IUPAC/Chemical Name
(1aR,5aR,6S,6aR)-6-hydroxy-4,4,6a-trimethyl-3,4,5,5a,6,6a-hexahydrocyclopropa[f]indene-1a,2(1H)-dicarbaldehyde
InChi Key
NFLNZGQBGCPDMT-WCUVEOEZSA-N
InChi Code
1S/C15H20O3/c1-13(2)4-9-10(5-13)12(18)14(3)7-15(14,8-17)11(9)6-16/h6,8,10,12,18H,4-5,7H2,1-3H3/t10-,12+,14+,15+/m1/s1
SMILES Code
[H][C@@]12CC(C)(C)CC1=C(C=O)[C@]3(C[C@@]3(C)[C@H]2O)C=O
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
248.32
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: Quack W, Anke T, Oberwinkler F, Giannetti BM, Steglich W. Antibiotics from Basidiomycetes. V merulidial, a new antibiotic from the Basidiomycete Merulius tremellosus Fr. J Antibiot (Tokyo). 1978 Aug;31(8):737-41. doi: 10.7164/antibiotics.31.737. PMID: 567638.
2: Jonassohn M, Anke H, Morales P, Sterner O. Structure-activity relationships for unsaturated dialdehydes. 10. The generation of bioactive products by autoxidation of isovelleral and merulidial. Acta Chem Scand (Cph). 1995 Jul;49(7):530-5. doi: 10.3891/acta.chem.scand.49-0530. PMID: 7619631.
3: Anke H, Sterner O, Steglich W. Structure-activity relationships for unsaturated dialdehydes. 3. Mutagenic, antimicrobial, cytotoxic, and phytotoxic activities of merulidial derivatives. J Antibiot (Tokyo). 1989 May;42(5):738-44. doi: 10.7164/antibiotics.42.738. PMID: 2722688.
4: Svensson M, Lundgren LN, Woods C, Fatehi J, Stenlid J. Pyrone and pyridone compounds in the liquid culture of Physisporinus sanguinolentus. Phytochemistry. 2001 Apr;56(7):747-51. doi: 10.1016/s0031-9422(00)00414-3. PMID: 11314963.
5: Forsby A, Walum E, Sterner O. The effect of six sesquiterpenoid unsaturated dialdehydes on cell membrane permeability in human neuroblastoma SH-SY5Y cells. Chem Biol Interact. 1992 Sep 14;84(1):85-95. doi: 10.1016/0009-2797(92)90123-3. Erratum in: Chem Biol Interact 1993 Feb;86(2):183. PMID: 1394618.