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Fimaporfin

CAT: 0013-GTR19223658-01Size: 100 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19223658-01Size:100 mg
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Description
Fimaporfin (TPCS2a) is a chlorin-based photosensitizer synthesized from TPPS2a, comprising three isomers. It is used in photochemical internalization (PCI) research to enhance cellular delivery of membrane-impermeable therapeutic agents in both in vitro and in vivo experimental models.
CAS Number
1443547-43-0
Smiles
O=S (C (C=C1) =CC=C1C2=C (N3) C=CC3=C (C4=CC=CC=C4) C5=NC (C=C5) =C (C6=CC=CC=C6) C (N7) =CC=C7C (C8=CC=C (S (=O) (O) =O) C=C8) =C9N=C2CC9) (O) =O
Molecular Formula
C44H32N4O6S2
Molecular Weight
776.88
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

Fimaporfin

Fimaporfin is a synthetic light-activated compound composed of three benzenesulfonic acid isomers: fimaporfin A (TPCS2a; tetraphenyl chlorin disulfonate), fimaporfin B, and fimaporfin C, with potential photosensitizing activity upon photodynamic therapy (PDT). Upon intradermal administration, fimaporfin is incorporated into the tumor cells' endosome and lysosome membranes. Subsequently, cytotoxic agents are administered and accumulate in the endosomal and lysosomal compartments; upon local activation by light, fimaporfin produces reactive oxygen species (ROS), such as singlet oxygen, damaging endo/lysosomal membranes and accumulated cytotoxic agents are released into the tumor cell cytosol. This photochemical internalization (PCI) method can enhance the efficacy and selectivity of cytotoxic agents.

CAS Number1443547-43-0
PubChem CID135565128
IUPAC Name4-[10,15-diphenyl-20-(4-sulfophenyl)-2,3,22,24-tetrahydroporphyrin-5-yl]benzenesulfonic acid;4-[10,15-diphenyl-20-(4-sulfophenyl)-12,13,22,24-tetrahydroporphyrin-5-yl]benzenesulfonic acid;4-[15,20-diphenyl-10-(4-sulfophenyl)-2,3,21,23-tetrahydroporphyrin-5-yl]benzenesulfonic acid
Molecular FormulaC132H96N12O18S6
Molecular Weight2330.6
Topological Polar Surface Area549
Hydrogen Bond Donor Count12
Hydrogen Bond Acceptor Count24
Rotatable Bond Count18
Heavy Atom Count168
Formal Charge0
Complexity4360
SMILES
C1CC2=C(C3=NC(=C(C4=CC=C(N4)C(=C5C=CC(=N5)C(=C1N2)C6=CC=CC=C6)C7=CC=CC=C7)C8=CC=C(C=C8)S(=O)(=O)O)C=C3)C9=CC=C(C=C9)S(=O)(=O)O.C1CC2=NC1=C(C3=CC=C(N3)C(=C4C=CC(=N4)C(=C5C=CC(=C2C6=CC=CC=C6)N5)C7=CC=C(C=C7)S(=O)(=O)O)C8=CC=C(C=C8)S(=O)(=O)O)C9=CC=CC=C9.C1CC2=NC1=C(C3=CC=C(N3)C(=C4C=CC(=N4)C(=C5C=CC(=C2C6=CC=C(C=C6)S(=O)(=O)O)N5)C7=CC=CC=C7)C8=CC=CC=C8)C9=CC=C(C=C9)S(=O)(=O)O
InChI
InChI=1S/3C44H32N4O6S2/c3*49-55(50,51)31-15-11-29(12-16-31)43-37-23-21-35(46-37)41(27-7-3-1-4-8-27)33-19-20-34(45-33)42(28-9-5-2-6-10-28)36-22-24-38(47-36)44(40-26-25-39(43)48-40)30-13-17-32(18-14-30)56(52,53)54/h1-18,21-26,46-47H,19-20H2,(H,49,50,51)(H,52,53,54);1-21,23,25-26,46-47H,22,24H2,(H,49,50,51)(H,52,53,54);1-24,46-47H,25-26H2,(H,49,50,51)(H,52,53,54)
InChIKey
AINQERPKMNDVQT-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Fimaporfin
CAS: 1443547-43-0
CID: 135565128
Formula: C132H96N12O18S6
MW: 2330.6
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight2330.6
Hydrogen Bond Donor Count12
Hydrogen Bond Acceptor Count24
Rotatable Bond Count18
Exact Mass2329.5323361
Monoisotopic Mass2328.5289813
Topological Polar Surface Area549 Ų
Heavy Atom Count168
Formal Charge0
Complexity4360
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count3
Compound Is CanonicalizedYes

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