Synonym
Murrayacine; Murrayacin;
IUPAC/Chemical Name
3,3-dimethyl-3,11-dihydropyrano[3,2-a]carbazole-5-carbaldehyde
InChi Key
UBTAPPWQYRWQOH-UHFFFAOYSA-N
InChi Code
1S/C18H15NO2/c1-18(2)8-7-13-16-14(9-11(10-20)17(13)21-18)12-5-3-4-6-15(12)19-16/h3-10,19H,1-2H3
SMILES Code
CC1(C)OC2=C(C=O)C=C3C4=CC=CC=C4NC3=C2C=C1
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
277.32
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: Joshi BS, Kamat VN, Gawad DH. On the structures of girinimbine, mahanimbine, isomahanimbine, koenimbidine and murrayacine. Tetrahedron. 1970 Mar;26(6):1475-82. doi: 10.1016/s0040-4020(01)92976-x. PMID: 5419188.
2: Hu S, Guo JM, Zhang WH, Zhang MM, Liu YP, Fu YH. [Chemical constituents from stems and leaves of Clausena emarginata]. Zhongguo Zhong Yao Za Zhi. 2019 May;44(10):2096-2101. Chinese. doi: 10.19540/j.cnki.cjcmm.20190321.204. PMID: 31355567.
3: Hesse R, Gruner KK, Kataeva O, Schmidt AW, Knölker HJ. Efficient construction of pyrano[3,2-a]carbazoles: application to a biomimetic total synthesis of cyclized monoterpenoid pyrano[3,2-a]carbazole alkaloids. Chemistry. 2013 Oct 11;19(42):14098-111. doi: 10.1002/chem.201301792. Epub 2013 Sep 12. PMID: 24030919.
4: Gruner KK, Hopfmann T, Matsumoto K, Jäger A, Katsuki T, Knölker HJ. Efficient iron-mediated approach to pyrano[3,2-a]carbazole alkaloids--first total syntheses of O-methylmurrayamine A and 7-methoxymurrayacine, first asymmetric synthesis and assignment of the absolute configuration of (-)-trans- dihydroxygirinimbine. Org Biomol Chem. 2011 Apr 7;9(7):2057-61. doi: 10.1039/c0ob01088j. Epub 2011 Jan 31. PMID: 21279228.
