Synonym
Frangufoline; Daechuine S1; NSC 226674; NSC-226674; NSC226674; Sanjoinine A;
IUPAC/Chemical Name
(S)-N-((3R,4R,7R,Z)-7-((S)-sec-butyl)-3-isopropyl-5,8-dioxo-2-oxa-6,9-diaza-1(1,4)-benzenacycloundecaphan-10-en-4-yl)-2-(dimethylamino)-3-phenylpropanamide
InChi Key
NFJKQANKUCVGAW-IFXGIPSXSA-N
InChi Code
InChI=1S/C31H42N4O4/c1-7-21(4)26-30(37)32-18-17-22-13-15-24(16-14-22)39-28(20(2)3)27(31(38)33-26)34-29(36)25(35(5)6)19-23-11-9-8-10-12-23/h8-18,20-21,25-28H,7,19H2,1-6H3,(H,32,37)(H,33,38)(H,34,36)/b18-17-/t21-,25-,26+,27+,28+/m0/s1
SMILES Code
CC(C)[C@@H](Oc1ccc(/C=C\NC([C@H](NC2=O)[C@H](CC)C)=O)cc1)[C@H]2NC([C@@H](N(C)C)Cc3ccccc3)=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
>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
2934.99.03.00
Preparing Stock Solutions
The following data is based on the
product
molecular weight
534.70
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: Oshima N, Zaima K, Kamakura H, Hamato A, Yamamoto Y, Kang DH, Yokokura T, Goda Y, Hakamatsuka T, Maruyama T. Identification of marker compounds for Japanese Pharmacopoeia non-conforming jujube seeds from Myanmar. J Nat Med. 2015 Jan;69(1):68-75. doi: 10.1007/s11418-014-0864-6. Epub 2014 Aug 13. PubMed PMID: 25115227.
2: Suh DY, Kim YC, Kang YH, Han YN, Han BH. Metabolic cleavage of frangufoline in rodents: in vitro and in vivo study. J Nat Prod. 1997 Mar;60(3):265-9. PubMed PMID: 9090868.
3: Guo S, Duan JA, Zhao JL, Qian DW, Zhang WJ. [Chemical constituents from seeds of Ziziphus mauritiana]. Zhong Yao Cai. 2014 Mar;37(3):432-5. Chinese. PubMed PMID: 25174108.
4: Digel M, Morel A, Layer H, Biermann J, Voelter W. [Peptide alkaloids from Discaria febrifuga Mart]. Hoppe Seylers Z Physiol Chem. 1983 Nov;364(11):1641-3. German. PubMed PMID: 6662505.
