Xanthone
Completing data — refresh the page later to see the latest
Basic information
- CAS
90-47-1- Standard SMILES
O=c1c2ccccc2oc2ccccc12- InChIKey
JNELGWHKGNBSMD-UHFFFAOYSA-N- Molecular formula
- C13H8O2
- Average molar mass
- 196.2 g/mol
- Monoisotopic mass
- 196.0524295
Overview
Xanthone is the parent compound of the xanthone class consisting of xanthene bearing a single oxo substituent at position 9. It has a role as an insecticide.
Names & identifiers
- Preferred name
- Xanthone
- IUPAC
- xanthen-9-one
- English name
- Xanthone
- Molecular formula
- C13H8O2
- Molecular weight
- 196.2
Names & synonyms
XANTHONE9H-Xanthen-9-one90-47-1Xanthen-9-one9-XanthenoneBenzophenone oxideXanthenone9-OxoxantheneGenicide9-XanthoneDiphenylene ketone oxideDibenzo-gamma-pyrone
Show more names
XantoneE 6Santhone
9H-Xanthene, 9-oxo-DTXSID60217959749WEV0CANSC-14978DTXCID201795CHEBI:37647RefChem:195149201-997-7
Database identifiers
- CAS
90-47-1- PubChem CID
- 7020
- DTXSID
DTXSID6021795- ChEMBL
CHEMBL186784- ChEBI
CHEBI:37647- UNII
- 9749WEV0CA
- EC Number
- 201-997-7
- Nikkaji
- J4.319B
Properties
Computed structural propertiesFilling in
- XLogP
- 3.4
- Topological polar surface area
- 26.3 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 0
- Heavy atoms
- 15
- Formal charge
- 0
- Complexity
- 237
Experimental & physicochemical properties
Chemical ClassesOther Classes -> Other Aromatic Compounds
PolymersPolycyclic aromatic compound
SpringerMaterials PropertiesSchoenflies notation
LogP3.39
Vapor Pressure0.0000585 [mmHg]
Physical DescriptionSolid; [Merck Index] Off-white powder; [Alfa Aesar MSDS]
Collision Cross Section
135.2 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: APCI+; Dataset: TOXCAST; Source Identifier: DTXSID6021795]
139.08 Ų [M+Na]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Physicochemical properties
- Melting point
- 172 · 172-174 °C(lit.)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H301 (97.6%): Toxic if swallowed [Danger Acute toxicity, oral]
P264, P270, P301+P316, P321, P330, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 41 reports by companies from 3 notifications to the ECHA C&L Inventory.
Hazard information
Regulatory Information
Chemical: 9H-Xanthen-9-one
9H-Xanthen-9-one: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryOral lethal-dose (rat) > 500 mg/kg; [RTECS] An irritant; [Alfa Aesar MSDS] See Fluorescein sodium and Thioxanthone.
Hazard Classes and CategoriesAcute Tox. 3 (97.6%)
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Faceshields, Gloves
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- ZD5711000
- ridadr
- UN 2811 6.1/PG 3
- hs_code
- 29329990
- risk_code
- 22
- Signal word
- Danger
- Symbol(GHS)
- GHS06
- hazard_code
- Xn,Xi
- hazard_note
- Irritant
- safety_code
- 24/25-62-45
Chemistry & industry
Uses & manufacturing
UsesUsed to make xanthydrol and as an ovicide for codling moth eggs (less effective as larvicide); [Merck Index]
General Manufacturing Information9H-Xanthen-9-one: ACTIVE
Applications
DescriptionXanthone is a compound that has been shown to have a significant cytotoxicity against HL-60 cells and to inhibit the cyclase enzyme. It also inhibits the protein production of mcl-1, which is necessary for the development of cancer cells.
UsesActs as an inhibitor of human cancer cell lines.
UsesXanthone is used predominantly as oxygenated polycyclic aromatic compounds, and as a vasorelaxant. It can be used as a fluorescent agent, as well as an intermediate in organic synthesis and chemical research.
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
18 records
Compound notes
Loading…