Synonym
2'-Demethyltryptoquivaline; FTD; Fumitremorgin D; Nortryptoquivaline; Nortryptoquivaline A; Tryptoquivaline D; NSC 292204; NSC292204; NSC-292204;
IUPAC/Chemical Name
Spiro(furan-2(5H),9'-(9H)imidazo(1,2-a)indole)-3',5(2'H)-dione, 4-(2-(1-(acetyloxy)-2-methylpropyl)-4-oxo-3(4H)-quinazolinyl)-1',3,4,9'a-tetrahydro-1'-hydroxy-2'-methyl-, (2'S-(2'alpha,9'beta(4S*(R*)),9'aalpha))-
InChi Key
HHNRKSWQUGTUBV-PEYHEJLLSA-N
InChi Code
InChI=1S/C28H28N4O7/c1-14(2)22(38-16(4)33)23-29-19-11-7-5-9-17(19)25(35)30(23)21-13-28(39-26(21)36)18-10-6-8-12-20(18)31-24(34)15(3)32(37)27(28)31/h5-12,14-15,21-22,27,37H,13H2,1-4H3/t15-,21+,22-,27-,28-/m0/s1
SMILES Code
CC(C)[C@H](OC(=O)C)C1=Nc2ccccc2C(=O)N1[C@@H]3C[C@@]4(OC3=O)[C@@H]5N(O)[C@@H](C)C(=O)N5c6ccccc46
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
Biological target:
Nortryptoquivaline is a fungal metabolite that has been found in Neosartorya siamensis and has anticancer activity.
Preparing Stock Solutions
The following data is based on the
product
molecular weight
532.55
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 |
Formulation protocol:
TBD
1. Ramos AA, Castro-Carvalho B, Prata-Sena M, Malhão F, Buttachon S, Dethoup T, Kijjoa A, Rocha E. Can marine-derived fungus Neosartorya siamensis KUFA 0017 extract and its secondary metabolites enhance antitumor activity of doxorubicin? An in vitro survey unveils interactions against lung cancer cells. Environ Toxicol. 2020 Apr;35(4):507-517. doi: 10.1002/tox.22886. Epub 2019 Dec 5. PMID: 31804023.
2. Prata-Sena M, Ramos AA, Buttachon S, Castro-Carvalho B, Marques P, Dethoup T, Kijjoa A, Rocha E. Cytotoxic activity of Secondary Metabolites from Marine-derived Fungus Neosartorya siamensis in Human Cancer Cells. Phytother Res. 2016 Nov;30(11):1862-1871. doi: 10.1002/ptr.5696. Epub 2016 Aug 17. PMID: 27530464.
3. Rajachan OA, Kanokmedhakul K, Sanmanoch W, Boonlue S, Hannongbua S, Saparpakorn P, Kanokmedhakul S. Chevalone C analogues and globoscinic acid derivatives from the fungus Neosartorya spinosa KKU-1NK1. Phytochemistry. 2016 Dec;132:68-75. doi: 10.1016/j.phytochem.2016.09.008. Epub 2016 Sep 25. PMID: 27680770.
