Synonym
Apiole (parsley); NSC 9070; NSC-9070; NSC9070
IUPAC/Chemical Name
1,3-Benzodioxole, 4,7-dimethoxy-5-(2-propen-1-yl)-
InChi Key
QQRSPHJOOXUALR-UHFFFAOYSA-N
InChi Code
InChI=1S/C12H14O4/c1-4-5-8-6-9(13-2)11-12(10(8)14-3)16-7-15-11/h4,6H,1,5,7H2,2-3H3
SMILES Code
C=CCC1=CC(OC)=C(OCO2)C2=C1OC
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
Preparing Stock Solutions
The following data is based on the
product
molecular weight
222.24
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Alajlouni AM, Al-Malahmeh AJ, Wesseling S, Kalli M, Vervoort J, Rietjens IMCM. Risk assessment of combined exposure to alkenylbenzenes through consumption of plant food supplements containing parsley and dill. Food Addit Contam Part A Chem Anal Control Expo Risk Assess. 2017 Dec;34(12):2201-2211. doi: 10.1080/19440049.2017.1338837. Epub 2017 Jun 28. PubMed PMID: 28580843.
2: Alajlouni AM, Al Malahmeh AJ, Kiwamoto R, Wesseling S, Soffers AE, Al-Subeihi AA, Vervoort J, Rietjens IM. Mode of action based risk assessment of the botanical food-borne alkenylbenzene apiol from parsley using physiologically based kinetic (PBK) modelling and read-across from safrole. Food Chem Toxicol. 2016 Mar;89:138-50. doi: 10.1016/j.fct.2016.01.018. Epub 2016 Jan 27. PubMed PMID: 26826679.
3: Mahmood S, Hussain S, Malik F. Critique of medicinal conspicuousness of Parsley(Petroselinum crispum): a culinary herb of Mediterranean region. Pak J Pharm Sci. 2014 Jan;27(1):193-202. Review. PubMed PMID: 24374449.
4: Wei PL, Tu SH, Lien HM, Chen LC, Chen CS, Wu CH, Huang CS, Chang HW, Chang CH, Tseng H, Ho YS. The in vivo antitumor effects on human COLO 205 cancer cells of the 4,7-dimethoxy-5-(2-propen-1-yl)-1,3-benzodioxole (apiole) derivative of 5-substituted 4,7-dimethoxy-5-methyl-l,3-benzodioxole (SY-1) isolated from the fruiting body of Antrodia camphorate. J Cancer Res Ther. 2012 Oct-Dec;8(4):532-6. doi: 10.4103/0973-1482.106529. PubMed PMID: 23361270.
5: Song HY, Yang JY, Suh JW, Lee HS. Acaricidal activities of apiol and its derivatives from Petroselinum sativum seeds against Dermatophagoides pteronyssinus, Dermatophagoides farinae, and Tyrophagus putrescentiae. J Agric Food Chem. 2011 Jul 27;59(14):7759-64. doi: 10.1021/jf201945y. Epub 2011 Jun 30. PubMed PMID: 21688847.
6: Harder J, Heyen U, Probian C, Foss S. Anaerobic utilization of essential oils by denitrifying bacteria. Biodegradation. 2000;11(1):55-63. PubMed PMID: 11194974.
7: López MG, Sánchez-Mendoza IR, Ochoa-Alejo N. Compartive study of volatile components and fatty acids of plants and in vitro cultures of parsley (Petroselinum crispum (Mill) nym ex hill). J Agric Food Chem. 1999 Aug;47(8):3292-6. PubMed PMID: 10552648.
8: KARMAZIN M. [Evaluation of fruit and root Petroselinum on the basis of colorimetric determination of apiol and myristicin]. Pharmazie. 1955 Jan;10(1):57-60. German. PubMed PMID: 14370972.
