Narcissin
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Identifiers
CAS number
604-80-8Molecular formula
C28H32O16SMILES
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=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)OC)O)O)O)O)O)O
Safety labels
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Odor profile
Fragrance Odorless 76.28% Vanilla 34.22% Phenolic 25.03% Milky 23.87% Sweet 23.78% Savory 21.95% Burnt 20.94% Smoky 19.96% Creamy 19.75% Caramellic 17.87% Flavor Bitter 71.56% Odorless 34.87% Bland 34.74% Sweet-like 28.0% Very mild 20.43% Cedarleaf 20.27% Eugenol 19.97% Parsley 19.82% Very slight 19.3% Lovage 19.06% Odor impact est.
Odorless -
Properties
XLogP3-AA
-1.0pKa est.
7.94 (neutral)Molecular weight
624.5 g/molVapor pressure est.
- hPa @ 20°C
- hPa @ 25°C
Evaporation rate
Ultra slowBoiling point est.
5564°CFlash point
- 286.19 ˚C est.
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Synonyms
- Narcissoside
- Narcissin
- 604-80-8
- Narcissin Flavonol
- Isorhamnetin 3-rhamnoglucoside
- N4AX11L1TF
- DTXSID00209157
- 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
- 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
- RefChem:42644
- DTXCID20131648
- 5,7-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
- 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-one
- Isorhamnetin-3-O-rutinoside
- Isorhamnetin 3-O-rutinoside
- Isprhamnetin-3-rutinoside
- 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-methyltetrahydro-2H-pyran-2-yl)oxy)methyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one
- Isorhamnetin-3-rutinoside
- C28H32O16
- MFCD00017734
- Isorhamnetin-3-O-beta-D-rutinoside
- 4H-1-Benzopyran-4-one,3-[[6-O-(6-deoxy-a-L-mannopyranosyl)-b-D-glucopyranosyl]oxy]-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-
- Keioside
- 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]oxy}methyl)oxan-2-yl]oxy}-4H-chromen-4-one
- 5,7-dihydroxy-2-(4-hydroxy-3-methoxy-phenyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxymethyl]tetrahydropyran-2-yl]oxy-chromen-4-one
- UNII-N4AX11L1TF
- UIDGLYUNOUKLBM-GEBJFKNCSA-N
- Narcissin (Standard)
- isorhamnetin-3-rutinose
- isorhamnetin-3-O-rutinose
- Isor-3-Glc-6''-Rha
- CHEMBL258394
- orb1300190
- SCHEMBL7167500
- SCHEMBL29516911
- SCHEMBL30389758
- 3-O-RUTINOSYLISORHAMNETIN
- HY-N0649R
- CHEBI:145096
- HY-N0649
- isorhamnetin 3-O-beta-D-rutinoside
- isorhamnetin-3-O-rhamnosyl-glucoside
- BDBM50379284
- MSK161757
- s9423
- AKOS030632878
- CCG-270266
- EBC-102117
- FN65311
- 4H-1-Benzopyran-4-one, 3-((6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl)oxy)-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-
- 4H-Benzopyran-4-one, 3-((6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl)oxy)-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-
- AC-34730
- AS-75139
- isorhamnetin-3-rhamnoside(1->6)glucoside
- 3'-O-METHYLQUERCETIN 3-RUTINOSIDE
- ISORHAMNETIN 3-.BETA.-O-RUTINOSIDE
- ISORHAMNETIN 3-O-.BETA.-RUTINOSIDE
- CS-0009675
- ISORHAMENTIN-3-O-.BETA.-D-RUTINOSIDE
- ISORHAMNETIN-3-O-RUTINOSIDE [USP-RS]
- C16060
- Q23418564
- 3-O-[6-O-(alpha-L-rhamnosyl)-beta-D-glucosyl]isorhamnetin
- 3-O-[6-O-(beta-D-glucosyl)-alpha-L-rhamnosyl] isorhamnetin
- isorhamnetin 3-O-[6-O-(alpha-L-rhamnosyl)-beta-D-glucoside]
- isorhamnetin 3-O-alpha-rhamnopyranosyl(1->6)-beta-glucopyranoside
- ISORHAMNETIN-3-O-RUTINOSIDE (CONSTITUENT OF GINKGO) [DSC]
- ISORHAMNETIN 3-O-.BETA.-D-(6-O-.ALPHA.-L-RHAMNOSYL)GLUCOSIDE
- isorhamnetin 3-O-alpha-L-rhamnopyranosyl-(1->6)-beta-D-glucuronopyranoside
- isorhamnetin 3-O-beta-D-glucopyranosil-(6-1)-O-alpha-L-rhamnopyranoside
- isorhamnetin-3-O-alpha-L-rhamnopyranosyl-(1->6)-beta-D-glucopyranoside
- quercetin-3'-O-methyl-3-O-alpha-L-rhamnopyranosyl(1->6)-beta-D-glucopyranoside
- 4H-1-BENZOPYRAN-4-ONE, 3-996-O-(6-DEOXY-.ALPHA.-L-MANNOPYRANOSYL)-.BETA.-D-GLUCOPYRANOSYL)OXY)-5,7-DIHYDROXY-2-(4-HYDROXY-3-METHOXYPHENYL)-
