protoporphyrin IX
ooporphyrin
 
Notes:
Obt. by demetallation of Haemin, occurs in small amounts in faeces. Brown pigment (Ooporphyrin) of birds' eggs. Isol. from Atolla wyvillei (CCD)
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      Product(s):
      553-12-8 Protoporphyrin IX ≥95%
      Created by the enzyme protoporphyrinogen oxidase, protoporphyrin IX is an important precursor to biologically essential prosthetic groups. Metabolism of porphyrin
       
       
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CAS Number: 553-12-8Picture of molecule3D/inchi
Other(deleted CASRN): 1005309-17-0
ECHA EINECS - REACH Pre-Reg: 209-033-7
FDA UNII: C2K325S808
Nikkaji Web: J15.490C
Beilstein Number: 380795
MDL: MFCD00151109
XlogP3-AA: 4.60 (est)
Molecular Weight: 562.66978000
Formula: C34 H34 N4 O4
NMR Predictor: Predict (works with chrome or firefox)
Category: natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
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Google Scholar: with word "odor"Search
Google Patents: Search
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Pubchem Patents: Search
PubMed: Search
NCBI: Search
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Soluble in:
 water, 169 mg/L @ 25 °C (exp)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
BOC Sciences
For experimental / research use only.
Protoporphyrin IX ≥95%
Odor: characteristic
Use: Created by the enzyme protoporphyrinogen oxidase, protoporphyrin IX is an important precursor to biologically essential prosthetic groups. Metabolism of porphyrin
Santa Cruz Biotechnology
For experimental / research use only.
Protoporphyrin-9 ≥95%
Sigma-Aldrich: Sigma
For experimental / research use only.
Protoporphyrin IX ≥95%
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Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: natural substances and extractives
Recommendation for protoporphyrin IX usage levels up to:
 not for fragrance use.
 
Recommendation for protoporphyrin IX flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
ClinicalTrials.gov: search
AIDS Citations: Search
Cancer Citations: Search
Toxicology Citations: Search
EPA Substance Registry Services (TSCA): 553-12-8
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 4971
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 3
 3-[18-(2-carboxyethyl)-8,13-bis(ethenyl)-3,7,12,17-tetramethyl-22,23-dihydroporphyrin-2-yl]propanoic acid
Chemidplus: 0000553128
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References:
 3-[18-(2-carboxyethyl)-8,13-bis(ethenyl)-3,7,12,17-tetramethyl-22,23-dihydroporphyrin-2-yl]propanoic acid
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 4971
Pubchem (cas): 553-12-8
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Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
CHEBI: View
CHEMBL: View
KEGG (GenomeNet): C02191
HMDB (The Human Metabolome Database): HMDB00241
FooDB: FDB004277
YMDB (Yeast Metabolome Database): YMDB00055
Export Tariff Code: 2933.90.9500
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 beet root
Search Trop  Picture
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Synonyms:
3-[18-(2-carboxyethyl)-8,13-bis(ethenyl)-3,7,12,17-tetramethyl-22,23-dihydroporphyrin-2-yl]propanoic acid
 ooporphyrin
21H,23H-porphine-2,18-dipropanoic acid, 7,12-diethenyl-3,8,13,17-tetramethyl-
2,18-porphinedipropionic acid, 3,8,13,17-tetramethyl-7,12-divinyl- (8CI)
3,3'-(3,7,12,17-tetramethyl-8,13-divinylporphine-2,18-diyl)di(propionic acid)
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Articles:
PubMed: Influence of meat source, pH and production time on zinc protoporphyrin IX formation as natural colouring agent in nitrite-free dry fermented sausages.
PubMed: Subcritical water-hydrolyzed fish collagen ameliorates survival of endotoxemic mice by inhibiting HMGB1 release in a HO-1-dependent manner.
PubMed: Upregulation of heme oxygenase-1 mediates the anti-inflammatory activity of casein glycomacropeptide (GMP) hydrolysates in LPS-stimulated macrophages.
PubMed: Heme-oxygenase-1 Production by Intestinal CX3CR1(+) Macrophages Helps to Resolve Inflammation and Prevents Carcinogenesis.
PubMed: Egg production and egg quality in free-range laying hens housed at different outdoor stocking densities.
PubMed: Hydroxypyridinone and 5-Aminolaevulinic Acid Conjugates for Photodynamic Therapy.
PubMed: Effect of 4-hydroxy-2-nonenal on myoglobin-mediated lipid oxidation when varying histidine content and hemin affinity.
