Synonym
Deacylcynaropicrin
IUPAC/Chemical Name
(3aR,4S,6aR,8S,9aR,9bR)-4,8-dihydroxy-3,6,9-trimethylidene-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-2-one
InChi Key
VPRPYNVJJXOFKZ-SNIKSBKOSA-N
InChi Code
InChI=1S/C15H18O4/c1-6-4-11(17)13-8(3)15(18)19-14(13)12-7(2)10(16)5-9(6)12/h9-14,16-17H,1-5H2/t9-,10-,11-,12-,13+,14+/m0/s1
SMILES Code
O=C(O[C@@]([C@@]1([H])C([C@@H](O)C[C@@]21[H])=C)([H])[C@@]3([H])[C@@H](O)CC2=C)C3=C
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
262.31
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: Shakeri A, Masullo M, Bottone A, Asili J, Emami SA, Piacente S, Iranshahi M. Sesquiterpene lactones from Centaurea rhizantha C.A. Meyer. Nat Prod Res. 2018 Jun 18:1-8. doi: 10.1080/14786419.2018.1483926. [Epub ahead of print] PubMed PMID: 29911884.
2: Ramos PA, Guerra ÂR, Guerreiro O, Freire CS, Silva AM, Duarte MF, Silvestre AJ. Lipophilic extracts of Cynara cardunculus L. var. altilis (DC): a source of valuable bioactive terpenic compounds. J Agric Food Chem. 2013 Sep 4;61(35):8420-9. doi: 10.1021/jf402253a. Epub 2013 Aug 21. PubMed PMID: 23915287.
3: Sosa A, Fusco MR, Rossomando P, Juárez A, Robles S, Petenatti E, Pelzer L. Anti-inflammatory properties from isolated compounds of Cyclolepis genistoides. Pharm Biol. 2011 Jul;49(7):675-8. doi: 10.3109/13880200903431467. Epub 2011 May 25. PubMed PMID: 21609303.
4: Ha TJ, Jang DS, Lee JR, Lee KD, Lee J, Hwang SW, Jung HJ, Nam SH, Park KH, Yang MS. Cytotoxic effects of sesquiterpene lactones from the flowers of Hemisteptia lyrata B. Arch Pharm Res. 2003 Nov;26(11):925-8. PubMed PMID: 14661858.
5: Youssef D, Frahm AW. Constituents of the Egyptian Centaurea scoparia; Part II. Guaianolides of the Aerial Parts. Planta Med. 1994 Dec;60(6):572-5. PubMed PMID: 17236083.
