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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:49:57 UTC

Update Date

2022-03-07 02:55:24 UTC

HMDB ID

HMDB0037581

Secondary Accession Numbers

HMDB37581

Metabolite Identification

Common Name

Naringenin 5-rhamnoside

Description

Naringenin 5-rhamnoside belongs to the class of organic compounds known as flavonoid o-glycosides. Flavonoid O-glycosides are compounds containing a carbohydrate moiety which is O-glycosidically linked to the 2-phenylchromen-4-one flavonoid backbone. Naringenin 5-rhamnoside has been detected, but not quantified in, fruits. This could make naringenin 5-rhamnoside a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Naringenin 5-rhamnoside.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

  Mrv0541 02241215212D          

 30 33  0  0  0  0            999 V2000
   -1.0710    1.1411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7860    0.7287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7860   -0.0963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0710   -0.5087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3574   -0.0963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3574    0.7287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3576    1.1411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0724    0.7287    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0724   -0.0963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3576   -0.5087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3576   -1.3337    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4996    1.1411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0710   -1.3337    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7860   -1.7461    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7860   -2.5711    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0710   -2.9835    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4996   -1.3337    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2145   -1.7461    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9295   -1.3337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2145   -2.5711    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4996   -2.9835    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4996   -3.8085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5009    2.3785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7860    1.9661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7860    1.1411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5009    0.7287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2159    1.1411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2159    1.9661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9295    2.3785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9289   -2.9837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  2 12  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4 13  1  0  0  0  0
  5  6  2  0  0  0  0
  5 10  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 25  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 14 15  1  0  0  0  0
 14 17  1  0  0  0  0
 15 16  1  6  0  0  0
 15 21  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  6  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  6  0  0  0
 23 24  2  0  0  0  0
 23 28  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 20 30  1  1  0  0  0
 14 13  1  1  0  0  0
M  END

HMDB0037581
     RDKit          3D
Naringenin 5-rhamnoside
 52 55  0  0  0  0  0  0  0  0999 V2000
   -5.1601    2.8590   -1.4902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5691    1.8670   -0.5099 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3960    1.3501   -1.0114 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9818    0.1791   -0.3901 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5953    0.2316   -0.3347 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6654   -0.6107   -0.8431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0307   -1.7323   -1.5446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0789   -2.6116   -2.0753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4620   -3.7511   -2.7882 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2611   -2.3392   -1.8856 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6556   -1.2276   -1.1898 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6804   -0.3711   -0.6735 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1899    0.7874    0.0524 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3444    1.7185    0.2397 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5916    0.8863    0.5432 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5055    0.2294   -0.4378 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8655    0.0141    0.1143 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8298   -0.6781   -0.5866 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1066   -0.8759   -0.0592 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4247   -0.3755    1.1854 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6955   -0.5551    1.7454 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4714    0.3181    1.8971 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2161    0.5016    1.3564 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0084   -0.9519   -0.9977 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5039    0.0651    1.0235 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0891   -1.1365    1.5957 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9807    0.1615    1.1622 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5396   -1.1092    1.3335 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5496    0.8187   -0.0739 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.7165    1.5055    0.3369 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0965    3.2470   -1.0373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4464    3.7310   -1.5249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3141    2.4261   -2.4946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2954    2.4598    0.4033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3930   -0.6892   -0.9429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0590   -2.0002   -1.7266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5907   -4.5925   -2.2064 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0028   -3.0337   -2.3050 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5922    0.3832    1.5439 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8609    1.9561    0.6512 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6369    0.9554   -1.2937 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5603   -1.0636   -1.5630 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8623   -1.4157   -0.6032 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4228    0.1274    1.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7287    0.7123    2.8827 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5033    1.0448    1.9385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0511    0.9207    1.6062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5489   -1.8834    1.1607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2549    0.7753    2.0563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4467   -1.6152    0.4642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7899    0.0847   -0.8578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4115    2.3025    0.8613 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 16 24  1  0
  4 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 29  2  1  0
 12  6  1  0
 23 17  1  0
 24 11  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  1
  4 35  1  6
  7 36  1  0
  9 37  1  0
 10 38  1  0
 15 39  1  0
 15 40  1  0
 16 41  1  6
 18 42  1  0
 19 43  1  0
 21 44  1  0
 22 45  1  0
 23 46  1  0
 25 47  1  1
 26 48  1  0
 27 49  1  1
 28 50  1  0
 29 51  1  6
 30 52  1  0
M  END

  Mrv0541 02241215212D          

 30 33  0  0  0  0            999 V2000
   -1.0710    1.1411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7860    0.7287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7860   -0.0963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0710   -0.5087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3574   -0.0963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3574    0.7287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3576    1.1411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0724    0.7287    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0724   -0.0963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3576   -0.5087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3576   -1.3337    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4996    1.1411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0710   -1.3337    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7860   -1.7461    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7860   -2.5711    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0710   -2.9835    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4996   -1.3337    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2145   -1.7461    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9295   -1.3337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2145   -2.5711    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4996   -2.9835    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4996   -3.8085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5009    2.3785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7860    1.9661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7860    1.1411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5009    0.7287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2159    1.1411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2159    1.9661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9295    2.3785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9289   -2.9837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  2 12  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4 13  1  0  0  0  0
  5  6  2  0  0  0  0
  5 10  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 25  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 14 15  1  0  0  0  0
 14 17  1  0  0  0  0
 15 16  1  6  0  0  0
 15 21  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  6  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  6  0  0  0
 23 24  2  0  0  0  0
 23 28  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 20 30  1  1  0  0  0
 14 13  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0037581

