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MedKoo Cat#: 527413 | Name: Sinoporphyrin sodium

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Sinoporphyrin sodium, also known as DVDMS, is a photosensitizer that shows potential in both sonodynamic therapy and photodynamic therapy. Sinoporphyrin sodium significantly suppressed cell proliferation, promoted early apoptotic response, triggered collapse of F-actin filaments and inhibited cell migration. Sinoporphyrin sodium potentially a treatment for cancer.

Chemical Structure

Sinoporphyrin sodium
Sinoporphyrin sodium
CAS#1820582-41-9 (sodium)

Theoretical Analysis

MedKoo Cat#: 527413

Name: Sinoporphyrin sodium

CAS#: 1820582-41-9 (sodium)

Chemical Formula: C68H66N8Na4O98-

Exact Mass:

Molecular Weight: 1231.29

Elemental Analysis: C, 66.33; H, 5.40; N, 9.10; Na, 7.47; O, 11.69

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
1820582-41-9 (sodium) 119259-09-5 (free base)
Synonym
Sinoporphyrin sodium; DVDMS; sinoporphyrin; DVDMS Free
IUPAC/Chemical Name
3,3'-(7-(1-(1-(13,17-bis(2-carboxylatoethyl)-3,8,12,18-tetramethyl-7-vinylporphyrin-2-yl)ethoxy)ethyl)-3,8,13,17-tetramethyl-12-vinylporphyrin-2,18-diyl)dipropionate tetrasodium
InChi Key
DVJUUYCXZVLGRJ-FLLOIMQSSA-J
InChi Code
InChI=1S/C68H70N8O9.4Na/c1-13-41-31(3)47-23-49-33(5)43(15-19-63(77)78)57(71-49)29-59-45(17-21-65(81)82)35(7)51(73-59)27-61-67(37(9)53(75-61)25-55(41)69-47)39(11)85-40(12)68-38(10)54-26-56-42(14-2)32(4)48(70-56)24-50-34(6)44(16-20-64(79)80)58(72-50)30-60-46(18-22-66(83)84)36(8)52(74-60)28-62(68)76-54;;;;/h13-14,23-30,39-40,69,72-73,76H,1-2,15-22H2,3-12H3,(H,77,78)(H,79,80)(H,81,82)(H,83,84);;;;/q;4*-1/p-4/b47-23-,48-24-,49-23-,50-24-,51-27-,52-28-,53-25-,54-26-,55-25-,56-26-,57-29-,58-30-,59-29-,60-30-,61-27-,62-28-;;;;
SMILES Code
C=CC1=C(C)/C2=C/C(C(C)=C/3CCC([O-])=O)=NC3=C/C4=C(CCC([O-])=O)C(C)=C(/C=C5C(C(OC(C6=C(C)/C7=C/C8=N/C(C(C)=C8C=C)=C\C9=C(C)C(CCC([O-])=O)=C(/C=C%10C(CCC([O-])=O)=C(C)C(/C=C6\N7)=N/%10)N9)C)C)=C(C)C(/C=C1\N2)=N/5)N4.[Na-].[Na-].[Na-].[Na-]
Appearance
Solid powder
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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 1,231.29 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.

