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Hematoporphyrin

CAS No.:
14459-29-1
Catalog Number:
AG001JT2
Molecular Formula:
C34H38N4O6
Molecular Weight:
598.6887
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
100mg
98%
1 week
United States
$157
- +
Product Description
Catalog Number:
AG001JT2
Chemical Name:
Hematoporphyrin
CAS Number:
14459-29-1
Molecular Formula:
C34H38N4O6
Molecular Weight:
598.6887
MDL Number:
MFCD00005077
IUPAC Name:
3-[18-(2-carboxyethyl)-8,13-bis(1-hydroxyethyl)-3,7,12,17-tetramethyl-22,23-dihydroporphyrin-2-yl]propanoic acid
InChI:
InChI=1S/C34H38N4O6/c1-15-21(7-9-31(41)42)27-14-28-22(8-10-32(43)44)16(2)24(36-28)12-29-34(20(6)40)18(4)26(38-29)13-30-33(19(5)39)17(3)25(37-30)11-23(15)35-27/h11-14,19-20,37-40H,7-10H2,1-6H3,(H,41,42)(H,43,44)
InChI Key:
KFKRXESVMDBTNQ-UHFFFAOYSA-N
SMILES:
OC(=O)CCC1=C(C)C2=N/C/1=C\c1[nH]c(c(c1CCC(=O)O)C)/C=C/1\N=C(/C=c/3\[nH]/c(=C\2)/c(C)c3C(O)C)C(=C1C(O)C)C
EC Number:
238-450-7
Properties
Complexity:
1020  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
598.279g/mol
Formal Charge:
0
Heavy Atom Count:
44  
Hydrogen Bond Acceptor Count:
8  
Hydrogen Bond Donor Count:
6  
Isotope Atom Count:
0
Molecular Weight:
598.7g/mol
Monoisotopic Mass:
598.279g/mol
Rotatable Bond Count:
8  
Topological Polar Surface Area:
172A^2
Undefined Atom Stereocenter Count:
2  
Undefined Bond Stereocenter Count:
0
XLogP3:
2.1  
Literature
Title Journal
Mitochondrial reactive oxygen species accelerate the expression of heme carrier protein 1 and enhance photodynamic cancer therapy effect. Journal of clinical biochemistry and nutrition 20140701
Photoinactivation of cell-free human immunodeficiency virus by hematoporphyrin monomethyl ether. Lasers in medical science 20120901
Optical properties of hematoporphyrin monomethyl ether (HMME), a PDT photosensitizer. Photodiagnosis and photodynamic therapy 20120901
Study of interaction between PEG carrier and three relevant drug molecules: piroxicam, paclitaxel, and hematoporphyrin. The journal of physical chemistry. B 20120621
Research progress of Hemoporfin--part one: preclinical study. Photodiagnosis and photodynamic therapy 20120601
Synthesis, radiolabeling, biodistribution and fluorescent imaging of histidine-coupled hematoporphyrin. Nuclear medicine and biology 20120501
Effective treatment of 7,12-dimethylbenz(a)anthracene-induced hamster buccal pouch precancerous lesions by topical photosan-mediated photodynamic therapy. Head & neck 20120401
Fluorescence examination and photodynamic therapy of facial squamous cell carcinoma--a case report. Photodiagnosis and photodynamic therapy 20120301
Hematoporphyrin encapsulated PLGA microbubble for contrast enhanced ultrasound imaging and sonodynamic therapy. Journal of microencapsulation 20120101
Haematoporphyrin based photodynamic therapy combined with hyperthermia provided effective therapeutic vaccine effect against colon cancer growth in mice. International journal of medical sciences 20120101
Effectiveness of photodynamic therapy for the inactivation of Candida spp. on dentures: in vitro study. Photomedicine and laser surgery 20111201
Tolerance and pharmacokinetics of single-dose intravenous hemoporfin in healthy volunteers. Acta pharmacologica Sinica 20111201
HMME-based PDT restores expression and function of transporter associated with antigen processing 1 (TAP1) and surface presentation of MHC class I antigen in human glioma. Journal of neuro-oncology 20111101
Calcium overload induces C6 rat glioma cell apoptosis in sonodynamic therapy. International journal of radiation biology 20111001
Intracellular metabolism, subcellular localization and phototoxicity of HMME/HB in ovarian cancer cells. Anticancer research 20111001
Enhancement of hematoporphyrin IX potential for photodynamic therapy by entrapment in silica nanospheres. Physical chemistry chemical physics : PCCP 20110907
Diverse functions of cationic Mn(III) N-substituted pyridylporphyrins, recognized as SOD mimics. Free radical biology & medicine 20110901
Choosing optimal wavelength for photodynamic therapy of port wine stains by mathematic simulation. Journal of biomedical optics 20110901
Anticancer potency of cytotoxic drugs after exposure to high-intensity focused ultrasound in the presence of microbubbles and hematoporphyrin. Molecular pharmaceutics 20110801
Apoptosis induced by hematoporphyrin monomethyl ether combined with He-Ne laser irradiation in vitro on canine breast cancer cells. Veterinary journal (London, England : 1997) 20110601