> <DATABASE_NAME>
hmdb

> <SMILES>
C[C@@H]1O[C@@H](OC2=CC(O)=CC3=C2C(=O)C[C@H](O3)C2=CC=C(O)C=C2)[C@H](O)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C21H22O9/c1-9-18(25)19(26)20(27)21(28-9)30-16-7-12(23)6-15-17(16)13(24)8-14(29-15)10-2-4-11(22)5-3-10/h2-7,9,14,18-23,25-27H,8H2,1H3/t9-,14-,18-,19+,20+,21-/m0/s1

> <INCHI_KEY>
OVWZFLKQVPSRDZ-DUJSBPBCSA-N

> <FORMULA>
C21H22O9

> <MOLECULAR_WEIGHT>
418.394

> <EXACT_MASS>
418.126382302

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
40.59663537661518

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-7-hydroxy-2-(4-hydroxyphenyl)-5-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
0.85

> <JCHEM_LOGP>
0.9639499236666664

> <ALOGPS_LOGS>
-2.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.48028276500753

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.802501014547943

> <JCHEM_PKA_STRONGEST_BASIC>
-3.612200363306628

> <JCHEM_POLAR_SURFACE_AREA>
145.91000000000003

> <JCHEM_REFRACTIVITY>
101.8905

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.28e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-7-hydroxy-2-(4-hydroxyphenyl)-5-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-2,3-dihydro-1-benzopyran-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0037581
     RDKit          3D
Naringenin 5-rhamnoside
 52 55  0  0  0  0  0  0  0  0999 V2000
   -5.1601    2.8590   -1.4902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5691    1.8670   -0.5099 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3960    1.3501   -1.0114 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9818    0.1791   -0.3901 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5953    0.2316   -0.3347 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6654   -0.6107   -0.8431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0307   -1.7323   -1.5446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0789   -2.6116   -2.0753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4620   -3.7511   -2.7882 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2611   -2.3392   -1.8856 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6556   -1.2276   -1.1898 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6804   -0.3711   -0.6735 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1899    0.7874    0.0524 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3444    1.7185    0.2397 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5916    0.8863    0.5432 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5055    0.2294   -0.4378 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8655    0.0141    0.1143 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8298   -0.6781   -0.5866 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1066   -0.8759   -0.0592 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4247   -0.3755    1.1854 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6955   -0.5551    1.7454 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4714    0.3181    1.8971 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2161    0.5016    1.3564 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0084   -0.9519   -0.9977 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5039    0.0651    1.0235 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0891   -1.1365    1.5957 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9807    0.1615    1.1622 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5396   -1.1092    1.3335 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5496    0.8187   -0.0739 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.7165    1.5055    0.3369 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0965    3.2470   -1.0373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4464    3.7310   -1.5249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3141    2.4261   -2.4946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2954    2.4598    0.4033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3930   -0.6892   -0.9429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0590   -2.0002   -1.7266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5907   -4.5925   -2.2064 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0028   -3.0337   -2.3050 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5922    0.3832    1.5439 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8609    1.9561    0.6512 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6369    0.9554   -1.2937 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5603   -1.0636   -1.5630 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8623   -1.4157   -0.6032 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4228    0.1274    1.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7287    0.7123    2.8827 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5033    1.0448    1.9385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0511    0.9207    1.6062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5489   -1.8834    1.1607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2549    0.7753    2.0563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4467   -1.6152    0.4642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7899    0.0847   -0.8578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4115    2.3025    0.8613 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 16 24  1  0
  4 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 29  2  1  0
 12  6  1  0
 23 17  1  0
 24 11  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  1
  4 35  1  6
  7 36  1  0
  9 37  1  0
 10 38  1  0
 15 39  1  0
 15 40  1  0
 16 41  1  6
 18 42  1  0
 19 43  1  0
 21 44  1  0
 22 45  1  0
 23 46  1  0
 25 47  1  1
 26 48  1  0
 27 49  1  1
 28 50  1  0
 29 51  1  6
 30 52  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -1.999   2.130   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.334   1.360   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.334  -0.180   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.999  -0.950   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.667  -0.180   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.667   1.360   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       0.668   2.130   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       2.002   1.360   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.002  -0.180   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.668  -0.950   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.668  -2.490   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -4.666   2.130   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -1.999  -2.490   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -3.334  -3.259   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.334  -4.799   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -1.999  -5.569   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -4.666  -2.490   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -6.000  -3.259   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -7.335  -2.490   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -6.000  -4.799   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.666  -5.569   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -4.666  -7.109   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       4.668   4.440   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.334   3.670   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.334   2.130   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.668   1.360   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.003   2.130   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.003   3.670   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       7.335   4.440   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -7.334  -5.570   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   12                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   13                                                  
CONECT    5    4    6   10                                                  
CONECT    6    1    5    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   25                                                  
CONECT    9    8   10                                                       
CONECT   10    5    9   11                                                  
CONECT   11   10                                                            
CONECT   12    2                                                            
CONECT   13    4   14                                                       
CONECT   14   15   17   13                                                  
CONECT   15   14   16   21                                                  
CONECT   16   15                                                            
CONECT   17   14   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   30                                                  
CONECT   21   15   20   22                                                  
CONECT   22   21                                                            
CONECT   23   24   28                                                       
CONECT   24   23   25                                                       
CONECT   25    8   24   26                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   23   27   29                                                  
CONECT   29   28                                                            
CONECT   30   20                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

