Synonym
Nmac1, nMac1, cmac1, Nm23-H1 activator 1
IUPAC/Chemical Name
(±)-trans-3-(3,4-dimethoxyphenyl)-4-[(E)-3,4-dimethoxystyryl]cyclohex-1-ene; 1beta-(3,4-Dimethoxystyryl)-2alpha-(3,4-dimethoxyphenyl)-3-cyclohexene
InChi Key
PHLVYOUORNHOLU-UZOQORDWSA-N
InChi Code
InChI=1S/C24H28O4/c1-25-21-13-10-17(15-23(21)27-3)9-11-18-7-5-6-8-20(18)19-12-14-22(26-2)24(16-19)28-4/h6,8-16,18,20H,5,7H2,1-4H3/b11-9+/t18-,20+/m0/s1
SMILES Code
COC1=C(OC)C=C([C@@H]2C=CCC[C@H]2/C=C/C3=CC=C(OC)C(OC)=C3)C=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
380.48
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: Lee JJ, Kim HS, Lee JS, Park J, Shin SC, Song S, Lee E, Choi JE, Suh JW, Lee H, Kim EE, Seo EK, Shin DH, Lee HY, Lee HY, Lee KJ. Small molecule activator of Nm23/NDPK as an inhibitor of metastasis. Sci Rep. 2018 Jul 19;8(1):10909. doi: 10.1038/s41598-018-29101-6. PMID: 30026594; PMCID: PMC6053448.
2: Kim B, Lee JJ, Shin JS, Suh JW, Jung S, Hwang GS, Lee HY, Lee KJ. Nm23-H1 activator phenylbutenoid dimer exerts cytotoxic effects on metastatic breast cancer cells by inducing mitochondrial dysfunction only under glucose starvation. Sci Rep. 2021 Dec 7;11(1):23549. doi: 10.1038/s41598-021-02729-7. PMID: 34876614; PMCID: PMC8651694.
3: Hirai Y, Tanaka N, Furuta R, Kawaguchi T, Sakamoto M, Shirahama S, Noda T. Somatic mutations of the PTEN/NMAC1 gene associated with frequent chromosomal loss detected using comparative genomic hybridization in endometrial cancer. Gynecol Oncol. 2001 Oct;83(1):81-8. doi: 10.1006/gyno.2001.6320. PMID: 11585417.
4: Kaewchoothong A, Tewtrakul S, Panichayupakaranant P. Inhibitory effect of phenylbutanoid-rich Zingiber cassumunar extracts on nitric oxide production by murine macrophage-like RAW264.7 cells. Phytother Res. 2012 Dec;26(12):1789-92. doi: 10.1002/ptr.4661. Epub 2012 Mar 3. PMID: 22389026.
5: Chung SY, Han AR, Sung MK, Jung HJ, Nam JW, Seo EK, Lee HJ. Potent modulation of P-glycoprotein activity by naturally occurring phenylbutenoids from Zingiber cassumunar. Phytother Res. 2009 Apr;23(4):472-6. doi: 10.1002/ptr.2650. PMID: 19051210.
6: Lee JW, Min HY, Han AR, Chung HJ, Park EJ, Park HJ, Hong JY, Seo EK, Lee SK. Growth inhibition and induction of G1 phase cell cycle arrest in human lung cancer cells by a phenylbutenoid dimer isolated from Zingiber cassumunar. Biol Pharm Bull. 2007 Aug;30(8):1561-4. doi: 10.1248/bpb.30.1561. PMID: 17666821
