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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-22 05:07:25 UTC

Update Date

2021-09-22 05:07:25 UTC

HMDB ID

HMDB0301688

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Quercetin 3-O-acetyl-rhamnoside

Description

Quercetin 3-o-acetyl-rhamnoside is a member of the class of compounds known as flavonoid-3-o-glycosides. Flavonoid-3-o-glycosides are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C3-position. Quercetin 3-o-acetyl-rhamnoside is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Quercetin 3-o-acetyl-rhamnoside can be found in common grape, highbush blueberry, rubus (blackberry, raspberry), and summer grape, which makes quercetin 3-o-acetyl-rhamnoside a potential biomarker for the consumption of these food products.

Structure

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


  Mrv0541 02241223292D          

 35 38  0  0  0  0            999 V2000
   -6.2609    1.7606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9754    1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9754    0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2609    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5465    0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5465    1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8320    1.7606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8320    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1175    0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1175    1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4031    1.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6886    2.9981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4031    2.5856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6886    1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9741    1.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9741    2.5856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8320   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4031    0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6899    1.7605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2609   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6886    3.8231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2597    2.9981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1176   -1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1176   -1.9520    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4031   -2.3645    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6886   -1.9520    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6886   -1.1270    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4031   -0.7145    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9741   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9741   -2.3645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4031   -3.1895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8320   -2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2596    0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9741    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6886    0.5230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  1  6  2  0  0  0  0
  7  6  1  0  0  0  0
  5  6  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  0  0  0  0
 13 11  2  0  0  0  0
 11 14  1  0  0  0  0
 12 13  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 12 16  2  0  0  0  0
  8 17  2  0  0  0  0
  9 18  1  0  0  0  0
  2 19  1  0  0  0  0
  4 20  1  0  0  0  0
 12 21  1  0  0  0  0
 16 22  1  0  0  0  0
 28 18  1  1  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 23 28  1  0  0  0  0
 27 29  1  6  0  0  0
 26 30  1  6  0  0  0
 25 31  1  1  0  0  0
 24 32  1  6  0  0  0
 29 34  1  0  0  0  0
 34 33  1  0  0  0  0
 34 35  2  0  0  0  0
M  END

HMDB0301688
     RDKit          3D
Quercetin 3-O-acetyl-rhamnoside
 57 60  0  0  0  0  0  0  0  0999 V2000
    2.0511    3.1529   -3.4473 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3318    2.3035   -2.2530 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8390    2.8692   -1.2737 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0650    0.9708   -2.1865 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2910    0.1270   -1.1172 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0688   -0.6766   -0.7274 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5152   -0.3484    0.5114 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5305    0.4704    0.8138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8498    0.1091    0.8871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3387   -1.2295    0.6535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6819   -1.4106    0.3696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2159   -2.6774    0.1717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4162   -3.7924    0.2501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9354   -5.0818    0.0484 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0681   -3.6308    0.5337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2770   -4.7543    0.6068 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5660   -2.3390    0.7303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7759    1.0320    1.1883 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5370    2.2684    1.4261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5318    3.1826    1.7352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2551    4.5084    1.9911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2391    5.4412    2.3042 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9417    4.9207    1.9348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9495    4.0047    1.6239 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3789    4.4134    1.5664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2253    2.6836    1.3693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2225    1.8105    1.0680 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9555    2.2414    1.0335 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2804   -2.0591   -0.8818 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2171   -2.5054    0.0704 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5607   -3.9248   -0.2589 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4851   -1.6697   -0.0738 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4460   -0.7404    0.9500 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3813   -0.9104   -1.4146 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9608   -1.7642   -2.4086 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8527    2.5284   -4.3473 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9699    3.7300   -3.6721 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2463    3.8857   -3.2539 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6862    0.6241   -0.1877 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3074   -0.4051   -1.5215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3832   -0.5838    0.2899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2665   -2.8205   -0.0544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3572   -5.9136    0.0993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2927   -4.6187    0.8066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5190   -2.2945    1.0034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5483    2.8374    1.7703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4449    5.5325    3.2960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6619    5.9329    2.1232 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6033    5.3812    1.7502 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8528   -2.4424    1.0959 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2591   -4.1501   -1.3215 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6545   -4.0570   -0.1293 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0736   -4.6571    0.4256 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3639   -2.2784    0.0193 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2916   -0.3740    1.2496 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3415   -0.4747   -1.6397 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7006   -2.3773   -2.6975 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  2  0
  9 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 26 27  1  0
 27 28  2  0
  6 29  1  0
 29 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 32 34  1  0
 34 35  1  0
 34  5  1  0
 27  8  1  0
 17 10  1  0
 26 19  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  5 39  1  1
  6 40  1  6
 11 41  1  0
 12 42  1  0
 14 43  1  0
 16 44  1  0
 17 45  1  0
 20 46  1  0
 22 47  1  0
 23 48  1  0
 25 49  1  0
 30 50  1  1
 31 51  1  0
 31 52  1  0
 31 53  1  0
 32 54  1  6
 33 55  1  0
 34 56  1  6
 35 57  1  0
M  END


