Basic information
- 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 properties
- 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.)
- Boiling point
- 349 · 349-350 °C730 mm Hg(lit.)
- Density
- 1.1607 · 1.1607 (rough estimate)
- refractive index
- 1.6 · 1.6000 (estimate)
- Flash point
- 350 · 350-351°C
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- Chloroform (Slightly), Methanol (Slightly, Heated)
- form
- Solid
- color
- White to Light Purple
- Water Solubility
- It is Soluble in water (partly), chloroform, hot Toluene, ether (slightly), and hot alcohol.
- Merck
- 14 · 14,10062
- BRN
- 140443 · 140443
- Stability
- Stable. Incompatible with strong oxidizing agents.
- InChI
- 1S/C13H8O2/c14-13-9-5-1-3-7-11(9)15-12-8-4-2-6-10(12)13/h1-8H
- InChIKey
- JNELGWHKGNBSMD-UHFFFAOYSA-N
- SMILES
- O=C1c2ccccc2Oc3ccccc13
- CAS DataBase Reference
- 90 · 90-47-1(CAS DataBase Reference)
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 9749 WEV0CA · 9749WEV0CA
- NIST Chemistry Reference
- Xanthone(90-47-1)
- EPA Substance Registry System
- 9 H-Xanthen-9-one · 9H-Xanthen-9-one (90-47-1)
- UNSPSC Code
- 41116107 · 41116107
- NACRES
- 24 · NA.24
- Symbol(GHS)
- 6 · GHS06
- Signal word
- Danger
- Hazard statements
- 301 · H301-H315-H319
- Precautionary statements
- 301 · P301+P310-P305+P351+P338
- PPE
- 95 · dust mask type N95 (US), Eyeshields, Faceshields, Gloves
- Hazard Codes
- Xn,Xi
- Risk Statements
- 22 · 22
- Safety Statements
- 24 · 24/25-62-45
- RIDADR
- 2811 · UN 2811 6.1/PG 3
- WGK Germany
- 3 · 3
- RTECS
- 5711000 · ZD5711000
- Hazard Note
- Irritant
- TSCA
- TSCA listed
- HS Code
- 29329990 · 29329990
- Storage Class
- 11 · 11 - Combustible Solids
Safety & regulation
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
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H301-H315-H319
- Precautionary statements
- P301+P310-P305+P351+P338
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
Suppliers50 total
国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
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云南西力生物技术股份有限公司0871-65217109 · [email protected]
科瑞迪化学400-821-5857 021-64326257 · [email protected]
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Syntechem Co.,Ltd[email protected]
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AdooQ BioScience, LLC+1 (866) 930-6790 · [email protected]
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湖北鑫源顺医药化工有限公司13971561712, 13995564702, 027-50664929 · [email protected]
上海将来实业股份有限公司400-0066400 13621662912 · [email protected]
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成都迈斯克医药科技有限公司028-84552636 18084815636 · [email protected]
四川省维克奇生物科技有限公司028-81700200 18116577057 · [email protected]
杭州宇昊化工科技有限公司0571-82693216 · [email protected]
上海御略医药科技有限公司021-60345187 13671753212 · [email protected]
南京百鑫德诺生物科技有限公司025-58849295 · [email protected]
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Sigma-Aldrich西格玛奥德里奇(上海)贸易有限公司021-61415566 800-8193336 · [email protected]
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石家庄佳腾新材料科技有限公司13932181200; 13932181200
TargetMol中国（陶术生物）021-021-33632979 15002134094 · [email protected]
武汉天植生物技术有限公司18607101326 15172504745 · [email protected]
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sgtlifesciences pvt ltd+91-8790379245 · [email protected]
Additional notes
DefinitionChEBI: The parent compound of the xanthone class consisting of xanthene bearing a single oxo substituent at position 9.
DefinitionA colorless crystalline organic compound found as a pigment in gentians and other flowers. It is used as an insecticide and in making dyestuffs.
Related reactions
18 records
Linked notes
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