- 5,7-Dihydroxy-2-(4-hydroxy-3-methoxy-phenyl)-3-[3,4,5-trihydroxy-6-(3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-2-yloxy]-1-benzopyran-4-one
- 5,7-Dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxo-4H-1-benzopyran-3-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside
- 604-80-8
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Applications
Narcissin (quercetin-3-O-rutinoside) is a natural flavonoid glycoside with several practical applications across industries: in cosmetics and personal care as an antioxidant and natural colorant; in food processing as a natural colorant and antioxidant; in pharmaceutical research and formulation development as a bioactive flavonoid and as an intermediate in flavonoid synthesis; as a natural pigment source for coatings and inks; and in agricultural research as a reference standard and in plant bioactivity studies.
gpt-5-nano
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Solubility @25˚C
Solvent Solubility (g/L) ethanol 2.03 methanol 6.39 isopropanol 0.56 water 0.07 ethyl acetate 0.07 n-propanol 1.52 acetone 0.28 n-butanol 0.63 acetonitrile 0.07 DMF 9.46 toluene 0.02 isobutanol 0.35 1,4-dioxane 2.3 methyl acetate 0.24 THF 2.9 2-butanone 0.46 n-pentanol 0.3 sec-butanol 0.59 n-hexane 0.0 ethylene glycol 7.46 NMP 11.53 cyclohexane 0.0 DMSO 14.31 n-butyl acetate 0.05 n-octanol 0.22 chloroform 0.04 n-propyl acetate 0.06 acetic acid 3.73 dichloromethane 0.07 cyclohexanone 0.57 propylene glycol 9.13 isopropyl acetate 0.04 DMAc 9.08 2-ethoxyethanol 5.0 isopentanol 0.2 n-heptane 0.01 ethyl formate 0.26 1,2-dichloroethane 0.07 n-hexanol 0.12 2-methoxyethanol 17.51 isobutyl acetate 0.02 tetrachloromethane 0.01 n-pentyl acetate 0.17 transcutol 6.35 n-heptanol 0.27 ethylbenzene 0.01 MIBK 0.05 2-propoxyethanol 2.29 tert-butanol 0.18 MTBE 0.07 2-butoxyethanol 2.3 propionic acid 1.19 o-xylene 0.01 formic acid 11.99 diethyl ether 0.13 m-xylene 0.01 p-xylene 0.01 chlorobenzene 0.01 dimethyl carbonate 0.33 n-octane 0.0 formamide 8.08 cyclopentanone 1.23 2-pentanone 0.17 anisole 0.05 cyclopentyl methyl ether 0.22 gamma-butyrolactone 1.74 1-methoxy-2-propanol 6.34 pyridine 0.57 3-pentanone 0.13 furfural 1.76 n-dodecane 0.0 diethylene glycol 4.91 diisopropyl ether 0.01 tert-amyl alcohol 0.25 acetylacetone 0.2 n-hexadecane 0.0 acetophenone 0.07 methyl propionate 0.25 isopentyl acetate 0.04 trichloroethylene 0.1 n-nonanol 0.23 cyclohexanol 0.27 benzyl alcohol 0.19 2-ethylhexanol 0.04 isooctanol 0.13 dipropyl ether 0.08 1,2-dichlorobenzene 0.01 ethyl lactate 0.33 propylene carbonate 0.28 n-methylformamide 4.75 2-pentanol 0.17 n-pentane 0.0 1-propoxy-2-propanol 1.06 1-methoxy-2-propyl acetate 0.24 2-(2-methoxypropoxy) propanol 1.47 mesitylene 0.0 ε-caprolactone 0.72 p-cymene 0.01 epichlorohydrin 1.49 1,1,1-trichloroethane 0.01 2-aminoethanol 7.75 morpholine-4-carbaldehyde 12.41 sulfolane 5.55 2,2,4-trimethylpentane 0.0 2-methyltetrahydrofuran 0.54 n-hexyl acetate 0.2 isooctane 0.0 2-(2-butoxyethoxy)ethanol 2.74 sec-butyl acetate 0.03 tert-butyl acetate 0.04 decalin 0.0 glycerin 23.47 diglyme 4.12 acrylic acid 2.07 isopropyl myristate 0.04 n-butyric acid 0.57 acetyl acetate 0.04 di(2-ethylhexyl) phthalate 0.12 ethyl propionate 0.05 nitromethane 2.61 1,2-diethoxyethane 0.36 benzonitrile 0.04 trioctyl phosphate 0.09 1-bromopropane 0.03 gamma-valerolactone 7.39 n-decanol 0.13 triethyl phosphate 0.05 4-methyl-2-pentanol 0.04 propionitrile 0.1 vinylene carbonate 0.31 1,1,2-trichlorotrifluoroethane 5.1 DMS 0.15 cumene 0.0 2-octanol 0.12 2-hexanone 0.1 octyl acetate 0.11 limonene 0.01 1,2-dimethoxyethane 2.43 ethyl orthosilicate 0.05 tributyl phosphate 0.07 diacetone alcohol 0.49 N,N-dimethylaniline 0.04 acrylonitrile 0.21 aniline 0.12 1,3-propanediol 6.63 bromobenzene 0.0 dibromomethane 0.03 1,1,2,2-tetrachloroethane 0.12 2-methyl-cyclohexyl acetate 