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Triphenyl phosphate

CAT: 0804-HY-Y1322-01Size: 100 gDry Ice: NoHazardous: No
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CAT#:0804-HY-Y1322-01Size:100 g
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Description
Triphenyl phosphate is an organic phosphate flame retardant. Triphenyl phosphate can disrupt placental tryptophan metabolism by activating MAOA/ROS/NFκB, leading to abnormal neurological behavior. Triphenyl phosphate promotes oxidative stress by inducing inflammatory factors like nuclear factor kappa B (NFκB), interleukin-6, and tumor necrosis factor α. Triphenyl phosphate can also cause allergic contact dermatitis[1][2].
CAS Number
115-86-6
UNSPSC
12352005
Hazard Statement
H302, H361, H372, H410
Target
Interleukin Related; Monoamine Oxidase; NF-κB; Reactive Oxygen Species (ROS) ; TNF Receptor
Type
Reference compound
Related Pathways
Apoptosis; Immunology/Inflammation; Metabolic Enzyme/Protease; Neuronal Signaling; NF-κB
Field of Research
Inflammation/Immunology; Neurological Disease
Assay Protocol
https://www.medchemexpress.com/triphenyl-phosphate.html
Purity
99.67
Solubility
DMSO : 100 mg/mL (ultrasonic)
Smiles
O=P(OC1=CC=CC=C1)(OC2=CC=CC=C2)OC3=CC=CC=C3
Molecular Formula
C18H15O4P
Molecular Weight
326.28
Precautions
H302, H361, H372, H410
References & Citations
[1]Xiaoxun Lu, et al. Triphenyl phosphate disrupts placental tryptophan metabolism by activating MAOA/ROS/NFκB. Sci Total Environ. 2023 Dec 15:904:166688.|[2]J G Camarasa, et al. Allergic contact dermatitis from triphenyl phosphate. Contact Dermatitis. 1992 Apr;26 (4) :264-5.
Shipping Conditions
Room Temperature
Storage Conditions
Store at room temperature 3 years
Scientific Category
Reference compound1
Clinical Information
No Development Reported
Isoform
IL-6

Chemical Information

Triphenyl Phosphate

Triphenyl phosphate is an aryl phosphate resulting from the formal condensation of phosphoric acid with 3 mol eq. of phenol. It has a role as a plasticiser and a flame retardant. It is functionally related to a phenol.

CAS Number115-86-6
PubChem CID8289
IUPAC Nametriphenyl phosphate
Molecular FormulaC18H15O4P
Molecular Weight326.3
XLogP4.6
Topological Polar Surface Area44.8
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count4
Rotatable Bond Count6
Heavy Atom Count23
Formal Charge0
Complexity325
SMILES
C1=CC=C(C=C1)OP(=O)(OC2=CC=CC=C2)OC3=CC=CC=C3
InChI
InChI=1S/C18H15O4P/c19-23(20-16-10-4-1-5-11-16,21-17-12-6-2-7-13-17)22-18-14-8-3-9-15-18/h1-15H
InChIKey
XZZNDPSIHUTMOC-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Triphenyl Phosphate
CAS: 115-86-6
CID: 8289
Formula: C18H15O4P
MW: 326.3
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight326.3
XLogP34.6
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count4
Rotatable Bond Count6
Exact Mass326.07079595
Monoisotopic Mass326.07079595
Topological Polar Surface Area44.8 Ų
Heavy Atom Count23
Formal Charge0
Complexity325
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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