Synonym
Violanthrone; NSC 2212; NSC-2212; NS 2212
IUPAC/Chemical Name
Anthra(9,1,2-cde)benzo(rst)pentaphene-5,10-dione
InChi Key
YKSGNOMLAIJTLT-UHFFFAOYSA-N
InChi Code
InChI=1S/C34H16O2/c35-33-25-7-3-1-5-17(25)19-9-11-21-22-12-10-20-18-6-2-4-8-26(18)34(36)28-16-14-24(30(22)32(20)28)23-13-15-27(33)31(19)29(21)23/h1-16H
SMILES Code
O=C1C2=CC=CC=C2C3=CC=C4C5=C3C1=CC=C5C6=CC=C(C7=C8C=CC4=C76)C(C9=C8C=CC=C9)=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
>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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
456.50
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: Jian C, Poopari MR, Liu Q, Zerpa N, Zeng H, Tang T. Reduction of Water/Oil Interfacial Tension by Model Asphaltenes: The Governing Role of Surface Concentration. J Phys Chem B. 2016 Jun 30;120(25):5646-54. doi: 10.1021/acs.jpcb.6b03691. Epub 2016 Jun 17. PubMed PMID: 27268710.
2: Zhu X, Chen D, Wu G. Molecular dynamic simulation of asphaltene co-aggregation with humic acid during oil spill. Chemosphere. 2015 Nov;138:412-21. doi: 10.1016/j.chemosphere.2015.06.074. Epub 2015 Jul 3. PubMed PMID: 26149857.
3: Jian C, Tang T. Molecular Dynamics Simulations Reveal Inhomogeneity-Enhanced Stacking of Violanthrone-78-Based Polyaromatic Compounds in n-Heptane-Toluene Mixtures. J Phys Chem B. 2015 Jul 9;119(27):8660-8. doi: 10.1021/acs.jpcb.5b04481. Epub 2015 Jun 26. PubMed PMID: 26076902.
4: Cyran JD, Krummel AT. Probing structural features of self-assembled violanthrone-79 using two dimensional infrared spectroscopy. J Chem Phys. 2015 Jun 7;142(21):212435. doi: 10.1063/1.4919637. PubMed PMID: 26049455.
5: Gruen H, Görner H. Reduction of isoviolanthrone by reaction with photogenerated radicals. Photochem Photobiol Sci. 2011 Oct;10(10):1527-30. doi: 10.1039/c1pp05086a. Epub 2011 Jun 28. PubMed PMID: 21713275.
6: Shi MM, Chen Y, Nan YX, Ling J, Zuo LJ, Qiu WM, Wang M, Chen HZ. π-π Interaction among violanthrone molecules: observation, enhancement, and resulting charge transport properties. J Phys Chem B. 2011 Feb 3;115(4):618-23. doi: 10.1021/jp109683h. Epub 2010 Dec 13. PubMed PMID: 21142198.
7: Gruen H, Görner H. Properties of 16,17-disubstituted dihydroviolanthrones formed by reaction of violanthrones with photogenerated radicals. Photochem Photobiol Sci. 2010 Aug;9(8):1088-93. doi: 10.1039/c0pp00028k. Epub 2010 May 28. PubMed PMID: 20508892.
8: Quickenden TI, Hansongnern K. Electrogenerated chemiluminescence from violanthrone. J Biolumin Chemilumin. 1995 Mar-Apr;10(2):103-6. PubMed PMID: 7676850.
9: Volodchenko VA, Sadokha ER, Ostrovskaiai IS, Timoshenko LV. [Toxicological properties of benzanthrone and its derivatives in relation to their chemical structure]. Farmakol Toksikol. 1977 Jul-Aug;40(4):457-63. Russian. PubMed PMID: 902749.