  Mrv0541 02241223292D          

 35 38  0  0  0  0            999 V2000
   -6.2609    1.7606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9754    1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9754    0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2609    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5465    0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5465    1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8320    1.7606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8320    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1175    0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1175    1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4031    1.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6886    2.9981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4031    2.5856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6886    1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9741    1.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9741    2.5856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8320   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4031    0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6899    1.7605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2609   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6886    3.8231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2597    2.9981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1176   -1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1176   -1.9520    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4031   -2.3645    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6886   -1.9520    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6886   -1.1270    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4031   -0.7145    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9741   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9741   -2.3645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4031   -3.1895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8320   -2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2596    0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9741    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6886    0.5230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  1  6  2  0  0  0  0
  7  6  1  0  0  0  0
  5  6  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  0  0  0  0
 13 11  2  0  0  0  0
 11 14  1  0  0  0  0
 12 13  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 12 16  2  0  0  0  0
  8 17  2  0  0  0  0
  9 18  1  0  0  0  0
  2 19  1  0  0  0  0
  4 20  1  0  0  0  0
 12 21  1  0  0  0  0
 16 22  1  0  0  0  0
 28 18  1  1  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 23 28  1  0  0  0  0
 27 29  1  6  0  0  0
 26 30  1  6  0  0  0
 25 31  1  1  0  0  0
 24 32  1  6  0  0  0
 29 34  1  0  0  0  0
 34 33  1  0  0  0  0
 34 35  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0301688

> <DATABASE_NAME>
hmdb

> <SMILES>
C[C@@H]1O[C@@H](OC2=C(OC3=CC(O)=CC(O)=C3C2=O)C2=CC(O)=C(O)C=C2)[C@H](OC(C)=O)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C23H22O12/c1-8-17(29)19(31)22(33-9(2)24)23(32-8)35-21-18(30)16-14(28)6-11(25)7-15(16)34-20(21)10-3-4-12(26)13(27)5-10/h3-8,17,19,22-23,25-29,31H,1-2H3/t8-,17-,19+,22+,23-/m0/s1

> <INCHI_KEY>
QYSPPPJDISHVRH-ZKLNTULWSA-N

> <FORMULA>
C23H22O12

> <MOLECULAR_WEIGHT>
490.4136

> <EXACT_MASS>
490.111126168

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_AVERAGE_POLARIZABILITY>
46.27104995860596

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3R,4R,5R,6S)-2-{[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl]oxy}-4,5-dihydroxy-6-methyloxan-3-yl acetate

> <ALOGPS_LOGP>
2.39

> <JCHEM_LOGP>
1.3432000809999998

> <ALOGPS_LOGS>
-2.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.45118487257287

