Synonym
Coralyne Free Base
IUPAC/Chemical Name
5,6,7,8,13,13a-Hexadehydro-8-methyl-2,3,10,11-tetramethoxyberbinium chloride
InChi Key
PDYBUYVOPAJLKP-UHFFFAOYSA-M
InChi Code
InChI=1S/C22H22NO4.ClH/c1-13-16-11-21(26-4)20(25-3)10-15(16)8-18-17-12-22(27-5)19(24-2)9-14(17)6-7-23(13)18;/h6-12H,1-5H3;1H/q+1;/p-1
SMILES Code
COC1=CC2=C(C=C1OC)C(C)=[N+]3C=CC4=CC(OC)=C(OC)C=C4C3=C2.[Cl-]
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 |
comments |
| 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
399.87
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: Patro BS, Bhattacharyya R, Gupta P, Bandyopadhyay S, Chattopadhyay S. Mechanism of coralyne-mediated DNA photo-nicking process. J Photochem Photobiol B. 2019 May;194:140-148. doi: 10.1016/j.jphotobiol.2019.03.011. Epub 2019 Mar 21. PMID: 30954873.
2: Ma C, Chen M, He H, Chen L. Detection of coralyne and heparin by polymerase extension reaction using SYBR Green I. Mol Cell Probes. 2019 Aug;46:101423. doi: 10.1016/j.mcp.2019.101423. Epub 2019 Jul 16. PMID: 31323319.
3: Lee CY, Lin SW, Wu YH, Hsieh YZ. Combining DNA-stabilized silver nanocluster synthesis with exonuclease III amplification allows label-free detection of coralyne. Anal Chim Acta. 2018 Dec 26;1042:86-92. doi: 10.1016/j.aca.2018.08.030. Epub 2018 Aug 18. PMID: 30428992.
4: Bhattacharyya R, Gupta P, Bandyopadhyay SK, Patro BS, Chattopadhyay S. Coralyne, a protoberberine alkaloid, causes robust photosenstization of cancer cells through ATR-p38 MAPK-BAX and JAK2-STAT1-BAX pathways. Chem Biol Interact. 2018 Apr 1;285:27-39. doi: 10.1016/j.cbi.2018.02.032. Epub 2018 Feb 24. PMID: 29486184.
5: Pithan PM, Decker D, Druzhinin SI, Ihmels H, Schönherr H, Voß Y. 8-Styryl- substituted coralyne derivatives as DNA binding fluorescent probes. RSC Adv. 2017 Feb 8;7(18):10660-10667. doi: 10.1039/c6ra27684a. PMID: 28496973; PMCID: PMC5361113.
6: Kumari S, Badana AK, Mohan GM, Shailender Naik G, Malla R. Synergistic effects of coralyne and paclitaxel on cell migration and proliferation of breast cancer cells lines. Biomed Pharmacother. 2017 Jul;91:436-445. doi: 10.1016/j.biopha.2017.04.027. Epub 2017 May 2. PMID: 28475922.
7: Hung SY, Tseng WL. A polyadenosine-coralyne complex as a novel fluorescent probe for the sensitive and selective detection of heparin in plasma. Biosens Bioelectron. 2014 Jul 15;57:186-91. doi: 10.1016/j.bios.2014.02.010. Epub 2014 Feb 12. PMID: 24583690.
8: Huang H, Shi S, Zheng X, Yao T. Sensitive detection for coralyne and mercury ions based on homo-A/T DNA by exonuclease signal amplification. Biosens Bioelectron. 2015 Sep 15;71:439-444. doi: 10.1016/j.bios.2015.04.076. Epub 2015 Apr 24. PMID: 25950941.
9: Padmapriya K, Barthwal R. Nuclear magnetic resonance based structure of the protoberberine alkaloid coralyne and its self-association by spectroscopy techniques. J Pharm Anal. 2019 Dec;9(6):437-448. doi: 10.1016/j.jpha.2019.09.006. Epub 2019 Sep 26. PMID: 31890344; PMCID: PMC6931075.
10: Kumari S, Mohan MG, Shailender G, Badana AK, Malla RR. Synergistic enhancement of apoptosis by coralyne and paclitaxel in combination on MDA-MB-231 a triple-negative breast cancer cell line. J Cell Biochem. 2019 Oct;120(10):18104-18116. doi: 10.1002/jcb.29114. Epub 2019 Jun 6. PMID: 31172606.
