4-Methyl-2-oxo-2H-1-benzopyran-7-yl β-D-glucopyranosiduronsure

4-Methylumbelliferyl beta-D-glucuronide

HCID 91553CAS 6160-80-1

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Grundinformationen

Standard-SMILES: Cc1cc(=O)oc2cc(O[C@@H]3O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]3O)ccc12
InChIKey: ARQXEQLMMNGFDU-JHZZJYKESA-N
Summenformel: C16H16O9
Durchschnittliche Molmasse: 352,29 g/mol
Monoisotopische Masse: 352,07943209

Überblick

4-methylumbelliferone beta-D-glucuronide is a beta-D-glucosiduronic acid having a 4-methylumbelliferyl substituent at the anomeric position. A hyaluronan synthesis inhibitor, it is anti-tumourigenic for various malignant tumours. It has a role as a hyaluronan synthesis inhibitor, an antineoplastic agent and a chromogenic compound. It is a beta-D-glucosiduronic acid, a member of coumarins and a monosaccharide derivative. It is functionally related to a 4-methylumbelliferone. It is a conjugate acid of a 4-methylumbelliferone beta-D-glucuronide(1-).

Namen und Bezeichner

Bevorzugter Name: 4-Methylumbelliferyl beta-D-glucuronide
IUPAC: (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(4-methyl-2-oxochromen-7-yl)oxyoxane-2-carboxylic acid
Lokaler Name: 4-Methyl-2-oxo-2H-1-benzopyran-7-yl β-D-glucopyranosiduronsure
Englischer Name: 4-Methylumbelliferyl-beta-D-glucuronide
Summenformel: C16H16O9
Molmasse: 352.3

Namen und Synonyme

6160-80-14-Methylumbelliferyl-beta-D-glucuronide4-Methylumbelliferyl glucuronide4-Methylumbelliferyl beta-glucuronidehymecromone glucuronide4-METHYLUMBELLIFERYL beta-D-GLUCURONIDE4-MUGDTXSID10891502(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(4-methyl-2-oxo-chromen-7-yl)oxy-tetrahydropyran-2-carboxylic acidbeta-D-Glucopyranosiduronic acid, 4-methyl-2-oxo-2H-1-benzopyran-7-ylRefChem:912705DTXCID101030603

Weitere Namen anzeigen

4-methylumbelliferylglucuronideMUGMUGLCU4MU-GlcA4-MUG trihydrate4-Mu-beta-d-glca dihydrateHymecromone-beta-D-Glucuronide4-MethylumbelliferylalucuronideMethylumbelliferyl-b-D-glucuronide

228-186-04-Methylumbelliferone glucuronide(2S,3S,4S,5R,6S)-3,4,5-Trihydroxy-6-((4-methyl-2-oxo-2H-chromen-7-yl)oxy)tetrahydro-2H-pyran-2-carboxylic acid4-methylumbelliferone beta-d-glucuronide4-methylumbelliferyl--d-glucuronideMUG trihydrate4-Methylumbelliferyl-|A-D-glucuronideMolMap_000057

Datenbank-Bezeichner

CAS: 6160-80-1
PubChem CID: 91553
DTXSID: DTXSID10891502
ChEMBL: CHEMBL1592343
ChEBI: CHEBI:1904
EC Number: 228-186-0
Nikkaji: J211.426G

Eigenschaften

Berechnete Struktureigenschaften

XLogP: -0,5
Polarare Oberfläche (TPSA): 143 Å²
H-Brücken-Donoren: 4
H-Brücken-Akzeptoren: 9
Frei drehbare Bindungen: 3
Schwere Atome: 25
Formalladung: 0
Komplexität: 574

Experimentelle und physikochemische Eigenschaften

LogP-0.39

Physikochemische Eigenschaften

Schmelzpunkt: 102 °C · 102 °C
Siedepunkt: 683.1 · 683.1±55.0 °C(Predicted)
Dichte: 1.632 · 1.632±0.06 g/cm3(Predicted)
storage temp.: 20 °C · −20°C
Löslichkeit: Methanol (Slightly), Water (Slightly)
pka: 2.76 · 2.76±0.70(Predicted)
Aggregatzustand: White crystalline solid
Farbe: White
Wasserlöslichkeit: slightly soluble
Major Application: agricultureenvironmentalfood and beverages || microbiology
InChI: InChI=1/C16H16O9/c1-6-4-10(17)24-9-5-7(2-3-8(6)9)23-16-13(20)11(18)12(19)14(25-16)15(21)22/h2-5,11-14,16,18-20H,1H3,(H,21,22)/t11-,12-,13+,14-,16+/s3
InChIKey: ARQXEQLMMNGFDU-YXNYVWNSSA-N
SMILES: CC1=CC(=O)OC2=CC(O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@@H](C(=O)O)O3)O)=CC=C12 |&1:10,11,12,14,16,r|
CAS Datenbank: 6160 · 6160-80-1(CAS DataBase Reference)
EPA chemische Informationen: 4 · .beta.-D-Glucopyranosiduronic acid, 4-methyl-2-oxo-2H-1-benzopyran-7-yl (6160-80-1)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 3 Einträge

This chemical does not meet GHS hazard criteria for 100% (2 of 2) of all reports.

Not Classified

Aggregated GHS information provided per 2 reports by companies from 1 notifications to the ECHA C&L Inventory.

Gefahrenhinweise

Regulatory Information · 3 Einträge

Chemical: .beta.-D-Glucopyranosiduronic acid, 4-methyl-2-oxo-2H-1-benzopyran-7-yl

PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.

.beta.-D-Glucopyranosiduronic acid, 4-methyl-2-oxo-2H-1-benzopyran-7-yl: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Hazard Classes and CategoriesNot Classified

Sicherheitsdaten

wgk: 3
tsca: TSCA listed
hs_code: 29329990
risk_code: 22-40
hazard_code: Xi,Xn
safety_code: 24/25-36/37
Speicherklasse: 11 - Combustible Solids

Chemie und Industrie

Pharmakologische Informationen

Metabolism/Metabolites4-Methylumbelliferone O-glucuronide is a known human metabolite of 4-Methylumbelliferone.

MeSH Pharmacological Classification · 1 Eintrag

Chemicals that emit light after excitation by light. The wave length of the emitted light is usually longer than that of the incident light. Fluorochromes are substances that cause fluorescence in other substances, i.e., dyes used to mark or label other compounds with fluorescent tags.

Verwendung und Herstellung

General Manufacturing Information.beta.-D-Glucopyranosiduronic acid, 4-methyl-2-oxo-2H-1-benzopyran-7-yl: ACTIVE

Anwendungen

Verwenden4-Methylumbelliferyl-beta-D-glucuronide is a substrate for glucuronidase. Also used as a test for coliform bacteria in water. Fluorescence: max. Abs. 316nm; max. Em. 375nm; e x 10-3: 12