COMPND    HMDB0037581
HETATM    1  C1  UNL     1      -5.160   2.859  -1.490  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.569   1.867  -0.510  1.00  0.00           C  
HETATM    3  O1  UNL     1      -3.396   1.350  -1.011  1.00  0.00           O  
HETATM    4  C3  UNL     1      -2.982   0.179  -0.390  1.00  0.00           C  
HETATM    5  O2  UNL     1      -1.595   0.232  -0.335  1.00  0.00           O  
HETATM    6  C4  UNL     1      -0.665  -0.611  -0.843  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.031  -1.732  -1.545  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.079  -2.612  -2.075  1.00  0.00           C  
HETATM    9  O3  UNL     1      -0.462  -3.751  -2.788  1.00  0.00           O  
HETATM   10  C7  UNL     1       1.261  -2.339  -1.886  1.00  0.00           C  
HETATM   11  C8  UNL     1       1.656  -1.228  -1.190  1.00  0.00           C  
HETATM   12  C9  UNL     1       0.680  -0.371  -0.674  1.00  0.00           C  
HETATM   13  C10 UNL     1       1.190   0.787   0.052  1.00  0.00           C  
HETATM   14  O4  UNL     1       0.344   1.719   0.240  1.00  0.00           O  
HETATM   15  C11 UNL     1       2.592   0.886   0.543  1.00  0.00           C  
HETATM   16  C12 UNL     1       3.506   0.229  -0.438  1.00  0.00           C  
HETATM   17  C13 UNL     1       4.865   0.014   0.114  1.00  0.00           C  
HETATM   18  C14 UNL     1       5.830  -0.678  -0.587  1.00  0.00           C  
HETATM   19  C15 UNL     1       7.107  -0.876  -0.059  1.00  0.00           C  
HETATM   20  C16 UNL     1       7.425  -0.376   1.185  1.00  0.00           C  
HETATM   21  O5  UNL     1       8.696  -0.555   1.745  1.00  0.00           O  
HETATM   22  C17 UNL     1       6.471   0.318   1.897  1.00  0.00           C  
HETATM   23  C18 UNL     1       5.216   0.502   1.356  1.00  0.00           C  
HETATM   24  O6  UNL     1       3.008  -0.952  -0.998  1.00  0.00           O  
HETATM   25  C19 UNL     1      -3.504   0.065   1.023  1.00  0.00           C  
HETATM   26  O7  UNL     1      -3.089  -1.136   1.596  1.00  0.00           O  
HETATM   27  C20 UNL     1      -4.981   0.161   1.162  1.00  0.00           C  
HETATM   28  O8  UNL     1      -5.540  -1.109   1.333  1.00  0.00           O  
HETATM   29  C21 UNL     1      -5.550   0.819  -0.074  1.00  0.00           C  
HETATM   30  O9  UNL     1      -6.716   1.506   0.337  1.00  0.00           O  
HETATM   31  H1  UNL     1      -6.097   3.247  -1.037  1.00  0.00           H  
HETATM   32  H2  UNL     1      -4.446   3.731  -1.525  1.00  0.00           H  
HETATM   33  H3  UNL     1      -5.314   2.426  -2.495  1.00  0.00           H  
HETATM   34  H4  UNL     1      -4.295   2.460   0.403  1.00  0.00           H  
HETATM   35  H5  UNL     1      -3.393  -0.689  -0.943  1.00  0.00           H  
HETATM   36  H6  UNL     1      -2.059  -2.000  -1.727  1.00  0.00           H  
HETATM   37  H7  UNL     1      -0.591  -4.592  -2.206  1.00  0.00           H  
HETATM   38  H8  UNL     1       2.003  -3.034  -2.305  1.00  0.00           H  
HETATM   39  H9  UNL     1       2.592   0.383   1.544  1.00  0.00           H  
HETATM   40  H10 UNL     1       2.861   1.956   0.651  1.00  0.00           H  
HETATM   41  H11 UNL     1       3.637   0.955  -1.294  1.00  0.00           H  
HETATM   42  H12 UNL     1       5.560  -1.064  -1.563  1.00  0.00           H  
HETATM   43  H13 UNL     1       7.862  -1.416  -0.603  1.00  0.00           H  
HETATM   44  H14 UNL     1       9.423   0.127   1.579  1.00  0.00           H  
HETATM   45  H15 UNL     1       6.729   0.712   2.883  1.00  0.00           H  
HETATM   46  H16 UNL     1       4.503   1.045   1.938  1.00  0.00           H  
HETATM   47  H17 UNL     1      -3.051   0.921   1.606  1.00  0.00           H  
HETATM   48  H18 UNL     1      -3.549  -1.883   1.161  1.00  0.00           H  
HETATM   49  H19 UNL     1      -5.255   0.775   2.056  1.00  0.00           H  
HETATM   50  H20 UNL     1      -5.447  -1.615   0.464  1.00  0.00           H  
HETATM   51  H21 UNL     1      -5.790   0.085  -0.858  1.00  0.00           H  
HETATM   52  H22 UNL     1      -6.412   2.303   0.861  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3   29   34
CONECT    3    4
CONECT    4    5   25   35
CONECT    5    6
CONECT    6    7    7   12
CONECT    7    8   36
CONECT    8    9   10   10
CONECT    9   37
CONECT   10   11   38
CONECT   11   12   12   24
CONECT   12   13
CONECT   13   14   14   15
CONECT   15   16   39   40
CONECT   16   17   24   41
CONECT   17   18   18   23
CONECT   18   19   42
CONECT   19   20   20   43
CONECT   20   21   22
CONECT   21   44
CONECT   22   23   23   45
CONECT   23   46
CONECT   25   26   27   47
CONECT   26   48
CONECT   27   28   29   49
CONECT   28   50
CONECT   29   30   51
CONECT   30   52
END

