IUPAC/Chemical Name
(1aS,3aR,3bR,4R,6aR,7aS)-4-hydroxy-3a,5,5-trimethyl-3-methyleneoctahydrocyclopenta[4,5]pentaleno[1,6a-b]oxiren-2(1aH)-one
InChi Key
FBSAMOXBBLSEEW-ZYHYCFKLSA-N
InChi Code
1S/C15H20O3/c1-7-10(16)12-15(18-12)6-8-5-13(2,3)11(17)9(8)14(7,15)4/h8-9,11-12,17H,1,5-6H2,2-4H3/t8-,9+,11-,12-,14+,15-/m1/s1
SMILES Code
[H][C@@]12C[C@@]34O[C@@H]3C(=O)C(=C)[C@@]4(C)[C@]1([H])[C@@H](O)C(C)(C)C2
Appearance
To be determined
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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
238.37
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 |
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5: Geng F, Liu J, Paquette LA. Three-component coupling via the squarate ester cascade as a concise route to the bioactive triquinane sesquiterpene hypnophilin. Org Lett. 2002 Jan 10;4(1):71-3. doi: 10.1021/ol0102388. PMID: 11772093.
6: Yu ZX, Wang Y, Wang Y. Transition-metal-catalyzed cycloadditions for the synthesis of eight-membered carbocycles. Chem Asian J. 2010 May 3;5(5):1072-88. doi: 10.1002/asia.200900712. PMID: 20432504.
7: Jiao L, Yuan C, Yu ZX. Tandem Rh(i)-catalyzed [(5+2)+1] cycloaddition/aldol reaction for the construction of linear triquinane skeleton: total syntheses of (+/-)-hirsutene and (+/-)-1-desoxyhypnophilin. J Am Chem Soc. 2008 Apr 2;130(13):4421-30. doi: 10.1021/ja7100449. Epub 2008 Mar 12. PMID: 18335933.
8: Rukachaisirikul V, Tansakul C, Saithong S, Pakawatchai C, Isaka M, Suvannakad R. Hirsutane sesquiterpenes from the fungus Lentinus connatus BCC 8996. J Nat Prod. 2005 Nov;68(11):1674-6. doi: 10.1021/np0502286. PMID: 16309322.
