Narirutin
Also known as Isonaringenin, Isonaringin, Naringenin 7-O-rutinoside
Key facts
What buyers check first
- CAS number
- 14259-46-2
- Formula
- C27H32O14
- Molar mass
- 580.54 g/mol
- EC number
- 238-138-0
- HS code
- 293890
- Category
- Cosmetic antioxidants
What is Narirutin?
Plain description, key identifiers and synonyms
Narirutin is a disaccharide derivative that is (S)-naringenin substituted by a 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl moiety at position 7 via a glycosidic linkage. It has a role as an antioxidant, a metabolite and an anti-inflammatory agent. It is a member of 4'-hydroxyflavanones, a (2S)-flavan-4-one, a rutinoside, a dihydroxyflavanone and a disaccharide derivative. It is functionally related to a (S)-naringenin.
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- (2S)-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]oxy-2,3-dihydrochromen-4-one
- CAS number
- 14259-46-2 CAS number cross-checked
- EC number
- 238-138-0
- Molecular formula
- C27H32O14
- UNII
- 06M5EAT0YC
- MDL number
- MFCD00017316
- INCI name
- NARIRUTIN
- InChIKey
- HXTFHSYLYXVTHC-AJHDJQPGSA-N
- InChI
- InChI=1S/C27H32O14/c1-10-20(31)22(33)24(35)26(38-10)37-9-18-21(32)23(34)25(36)27(41-18)39-13-6-14(29)19-15(30)8-16(40-17(19)7-13)11-2-4-12(28)5-3-11/h2-7,10,16,18,20-29,31-36H,8-9H2,1H3/t10-,16-,18+,20-,21+,22+,23-,24+,25+,26+,27+/m0/s1
- Canonical SMILES
- CC1OC(OCC2OC(Oc3cc(O)c4c(c3)OC(c3ccc(O)cc3)CC4=O)C(O)C(O)C2O)C(O)C(O)C1O
- Isomeric SMILES
- C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=CC(=C4C(=O)C[C@H](OC4=C3)C5=CC=C(C=C5)O)O)O)O)O)O)O)O
Synonyms
- Isonaringenin
- Isonaringin
- Naringenin 7-O-rutinoside
- (2S)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-7-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside
- 4H-1-Benzopyran-4-one, 7-((6-O-(6-deoxy-alpa-L-mannopyranosyl)-beta-D-glucopyranosyl)oxy)-2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-, (2S)-
- 4H-1-BENZOPYRAN-4-ONE, 7-((6-O-(6-DEOXY-alpha-L-MANNOPYRANOSYL)-beta-D-GLUCOPYRANOSYL)OXY)-2,3-DIHYDRO-5-HYDROXY-2-(4-HYDROXYPHENYL)-, (2S)-
- Naringenin-7-O-rutinoside
- (2S)-Narirutin
- Naringenin 7-beta-rutinoside
- 4H-1-Benzopyran-4-one,7-[[6-O-(6-deoxy-a-L-mannopyranosyl)-b-D-glucopyranosyl]oxy]-2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-, (2S)-
- Narirutin (Standard)
- Naringenin-7-rutinoside
- Narirutin, >=98% (HPLC)
- Naringenin 7beta-rutinoside
- Isonaringin, Naringenin 7-O-rutinoside
- (2S)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-3
- Flavanone, 4',5,7-trihydroxy-, 7-beta-rutinoside
- Flavanone, 4',5,7-trihydroxy-, 7beta-rutinoside
- (2S)-5-Hydroxy-2-(4-hydroxyphenyl)-4-oxo-3,4-dihydro-2H-1-benzopyran-7-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside
- (2S)-7-((6-o-(6-Deoxy-alpha-l-mannopyranosyl)-beta-d-glucopyranosyl)oxy)-2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
- (S)-7-((6-O-(6-Deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl)oxy)-2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
- 4H-1-Benzopyran-4-one, 7-((6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoxyl)oxy)-2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-, (S)-
Physical and chemical properties
Measured values and descriptors computed from the structure
Physical and chemical properties
Measured values, check the supplier specification for your grade
No measured properties are recorded for this substance yet. Ask suppliers for a technical data sheet.
Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.
Computed descriptors
Calculated from the structure, useful for screening and formulation
| Molecular weight | 580.54 g/molcalc.Computed value |
|---|---|
| Exact mass | 580.1792 Dacalc.Computed value |
| LogP (octanol/water) | -1.17calc.Computed value |
| Topological polar surface area | 225.1 ร
ยฒcalc.Computed value |
| Hydrogen bond donors | 8calc.Computed value |
| Hydrogen bond acceptors | 14calc.Computed value |
| Rotatable bonds | 6calc.Computed value |
| Heavy atoms | 41calc.Computed value |
| Rings | 5calc.Computed value |
| Aromatic rings | 2calc.Computed value |
| Fraction sp3 carbons | 0.52calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 11calc.Computed value |
| Lipinski rule of five | Fails (3 violations)calc.Computed value |
Calculated for screening. Confirm critical figures with the supplier.
Murcko scaffold
The ring system that remains when every side chain is removed
O=C1CC(c2ccccc2)Oc2cc(OC3CCCC(COC4CCCCO4)O3)ccc21
5 rings, 32 atoms.
25 other chemicals share this scaffoldSafety and hazards
GHS classification summary, not a safety data sheet
No GHS hazard classification is recorded for this substance yet. That does not mean it is harmless.
GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.
Narirutin suppliers
Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings
- China, ChengduUnclaimed profileNarirutinGrade, purity and minimum order on requestPrice on request
- China, GuangzhouUnclaimed profileNarirutinGrade, purity and minimum order on requestPrice on request
- China, ChengduUnclaimed profileNarirutinGrade, purity and minimum order on requestPrice on request
- China, ShanghaiUnclaimed profileNarirutinGrade, purity and minimum order on requestPrice on request
- China, ChangzhouUnclaimed profileNarirutinGrade, purity and minimum order on requestPrice on request
Suppliers marked Unclaimed profile have not claimed their profile yet. They are not verified by CompoundList, their offers are price on request and details may have changed, so please confirm them with the supplier. Company representatives can claim a profile with a business email on the company's own website domain. Our team verifies each claim and sends the result by email.
Where suppliers are based
7 suppliers in 2 countries
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Narirutin price
Indicative price range per kg from live supplier offers
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Uses and applications
What the substance is used for, by industry and function
Industries and functions
Cosmetic ingredient, INCI name NARIRUTIN(antioxidant)
Roles
- anti-inflammatory agent
- antioxidant
- metabolite
Functional uses
- Antioxidant
Cosmetic functions
- Antioxidant
Regulatory status
Inventories, regulations and trade controls that list this substance
Health and food
- EU cosmetic ingredient inventory
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code Narirutin is traded under.
Natural or reproduced by synthesis, other than rutoside (rutin) and its derivatives
- United States22.3%
- India * partner reported7.8%
- Brazil5.5%
* Partner reported figures, a lower bound.
The HS code shown for Narirutin is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Narirutin, based on the data on this page
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Guides for buyers
Practical guides that help when you source, ship or handle Narirutin
- Article, FormulationHow to choose a cosmetic emulsifierA structured way to choose an emulsifier for creams and lotions: emulsion type, HLB and its limits, emulsifier families, formula fit, stability testing and what to ask suppliers.Read
- Article, SourcingHow to write an RFQ that gets fast and accurate quotesWhat suppliers need to quote quickly and comparably: exact product identity, quantity and packing, delivery terms, documents, samples and payment, with a ready to use template.Read
- Guide, Trade and logisticsHS codes for chemicals and why they matterHow the Harmonized System classifies chemicals, the chapters that matter, the rules for chemically defined compounds and mixtures, and practical steps to find the right code.Read
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