HMDB0037581
     RDKit          3D
Naringenin 5-rhamnoside
 52 55  0  0  0  0  0  0  0  0999 V2000
   -5.1601    2.8590   -1.4902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5691    1.8670   -0.5099 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3960    1.3501   -1.0114 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9818    0.1791   -0.3901 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5953    0.2316   -0.3347 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6654   -0.6107   -0.8431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0307   -1.7323   -1.5446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0789   -2.6116   -2.0753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4620   -3.7511   -2.7882 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2611   -2.3392   -1.8856 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6556   -1.2276   -1.1898 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6804   -0.3711   -0.6735 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1899    0.7874    0.0524 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3444    1.7185    0.2397 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5916    0.8863    0.5432 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5055    0.2294   -0.4378 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8655    0.0141    0.1143 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8298   -0.6781   -0.5866 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1066   -0.8759   -0.0592 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4247   -0.3755    1.1854 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6955   -0.5551    1.7454 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4714    0.3181    1.8971 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2161    0.5016    1.3564 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0084   -0.9519   -0.9977 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5039    0.0651    1.0235 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0891   -1.1365    1.5957 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9807    0.1615    1.1622 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5396   -1.1092    1.3335 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5496    0.8187   -0.0739 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.7165    1.5055    0.3369 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0965    3.2470   -1.0373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4464    3.7310   -1.5249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3141    2.4261   -2.4946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2954    2.4598    0.4033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3930   -0.6892   -0.9429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0590   -2.0002   -1.7266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5907   -4.5925   -2.2064 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0028   -3.0337   -2.3050 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5922    0.3832    1.5439 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8609    1.9561    0.6512 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6369    0.9554   -1.2937 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5603   -1.0636   -1.5630 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8623   -1.4157   -0.6032 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4228    0.1274    1.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7287    0.7123    2.8827 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5033    1.0448    1.9385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0511    0.9207    1.6062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5489   -1.8834    1.1607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2549    0.7753    2.0563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4467   -1.6152    0.4642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7899    0.0847   -0.8578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4115    2.3025    0.8613 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 16 24  1  0
  4 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 29  2  1  0
 12  6  1  0
 23 17  1  0
 24 11  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  1
  4 35  1  6
  7 36  1  0
  9 37  1  0
 10 38  1  0
 15 39  1  0
 15 40  1  0
 16 41  1  6
 18 42  1  0
 19 43  1  0
 21 44  1  0
 22 45  1  0
 23 46  1  0
 25 47  1  1
 26 48  1  0
 27 49  1  1
 28 50  1  0
 29 51  1  6
 30 52  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Naringenin 5-O-rhamnoside	HMDB

Chemical Formula

C₂₁H₂₂O₉

Average Molecular Weight

418.394

Monoisotopic Molecular Weight

418.126382302

IUPAC Name

(2S)-7-hydroxy-2-(4-hydroxyphenyl)-5-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

(2S)-7-hydroxy-2-(4-hydroxyphenyl)-5-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-2,3-dihydro-1-benzopyran-4-one

CAS Registry Number

83697-42-1

SMILES

C[C@@H]1O[C@@H](OC2=CC(O)=CC3=C2C(=O)C[C@H](O3)C2=CC=C(O)C=C2)[C@H](O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C21H22O9/c1-9-18(25)19(26)20(27)21(28-9)30-16-7-12(23)6-15-17(16)13(24)8-14(29-15)10-2-4-11(22)5-3-10/h2-7,9,14,18-23,25-27H,8H2,1H3/t9-,14-,18-,19+,20+,21-/m0/s1

InChI Key

OVWZFLKQVPSRDZ-DUJSBPBCSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid o-glycosides. Flavonoid O-glycosides are compounds containing a carbohydrate moiety which is O-glycosidically linked to the 2-phenylchromen-4-one flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid O-glycosides

Alternative Parents

Substituents

Flavonoid o-glycoside
Flavonoid-5-o-glycoside
Hydroxyflavonoid
4'-hydroxyflavonoid
7-hydroxyflavonoid
Flavanone
Flavan
Phenolic glycoside
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Chromone
Benzopyran
Chromane
1-benzopyran
Aryl alkyl ketone
Aryl ketone
Phenol
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Benzenoid
Oxane
Monosaccharide
Secondary alcohol
Ketone
Polyol
Ether
Organoheterocyclic compound
Oxacycle
Acetal
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0037581)
Cell membrane (HMDB: HMDB0037581)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0037581)

Source

Exogenous

Exogenous (HMDB: HMDB0037581)

Food

Food (HMDB: HMDB0037581)