PubMed: Effects of Processing Temperature on Color Properties of Dry-Cured Hams Made without Nitrite.
PubMed: Bisphenol A effects on the chlorophyll contents in soybean at different growth stages.
PubMed: 15-Deoxy-Δ(12,14)-prostaglandin J2 stabilizes hypoxia inducible factor-1α through induction of heme oxygenase-1 and direct modification ofprolyl-4-hydroxylase 2.
PubMed: Mg-Protoporphyrin IX Signals Enhance Plant's Tolerance to Cold Stress.
PubMed: Serum thioredoxin reductase is highly increased in mice with hepatocellular carcinoma and its activity is restrained by several mechanisms.
PubMed: CdTe/CdSe quantum dot-based fluorescent aptasensor with hemin/G-quadruplex DNzyme for sensitive detection of lysozyme using rolling circle amplification and strand hybridization.
PubMed: Curcumin attenuates quinocetone induced apoptosis and inflammation via the opposite modulation of Nrf2/HO-1 and NF-kB pathway in human hepatocyte L02 cells.
PubMed: Intracellular Dual Fluorescent Lightup Bioprobes for Image-Guided Photodynamic Cancer Therapy.
PubMed: Involvement of Mouse Constitutive Androstane Receptor in Acifluorfen-Induced Liver Injury and Subsequent Tumor Development.
PubMed: Measurement of haem and total iron in fish, shrimp and prawn using ICP-MS: Implications for dietary iron intake calculations.
PubMed: A Label-Free and Sensitive Fluorescent Qualitative Assay for Bisphenol A Based on Rolling Circle Amplification/Exonuclease III-Combined Cascade Amplification.
PubMed: Formation of naturally occurring pigments during the production of nitrite-free dry fermented sausages.
PubMed: Tenuigenin exhibits anti-inflammatory activity via inhibiting MAPK and NF-κB and inducing Nrf2/HO-1 signaling in macrophages.
PubMed: Magnetic nanoparticles-cooperated fluorescence sensor for sensitive and accurate detection of DNA methyltransferase activity coupled with exonuclease III-assisted target recycling.
PubMed: Microglial HO-1 induction by curcumin provides antioxidant, antineuroinflammatory, and glioprotective effects.
PubMed: The Cytoprotective Effect of Petalonia binghamiae Methanol Extract against Oxidative Stress in C2C12 Myoblasts: Mediation by Upregulation of Heme Oxygenase-1 and Nuclear Factor-Erythroid 2 Related Factor 2.
PubMed: Assessment of the action spectrum for photooxidation in full fat bovine milk.
PubMed: Sargassum horneri methanol extract rescues C2C12 murine skeletal muscle cells from oxidative stress-induced cytotoxicity through Nrf2-mediated upregulation of heme oxygenase-1.
PubMed: Identification and characterization of [6]-shogaol from ginger as inhibitor of vascular smooth muscle cell proliferation.
PubMed: Design, synthesis and biological evaluation of 5-aminolaevulinic acid/3-hydroxypyridinone conjugates as potential photodynamic therapeutical agents.
PubMed: Determination of selected protoporphyrins in parma ham with use of 5,10,15,20-tetra(4-hydroxyphenyl)porphyrin as a surrogate standard in the recovery study.
PubMed: A DNA nanomachine based on rolling circle amplification-bridged two-stage exonuclease III-assisted recycling strategy for label-free multi-amplified biosensing of nucleic acid.
PubMed: Highly sensitive fluorescence assay of DNA methyltransferase activity by methylation-sensitive cleavage-based primer generation exponential isothermal amplification-induced G-quadruplex formation.
PubMed: A comparative study of zinc protoporphyrin IX-forming properties of animal by-products as sources for improving the color of meat products.
PubMed: Effects of bisphenol A on chlorophyll synthesis in soybean seedlings.
PubMed: Myoglobin and haemoglobin-mediated lipid oxidation in washed muscle: observations on crosslinking, ferryl formation, porphyrin degradation, and haemin loss rate.
PubMed: Monosodium urate crystals trigger Nrf2- and heme oxygenase-1-dependent inflammation in THP-1 cells.
PubMed: Type 2 diabetic conditions in Otsuka Long-Evans Tokushima Fatty rats are ameliorated by 5-aminolevulinic acid.
PubMed: Ultrasensitive fluorescence detection of nucleic acids using exonuclease III-induced cascade two-stage isothermal amplification-mediated zinc (II)-protoporphyrin IX/G-quadruplex supramolecular fluorescent nanotags.
