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Protoporphyrin IX

Protoporphyrin IX structure

CAS No:
553-12-8
Formula:
C34H34N4O4
Chemical Name:
Protoporphyrin IX
Synonyms:
21H,23H-Porphine-2,18-dipropanoic acid,7,12-diethenyl-3,8,13,17-tetramethyl-;Protoporphyrin IX;2,18-Porphinedipropionic acid,3,8,13,17-tetramethyl-7,12-divinyl-;7,12-Diethenyl-3,8,13,17-tetramethyl-21H,23H-porphine-2,18-dipropanoic acid;Ooporphyrin;NSC 2632;NSC 177389;Protoporphyrin;Kammerer's porphyrin;Levulan;1818-68-4;37188-04-8;42183-71-1;50312-31-7;61320-51-2;63872-77-5;68034-48-0;75440-82-3;75460-41-2;75599-49-4;75750-98-0;227475-00-5;263148-77-2;392312-74-2;562103-89-3;673437-82-6;720672-66-2;880014-89-1;885267-29-8;942418-20-4;1005309-17-0;1018811-74-9;1057726-94-9;1185235-79-3;1564276-52-3;1650010-82-4
Categories:
Active Pharmaceutical Ingredients > Digestive System Drugs

Description

Protoporphyrin IX is the final intermediate in the heme biosynthetic pathway.

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 photosensitizing agent, a metabolite, an Escherichia coli metabolite and a mouse metabolite. It is a conjugate acid of a protoporphyrinate and a protoporphyrin(2-).|Protoporphyrin IX is a tetrapyrrole containing 4 methyl, 2 propionic and 2 vinyl side chains that is a metabolic precursor for hemes, cytochrome c and chlorophyll. Protoporphyrin IX is produced by oxidation of the methylene bridge of protoporphyrinogen by the enzyme protoporphyrinogen oxidase.

Protoporphyrin IX Basic Attributes

Molecular Weight：

562.66

Exact Mass：

562.66

EC Number：

209-033-7

UNII：

C2K325S808

NSC Number：

757839|2632

DSSTox ID：

DTXSID4048353

NCI Thesaurus Code：

C785

Characteristics

PSA：

132

XLogP3：

7.33

Appearance：

purple Powder

Density：

1.3±0.1 g/cm3

Melting Point：

>300 °C @ Solvent: Acetone

Boiling Point：

1122.0±65.0 °C at 760 mmHg

Flash Point：

632.4±34.3 °C

Refractive Index：

1.674

Water Solubility：

106.9mg/L(25 ºC)

Storage Conditions：

2-8°C

Collision Cross Section：

241.4 Å² [M+H]+ [CCS Type: DT, Method: single field calibrated with Agilent tune mix (Agilent)]|245.23 Å² [M-H]- [CCS Type: DT, Method: single field calibrated with Agilent tune mix (Agilent)]|241.3 Å² [M+H]+ [CCS Type: DT, Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]|238.8 Å² [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

36/37/38

safety instructions：

26-36

Marks：

Precautionary statement(s)：

P280-P305 + P351 + P338-P337 + P313

Hazard Statements：

H315-H319-H335

GHS Classification：

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 101 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

MeSH：

Drugs that are pharmacologically inactive but when exposed to ultraviolet radiation or sunlight are converted to their active metabolite to produce a beneficial reaction affecting the diseased tissue. These compounds can be administered topically or systemically and have been used therapeutically to treat psoriasis and various types of neoplasms. (See all compounds classified as Photosensitizing Agents.)

MeSH Entry Terms：

PPIX

Protoporphyrin IX Use and Manufacturing

Uses

hepatoprotectant

Manufacturing Info：

21H,23H-Porphine-2,18-dipropanoic acid, 7,12-diethenyl-3,8,13,17-tetramethyl-: INACTIVE

Computed Properties

Molecular Weight:562.7
XLogP3:4.6
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:8
Exact Mass:562.25800558
Monoisotopic Mass:562.25800558
Topological Polar Surface Area:132
Heavy Atom Count:42
Complexity:1010
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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