Fruit

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0037581)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0037581)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	135 - 137 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	2.52	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.28 g/L	ALOGPS
logP	0.85	ALOGPS
logP	0.96	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	7.8	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	145.91 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	101.89 m³·mol⁻¹	ChemAxon
Polarizability	40.6 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	198.687	31661259
DarkChem	[M-H]-	190.132	31661259
DeepCCS	[M+H]+	193.739	30932474
DeepCCS	[M-H]-	191.343	30932474
DeepCCS	[M-2H]-	224.62	30932474
DeepCCS	[M+Na]+	199.651	30932474
AllCCS	[M+H]+	200.1	32859911
AllCCS	[M+H-H2O]+	197.5	32859911
AllCCS	[M+NH4]+	202.4	32859911
AllCCS	[M+Na]+	203.1	32859911
AllCCS	[M-H]-	196.6	32859911
AllCCS	[M+Na-2H]-	196.9	32859911
AllCCS	[M+HCOO]-	197.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Naringenin 5-rhamnoside	C[C@@H]1O[C@@H](OC2=CC(O)=CC3=C2C(=O)C[C@H](O3)C2=CC=C(O)C=C2)[C@H](O)[C@H](O)[C@H]1O	5049.9	Standard polar	33892256
Naringenin 5-rhamnoside	C[C@@H]1O[C@@H](OC2=CC(O)=CC3=C2C(=O)C[C@H](O3)C2=CC=C(O)C=C2)[C@H](O)[C@H](O)[C@H]1O	3720.0	Standard non polar	33892256
Naringenin 5-rhamnoside	C[C@@H]1O[C@@H](OC2=CC(O)=CC3=C2C(=O)C[C@H](O3)C2=CC=C(O)C=C2)[C@H](O)[C@H](O)[C@H]1O	4116.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Naringenin 5-rhamnoside,1TMS,isomer #1	C[C@@H]1O[C@@H](OC2=CC(O[Si](C)(C)C)=CC3=C2C(=O)C[C@@H](C2=CC=C(O)C=C2)O3)[C@H](O)[C@H](O)[C@H]1O	3673.1	Semi standard non polar	33892256
Naringenin 5-rhamnoside,1TMS,isomer #2	C[C@@H]1O[C@@H](OC2=CC(O)=CC3=C2C(=O)C[C@@H](C2=CC=C(O[Si](C)(C)C)C=C2)O3)[C@H](O)[C@H](O)[C@H]1O	3704.3	Semi standard non polar	33892256
Naringenin 5-rhamnoside,1TMS,isomer #3	C[C@@H]1O[C@@H](OC2=CC(O)=CC3=C2C(=O)C[C@@H](C2=CC=C(O)C=C2)O3)[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1O	3700.9	Semi standard non polar	33892256
Naringenin 5-rhamnoside,1TMS,isomer #4	C[C@@H]1O[C@@H](OC2=CC(O)=CC3=C2C(=O)C[C@@H](C2=CC=C(O)C=C2)O3)[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1O	3705.5	Semi standard non polar	33892256
Naringenin 5-rhamnoside,1TMS,isomer #5	C[C@@H]1O[C@@H](OC2=CC(O)=CC3=C2C(=O)C[C@@H](C2=CC=C(O)C=C2)O3)[C@H](O)[C@H](O)[C@H]1O[Si](C)(C)C	3716.4	Semi standard non polar	33892256
Naringenin 5-rhamnoside,2TMS,isomer #1	C[C@@H]1O[C@@H](OC2=CC(O[Si](C)(C)C)=CC3=C2C(=O)C[C@@H](C2=CC=C(O[Si](C)(C)C)C=C2)O3)[C@H](O)[C@H](O)[C@H]1O	3669.6	Semi standard non polar	33892256
Naringenin 5-rhamnoside,2TMS,isomer #10	C[C@@H]1O[C@@H](OC2=CC(O)=CC3=C2C(=O)C[C@@H](C2=CC=C(O)C=C2)O3)[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	3643.0	Semi standard non polar	33892256
Naringenin 5-rhamnoside,2TMS,isomer #2	C[C@@H]1O[C@@H](OC2=CC(O[Si](C)(C)C)=CC3=C2C(=O)C[C@@H](C2=CC=C(O)C=C2)O3)[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1O	3585.2	Semi standard non polar	33892256
Naringenin 5-rhamnoside,2TMS,isomer #3	C[C@@H]1O[C@@H](OC2=CC(O[Si](C)(C)C)=CC3=C2C(=O)C[C@@H](C2=CC=C(O)C=C2)O3)[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1O	3590.7	Semi standard non polar	33892256
Naringenin 5-rhamnoside,2TMS,isomer #4	C[C@@H]1O[C@@H](OC2=CC(O[Si](C)(C)C)=CC3=C2C(=O)C[C@@H](C2=CC=C(O)C=C2)O3)[C@H](O)[C@H](O)[C@H]1O[Si](C)(C)C	3606.0	Semi standard non polar	33892256
Naringenin 5-rhamnoside,2TMS,isomer #5	C[C@@H]1O[C@@H](OC2=CC(O)=CC3=C2C(=O)C[C@@H](C2=CC=C(O[Si](C)(C)C)C=C2)O3)[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1O	3622.2	Semi standard non polar	33892256
Naringenin 5-rhamnoside,2TMS,isomer #6	C[C@@H]1O[C@@H](OC2=CC(O)=CC3=C2C(=O)C[C@@H](C2=CC=C(O[Si](C)(C)C)C=C2)O3)[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1O	3620.6	Semi standard non polar	33892256
Naringenin 5-rhamnoside,2TMS,isomer #7	C[C@@H]1O[C@@H](OC2=CC(O)=CC3=C2C(=O)C[C@@H](C2=CC=C(O[Si](C)(C)C)C=C2)O3)[C@H](O)[C@H](O)[C@H]1O[Si](C)(C)C	3633.4	Semi standard non polar	33892256
Naringenin 5-rhamnoside,2TMS,isomer #8	C[C@@H]1O[C@@H](OC2=CC(O)=CC3=C2C(=O)C[C@@H](C2=CC=C(O)C=C2)O3)[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O	3631.9	Semi standard non polar	33892256
Naringenin 5-rhamnoside,2TMS,isomer #9	C[C@@H]1O[C@@H](OC2=CC(O)=CC3=C2C(=O)C[C@@H](C2=CC=C(O)C=C2)O3)[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C	3635.0	Semi standard non polar	33892256