PubMed: Heme oxygenase-1 induction alters chemokine regulation and ameliorates human immunodeficiency virus-type-1 infection in lipopolysaccharide-stimulated macrophages.
PubMed: The protective effect of alpha-lipoic Acid in lipopolysaccharide-induced acute lung injury is mediated by heme oxygenase-1.
PubMed: Lipid oxidation in trout muscle is strongly inhibited by a protein that specifically binds hemin released from hemoglobin.
PubMed: Dye Sensitizers for Photodynamic Therapy.
PubMed: Bilirubin participates in protecting of heme oxygenase-1 induction by quercetin against ethanol hepatotoxicity in cultured rat hepatocytes.
PubMed: Polygonum viviparum L. inhibits the lipopolysaccharide-induced inflammatory response in RAW264.7 macrophages through haem oxygenase-1 induction and activation of the Nrf2 pathway.
PubMed: Heme binding to human alpha-1 proteinase inhibitor.
PubMed: Effects of different storage conditions on quality related porphyrin fluorescence signatures of pork slices.
PubMed: Hydroxytyrosol induces proliferation and cytoprotection against oxidative injury in vascular endothelial cells: role of Nrf2 activation and HO-1 induction.
PubMed: Anti-inflammatory activity of Angelica dahurica ethanolic extract on RAW264.7 cells via upregulation of heme oxygenase-1.
PubMed: Regulation and gene expression of heme synthesis under heavy metal exposure--review.
PubMed: In vivo uptake of a haem analogue Zn protoporphyrin IX by the human malaria parasite P. falciparum-infected red blood cells.
PubMed: Nitric oxide inhibits the formation of zinc protoporphyrin IX and protoporphyrin IX.
PubMed: Assessment of the quality attributes of cod caviar paste by means of front-face fluorescence spectroscopy.
PubMed: Formation of zinc protoporphyrin IX in Parma-like ham without nitrate or nitrite.
PubMed: The plant phenolic diterpene carnosol suppresses sodium nitroprusside-induced toxicity in c6 glial cells.
PubMed: Color formation in nitrite-free dried hams as related to Zn-protoporphyrin IX and Zn-chelatase activity.
PubMed: Luteolin suppresses cisplatin-induced apoptosis in auditory cells: possible mediation through induction of heme oxygenase-1 expression.
PubMed: Intragastric administration with recombinant Lactococcus lactis producing heme oxygenase-1 prevents lipopolysaccharide-induced endotoxemia in rats.
PubMed: Curcumin attenuates dimethylnitrosamine-induced liver injury in rats through Nrf2-mediated induction of heme oxygenase-1.
PubMed: Effects of manipulating the nitric oxide/cyclic GMP pathway on bovine oocyte meiotic resumption in vitro.
PubMed: Mass spectrometric evidence for a zinc-porphyrin complex as the red pigment in dry-cured Iberian and Parma ham.
PubMed: Possible role of creatine concentrations in the brain in regulating appetite and weight.
PubMed: Protective effects of Korean herbal remedy against oxidative stress in cardiomyocytes.
PubMed: The weight loss elicited by cobalt protoporphyrin is related to decreased activity of nitric oxide synthase in the hypothalamus.
PubMed: Optimal fluorescence excitation and emission bands for detection of fecal contamination.
PubMed: The breast cancer resistance protein protects against a major chlorophyll-derived dietary phototoxin and protoporphyria.
PubMed: Synthesis, herbicidal activity, and mode of action of IR 5790.
PubMed: Singlet oxygen-triggered immediate preprogrammed apoptosis.
PubMed: Curcumin, an antioxidant and anti-inflammatory agent, induces heme oxygenase-1 and protects endothelial cells against oxidative stress.
PubMed: Red meat and colon cancer: the cytotoxic and hyperproliferative effects of dietary heme.
PubMed: Cytotoxic and porphyrinogenic effects of diphenyl ethers in cultured rat hepatocytes: chlornitrofen (CNP), CNP-amino, chlomethoxyfen and bifenox.
PubMed: UVA1 radiation triggers two different final apoptotic pathways.
PubMed: Inhibition of hemozoin formation in Plasmodium falciparum trophozoite extracts by heme analogs: possible implication in the resistance to malaria conferred by the beta-thalassemia trait.
PubMed: [The chemistry of porphyrins and their precursors on the heme biosynthetic chain].
PubMed: Mechanisms of chlorophyllin anticarcinogenesis against aflatoxin B1: complex formation with the carcinogen.
PubMed: Influence of dietary calcium on lead poisoning in mallard ducks (Anas platyrynchos).
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