Effect of hematoporphyrin monomethyl ether-mediated photodynamic therapy on hypertrophic scar fibroblasts. Photodermatology, photoimmunology & photomedicine 20110401
Establishing an experimental model of photodynamically induced anterior ischemic optic neuropathy. Visual neuroscience 20110301
Inhalable, bioresponsive microparticles for targeted drug delivery in the lungs. The Journal of pharmacy and pharmacology 20110301
Efficacy and safety of hemoporfin in photodynamic therapy for port-wine stain: a multicenter and open-labeled phase IIa study. Photodermatology, photoimmunology & photomedicine 20110201
Improving drug potency and efficacy by nanocarrier-mediated subcellular targeting. Science translational medicine 20110105
Sonodynamic effects of hematoporphyrin monomethyl ether on CNE-2 cells detected by atomic force microscopy. Journal of cellular biochemistry 20110101
In vitro and in vivo targeted delivery of photosensitizers to the tumor cells for enhanced photodynamic effects. Journal of cancer research and therapeutics 20110101
Hematoporphyrin monomethyl ether enhances the killing of ultrasound on osteosarcoma cells involving intracellular reactive oxygen species and calcium ion elevation. Integrative cancer therapies 20101201
Study on the interaction between hematoporphyrin monomethyl ether and DNA and the determination of hematoporphyrin monomethyl ether using the resonance light scattering technique. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20101015
Hematoporphyrin monomethyl ether-mediated photodynamic effects on THP-1 cell-derived macrophages. Journal of photochemistry and photobiology. B, Biology 20101005
Photoinactivation effects of hematoporphyrin monomethyl ether on Gram-positive and -negative bacteria detected by atomic force microscopy. Applied microbiology and biotechnology 20101001
In vitro photosensitization initiated by camphorquinone and phenyl propanedione in dental polymeric materials. Journal of photochemistry and photobiology. B, Biology 20100902
Differences in sensitivity to HMME-mediated photodynamic therapy between EBV+ C666-1 and EBV- CNE2 cells. Photodiagnosis and photodynamic therapy 20100901
Spray-dried microparticles containing polymeric micelles encapsulating hematoporphyrin. The AAPS journal 20100601
Susceptibility of Candida albicans to photodynamic therapy in a murine model of oral candidosis. Oral surgery, oral medicine, oral pathology, oral radiology, and endodontics 20100301
Excited state absorption study in hematoporphyrin IX. Journal of fluorescence 20100101
Therapeutic effect of photodynamic therapy using hematoporphyrin monomethyl ether (HMME) on human cholangiocarcinoma cell line QBC939. Neoplasma 20100101
Combination of bilateral metal stenting and trans-stent photodynamic therapy for palliative treatment of hilar cholangiocarcinoma. Zeitschrift fur Gastroenterologie 20100101
Photosensitizing effect of hematoporphyrin IX on immature stages of Ceratitis capitata (Diptera: Tephritidae). Photochemistry and photobiology 20100101
Effects of photodynamic therapy using hematoporphyrin monomethyl ether on experimental choroidal neovascularization. Photochemistry and photobiology 20100101
Apoptotic effect of sonodynamic therapy mediated by hematoporphyrin monomethyl ether on C6 glioma cells in vitro. Acta neurochirurgica 20091201
Hematoporphyrin monomethyl ether enhances the killing action of ultrasound on osteosarcoma in vivo. Journal of ultrasound in medicine : official journal of the American Institute of Ultrasound in Medicine 20091201
Synthesis of tetraglucosyl- and tetrapolyamine-tetrabenzoporphyrin conjugates for an application in PDT. Bioorganic & medicinal chemistry 20091115
Interaction of porphyrins with human organic anion transporting polypeptide 1B1. Chemico-biological interactions 20091110
Combination of 10% EDTA, Photosan, and a blue light hand-held photopolymerizer to inactivate leading oral bacteria in dentistry in vitro. Journal of applied microbiology 20091101
The binding of analogs of porphyrins and chlorins with elongated side chains to albumin. European biophysics journal : EBJ 20090901
Photodynamic therapy for cholangiocarcinoma: overview and new developments. Current opinion in gastroenterology 20090901
[Effect of ultrasound activating hematoporphyrin on the activities of antioxidative enzymes in mouse hepatoma 22]. Sheng wu yi xue gong cheng xue za zhi = Journal of biomedical engineering = Shengwu yixue gongchengxue zazhi 20090801