Naringenin 5-rhamnoside,3TMS,isomer #1	C[C@@H]1O[C@@H](OC2=CC(O[Si](C)(C)C)=CC3=C2C(=O)C[C@@H](C2=CC=C(O[Si](C)(C)C)C=C2)O3)[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1O	3606.6	Semi standard non polar	33892256
Naringenin 5-rhamnoside,3TMS,isomer #10	C[C@@H]1O[C@@H](OC2=CC(O)=CC3=C2C(=O)C[C@@H](C2=CC=C(O)C=C2)O3)[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	3593.9	Semi standard non polar	33892256
Naringenin 5-rhamnoside,3TMS,isomer #2	C[C@@H]1O[C@@H](OC2=CC(O[Si](C)(C)C)=CC3=C2C(=O)C[C@@H](C2=CC=C(O[Si](C)(C)C)C=C2)O3)[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1O	3623.0	Semi standard non polar	33892256
Naringenin 5-rhamnoside,3TMS,isomer #3	C[C@@H]1O[C@@H](OC2=CC(O[Si](C)(C)C)=CC3=C2C(=O)C[C@@H](C2=CC=C(O[Si](C)(C)C)C=C2)O3)[C@H](O)[C@H](O)[C@H]1O[Si](C)(C)C	3617.6	Semi standard non polar	33892256
Naringenin 5-rhamnoside,3TMS,isomer #4	C[C@@H]1O[C@@H](OC2=CC(O[Si](C)(C)C)=CC3=C2C(=O)C[C@@H](C2=CC=C(O)C=C2)O3)[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O	3546.6	Semi standard non polar	33892256
Naringenin 5-rhamnoside,3TMS,isomer #5	C[C@@H]1O[C@@H](OC2=CC(O[Si](C)(C)C)=CC3=C2C(=O)C[C@@H](C2=CC=C(O)C=C2)O3)[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C	3538.9	Semi standard non polar	33892256
Naringenin 5-rhamnoside,3TMS,isomer #6	C[C@@H]1O[C@@H](OC2=CC(O[Si](C)(C)C)=CC3=C2C(=O)C[C@@H](C2=CC=C(O)C=C2)O3)[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	3545.0	Semi standard non polar	33892256
Naringenin 5-rhamnoside,3TMS,isomer #7	C[C@@H]1O[C@@H](OC2=CC(O)=CC3=C2C(=O)C[C@@H](C2=CC=C(O[Si](C)(C)C)C=C2)O3)[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O	3583.5	Semi standard non polar	33892256
Naringenin 5-rhamnoside,3TMS,isomer #8	C[C@@H]1O[C@@H](OC2=CC(O)=CC3=C2C(=O)C[C@@H](C2=CC=C(O[Si](C)(C)C)C=C2)O3)[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C	3575.5	Semi standard non polar	33892256
Naringenin 5-rhamnoside,3TMS,isomer #9	C[C@@H]1O[C@@H](OC2=CC(O)=CC3=C2C(=O)C[C@@H](C2=CC=C(O[Si](C)(C)C)C=C2)O3)[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	3577.8	Semi standard non polar	33892256
Naringenin 5-rhamnoside,4TMS,isomer #1	C[C@@H]1O[C@@H](OC2=CC(O[Si](C)(C)C)=CC3=C2C(=O)C[C@@H](C2=CC=C(O[Si](C)(C)C)C=C2)O3)[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O	3597.2	Semi standard non polar	33892256
Naringenin 5-rhamnoside,4TMS,isomer #2	C[C@@H]1O[C@@H](OC2=CC(O[Si](C)(C)C)=CC3=C2C(=O)C[C@@H](C2=CC=C(O[Si](C)(C)C)C=C2)O3)[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C	3588.0	Semi standard non polar	33892256
Naringenin 5-rhamnoside,4TMS,isomer #3	C[C@@H]1O[C@@H](OC2=CC(O[Si](C)(C)C)=CC3=C2C(=O)C[C@@H](C2=CC=C(O[Si](C)(C)C)C=C2)O3)[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	3608.2	Semi standard non polar	33892256
Naringenin 5-rhamnoside,4TMS,isomer #4	C[C@@H]1O[C@@H](OC2=CC(O[Si](C)(C)C)=CC3=C2C(=O)C[C@@H](C2=CC=C(O)C=C2)O3)[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	3519.6	Semi standard non polar	33892256
Naringenin 5-rhamnoside,4TMS,isomer #5	C[C@@H]1O[C@@H](OC2=CC(O)=CC3=C2C(=O)C[C@@H](C2=CC=C(O[Si](C)(C)C)C=C2)O3)[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	3557.5	Semi standard non polar	33892256
Naringenin 5-rhamnoside,5TMS,isomer #1	C[C@@H]1O[C@@H](OC2=CC(O[Si](C)(C)C)=CC3=C2C(=O)C[C@@H](C2=CC=C(O[Si](C)(C)C)C=C2)O3)[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	3603.7	Semi standard non polar	33892256
Naringenin 5-rhamnoside,1TBDMS,isomer #1	C[C@@H]1O[C@@H](OC2=CC(O[Si](C)(C)C(C)(C)C)=CC3=C2C(=O)C[C@@H](C2=CC=C(O)C=C2)O3)[C@H](O)[C@H](O)[C@H]1O	3931.0	Semi standard non polar	33892256
Naringenin 5-rhamnoside,1TBDMS,isomer #2	C[C@@H]1O[C@@H](OC2=CC(O)=CC3=C2C(=O)C[C@@H](C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)O3)[C@H](O)[C@H](O)[C@H]1O	3977.3	Semi standard non polar	33892256
Naringenin 5-rhamnoside,1TBDMS,isomer #3	C[C@@H]1O[C@@H](OC2=CC(O)=CC3=C2C(=O)C[C@@H](C2=CC=C(O)C=C2)O3)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O	3954.5	Semi standard non polar	33892256
Naringenin 5-rhamnoside,1TBDMS,isomer #4	C[C@@H]1O[C@@H](OC2=CC(O)=CC3=C2C(=O)C[C@@H](C2=CC=C(O)C=C2)O3)[C@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	3950.2	Semi standard non polar	33892256
Naringenin 5-rhamnoside,1TBDMS,isomer #5	C[C@@H]1O[C@@H](OC2=CC(O)=CC3=C2C(=O)C[C@@H](C2=CC=C(O)C=C2)O3)[C@H](O)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	3967.8	Semi standard non polar	33892256
