IUPAC/Chemical Name
Emetan-6'-ol, 1',2'-didehydro-7',10,11-trimethoxy-
InChi Key
NCALAYAMQHIWMN-REIDKSKDSA-N
InChi Code
InChI=1S/C28H36N2O4/c1-5-17-16-30-9-7-19-13-27(33-3)28(34-4)15-22(19)24(30)11-20(17)10-23-21-14-26(32-2)25(31)12-18(21)6-8-29-23/h12-15,17,20,24,31H,5-11,16H2,1-4H3/t17-,20-,24-/m0/s1
SMILES Code
CC[C@@H]1[C@@H](CC2=NCCC3=C2C=C(OC)C(O)=C3)C[C@H]4C5=C(C=C(OC)C(OC)=C5)CCN4C1
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
464.61
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: Tan GT, Kinghorn AD, Hughes SH, Pezzuto JM. Psychotrine and its O-methyl ether are selective inhibitors of human immunodeficiency virus-1 reverse transcriptase. J Biol Chem. 1991 Dec 15;266(35):23529-36. PubMed PMID: 1721050.
2: Itoh A, Ikuta Y, Baba Y, Tanahashi T, Nagakura N. Ipecac alkaloids from Cephaelis acuminata. Phytochemistry. 1999 Nov;52(6):1169-76. PubMed PMID: 10643674.
3: De Clercq E. Current lead natural products for the chemotherapy of human immunodeficiency virus (HIV) infection. Med Res Rev. 2000 Sep;20(5):323-49. Review. PubMed PMID: 10934347.
4: Itoh A, Ikuta Y, Tanahashi T, Nagakura N. Two Alangium alkaloids from Alangium lamarckii. J Nat Prod. 2000 May;63(5):723-5. PubMed PMID: 10843602.
5: Ito A, Lee YH, Chai HB, Gupta MP, Farnsworth NR, Cordell GA, Pezzuto JM, Kinghorn AD. 1',2',3',4'-tetradehydrotubulosine, a cytotoxic alkaloid from Pogonopus speciosus. J Nat Prod. 1999 Sep;62(9):1346-8. PubMed PMID: 10514334.
6: Troconis M, Ma W, Nichols DE, McLaughlin J. Molecular modeling study of tubulosine and other related ipecac alkaloids. J Comput Aided Mol Des. 1998 Sep;12(5):411-8. PubMed PMID: 9834903.
7: Ma WW, Anderson JE, McKenzie AT, Byrn SR, McLaughlin JL, Hudson MS. Tubulosine: an antitumor constituent of Pogonopus speciosus. J Nat Prod. 1990 Jul-Aug;53(4):1009-14. PubMed PMID: 1982768.
8: Tan GT, Miller JF, Kinghorn AD, Hughes SH, Pezzuto JM. HIV-1 and HIV-2 reverse transcriptases: a comparative study of sensitivity to inhibition by selected natural products. Biochem Biophys Res Commun. 1992 May 29;185(1):370-8. PubMed PMID: 1376118.