Attempt of photodynamic therapy on esophageal varices. Lasers in medical science 20090301
Cellular phototoxicity evoked through the inhibition of human ABC transporter ABCG2 by cyclin-dependent kinase inhibitors in vitro. Pharmaceutical research 20090201
[Role of erythrocyte cytoplasmic structures in changes in the affinity of haemoglobin for oxygen]. Biofizika 20090101
Early events in photodynamic therapy: chemical and physical changes in a POPC:cholesterol bilayer due to hematoporphyrin IX-mediated photosensitization. Photochemistry and photobiology 20090101
Study of photodynamic efficiency of the hematoporphyrin conjugated with antibody to VEGF in mouse Lewis carcinoma. Experimental oncology 20081201
[Observation of bacteria photodynamic inactivation induced by hematoporphvrin monomethyl ether by atomic force microscope]. Wei sheng wu xue bao = Acta microbiologica Sinica 20081001
Sonodynamically induced antitumor effect of hematoporphyrin on Hepatoma 22. Ultrasonics sonochemistry 20080901
In vitro study of haematoporphyrin monomethyl ether-mediated sonodynamic effects on C6 glioma cells. Neurological sciences : official journal of the Italian Neurological Society and of the Italian Society of Clinical Neurophysiology 20080901
Ultrasound exposure in the presence of hematoporphyrin induced loss of membrane integral proteins and inactivity of cell proliferation associated enzymes in sarcoma 180 cells in vitro. Ultrasonics sonochemistry 20080701
Investigation on damage of DNA molecules under irradiation of low frequency ultrasound in the presence of hematoporphyrin-gallium (HP-Ga) complex. Ultrasonics sonochemistry 20080701
Involvement of caspase 8 in apoptosis induced by ultrasound-activated hematoporphyrin in sarcoma 180 cells in vitro. Journal of ultrasound in medicine : official journal of the American Institute of Ultrasound in Medicine 20080401
Membrane fluidity altering and enzyme inactivating in sarcoma 180 cells post the exposure to sonoactivated hematoporphyrin in vitro. Ultrasonics 20080301
Preparation and in vitro biological evaluation of tetrapyrrole ethanolamide derivatives as potential anticancer agents. Bioorganic & medicinal chemistry letters 20080101
Study of the synergistic effect on hepatoma 22 tumor cells by focused ultrasound activation of hematoporphyrin. Journal of ultrasound in medicine : official journal of the American Institute of Ultrasound in Medicine 20080101
Enhancement of ultrasonically induced cytotoxic effect by hematoporphyrin in vitro. Chemotherapy 20080101
Intraperitoneal photodynamic therapy for an ovarian cancer ascite model in Fischer 344 rat using hematoporphyrin monomethyl ether. Cancer science 20071201
Towards environmentally and human friendly insect pest control technologies: photosensitization of leafminer flies Liriomyza bryoniae. Journal of photochemistry and photobiology. B, Biology 20071112
Combination of TLC blotting and gas chromatography-mass spectrometry for analysis of peroxidized cholesterol. Lipids 20071101
[Fluorescence spectroscopy study on photobleaching properties of photosensitizers in photodynamic therapy]. Guang pu xue yu guang pu fen xi = Guang pu 20071001
[Effect of HMME-PDT on hyperplastic scar in rabbit ear model]. Zhonghua zheng xing wai ke za zhi = Zhonghua zhengxing waike zazhi = Chinese journal of plastic surgery 20070901
Catalytic activity of silica gels bound manganese(III)-porphyrin on oxidative reaction of adrenaline. Chemical & pharmaceutical bulletin 20070301
[Photodynamic therapy of pigmented choroidal melanomas in rabbits using hematoporphyrin monomethyl ether]. [Zhonghua yan ke za zhi] Chinese journal of ophthalmology 20070301
Sonodynamic therapy of cancer using novel sonosensitizers. Anticancer research 20070101
Involvement of mitochondria-caspase pathway in Hemoporfin-mediated cell death. Photochemistry and photobiology 20070101
Active photosensitizers in butter detected by fluorescence spectroscopy and multivariate curve resolution. Journal of agricultural and food chemistry 20061227
Development and validation of a sensitive quantification method for hematoporphyrin monomethyl ether in plasma using high-performance liquid chromatography with fluorescence detection. Biomedical chromatography : BMC 20061201
[Photodynamic effect of hematoporphyrin monomethyl ether on ovarian cancer cell line SKOV3]. Ai zheng = Aizheng = Chinese journal of cancer 20060901
Intracellular chemiluminescence activates targeted photodynamic destruction of leukaemic cells. British journal of cancer 20060717
