J. Cai, et al.; Biores. Technol. 182, 823 (2013)