Narcissin

HCID 5481663

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Basic information

CAS: 604-80-8
Standard SMILES: COc1cc(-c2oc3cc(O)cc(O)c3c(=O)c2O[C@@H]2O[C@H](CO[C@@H]3O[C@@H](C)[C@H](O)[C@@H](O)[C@H]3O)[C@@H](O)[C@H](O)[C@H]2O)ccc1O
InChIKey: UIDGLYUNOUKLBM-GEBJFKNCSA-N
Molecular formula: C28H32O16
Average molar mass: 624.5 g/mol
Monoisotopic mass: 624.16903493

Overview

Isorhamnetin-3-O-rutinoside is a monomethoxyflavone, a trihydroxyflavone, a glycosyloxyflavone and a disaccharide derivative.

Names & identifiers

Preferred name: Narcissin
IUPAC: 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
English name: ISORHAMNETIN-3-RUTINOSIDE
Molecular formula: C28H32O16
Molecular weight: 624.55

Names & synonyms

NarcissosideNarcissin604-80-8Narcissin FlavonolIsorhamnetin 3-rhamnoglucosideN4AX11L1TFDTXSID002091575,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(((2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl)oxan-2-yl)oxychromen-4-oneRefChem:42644DTXCID201316485,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-((2S,5S)-3,4,5-trihydroxy-6-(((2R,4S,5R)-3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl)oxan-2-yl)oxychromen-4-one

Show more names

NARCISINIsorhamnetin-3-O-β-D-rutinosideisorhaMnetin 3-O-β-D-rutinosideAids089289Aids-089289Narcissin (Standard)

5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-(3,4,5-trihydroxy-6-((3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl)oxan-2-yl)oxychromen-4-oneIsorhamnetin-3-O-rutinosideIsorhamnetin 3-O-rutinosideIsprhamnetin-3-rutinoside5,7-Dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-((((2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)methyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-oneIsorhamnetin-3-rutinosideMFCD00017734Isorhamnetin-3-O-beta-D-rutinoside

Database identifiers

CAS: 604-80-8
PubChem CID: 5481663
DTXSID: DTXSID00209157
ChEMBL: CHEMBL258394
ChEBI: CHEBI:145096
UNII: N4AX11L1TF
EC Number: 805-229-7
Nikkaji: J16.152G

Properties

Computed structural properties

XLogP: -1
Topological polar surface area: 255 Å²
Hydrogen bond donors: 9
Hydrogen bond acceptors: 16
Rotatable bonds: 7
Heavy atoms: 44
Formal charge: 0
Complexity: 1,040

Physicochemical properties

Melting point: 182 · 182-184°C
Boiling point: 953.1 · 953.1±65.0 °C(Predicted)
Density: 1.74 · 1.74
storage temp.: 2 · 2-8°C
solubility: DMSO (Slightly), Methanol (Slightly)
pka: 6.17 · 6.17±0.40(Predicted)
form: powder
color: Yellow
Major Application: metabolomicsvitamins, nutraceuticals, and natural products
InChIKey: UIDGLYUNOUKLBM-MCZPZOQCNA-N
SMILES: O[C@@H]([C@H](CO[C@@H]1[C@@H](O)[C@@H](O)[C@H](O)[C@@H](C)O1)O2)[C@@H](O)[C@H](O)[C@H]2OC3=C(C4=CC=C(O)C(OC)=C4)OC5=CC(O)=CC(O)=C5C3=O
CAS DataBase Reference: 604 · 604-80-8
FDA UNII: 4 AX11L1TF · N4AX11L1TF
UNSPSC Code: 41116107 · 41116107
NACRES: 24 · NA.24
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H315-H319-H335
Precautionary statements: 261 · P261-P305+P351+P338
Safety Statements: 24 · 24/25
WGK Germany: 3 · WGK 3
HS Code: 29389090 · 29389090
Storage Class: 11 · 11 - Combustible Solids

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 · 3 items

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.

Hazard information

Hazard Classes and CategoriesNot Classified

Safety data

wgk: WGK 3
hs_code: 29389090
Signal word: Warning
Symbol(GHS): GHS07
safety_code: 24/25
Storage Class: 11 - Combustible Solids
Hazard statements: H302-H315-H319-H335
Precautionary statements: P261-P305+P351+P338

Chemistry & industry

Applications

UsesNarcissoside is a flavonoid from Nitraria tangutorum. Narcissoside may have antiproliferative activity in human colon cancer cell line (HT29).

Suppliers100 total

北京华美互利生物化工010-56205725 · [email protected]

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

湖北永阔科技有限公司027-59223108 15972152991 · [email protected]

成都曼思特生物科技有限公司18010516991 · [email protected]

南京普怡生物科技有限公司13814510036 · [email protected]

Additional notes

DefinitionChEBI: Isorhamnetin-3-O-rutinoside is a disaccharide derivative, a glycosyloxyflavone, a monomethoxyflavone and a trihydroxyflavone.

Related reactions

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Compound notes

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