0.04 tetrabutyl urea 0.18 diisobutyl methanol 0.02 2-phenylethanol 0.09 styrene 0.01 dioctyl adipate 0.13 dimethyl sulfate 0.95 ethyl butyrate 0.05 methyl lactate 1.83 butyl lactate 0.54 diethyl carbonate 0.03 propanediol butyl ether 3.32 triethyl orthoformate 0.09 p-tert-butyltoluene 0.01 methyl 4-tert-butylbenzoate 0.3 morpholine 5.27 tert-butylamine 0.04 n-dodecanol 0.07 dimethoxymethane 2.8 ethylene carbonate 0.2 cyrene 2.15 2-ethoxyethyl acetate 0.52 2-ethylhexyl acetate 0.03 1,2,4-trichlorobenzene 0.02 4-methylpyridine 0.17 dibutyl ether 0.07 2,6-dimethyl-4-heptanol 0.02 DEF 0.67 dimethyl isosorbide 1.16 tetrachloroethylene 0.09 eugenol 0.48 triacetin 0.44 span 80 1.6 1,4-butanediol 1.71 1,1-dichloroethane 0.02 2-methyl-1-pentanol 0.13 methyl formate 2.37 2-methyl-1-butanol 0.31 n-decane 0.01 butyronitrile 0.06 3,7-dimethyl-1-octanol 0.07 1-chlorooctane 0.03 1-chlorotetradecane 0.01 n-nonane 0.01 undecane 0.0 tert-butylcyclohexane 0.0 cyclooctane 0.0 cyclopentanol 0.64 tetrahydropyran 0.48 tert-amyl methyl ether 0.09 2,5,8-trioxanonane 2.75 1-hexene 0.01 2-isopropoxyethanol 1.18 2,2,2-trifluoroethanol 1.23 methyl butyrate 0.1 Scent© AI
| Maximum acceptable concentrations in the finished product (%) | |||
|---|---|---|---|
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Category 1
Products applied to the lips
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No restriction |
Category 7A
Rinse-off products applied to the hair with some hand contact
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No restriction |
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Category 2
Products applied to the axillae
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No restriction |
Category 7B
Leave-on products applied to the hair with some hand contact
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No restriction |
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Category 3
Products applied to the face/body using fingertips
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No restriction |
Category 8
Products with significant anogenital exposure
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No restriction |
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Category 4
Products related to fine fragrance
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No restriction |
Category 9
Products with body and hand exposure, primarily rinse off
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No restriction |
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Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
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No restriction |
Category 10A
Household care products with mostly hand contact
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No restriction |
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Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
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No restriction |
Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
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No restriction |
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Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
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No restriction |
Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
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No restriction |
|
Category 5D
Baby Creams, baby Oils and baby talc
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No restriction |
Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
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No restriction |
|
Category 6
Products with oral and lip exposure
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No restriction |
Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
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No restriction |