Functional validation of the genetic polymorphisms of human ATP-binding cassette (ABC) transporter ABCG2: identification of alleles that are defective in porphyrin transport. Molecular pharmacology 20060701
Inactivation of methicillin-resistant Staphylococcus aureus (MRSA) by liposome-delivered photosensitising agents. Journal of photochemistry and photobiology. B, Biology 20060501
Radiosensitization of tumours by porphyrins. Cancer letters 20060408
Cellular and antitumor activity of a new diethylene glycol benzoporphyrin derivative (lemuteporfin). Photochemistry and photobiology 20060101
Mechanism of radiosensitization by porphyrins. Journal of environmental pathology, toxicology and oncology : official organ of the International Society for Environmental Toxicology and Cancer 20060101
Phototoxicity of Hemoporfin to ovarian cancer. Biochemical and biophysical research communications 20051111
Role of viscosity and permeability of the erythrocyte plasma membrane in changes in oxygen-binding properties of hemoglobin during diabetes mellitus. Bulletin of experimental biology and medicine 20051101
Effects of bilirubin and phototherapy on osmotic fragility and haematoporphyrin-induced photohaemolysis of normal erythrocytes and spherocytes. Acta paediatrica (Oslo, Norway : 1992) 20051001
Discrimination between two steps in the mitochondrial permeability transition process. The international journal of biochemistry & cell biology 20050901
Allosteric modulation of myristate and Mn(III)heme binding to human serum albumin. Optical and NMR spectroscopy characterization. The FEBS journal 20050901
pH dependent uptake of porphyrin-type photosensitizers by solid tumor cells in vitro is not induced by modification of transmembrane potential. Cancer letters 20050510
Ultraviolet A irradiation induces NF-E2-related factor 2 activation in dermal fibroblasts: protective role in UVA-induced apoptosis. The Journal of investigative dermatology 20050401
Hematoporphyrin monomethyl ether photodynamic damage on HeLa cells by means of reactive oxygen species production and cytosolic free calcium concentration elevation. Cancer letters 20041208
Tissue retention and adverse reaction after intravenous injection of hematoporphyrin derivatives in dogs. The Journal of veterinary medical science 20041201
Photodynamic therapy of brain tumours: evaluation of porphyrin uptake versus clinical outcome. Journal of clinical neuroscience : official journal of the Neurosurgical Society of Australasia 20040801
Synthesis and biological activity of novel platinum(II) complexes of glutamate tethered to hydrophilic hematoporphyrin derivatives. Bioorganic & medicinal chemistry letters 20040607
The antibody-catalyzed water oxidation pathway--a new chemical arm to immune defense? Trends in biochemical sciences 20040501
Development of a test system for mutagenicity of photosensitizers using Drosophila melanogaster. Photochemistry and photobiology 20040401
pH-dependent modification of lipophilicity of porphyrin-type photosensitizers. Photochemistry and photobiology 20040301
Preparation and mass spectrometry of 14 pure and 18O(2)-labeled oxidation products from the phytosterols beta-sitosterol and stigmasterol. Analytical biochemistry 20040201
[The simultaneous measurements of time-dependent laser-induced fluorescence intensity of hematoporphyrin monomethyl ether in animal tissues with rheumatoid arthritis]. Guang pu xue yu guang pu fen xi = Guang pu 20040201
Combined chemotherapeutic and photodynamic treatment on human bladder cells by hematoporphyrin-platinum(II) conjugates. Cancer letters 20040120
Influence of tissue maturation and antioxidants on the apoptotic response of articular cartilage after injurious compression. Arthritis and rheumatism 20040101
Effect of chloroquine wash-out period of photosensitizers in the skin and selected organs in rats. Physiological research 20040101
Synthesis and evaluation of a hematoporphyrin derivative in a folate receptor-targeted solid-lipid nanoparticle formulation. Anticancer research 20040101
Photodynamic effects of anthracyclin derivatives on squamous cell carcinoma cell lines of the head and neck. Lasers in surgery and medicine 20040101
Experimental evidence on possibility to radiosensitize aggressive tumors by porphyrins. Medicina (Kaunas, Lithuania) 20040101
Photodynamic therapy of esophageal varices: experimental studies in animal veins, and first clinical cases. Endoscopy 20031201
