Synonym
Diaboline; NSC277458; NSC-277458; NSC 277458
IUPAC/Chemical Name
1-((4bR,7aS,8aR,13R,13aR,13bS)-13-hydroxy-5,6,7a,8,8a,11,13a,13b-octahydro-7,9-methanooxepino[3,4-a]pyrrolo[2,3-d]carbazol-14(13H)-yl)ethan-1-one
InChi Key
QSDMAJZSSDNJPO-YJQMPPAXSA-N
InChi Code
InChI=1S/C21H24N2O3/c1-12(24)23-16-5-3-2-4-15(16)21-7-8-22-11-13-6-9-26-20(25)18(19(21)23)14(13)10-17(21)22/h2-6,14,17-20,25H,7-11H2,1H3/t14-,17-,18+,19-,20+,21+/m0/s1
SMILES Code
CC(N1[C@H]2[C@@H]3[C@@H](OCC=C4CN5CC[C@@]2(c6c1cccc6)[C@@H]5C[C@H]34)O)=O
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
>2 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
|
Solvent |
mg/mL |
mM |
| Solubility |
| Soluble in DMSO |
0.0 |
100.00 |
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.
Preparing Stock Solutions
The following data is based on the
product
molecular weight
352.43
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: Ohiri FC, Verpoorte R, Svendsen AB. 12-Hydroxy-ll-methoxy-diaboline: A New Alkaloid from Strychnos spinosa. Planta Med. 1984 Oct;50(5):446-7. doi: 10.1055/s-2007-969763. PMID: 17340349.
2: CASINOVI CG, MARINI-BETTOLO GB, BISSET NG. Diaboline from a Malayan species of Strychnos and its biogenetic significance. Nature. 1962 Mar 24;193:1178. doi: 10.1038/1931178a0. PMID: 13877092.
3: Nicoletti M, Goulart MO, de Lima RA, Goulart AE, Delle Monache F, Marini Bettolo GB. Flavonoids and alkaloids from Strychnos pseudoquina. J Nat Prod. 1984 Nov-Dec;47(6):953-7. doi: 10.1021/np50036a007. PMID: 6533269.
4: GROSSERT JS, HUGO JM, VONKLEMPERER ME, WARREN FL. THE INDOLE ALKALOIDS. 3. THE ISOLATION OF DIABOLINE, AND THREE NEW ALKALOIDS, HENNINGSAMINE, HENNINGSOLINE, AND RINDLINE FROM STRYCHNOS HENNINGSII GILG. J Chem Soc. 1965 Apr;46:2812-4. doi: 10.1039/jr9650002812. PMID: 14289808.
5: Verpoorte R, Verzijl MJ, Svendsen AB. Further alkaloids from Strychnos dolichothyrsa. Planta Med. 1982 Jan;44(1):21-7. doi: 10.1055/s-2007-971392. PMID: 17402076.
6: CASINOVI CG, GONZALESHUERTA I, MAROTTA M, MARINIBETTOLO GB. RICERCHE SUGLI ALCALOIDI DELLE STRYCHNOS. XIV. LA DIABOLINA E LE SUE RELAZIONI BIOGENETICHE CON GLI ALCALOIDI QUATERNARI DELLE STRYCHNOS [RESEARCH ON STRYCHNOS ALKALOIDS. XIV. DIABOLINE AND ITS BIOGENETIC RELATIONS TO QUATERNARY ALKALOIDS OF STRYCHNOS]. Rend Ist Sup Sanit. 1964;27:75-83. Italian. PMID: 14167930.
7: Marini-Bettolo GB, Messana I, Nicoletti M, Patamia M, Galeffi C. On the alkaloids of Strychnos. XXXV. The occurrence of akagerine in South American Strychnos. J Nat Prod. 1980 Nov;43(6):717-20. doi: 10.1021/np50012a003. PMID: 20000812.