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.433959479494483

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6129225728094427

> <JCHEM_POLAR_SURFACE_AREA>
192.44

> <JCHEM_REFRACTIVITY>
116.88329999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.15e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3R,4R,5R,6S)-2-{[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy}-4,5-dihydroxy-6-methyloxan-3-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0301688
     RDKit          3D
Quercetin 3-O-acetyl-rhamnoside
 57 60  0  0  0  0  0  0  0  0999 V2000
    2.0511    3.1529   -3.4473 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3318    2.3035   -2.2530 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8390    2.8692   -1.2737 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0650    0.9708   -2.1865 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2910    0.1270   -1.1172 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0688   -0.6766   -0.7274 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5152   -0.3484    0.5114 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5305    0.4704    0.8138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8498    0.1091    0.8871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3387   -1.2295    0.6535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6819   -1.4106    0.3696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2159   -2.6774    0.1717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4162   -3.7924    0.2501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9354   -5.0818    0.0484 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0681   -3.6308    0.5337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2770   -4.7543    0.6068 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5660   -2.3390    0.7303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7759    1.0320    1.1883 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5370    2.2684    1.4261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5318    3.1826    1.7352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2551    4.5084    1.9911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2391    5.4412    2.3042 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9417    4.9207    1.9348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9495    4.0047    1.6239 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3789    4.4134    1.5664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2253    2.6836    1.3693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2225    1.8105    1.0680 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9555    2.2414    1.0335 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2804   -2.0591   -0.8818 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2171   -2.5054    0.0704 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5607   -3.9248   -0.2589 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4851   -1.6697   -0.0738 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4460   -0.7404    0.9500 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3813   -0.9104   -1.4146 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9608   -1.7642   -2.4086 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8527    2.5284   -4.3473 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9699    3.7300   -3.6721 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2463    3.8857   -3.2539 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6862    0.6241   -0.1877 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3074   -0.4051   -1.5215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3832   -0.5838    0.2899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2665   -2.8205   -0.0544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3572   -5.9136    0.0993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2927   -4.6187    0.8066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5190   -2.2945    1.0034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5483    2.8374    1.7703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4449    5.5325    3.2960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6619    5.9329    2.1232 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6033    5.3812    1.7502 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8528   -2.4424    1.0959 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2591   -4.1501   -1.3215 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6545   -4.0570   -0.1293 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0736   -4.6571    0.4256 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3639   -2.2784    0.0193 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2916   -0.3740    1.2496 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3415   -0.4747   -1.6397 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7006   -2.3773   -2.6975 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  2  0
  9 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 26 27  1  0
 27 28  2  0
  6 29  1  0
 29 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 32 34  1  0
 34 35  1  0
 34  5  1  0
 27  8  1  0
 17 10  1  0
 26 19  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  5 39  1  1
  6 40  1  6
 11 41  1  0
 12 42  1  0
 14 43  1  0
 16 44  1  0
 17 45  1  0
 20 46  1  0
 22 47  1  0
 23 48  1  0
 25 49  1  0
 30 50  1  1
 31 51  1  0
 31 52  1  0
 31 53  1  0
 32 54  1  6
 33 55  1  0
 34 56  1  6
 35 57  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     -11.687   3.286   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -13.021   2.516   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -13.021   0.976   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -11.687   0.206   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -10.353   0.976   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -10.353   2.516   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -9.020   3.286   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -9.020   0.206   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -7.686   0.976   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -7.686   2.516   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -6.352   3.286   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.019   5.596   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -6.352   4.826   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -5.019   2.516   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.685   3.286   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.685   4.826   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -9.020  -1.334   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -6.352   0.206   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0     -14.354   3.286   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0     -11.687  -1.334   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -5.019   7.136   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -2.351   5.596   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -7.686  -2.104   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -7.686  -3.644   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -6.352  -4.414   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -5.019  -3.644   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -5.019  -2.104   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -6.352  -1.334   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -3.685  -1.334   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -3.685  -4.414   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -6.352  -5.954   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -9.020  -4.414   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -2.351   0.976   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -3.685   0.206   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      -5.019   0.976   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   19                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   20                                                  
CONECT    5    4    6    8                                                  
CONECT    6    1    7    5                                                  
CONECT    7    6   10                                                       
CONECT    8    5    9   17                                                  
CONECT    9    8   10   18                                                  
CONECT   10    9    7   11                                                  
CONECT   11   10   13   14                                                  
CONECT   12   13   16   21                                                  
CONECT   13   11   12                                                       
CONECT   14   11   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   12   22                                                  
CONECT   17    8                                                            
CONECT   18    9   28                                                       
CONECT   19    2                                                            
CONECT   20    4                                                            
CONECT   21   12                                                            
CONECT   22   16                                                            
CONECT   23   24   28                                                       
CONECT   24   23   25   32                                                  
CONECT   25   24   26   31                                                  
CONECT   26   25   27   30                                                  
CONECT   27   26   28   29                                                  
CONECT   28   18   27   23                                                  
CONECT   29   27   34                                                       
CONECT   30   26                                                            
CONECT   31   25                                                            
CONECT   32   24                                                            
CONECT   33   34                                                            
CONECT   34   29   33   35                                                  
CONECT   35   34                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   76    0
END