pH effects on the cellular uptake of four photosensitizing drugs evaluated for use in photodynamic therapy of cancer. Cancer letters 20030530
Synthesis, biodistribution and antitumor activity of hematoporphyrin-platinum(II) conjugates. Bioorganic & medicinal chemistry 20030417
[Time-resolved fluorescence studies of hematoporphyrin monomethyl ether for photodynamic diagnosis]. Guang pu xue yu guang pu fen xi = Guang pu 20030401
Structural modifications of the permeability transition pore complex in resealed mitochondria induced by matrix-entrapped disaccharides. Archives of biochemistry and biophysics 20030201
Cellular uptake, localization and photodynamic effects of haematoporphyrin derivative in human glioma and squamous carcinoma cell lines. Journal of photochemistry and photobiology. B, Biology 20030201
Collagen secretion after photodynamic therapy versus scar-inducing anti-cancer modalities: an in vitro study. Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology 20020901
Experimental study on photodynamic diagnosis of cancer mediated by chemiluminescence probe. FEBS letters 20020717
Hematoporphyrin-derived soluble porphyrin-platinum conjugates with combined cytotoxic and phototoxic antitumor activity. Journal of medicinal chemistry 20020509
Enhanced antitumor effect of ultrasound in the presence of piroxicam in a mouse air pouch model. Japanese journal of cancer research : Gann 20020201
Low-density lipoprotein receptors in the uptake of tumour photosensitizers by human and rat transformed fibroblasts. The international journal of biochemistry & cell biology 20020101
Photodynamic therapy in head and neck cancer. Current oncology reports 20020101
Comparison of 5-aminolaevulinic acid and porphyrin photosensitization for photodynamic therapy of malignant bronchial stenosis: a clinical pilot study. Lasers in surgery and medicine 20020101
[Diagnosis and treatment of bladder tumors by photodynamic therapy]. Pathologie-biologie 20011201
Photodynamic therapy for superficial bladder cancer. Expert review of anticancer therapy 20011201
The history of photodetection and photodynamic therapy. Photochemistry and photobiology 20011101
Photoradiation of perfused placental tissue--a suitable in vitro model for photodynamic therapy? Archives of gynecology and obstetrics 20011101
Photodynamic activity of the haematoporphyrin derivative with rutin and arginine substituents (HpD-Rut(2)-Arg(2)) against Staphylococcus aureus and Pseudomonas aeruginosa. Pharmacological research 20010901
pH-dependent spectral properties of HpIX, TPPS2a, mTHPP and mTHPC. Photochemistry and photobiology 20010801
On-line incorporation of cloud point extraction to flow injection analysis. Analytical chemistry 20010715
Photosensitive chemical and laser light treatments decrease epizootic hemorrhagic disease virus associated with in vitro produced bovine embryos. Theriogenology 20010501
Photodynamic effect of deuteroporphyrin IX and hematoporphyrin derivatives on single neuron. Biochemical and biophysical research communications 20010301
The effects of singlet oxygen produced by photodynamic action on the mitochondrial permeability transition differ in accordance with the localization of the sensitizer. Archives of biochemistry and biophysics 20010215
An unusual photohaemolytic property of riboflavin. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20010101
The influence of photodynamic therapy on the wound healing process in rats. Journal of biomaterials applications 20010101
Embryotoxicity of TPPS4 and PS 3 photosensitizers in chicken embryo under different light conditions. Neoplasma 20010101
Does new photosensitizer improve photodynamic therapy in advanced esophageal carcinoma? Lasers in surgery and medicine 20010101
[Photoinactivation of microorganisms in the presence of photosensitizers]. Zhurnal mikrobiologii, epidemiologii, i immunobiologii 20010101
Influence of a haematoporphyrin derivative on the protoporphyrin IX synthesis and photodynamic effect after 5-aminolaevulinic acid sensitization in human colon carcinoma cells. British journal of cancer 19970101
Phototherapy of bladder cancer: dose/effect relationships. The Journal of urology 19860801
Experimental porphyric neuropathy: a preliminary report. The Canadian journal of neurological sciences. Le journal canadien des sciences neurologiques 19810501
Charge-transfer complexes of hematoporphyrin having a pharmacological interest. Arzneimittel-Forschung 19770101
Properties