Recalculate based on batch purity %
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: Shi R, Li C, Jiang Z, Li W, Wang A, Wei J. Preclinical Study of Antineoplastic Sinoporphyrin Sodium-PDT via In Vitro and In Vivo Models. Molecules. 2017 Jan 11;22(1). pii: E112. doi: 10.3390/molecules22010112. PubMed PMID: 28085075. 2: Shi R, Lin X, Zhang J, Jin H, Wang A, Wei J. Safety evaluation of repeated intravenous infusion of sinoporphyrin with and without PDT in rats. Photochem Photobiol Sci. 2016 Nov 2;15(11):1366-1376. PubMed PMID: 27714312. 3: Wu L, Wang X, Liu Q, Wingnang Leung A, Wang P, Xu C. Sinoporphyrin sodium mediated photodynamic therapy inhibits the migration associated with collapse of F-actin filaments cytoskeleton in MDA-MB-231 cells. Photodiagnosis Photodyn Ther. 2016 Mar;13:58-65. doi: 10.1016/j.pdpdt.2015.12.008. PubMed PMID: 26742781. 4: Yan X, Niu G, Lin J, Jin AJ, Hu H, Tang Y, Zhang Y, Wu A, Lu J, Zhang S, Huang P, Shen B, Chen X. Enhanced fluorescence imaging guided photodynamic therapy of sinoporphyrin sodium loaded graphene oxide. Biomaterials. 2015 Feb;42:94-102. doi: 10.1016/j.biomaterials.2014.11.040. PubMed PMID: 25542797; PubMed Central PMCID: PMC4280503. 5: Liu Y, Wang P, Liu Q, Wang X. Sinoporphyrin sodium triggered sono-photodynamic effects on breast cancer both in vitro and in vivo. Ultrason Sonochem. 2016 Jul;31:437-48. doi: 10.1016/j.ultsonch.2016.01.038. PubMed PMID: 26964970. 6: Mai B, Wang X, Liu Q, Leung AW, Wang X, Xu C, Wang P. The antibacterial effect of sinoporphyrin sodium photodynamic therapy on Staphylococcus aureus planktonic and biofilm cultures. Lasers Surg Med. 2016 Apr;48(4):400-8. doi: 10.1002/lsm.22468. PubMed PMID: 26749227. 7: Wang H, Wang X, Zhang S, Wang P, Zhang K, Liu Q. Sinoporphyrin sodium, a novel sensitizer, triggers mitochondrial-dependent apoptosis in ECA-109 cells via production of reactive oxygen species. Int J Nanomedicine. 2014 Jun 25;9:3077-90. doi: 10.2147/IJN.S59302. PubMed PMID: 25028547; PubMed Central PMCID: PMC4077608. 8: Wang H, Wang P, Li L, Zhang K, Wang X, Liu Q. Microbubbles Enhance the Antitumor Effects of Sinoporphyrin Sodium Mediated Sonodynamic Therapy both In Vitro and In Vivo. Int J Biol Sci. 2015 Nov 15;11(12):1401-9. doi: 10.7150/ijbs.12802. PubMed PMID: 26681919; PubMed Central PMCID: PMC4671997. 9: Wang X, Hu J, Wang P, Zhang S, Liu Y, Xiong W, Liu Q. Analysis of the in vivo and in vitro effects of photodynamic therapy on breast cancer by using a sensitizer, sinoporphyrin sodium. Theranostics. 2015 Apr 6;5(7):772-86. doi: 10.7150/thno.10853. PubMed PMID: 25897341; PubMed Central PMCID: PMC4402500. 10: Lin N, Li C, Wang Z, Zhang J, Ye X, Gao W, Wang A, Jin H, Wei J. A safety study of a novel photosensitizer, sinoporphyrin sodium, for photodynamic therapy in Beagle dogs. Photochem Photobiol Sci. 2015 Apr;14(4):815-32. doi: 10.1039/c4pp00463a. PubMed PMID: 25671327. 11: Hu J, Wang X, Liu Q, Zhang K, Xiong W, Xu C, Wang P, Leung AW. Antitumor effect of sinoporphyrin sodium-mediated photodynamic therapy on human esophageal cancer Eca-109 cells. Photochem Photobiol. 2014 Nov-Dec;90(6):1404-12. doi: 10.1111/php.12333. PubMed PMID: 25142812. 12: Xiong W, Wang X, Hu J, Liu Y, Liu Q, Wang P. Comparative study of two kinds of repeated photodynamic therapy strategies in breast cancer by using a sensitizer, sinoporphyrin sodium. J Photochem Photobiol B. 2016 Jul;160:299-305. doi: 10.1016/j.jphotobiol.2016.04.024. PubMed PMID: 27162175. 13: Hu J, Wang X, Zhang K, Wang P, Su X, Li Y, Huang Z, Liu Q. Sinoporphyrin sodium: a novel sensitizer in sonodynamic therapy. Anticancer Drugs. 2014 Feb;25(2):174-82. doi: 10.1097/CAD.0000000000000031. PubMed PMID: 24100280. 14: Jia MG, Wu HY, Sun LL, Yao CS, Zhang SL, Li YW, Fang QC. [Analysis of porphyrin photosensitizers using HPLC method]. Yao Xue Xue Bao. 2015 Aug;50(8):1021-5. Chinese. PubMed PMID: 26669003. 15: Yan X, Hu H, Lin J, Jin AJ, Niu G, Zhang S, Huang P, Shen B, Chen X. Optical and photoacoustic dual-modality imaging guided synergistic photodynamic/photothermal therapies. Nanoscale. 2015 Feb 14;7(6):2520-6. doi: 10.1039/c4nr06868h. PubMed PMID: 25573051; PubMed Central PMCID: PMC5257288. 16: Xiong W, Wang P, Hu J, Jia Y, Wu L, Chen X, Liu Q, Wang X. A new sensitizer DVDMS combined with multiple focused ultrasound treatments: an effective antitumor strategy. Sci Rep. 2015 Dec 3;5:17485. doi: 10.1038/srep17485. PubMed PMID: 26631871; PubMed Central PMCID: PMC4668354. 17: Li C, Zhang K, Wang P, Hu J, Liu Q, Wang X. Sonodynamic antitumor effect of a novel sonosensitizer on S180 solid tumor. Biopharm Drug Dispos. 2014 Jan;35(1):50-9. PubMed PMID: 24122725.