Synonym
Cascarillin; UNII-AQ7KPX1L65
IUPAC/Chemical Name
(2R,3S,4S,4aS,7R,8R,8aR)-4-formyl-4-((R)-2-(furan-3-yl)-2-hydroxyethyl)-7,8-dihydroxy-3,8,8a-trimethyldecahydronaphthalen-2-yl acetate
InChi Key
ZOWKQQIGQBVKSV-BZLLESMPSA-N
InChi Code
InChI=1S/C22H32O7/c1-13-17(29-14(2)24)10-20(3)18(5-6-19(26)21(20,4)27)22(13,12-23)9-16(25)15-7-8-28-11-15/h7-8,11-13,16-19,25-27H,5-6,9-10H2,1-4H3/t13-,16-,17-,18+,19-,20-,21+,22-/m1/s1
SMILES Code
C[C@@H]1[C@H](OC(C)=O)C[C@@]2([C@@H]([C@@]1(C=O)C[C@H](c3ccoc3)O)CC[C@H]([C@@]2(O)C)O)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
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
408.49
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: Appendino G, Borrelli F, Capasso R, Campagnuolo C, Fattorusso E, Petrucci F, Taglialatela-Scafati O. Minor diterpenoids from cascarilla (Croton eluteria Bennet) and evaluation of the cascarilla extract and cascarillin effects on gastric acid secretion. J Agric Food Chem. 2003 Nov 19;51(24):6970-4. doi: 10.1021/jf034780h. PMID: 14611156.
2: Fattorusso E, Taglialatela-Scafati O, Campagnuolo C, Santelia FU, Appendino G, Spagliardi P. Diterpenoids from Cascarilla (Croton eluteria Bennet). J Agric Food Chem. 2002 Aug 28;50(18):5131-8. doi: 10.1021/jf0203693. PMID: 12188619.
3: Roudnitzky N, Behrens M, Engel A, Kohl S, Thalmann S, Hübner S, Lossow K, Wooding SP, Meyerhof W. Receptor Polymorphism and Genomic Structure Interact to Shape Bitter Taste Perception. PLoS Genet. 2015 Sep 25;11(9):e1005530. doi: 10.1371/journal.pgen.1005530. PMID: 26406243; PMCID: PMC4583475.
4: Vigor C, Fabre N, Fourasté I, Moulis C. Three clerodane diterpenoids from Croton eluteria Bennett. Phytochemistry. 2001 Aug;57(8):1209-12. doi: 10.1016/s0031-9422(01)00183-2. PMID: 11454345.