Naringenin 5-rhamnoside,2TBDMS,isomer #1	C[C@@H]1O[C@@H](OC2=CC(O[Si](C)(C)C(C)(C)C)=CC3=C2C(=O)C[C@@H](C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)O3)[C@H](O)[C@H](O)[C@H]1O	4161.7	Semi standard non polar	33892256
Naringenin 5-rhamnoside,2TBDMS,isomer #10	C[C@@H]1O[C@@H](OC2=CC(O)=CC3=C2C(=O)C[C@@H](C2=CC=C(O)C=C2)O3)[C@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C	4076.7	Semi standard non polar	33892256
Naringenin 5-rhamnoside,2TBDMS,isomer #2	C[C@@H]1O[C@@H](OC2=CC(O[Si](C)(C)C(C)(C)C)=CC3=C2C(=O)C[C@@H](C2=CC=C(O)C=C2)O3)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O	4069.3	Semi standard non polar	33892256
Naringenin 5-rhamnoside,2TBDMS,isomer #3	C[C@@H]1O[C@@H](OC2=CC(O[Si](C)(C)C(C)(C)C)=CC3=C2C(=O)C[C@@H](C2=CC=C(O)C=C2)O3)[C@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	4072.0	Semi standard non polar	33892256
Naringenin 5-rhamnoside,2TBDMS,isomer #4	C[C@@H]1O[C@@H](OC2=CC(O[Si](C)(C)C(C)(C)C)=CC3=C2C(=O)C[C@@H](C2=CC=C(O)C=C2)O3)[C@H](O)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	4091.6	Semi standard non polar	33892256
Naringenin 5-rhamnoside,2TBDMS,isomer #5	C[C@@H]1O[C@@H](OC2=CC(O)=CC3=C2C(=O)C[C@@H](C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)O3)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O	4104.1	Semi standard non polar	33892256
Naringenin 5-rhamnoside,2TBDMS,isomer #6	C[C@@H]1O[C@@H](OC2=CC(O)=CC3=C2C(=O)C[C@@H](C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)O3)[C@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	4107.9	Semi standard non polar	33892256
Naringenin 5-rhamnoside,2TBDMS,isomer #7	C[C@@H]1O[C@@H](OC2=CC(O)=CC3=C2C(=O)C[C@@H](C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)O3)[C@H](O)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	4119.4	Semi standard non polar	33892256
Naringenin 5-rhamnoside,2TBDMS,isomer #8	C[C@@H]1O[C@@H](OC2=CC(O)=CC3=C2C(=O)C[C@@H](C2=CC=C(O)C=C2)O3)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	4059.3	Semi standard non polar	33892256
Naringenin 5-rhamnoside,2TBDMS,isomer #9	C[C@@H]1O[C@@H](OC2=CC(O)=CC3=C2C(=O)C[C@@H](C2=CC=C(O)C=C2)O3)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	4076.6	Semi standard non polar	33892256
Naringenin 5-rhamnoside,3TBDMS,isomer #1	C[C@@H]1O[C@@H](OC2=CC(O[Si](C)(C)C(C)(C)C)=CC3=C2C(=O)C[C@@H](C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)O3)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O	4296.5	Semi standard non polar	33892256
Naringenin 5-rhamnoside,3TBDMS,isomer #10	C[C@@H]1O[C@@H](OC2=CC(O)=CC3=C2C(=O)C[C@@H](C2=CC=C(O)C=C2)O3)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C	4142.0	Semi standard non polar	33892256
Naringenin 5-rhamnoside,3TBDMS,isomer #2	C[C@@H]1O[C@@H](OC2=CC(O[Si](C)(C)C(C)(C)C)=CC3=C2C(=O)C[C@@H](C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)O3)[C@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	4313.8	Semi standard non polar	33892256
Naringenin 5-rhamnoside,3TBDMS,isomer #3	C[C@@H]1O[C@@H](OC2=CC(O[Si](C)(C)C(C)(C)C)=CC3=C2C(=O)C[C@@H](C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)O3)[C@H](O)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	4323.9	Semi standard non polar	33892256
Naringenin 5-rhamnoside,3TBDMS,isomer #4	C[C@@H]1O[C@@H](OC2=CC(O[Si](C)(C)C(C)(C)C)=CC3=C2C(=O)C[C@@H](C2=CC=C(O)C=C2)O3)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	4183.4	Semi standard non polar	33892256
Naringenin 5-rhamnoside,3TBDMS,isomer #5	C[C@@H]1O[C@@H](OC2=CC(O[Si](C)(C)C(C)(C)C)=CC3=C2C(=O)C[C@@H](C2=CC=C(O)C=C2)O3)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	4184.2	Semi standard non polar	33892256
Naringenin 5-rhamnoside,3TBDMS,isomer #6	C[C@@H]1O[C@@H](OC2=CC(O[Si](C)(C)C(C)(C)C)=CC3=C2C(=O)C[C@@H](C2=CC=C(O)C=C2)O3)[C@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C	4190.4	Semi standard non polar	33892256
Naringenin 5-rhamnoside,3TBDMS,isomer #7	C[C@@H]1O[C@@H](OC2=CC(O)=CC3=C2C(=O)C[C@@H](C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)O3)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	4211.2	Semi standard non polar	33892256
Naringenin 5-rhamnoside,3TBDMS,isomer #8	C[C@@H]1O[C@@H](OC2=CC(O)=CC3=C2C(=O)C[C@@H](C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)O3)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	4218.0	Semi standard non polar	33892256
