Basic information
- CAS
58-72-0- Standard SMILES
C(=C(c1ccccc1)c1ccccc1)c1ccccc1- InChIKey
MKYQPGPNVYRMHI-UHFFFAOYSA-N- Molecular formula
- C20H16
- Average molar mass
- 256.3 g/mol
- Monoisotopic mass
- 256.12520051
Overview
Triphenylethylene is a stilbenoid.
Names & identifiers
- Preferred name
- Triphenylethylene
- IUPAC
- 1,2-diphenylethenylbenzene
- English name
- Triphenylethylene
- Molecular formula
- C20H16
- Molecular weight
- 256.34
Names & synonyms
TRIPHENYLETHYLENE58-72-0TriphenyletheneEthylene, triphenyl-1,1,2-TriphenylethyleneBenzilidenediphenylmethaneDTXSID30223201,2-diphenylvinylbenzeneS4ZLZ1K74BBenzene, 1,1',1''-(1-ethenyl-2-ylidene)tris-DTXCID402320NSC-17535
Show more names
AURORA KA-6581α-phenylstilbenetriphenyl-ethylenALPHA-PHENYLSTILBENE
NSC17535RefChem:191905200-395-1Ethene-1,1,2-triyltribenzene1,2-diphenylethenylbenzene1,2,2-Triphenylethylene(1,2-Diphenylvinyl)benzene(1,2-diphenylethenyl)benzene
Database identifiers
- CAS
58-72-0- PubChem CID
- 6025
- DTXSID
DTXSID3022320- ChEMBL
CHEMBL3115201- ChEBI
CHEBI:35034- UNII
- S4ZLZ1K74B
- EC Number
- 200-395-1
- Nikkaji
- J1.389G、J3.252.092H
Properties
Computed structural properties
- XLogP
- 6.1
- Topological polar surface area
- 0 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 0
- Rotatable bonds
- 3
- Heavy atoms
- 20
- Formal charge
- 0
- Complexity
- 276
Experimental & physicochemical properties
Chemical ClassesOther Classes -> Aromatic Hydrocarbons
SpringerMaterials PropertiesBoiling point
Endocrine DisruptorsPotential endocrine disrupting compound
Physical DescriptionWhite crystalline solid; [Sigma-Aldrich MSDS]
Collision Cross Section153.5 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID3022320]
Physicochemical properties
- Melting point
- 69 · 69-71 °C (lit.)
- Boiling point
- 219 · 219-221°C 14mm
- Density
- 1.0373 · 1.0373
- refractive index
- 1.6292 · 1.6292
- Flash point
- 219 · 219-221°C/14mm
- storage temp.
- 30 °C · Store below +30°C.
- form
- powder
- color
- White
- BRN
- 1867462 · 1867462
- InChI
- InChI=1S/C20H16/c1-4-10-17(11-5-1)16-20(18-12-6-2-7-13-18)19-14-8-3-9-15-19/h1-16H
- InChIKey
- MKYQPGPNVYRMHI-UHFFFAOYSA-N
- SMILES
- C(/C1=CC=CC=C1)=C(\C1=CC=CC=C1)/C1=CC=CC=C1
- CAS DataBase Reference
- 58 · 58-72-0(CAS DataBase Reference)
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 4 ZLZ1K74B · S4ZLZ1K74B
- NIST Chemistry Reference
- 1 · Benzene, 1,1',1''-(1-ethenyl-2-ylidene)tris-(58-72-0)
- EPA Substance Registry System
- Triphenylethylene (58-72-0)
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 7 · GHS07,GHS09
- Signal word
- Warning
- Hazard statements
- 302 · H302-H319-H410
- Precautionary statements
- 273 · P273-P305+P351+P338-P501
- PPE
- 95 · dust mask type N95 (US), Eyeshields, Gloves
- Hazard Codes
- Xn,N,Xi
- Risk Statements
- 22 · 22-36-50/53
- Safety Statements
- 26 · 26-36/37-60-61
- RIDADR
- 3077 · UN 3077 9 / PGIII
- WGK Germany
- 3 · 3
- RTECS
- 4920000 · KX4920000
- Hazard Note
- Irritant
- TSCA
- TSCA listed
- HS Code
- 29029080 · 29029080
- Storage Class
- 11 · 11 - Combustible Solids
Safety & regulation
GHS classification
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P264+P265, P270, P273, P280, P301+P317, P305+P351+P338, P330, P337+P317, P391, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 42 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: Benzene, 1,1',1''-(1-ethenyl-2-ylidene)tris-
Benzene, 1,1',1''-(1-ethenyl-2-ylidene)tris-: Does not have an individual approval but may be used under an appropriate group standard
Hazards Summary
A skin and strong eye irritant; Harmful by ingestion; May cause allergic reactions in sensitive individuals, based on QSAR modeling; Reproductive effects observed in experimental animals; [Sigma-Aldrich MSDS] See Triphenylmethane. See 1,1-Diphenylethylene and 1,2-Diphenylethylene.
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- KX4920000
- ridadr
- UN 3077 9 / PGIII
- hs_code
- 29029080
- risk_code
- 22-36-50/53
- Signal word
- Warning
- Symbol(GHS)
- GHS07,GHS09
- hazard_code
- Xn,N,Xi
- hazard_note
- Irritant
- safety_code
- 26-36/37-60-61
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302-H319-H410
- Precautionary statements
- P273-P305+P351+P338-P501
Chemistry & industry
Pharmacology
MeSH Pharmacological ClassificationCompounds which inhibit or antagonize the action or biosynthesis of estrogenic compounds.
Uses & manufacturing
General Manufacturing InformationBenzene, 1,1',1''-(1-ethenyl-2-ylidene)tris-: ACTIVE
Applications
UsesTriphenylethylene is used in preparation of Esterase activated aggregation-induced luminescent anticancer prodrug.
Upstream & downstream products
Upstream raw materials
Additional notes
DefinitionChEBI: Triphenylethylene is a stilbenoid. It is the core chemical structure of a number of related anti-estrogen compounds. The triphenylethylene antiestrogens, which include idoxifene, toremifene, chlorotrianisene, raloxifene and tamoxifen, act at the level of the estrogen receptor, triggering inhibition or stimulation of estrogen-dependent gene transcription and cellular physiology.
Related reactions
4 records
Compound notes
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