COMPND    HMDB0301688
HETATM    1  C1  UNL     1       2.051   3.153  -3.447  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.332   2.304  -2.253  1.00  0.00           C  
HETATM    3  O1  UNL     1       2.839   2.869  -1.274  1.00  0.00           O  
HETATM    4  O2  UNL     1       2.065   0.971  -2.186  1.00  0.00           O  
HETATM    5  C3  UNL     1       2.291   0.127  -1.117  1.00  0.00           C  
HETATM    6  C4  UNL     1       1.069  -0.677  -0.727  1.00  0.00           C  
HETATM    7  O3  UNL     1       0.515  -0.348   0.511  1.00  0.00           O  
HETATM    8  C5  UNL     1      -0.531   0.470   0.814  1.00  0.00           C  
HETATM    9  C6  UNL     1      -1.850   0.109   0.887  1.00  0.00           C  
HETATM   10  C7  UNL     1      -2.339  -1.229   0.653  1.00  0.00           C  
HETATM   11  C8  UNL     1      -3.682  -1.411   0.370  1.00  0.00           C  
HETATM   12  C9  UNL     1      -4.216  -2.677   0.172  1.00  0.00           C  
HETATM   13  C10 UNL     1      -3.416  -3.792   0.250  1.00  0.00           C  
HETATM   14  O4  UNL     1      -3.935  -5.082   0.048  1.00  0.00           O  
HETATM   15  C11 UNL     1      -2.068  -3.631   0.534  1.00  0.00           C  
HETATM   16  O5  UNL     1      -1.277  -4.754   0.607  1.00  0.00           O  
HETATM   17  C12 UNL     1      -1.566  -2.339   0.730  1.00  0.00           C  
HETATM   18  O6  UNL     1      -2.776   1.032   1.188  1.00  0.00           O  
HETATM   19  C13 UNL     1      -2.537   2.268   1.426  1.00  0.00           C  
HETATM   20  C14 UNL     1      -3.532   3.183   1.735  1.00  0.00           C  
HETATM   21  C15 UNL     1      -3.255   4.508   1.991  1.00  0.00           C  
HETATM   22  O7  UNL     1      -4.239   5.441   2.304  1.00  0.00           O  
HETATM   23  C16 UNL     1      -1.942   4.921   1.935  1.00  0.00           C  
HETATM   24  C17 UNL     1      -0.950   4.005   1.624  1.00  0.00           C  
HETATM   25  O8  UNL     1       0.379   4.413   1.566  1.00  0.00           O  
HETATM   26  C18 UNL     1      -1.225   2.684   1.369  1.00  0.00           C  
HETATM   27  C19 UNL     1      -0.223   1.810   1.068  1.00  0.00           C  
HETATM   28  O9  UNL     1       0.955   2.241   1.033  1.00  0.00           O  
HETATM   29  O10 UNL     1       1.280  -2.059  -0.882  1.00  0.00           O  
HETATM   30  C20 UNL     1       2.217  -2.505   0.070  1.00  0.00           C  
HETATM   31  C21 UNL     1       2.561  -3.925  -0.259  1.00  0.00           C  
HETATM   32  C22 UNL     1       3.485  -1.670  -0.074  1.00  0.00           C  
HETATM   33  O11 UNL     1       3.446  -0.740   0.950  1.00  0.00           O  