Naringenin 5-rhamnoside,3TBDMS,isomer #9	C[C@@H]1O[C@@H](OC2=CC(O)=CC3=C2C(=O)C[C@@H](C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)O3)[C@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C	4212.3	Semi standard non polar	33892256
Naringenin 5-rhamnoside,4TBDMS,isomer #1	C[C@@H]1O[C@@H](OC2=CC(O[Si](C)(C)C(C)(C)C)=CC3=C2C(=O)C[C@@H](C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)O3)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	4401.6	Semi standard non polar	33892256
Naringenin 5-rhamnoside,4TBDMS,isomer #2	C[C@@H]1O[C@@H](OC2=CC(O[Si](C)(C)C(C)(C)C)=CC3=C2C(=O)C[C@@H](C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)O3)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	4399.5	Semi standard non polar	33892256
Naringenin 5-rhamnoside,4TBDMS,isomer #3	C[C@@H]1O[C@@H](OC2=CC(O[Si](C)(C)C(C)(C)C)=CC3=C2C(=O)C[C@@H](C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)O3)[C@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C	4399.1	Semi standard non polar	33892256
Naringenin 5-rhamnoside,4TBDMS,isomer #4	C[C@@H]1O[C@@H](OC2=CC(O[Si](C)(C)C(C)(C)C)=CC3=C2C(=O)C[C@@H](C2=CC=C(O)C=C2)O3)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C	4282.6	Semi standard non polar	33892256
Naringenin 5-rhamnoside,4TBDMS,isomer #5	C[C@@H]1O[C@@H](OC2=CC(O)=CC3=C2C(=O)C[C@@H](C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)O3)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C	4330.6	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Naringenin 5-rhamnoside GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fki-9222200000-9077eaea120c4a51fcbe	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Naringenin 5-rhamnoside GC-MS (3 TMS) - 70eV, Positive	splash10-01b9-9310107000-24f03a8ebd5424d52c5a	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Naringenin 5-rhamnoside GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Naringenin 5-rhamnoside 10V, Positive-QTOF	splash10-00xr-0290500000-3c48f4267b5b92f40980	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Naringenin 5-rhamnoside 20V, Positive-QTOF	splash10-05fr-0690000000-11f61d9be37adaa929c5	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Naringenin 5-rhamnoside 40V, Positive-QTOF	splash10-0pi0-1930000000-8a73b8bf1ff91a263732	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Naringenin 5-rhamnoside 10V, Negative-QTOF	splash10-01b9-2193800000-eb114fbb527db724a2aa	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Naringenin 5-rhamnoside 20V, Negative-QTOF	splash10-00di-1291000000-60e42c1c07121336ac2d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Naringenin 5-rhamnoside 40V, Negative-QTOF	splash10-05fr-3980000000-48466453740d043f348a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Naringenin 5-rhamnoside 10V, Positive-QTOF	splash10-014i-0000900000-a12148ee24803ea18836	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Naringenin 5-rhamnoside 20V, Positive-QTOF	splash10-0002-0490600000-aa6b3ec6f405699bb85d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Naringenin 5-rhamnoside 40V, Positive-QTOF	splash10-0002-0390000000-f72c38a42a7aae85d9f7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Naringenin 5-rhamnoside 10V, Negative-QTOF	splash10-014i-0000900000-32386c96f04ff8fe5fa8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Naringenin 5-rhamnoside 20V, Negative-QTOF	splash10-014j-0090800000-380108a9568850ce1ad9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Naringenin 5-rhamnoside 40V, Negative-QTOF	splash10-014i-0940000000-ba2618b8ad3820332ca0	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB016684

KNApSAcK ID

C00008205

Chemspider ID

30777192

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131752208

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Naringenin 5-rhamnoside (HMDB0037581)

MOL for HMDB0037581 (Naringenin 5-rhamnoside)

3D MOL for HMDB0037581 (Naringenin 5-rhamnoside)

3D SDF for HMDB0037581 (Naringenin 5-rhamnoside)

3D-SDF for HMDB0037581 (Naringenin 5-rhamnoside)

PDB for HMDB0037581 (Naringenin 5-rhamnoside)

3D PDB for HMDB0037581 (Naringenin 5-rhamnoside)

SMILES for HMDB0037581 (Naringenin 5-rhamnoside)

INCHI for HMDB0037581 (Naringenin 5-rhamnoside)

Structure for HMDB0037581 (Naringenin 5-rhamnoside)

3D Structure for HMDB0037581 (Naringenin 5-rhamnoside)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra