Tryptanthrin

HCID 73549

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Basic information

CAS: 13220-57-0
Standard SMILES: O=C1c2ccccc2-n2c1nc1ccccc1c2=O
InChIKey: VQQVWGVXDIPORV-UHFFFAOYSA-N
Molecular formula: C15H8N2O2
Average molar mass: 248.24 g/mol
Monoisotopic mass: 248.0585775

Overview

Tryptanthrine is an organonitrogen heterocyclic compound, an organic heterotetracyclic compound and an alkaloid antibiotic.

Names & identifiers

Preferred name: Tryptanthrin
IUPAC: indolo[2,1-b]quinazoline-6,12-dione
English name: TRYPTANTHRIN
Molecular formula: C15H8N2O2
Molecular weight: 248.24

Names & synonyms

TryptanthrinIndolo[2,1-b]quinazoline-6,12-dione13220-57-0TryptanthrineGNF-PF-2691Indolo(2,1-b)quinazoline-6,12-dioneNSC-349447DTXSID901574314Y6E3F2U666,12-dihydro-6,12-dioxoindole(2,1-b)quinazolineindolo(2,1-b)quinazolin-6,12-dioneindolo (2, 1b) quinazoline-6, 12 dione

Show more names

Couroupitine ANSC 349447TrypanthrineTRYPTANTHRIN-D4Tryptanthrine-RMColor amine ketoneTryptanthrin - Bio-X ?

RefChem:900685DTXCID0079922106-491-9TCMDC-125859MFCD00012073TRIPTANTRINIndolo[2,12-dioneNSC349447

Database identifiers

CAS: 13220-57-0
PubChem CID: 73549
DTXSID: DTXSID90157431
ChEMBL: CHEMBL306946
ChEBI: CHEBI:9768
UNII: 4Y6E3F2U66
EC Number: 106-491-9
Nikkaji: J13.589E

Properties

Computed structural properties

XLogP: 2.1
Topological polar surface area: 49.7 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 3
Rotatable bonds: 0
Heavy atoms: 19
Formal charge: 0
Complexity: 471

Physicochemical properties

Melting point: 258 °C · 258 °C(Solv: ethanol (64-17-5))
Boiling point: 469.3 · 469.3±28.0 °C(Predicted)
Density: 1.45 · 1.45±0.1 g/cm3(Predicted)
storage temp.: 2 · 2-8°C
solubility: 2 mg/mL · DMSO: soluble2mg/mL (warmed)
pka: -3.06 · -3.06±0.20(Predicted)
form: powder
color: faint yellow to dark yellow
Stability: 1 year · Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months.
Major Application: food and beverages
InChI: 1S/C15H8N2O2/c18-13-10-6-2-4-8-12(10)17-14(13)16-11-7-3-1-5-9(11)15(17)19/h1-8H
InChIKey: VQQVWGVXDIPORV-UHFFFAOYSA-N
SMILES: N21c3c(cccc3)C(=O)C2=Nc4c(cccc4)C1=O
FDA UNII: 4 Y6E3F2U66 · 4Y6E3F2U66
UNSPSC Code: 41116107 · 41116107
NACRES: 24 · NA.24
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302
Precautionary statements: 301 · P301+P312+P330
WGK Germany: 3 · 3
HS Code: 29339900 · 29339900
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 4 Oral · Acute Tox. 4 Oral

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 · 4 items

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (100%)

Safety data

wgk: 3
hs_code: 29339900
Signal word: Warning
Symbol(GHS): GHS07
Storage Class: 11 - Combustible Solids
Hazard statements: H302
Hazard Classifications: Acute Tox. 4 Oral
Precautionary statements: P301+P312+P330

Chemistry & industry

Applications · 3 items

DescriptionThe matured fruit of Couroupita guianensis yields two highly unsaturated alkaloids. Couroupitine A is obtained in the form of yellow needles when crystallized from MeOH-CHCI3. It gives an ultraivolet spectrum with absorption maxima at 225 and 251 nm and an inflexion at 315 nm in EtOH.

UsesTryptanthrin is natural alkaloid, and a potent inhibitor of cyclooxygenase COX-2 and 5-lipoxygenase acting as an anti-inflammatory agent.

General DescriptionThis substance is a primary reference substance with assigned absolute purity (considering chromatographic purity, water, residual solvents, inorganic impurities). The exact value can be found on the certificate. Produced by PhytoLab GmbH & Co. KG

Suppliers82 total

湖南韵邦生物科技股份有限公司0731-88532326 13319508186 · [email protected]

南通飞宇生物科技有限公司0513-68819626 15152877458 · [email protected]

陕西缔都新材料有限公司81124267 17392282731 · [email protected]

Hebei Zhuanglai Chemical Trading Co Ltd+86-16264648883 · [email protected]

广州纳珑化工有限公司13192879270; 13192879270 · [email protected]

Additional notes

DefinitionChEBI: Tryptanthrine is an organonitrogen heterocyclic compound, an organic heterotetracyclic compound and an alkaloid antibiotic.

Related reactions

1 records

New reaction record

HRID 399177As productuspto-grants-1998_10

Compound notes

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