Canthin-6-One

HCID 97176

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Basic information

CAS: 479-43-6
Standard SMILES: O=c1ccc2nccc3c4ccccc4n1c23
InChIKey: ZERVJPYNQLONEK-UHFFFAOYSA-N
Molecular formula: C14H8N2O
Average molar mass: 220.23 g/mol
Monoisotopic mass: 220.06366288

Overview

Canthin-6-one is an indole alkaloid that is 6H-indolo[3,2,1-de][1,5]naphthyridine substituted by an oxo group at position 6. It has a role as a metabolite and an antimycobacterial drug. It is an organic heterotetracyclic compound, an indole alkaloid and an enone.

Names & identifiers

Preferred name: Canthin-6-One
IUPAC: 1,6-diazatetracyclo[7.6.1.05,16.010,15]hexadeca-3,5(16),6,8,10,12,14-heptaen-2-one
English name: Canthin-6-one
Molecular formula: C14H8N2O
Molecular weight: 220.23

Names & synonyms

Canthin-6-one479-43-66H-Indolo[3,2,1-de][1,5]naphthyridin-6-one6H-Indolo(3,2,1-de)(1,5)naphthyridin-6-oneNSC-1030033FK17S759N1,6-diazatetracyclo[7.6.1.05,16.010,15]hexadeca-3,5(16),6,8,10,12,14-heptaen-2-oneCHEBI:3363DTXSID401973221,6-diazatetracyclo(7.6.1.05,16.010,15)hexadeca-3,5(16),6,8,10,12,14-heptaen-2-oneRefChem:123251DTXCID50119813

Show more names

NSC 103003Indolo[3,2,1-de][1,5]naphthyridin-6-onecanthinone6H-Indolo[3,2,1-de][1,5]naphthyridin-6-one; NSC 103003UNII-3FK17S759Ncanthin-3-onecanthinone-16-oneC09098

Database identifiers

CAS: 479-43-6
PubChem CID: 97176
DTXSID: DTXSID40197322
ChEMBL: CHEMBL156897
ChEBI: CHEBI:3363
UNII: 3FK17S759N
Nikkaji: J12.535K

Properties

Computed structural properties

XLogP: 2.4
Topological polar surface area: 34.9 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 2
Rotatable bonds: 0
Heavy atoms: 17
Formal charge: 0
Complexity: 378

Physicochemical properties

Melting point: 161 · 161-161.5 °C
Boiling point: 346.5 · 346.5±34.0 °C(Predicted)
Density: 1.4 · 1.40±0.1 g/cm3(Predicted)
storage temp.: Refrigerator
solubility: Chloroform (Slightly), Methanol (Slightly)
form: Solid
pka: 4.4 · 4.40±0.20(Predicted)
color: Light Orange to Brown
InChI: InChI=1S/C14H8N2O/c17-13-6-5-11-14-10(7-8-15-11)9-3-1-2-4-12(9)16(13)14/h1-8H
InChIKey: ZERVJPYNQLONEK-UHFFFAOYSA-N
SMILES: N1C2=C3N(C4=C(C3=CC=1)C=CC=C4)C(=O)C=C2
FDA UNII: 3 FK17S759N · 3FK17S759N
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319
Precautionary statements: 264 · P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

Safety data

Signal word: Warning
Symbol(GHS): GHS07
Hazard statements: H315-H319
Precautionary statements: P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313

Chemistry & industry

Pharmacology

MeSH Pharmacological ClassificationChemicals that kill or inhibit the growth of fungi in agricultural applications, on wood, plastics, or other materials, in swimming pools, etc.

Applications

UsesCanthin-6-one is used as an anticancer agent compromising cancer cells showing multi-drug resistance. Also used in the synthesis of β-carbolinium compounds as antimalarial agents.

Suppliers80 total

陕西缔都医药有限责任公司029-81124775 17791530730 · [email protected]

南京世洲生物科技有限公司025-85560043 15850508050 · [email protected]

成都普瑞法科技开发有限公司+86-028-82633397 18982077548 · [email protected]

銘瑞集團有限公司17318633522 · [email protected]

成都乐美天医药科技有限公司17308096051 17308096051 · [email protected]

Additional notes

DefinitionChEBI: An indole alkaloid that is 6H-indolo[3,2,1-de][1,5]naphthyridine substituted by an oxo group at position 6.

Related reactions

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Compound notes

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