Basic information
- CAS
553-12-8- Standard SMILES
C=Cc1c(C)c2cc3[nH]c(cc4nc(cc5nc(cc1[nH]2)C(C)=C5CCC(=O)O)C(CCC(=O)O)=C4C)c(C)c3C=C- InChIKey
ZCFFYALKHPIRKJ-UHFFFAOYSA-N- Molecular formula
- C34H34N4O4
- Average molar mass
- 562.7 g/mol
- Monoisotopic mass
- 562.25800558
Overview
Protoporphyrin is a cyclic tetrapyrrole that consists of porphyrin bearing four methyl substituents at positions 3, 8, 13 and 17, two vinyl substituents at positions 7 and 12 and two 2-carboxyethyl substituents at positions 2 and 18. The parent of the class of protoporphyrins. It has a role as a metabolite, a photosensitizing agent, a mouse metabolite and an Escherichia coli metabolite. It is a conjugate acid of a protoporphyrinate and a protoporphyrin(2-).
Names & identifiers
- Preferred name
- protoporphyrin IX
- IUPAC
- 3-[18-(2-carboxyethyl)-8,13-bis(ethenyl)-3,7,12,17-tetramethyl-22,23-dihydroporphyrin-2-yl]propanoic acid
- English name
- Protoporphyrin IX
- Molecular formula
- C34H34N4O4
- Molecular weight
- 562.66
Names & synonyms
protoporphyrin IXprotoporphyrin553-12-8OoporphyrinProtoporpyrin IXProtoporphyrin IX disodiumPorphyrinogen IXKammerer's prophyrin3-[18-(2-carboxyethyl)-8,13-bis(ethenyl)-3,7,12,17-tetramethyl-22,23-dihydroporphyrin-2-yl]propanoic acidH2ppIXKammerer's porphyrinMLS001074731
Show more names
PPIXZINC PROTOPORPHYRINZINC PROTOPORPHYRIN IXZINC PROTOPORPHYRIN-92,18-Porphinedipropionic acid, 3,8,13,17-tetramethyl-7,12-divinyl-ZNPP-9185646PROTOPORPHYRIN-9
CHEBI:15430NSC2632C34H34N4O4NSC-2632MFCD001511093,7,12,17-Tetramethyl-8,13-divinyl-2,18-porphinedipropionic acidSMR00012740521H,23H-Porphine-2,18-dipropanoic acid, 7,12-diethenyl-3,8,13,17-tetramethyl-
Database identifiers
- CAS
553-12-8
Properties
Computed structural properties
- XLogP
- 4.6
- Topological polar surface area
- 132 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 8
- Heavy atoms
- 42
- Formal charge
- 0
- Complexity
- 1,010
Experimental & physicochemical properties
Collision Cross Section
241.4 Ų [M+H]+ [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]
241.3 Ų [M+H]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]
238.8 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Physicochemical properties
- Melting point
- 300 °C · >300 °C(Solv: acetone (67-64-1))
- Boiling point
- 629.06 °C · 629.06°C (rough estimate)
- Density
- 1.1829 · 1.1829 (rough estimate)
- refractive index
- 1.6 · 1.6000 (estimate)
- storage temp.
- 2 · 2-8°C
- solubility
- DMSO (Slightly)
- form
- Powder
- color
- purple
- Water Solubility
- 106.9 mg/L · 106.9mg/L(25 ºC)
- Sensitive
- light sensitive
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- F
- 8-10-23
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- tsca
- TSCA listed
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-36
- Storage Class
- 11 - Combustible Solids
- target organs
- Respiratory system
- Hazard statements
- H315-H319-H335
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2STOT SE 3
- Precautionary statements
- P261-P264-P271-P280-P302+P352-P305+P351+P338
Chemistry & industry
Applications
Useshepatoprotectant
UsesProtoporphyrin IX has been used:as a standard in protoporphyrin assaysin fluorescence spectra analysisto treat cells in cell culture to study heme-mediated ferroportin 1 transcription
General DescriptionProtoporphyrin IX belongs to the porphyrin family, which are a class of tetrapyrroles. It is the iron-free form of hemin and amphiphilic in nature. It is the precursor of heme in its biosynthetic pathway.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers100 total
湖北永阔科技有限公司027-59223108 15972152991 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
成都彼样生物科技有限公司18108052721 · [email protected]
成都健腾生物技术有限公司028-85159085 18080455027 · [email protected]
T&W GROUP
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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