Isorhoifolin

HCID 9851181

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Basic information

CAS: 552-57-8
Standard SMILES: C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](Oc3cc(O)c4c(=O)cc(-c5ccc(O)cc5)oc4c3)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O
InChIKey: FKIYLTVJPDLUDL-SLNHTJRHSA-N
Molecular formula: C27H30O14
Average molar mass: 578.5 g/mol
Monoisotopic mass: 578.16355563

Overview

Apigenin 7-rutinoside has been reported in Euchresta formosana, Saussurea medusa, and other organisms with data available.

Names & identifiers

Preferred name: Isorhoifolin
IUPAC: 5-hydroxy-2-(4-hydroxyphenyl)-7-[(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: ISORHOIFOLIN
Molecular formula: C27H30O14
Molecular weight: 578.52

Names & synonyms

Isorhoifolin552-57-8Apigenin 7-O-rutinosideIsorhoifolineApigenin 7-rutinosideUNII-0B66T65281EINECS 209-015-9Apigenin 7-O-beta-rutinosideApigenin 7-.beta.-rutinoside0B66T652815-Hydroxy-2-(4-hydroxyphenyl)-7-[(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-oneAPIGENIN-7-O-BETA-D-RUTINOSIDE

Show more names

APIGENIN-7-O-RUTINOSIDEAPIGENIN-7-RUTINOSIDEDiosmin Impurity 3ISORHOIFOLIN WITH HPLCAPIGENIN-7-RUTINOSIDE hplc1,3-dimethyl-48-nitrosoureaDiosmin Impurity C (Isorhoifolin)Diosmin Impurityu C (Isorhoifolin)

APIGENIN-7-O-.BETA.-D-RUTINOSIDE5,7,4'-TRIHYDROXYFLAVONE 7-O-RUTINOSIDEAPIGENIN-7-O-GLUCO(6'-1''') RHAMNOSIDEFLAVONE, 4',5,7-TRIHYDROXY-, 7-.BETA.-RUTINOSIDEAPIGENIN 7-O-.ALPHA.-L-RHAMNOSYL-(1->6)-.BETA.-D-GLUCOPYRANOSIDEAPIGENIN 7-O-.ALPHA.-L-RHAMNOPYRANOSYL-(1->6)-.BETA.-D-GLUCOPYRANOSIDEAPIGENIN 7-O-.BETA.-D-GLUCOPYRANOSYL-(6->1)-.ALPHA.-L-RHAMNOPYRANOSIDE4H-1-BENZOPYRAN-4-ONE, 7-((6-O-(6-DEOXY-.ALPHA.-L-MANNOPYRANOSYL)-.BETA.-D-GLUCOPYRANOSYL)OXY)-5-HYDROXY-2-(4-HYDROXYPHENYL)-

Database identifiers

CAS: 552-57-8
PubChem CID: 9851181
DTXSID: DTXSID50970527
ChEMBL: CHEMBL454778
UNII: 0B66T65281
EC Number: 209-015-9
Nikkaji: J146.444B

Properties

Computed structural properties

XLogP: -0.8
Topological polar surface area: 225 Å²
Hydrogen bond donors: 8
Hydrogen bond acceptors: 14
Rotatable bonds: 6
Heavy atoms: 41
Formal charge: 0
Complexity: 939

Experimental & physicochemical properties

LipidsPolyketides [PK] -> Flavonoids [PK12] -> Flavones and Flavonols [PK1211]

Melting Point269 - 270 °C

Physical DescriptionSolid

Physicochemical properties

Melting point: 270 · 270-275°C
Boiling point: 912.7 · 912.7±65.0 °C(Predicted)
Density: 1.69 · 1.69±0.1 g/cm3(Predicted)
storage temp.: Hygroscopic, Refrigerator, under inert atmosphere
solubility: DMSO (Slightly), Pyridine (Slightly)
pka: 6.13 · 6.13±0.40(Predicted)
form: Solid
color: Off-White to Light Yellow
Stability: Hygroscopic
InChIKey: FKIYLTVJPDLUDL-OOGOZOHXNA-N
FDA UNII: 0 B66T65281 · 0B66T65281
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P305+P351+P338

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-H335
Precautionary statements: P261-P305+P351+P338

Chemistry & industry

Pharmacology

Cellular LocationsCytoplasm

Applications

UsesIsorhoifolin (Diosmin EP Impurity C) is a naturally occurring flavonoid that was shown to exhibit potential antidiabetic, antihyperlipidemic and antioxidant effects.

UsesIsorhoifolin is a naturally occurring flavonoid that was shown to exhibit potential antidiabetic, antihyperlipidemic and antioxidant effects.

Suppliers100 total

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]

江苏永健医药科技有限公司17701422015 · [email protected]

Related reactions

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Compound notes

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