Dodecyltriphenylphosphonium bromide

HCID 84955

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Basic information

CAS: 15510-55-1
Standard SMILES: CCCCCCCCCCCC[P+](c1ccccc1)(c1ccccc1)c1ccccc1.[Br-]
InChIKey: NSIFOGPAKNSGNW-UHFFFAOYSA-M
Molecular formula: C30H40BrP
Average molar mass: 511.5 g/mol
Monoisotopic mass: 510.20510001

Overview

Dodecyl(triphenyl)phosphonium bromide is an organic bromide salt that containing equal numbers of dodecyl(triphenyl)phosphonium cations and bromide anions. It contains a dodecyl(triphenyl)phosphonium.

Names & identifiers

Preferred name: Dodecyltriphenylphosphonium bromide
IUPAC: dodecyl(triphenyl)phosphanium bromide
English name: Dodecyltriphenylphosphonium bromide
Molecular formula: C30H40BrP
Molecular weight: 511.52

Names & synonyms

Dodecyltriphenylphosphonium bromide15510-55-1dodecyl(triphenyl)phosphonium bromide2OQV5UAF87MYXAL SCHEBI:82638RefChem:135543239-538-8n-Dodecyl triphenylphosphonium bromidePhosphonium, dodecyltriphenyl-, bromidePhosphonium, dodecyltriphenyl-, bromide (1:1)dodecyl(triphenyl)phosphanium;bromide

Show more names

dodecyltriphenylphosphoniumTriphenyldodecylphosphoniumTriphenyl(dodecyl)phosphoniumDodecyltriphenylphosphine bromideDodecyltriphenylphosphoniuM broMidLauryltriphenylphosphonium bromideTriphenyldodecylphosphonium·bromidePHOSPHONIUM,DODECYLTRIPHENYL-,BROMIDE

MFCD00031546dodecyltriphenylphosphanium bromideEINECS 239-538-8AKOS015902300DODECYLTRIPHENYLPHOSPHONIUM BROMIDE [WHO-DD]UNII-2OQV5UAF87(1-Dodecyl)Triphenylphosphonium BromideDodecyl-TPP

Database identifiers

CAS: 15510-55-1
PubChem CID: 84955
DTXSID: DTXSID90935130
ChEMBL: CHEMBL3229257
ChEBI: CHEBI:82638
UNII: 2OQV5UAF87
EC Number: 239-538-8

Properties

Computed structural properties

Topological polar surface area: 0 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 1
Rotatable bonds: 14
Heavy atoms: 32
Formal charge: 0
Complexity: 380

Physicochemical properties

Melting point: 85 · 85-88 °C(lit.)
storage temp.: RT
solubility: Soluble in DMSO (50 mg/ml) or ethanol (25 mg/mL)
form: solid
color: White
Sensitive: Hygroscopic
BRN: 3581921 · 3581921
Stability: 2 years · Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 1 month.
Cosmetics Ingredients Functions: ANTIMICROBIAL
CAS DataBase Reference: 15510 · 15510-55-1(CAS DataBase Reference)
EWG's Food Scores: 1 · 1
FDA UNII: 2 OQV5UAF87 · 2OQV5UAF87
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 280 a-P304+P340-P405-P501a-P261-P305+P351+P338 · P280a-P304+P340-P405-P501a-P261-P305+P351+P338
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-37/39
WGK Germany: 3 · 3

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 43 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

wgk: 3
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-37/39
Hazard statements: H315-H319-H335
Precautionary statements: P280a-P304+P340-P405-P501a-P261-P305+P351+P338

Chemistry & industry

Applications · 1 item

DescriptionDodecyl-TPP (15510-55-1) is a mitochondria-targeting agent which inhibits mitochondrial function inhibiting oxidative phosphorylation and shifting cell metabolism to glycolysis.1 Potently eradicates cancer stem cells (50 nm to 1 mM) selectively over normal cells1. Synergizes with FDA-approved drugs such as doxycycline and niclosamide as well as natural compounds such as berberine. Selectively inhibits the growth of Gram-positive over Gram-negative bacteria.2