HETATM   34  C23 UNL     1       3.381  -0.910  -1.415  1.00  0.00           C  
HETATM   35  O12 UNL     1       2.961  -1.764  -2.409  1.00  0.00           O  
HETATM   36  H1  UNL     1       1.853   2.528  -4.347  1.00  0.00           H  
HETATM   37  H2  UNL     1       2.970   3.730  -3.672  1.00  0.00           H  
HETATM   38  H3  UNL     1       1.246   3.886  -3.254  1.00  0.00           H  
HETATM   39  H4  UNL     1       2.686   0.624  -0.188  1.00  0.00           H  
HETATM   40  H5  UNL     1       0.307  -0.405  -1.521  1.00  0.00           H  
HETATM   41  H6  UNL     1      -4.383  -0.584   0.290  1.00  0.00           H  
HETATM   42  H7  UNL     1      -5.266  -2.821  -0.054  1.00  0.00           H  
HETATM   43  H8  UNL     1      -3.357  -5.914   0.099  1.00  0.00           H  
HETATM   44  H9  UNL     1      -0.293  -4.619   0.807  1.00  0.00           H  
HETATM   45  H10 UNL     1      -0.519  -2.295   1.003  1.00  0.00           H  
HETATM   46  H11 UNL     1      -4.548   2.837   1.770  1.00  0.00           H  
HETATM   47  H12 UNL     1      -4.445   5.533   3.296  1.00  0.00           H  
HETATM   48  H13 UNL     1      -1.662   5.933   2.123  1.00  0.00           H  
HETATM   49  H14 UNL     1       0.603   5.381   1.750  1.00  0.00           H  
HETATM   50  H15 UNL     1       1.853  -2.442   1.096  1.00  0.00           H  
HETATM   51  H16 UNL     1       2.259  -4.150  -1.322  1.00  0.00           H  
HETATM   52  H17 UNL     1       3.654  -4.057  -0.129  1.00  0.00           H  
HETATM   53  H18 UNL     1       2.074  -4.657   0.426  1.00  0.00           H  
HETATM   54  H19 UNL     1       4.364  -2.278   0.019  1.00  0.00           H  
HETATM   55  H20 UNL     1       4.292  -0.374   1.250  1.00  0.00           H  
HETATM   56  H21 UNL     1       4.341  -0.475  -1.640  1.00  0.00           H  
HETATM   57  H22 UNL     1       3.701  -2.377  -2.697  1.00  0.00           H  
CONECT    1    2   36   37   38
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6   34   39
CONECT    6    7   29   40
CONECT    7    8
CONECT    8    9    9   27
CONECT    9   10   18
CONECT   10   11   11   17
CONECT   11   12   41
CONECT   12   13   13   42
CONECT   13   14   15
CONECT   14   43
CONECT   15   16   17   17
CONECT   16   44
CONECT   17   45
CONECT   18   19
CONECT   19   20   20   26
CONECT   20   21   46
CONECT   21   22   23   23
CONECT   22   47
CONECT   23   24   48
CONECT   24   25   26   26
CONECT   25   49
CONECT   26   27
CONECT   27   28   28
CONECT   29   30
CONECT   30   31   32   50
CONECT   31   51   52   53
CONECT   32   33   34   54
CONECT   33   55
CONECT   34   35   56
CONECT   35   57
END

