This compound is insoluble directly in aqueous buffers or medium. The product is tested for solubility in DMSO at a minimum of 2 mg/mL. Other sources indicate that the material may be soluble at a range of 14 – 18 mg/mL in DMSO and up to 50 mg/mL in DMSO with sonication. The stability of this product in solution has not been investigated. However, additional sources indicate stock solutions prepared in DMSO may be stored in aliquots at -20 °C for 1 – 3 months, when protected from light. Working solutions diluted with aqueous buffer or medium are not recommended for storage and should be prepared fresh. This information has not been validated.
SML0534
Verteporfin
≥94% (HPLC), powder, YAP-TEA domain interaction inhibitor
Verteporfin
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Synonym(s):
(4R,4aS)-rel-18-ethenyl-4,4a-dihydro-3,4-bis(methoxycarbonyl)-4a,8,14,19-tetramethyl-24H,26H-Benzo[b]porphine-9,13-dipropanoic acid monomethyl ester, Visudyne, trans-18-ethenyl-4,4a-dihydro-3,4-bis(methoxycarbonyl)-4a,8,14,19-tetramethyl-23H,25H-Benzo[b]porphine-9,13-dipropanoic acid monomethyl ester
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About This Item
Empirical Formula (Hill Notation):
C41H42N4O8
CAS Number:
Molecular Weight:
718.79
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Assay:
≥94% (HPLC)
Form:
powder
Storage condition:
desiccated, protect from light
Pricing and availability is not currently available.
Product Name
Verteporfin, ≥94% (HPLC)
Quality Segment
assay
≥94% (HPLC)
form
powder
storage condition
desiccated, protect from light
solubility
DMSO: 2 mg/mL, clear (warmed)
storage temp.
−20°C
SMILES string
CC(C(/C=C1[C@@]2(C)C(/C(N/1)=C/3)=CC=C(C(OC)=O)[C@H]2C(OC)=O)=N/4)=C(CCC(OC)=O)C4=C\C5=C(CCC(O)=O)C(C)=C(/C=C6C(C=C)=C(C)C3=N/6)N5.CC(C(/C=C7[C@@]8(C)C(/C(N/7)=C/9)=CC=C(C(OC)=O)[C@H]8C(OC)=O)=N/%10)=C(CCC(O)=O)C%10=C\C%11=C(CCC(OC)=O)C(C)=C(/C=C%12C(C=C)
InChI
1S/2C41H42N4O8/c1-9-23-20(2)29-17-34-27-13-10-26(39(49)52-7)38(40(50)53-8)41(27,5)35(45-34)19-30-22(4)24(11-14-36(46)47)32(44-30)18-33-25(12-15-37(48)51-6)21(3)28(43-33)16-31(23)42-29;1-9-23-20(2)29-17-34-27-13-10-26(39(49)52-7)38(40(50)53-8)41(27,5)35(45-34)19-30-22(4)25(12-15-37(48)51-6)33(44-30)18-32-24(11-14-36(46)47)21(3)28(43-32)16-31(23)42-29/h2*9-10,13,16-19,38,43,45H,1,11-12,14-15H2,2-8H3,(H,46,47)/b31-16-,32-18-,34-17-,35-19-;31-16-,33-18-,34-17-,35-19-/t2*38-,41+/m00/s1
InChI key
YHNBVDZVUQFVLS-SKJZPIBWSA-N
Application
Verteporfin has been used as a photosensitizer. It is also used as an inhibitor of YAP (Yes-associated protein)-TEA domain (TEAD) interaction.
Biochem/physiol Actions
Verteporfin is a photosensitizer for photodynamic therapy to eliminate the abnormal blood vessels in the eye associated with conditions such as macular degeneration. Verteporfin accumulates in abnormal blood vessels and, when stimulated by nonthermal red light with a wavelength of 693 nm in the presence of oxygen, produces highly reactive short-lived singlet oxygen and other reactive oxygen radicals, resulting in local damage to the endothelium and blockage of the vessels. Verteporfin localizes predominantly in mitochondria.
Verteporfin is a photosensitizer for photodynamic therapy.
Verteporfin has an ability to disrupt the interaction between YAP (Yes-associated protein)/TAZ (transcriptional coactivator with PDZ-binding motif) and TEA domain (TEAD) complex. It also reduces the viability of the ovarian cancer cells and almost eliminates cell migration. Therefore, verteporfin might be considered as a potent therapeutic for ovarian cancer.
Other Notes
Light sensitive
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This Item | |||
|---|---|---|---|
| description ≥94% (HPLC) | description United States Pharmacopeia (USP) Reference Standard | description ≥98% (HPLC) | description ≥98% (HPLC), powder |
| assay ≥94% (HPLC) | assay - | assay ≥98% (HPLC) | assay ≥98% (HPLC) |
| form powder | form - | form powder | form powder |
| Quality Level 100 | Quality Level - | Quality Level 100 | Quality Level 100 |
| storage temp. −20°C | storage temp. −20°C | storage temp. 2-8°C | storage temp. room temp |
| solubility DMSO: 2 mg/mL, clear (warmed) | solubility - | solubility DMSO: >15 mg/mL | solubility DMSO: 5 mg/mL, clear (warmed) |
| storage condition desiccated, protect from light | storage condition - | storage condition - | storage condition - |
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Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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How long does the product last dissolved in DMSO or cell culture media, in the dark, in the -20 celsius?
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