HMDB0301688
     RDKit          3D
Quercetin 3-O-acetyl-rhamnoside
 57 60  0  0  0  0  0  0  0  0999 V2000
    2.0511    3.1529   -3.4473 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3318    2.3035   -2.2530 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8390    2.8692   -1.2737 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0650    0.9708   -2.1865 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2910    0.1270   -1.1172 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0688   -0.6766   -0.7274 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5152   -0.3484    0.5114 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5305    0.4704    0.8138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8498    0.1091    0.8871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3387   -1.2295    0.6535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6819   -1.4106    0.3696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2159   -2.6774    0.1717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4162   -3.7924    0.2501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9354   -5.0818    0.0484 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0681   -3.6308    0.5337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2770   -4.7543    0.6068 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5660   -2.3390    0.7303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7759    1.0320    1.1883 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5370    2.2684    1.4261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5318    3.1826    1.7352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2551    4.5084    1.9911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2391    5.4412    2.3042 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9417    4.9207    1.9348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9495    4.0047    1.6239 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3789    4.4134    1.5664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2253    2.6836    1.3693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2225    1.8105    1.0680 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9555    2.2414    1.0335 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2804   -2.0591   -0.8818 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2171   -2.5054    0.0704 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5607   -3.9248   -0.2589 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4851   -1.6697   -0.0738 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4460   -0.7404    0.9500 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3813   -0.9104   -1.4146 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9608   -1.7642   -2.4086 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8527    2.5284   -4.3473 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9699    3.7300   -3.6721 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2463    3.8857   -3.2539 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6862    0.6241   -0.1877 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3074   -0.4051   -1.5215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3832   -0.5838    0.2899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2665   -2.8205   -0.0544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3572   -5.9136    0.0993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2927   -4.6187    0.8066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5190   -2.2945    1.0034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5483    2.8374    1.7703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4449    5.5325    3.2960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6619    5.9329    2.1232 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6033    5.3812    1.7502 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8528   -2.4424    1.0959 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2591   -4.1501   -1.3215 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6545   -4.0570   -0.1293 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0736   -4.6571    0.4256 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3639   -2.2784    0.0193 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2916   -0.3740    1.2496 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3415   -0.4747   -1.6397 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7006   -2.3773   -2.6975 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  2  0
  9 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 26 27  1  0
 27 28  2  0
  6 29  1  0
 29 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 32 34  1  0
 34 35  1  0
 34  5  1  0
 27  8  1  0
 17 10  1  0
 26 19  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  5 39  1  1
  6 40  1  6
 11 41  1  0
 12 42  1  0
 14 43  1  0
 16 44  1  0
 17 45  1  0
 20 46  1  0
 22 47  1  0
 23 48  1  0
 25 49  1  0
 30 50  1  1
 31 51  1  0
 31 52  1  0
 31 53  1  0
 32 54  1  6
 33 55  1  0
 34 56  1  6
 35 57  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(2S,3R,4R,5R,6S)-2-{[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl]oxy}-4,5-dihydroxy-6-methyloxan-3-yl acetic acid	Generator

Chemical Formula

C₂₃H₂₂O₁₂

Average Molecular Weight

490.4136

Monoisotopic Molecular Weight

490.111126168

IUPAC Name

(2S,3R,4R,5R,6S)-2-{[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl]oxy}-4,5-dihydroxy-6-methyloxan-3-yl acetate

Traditional Name

(2S,3R,4R,5R,6S)-2-{[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy}-4,5-dihydroxy-6-methyloxan-3-yl acetate

CAS Registry Number

Not Available

SMILES

C[C@@H]1O[C@@H](OC2=C(OC3=CC(O)=CC(O)=C3C2=O)C2=CC(O)=C(O)C=C2)[C@H](OC(C)=O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C23H22O12/c1-8-17(29)19(31)22(33-9(2)24)23(32-8)35-21-18(30)16-14(28)6-11(25)7-15(16)34-20(21)10-3-4-12(26)13(27)5-10/h3-8,17,19,22-23,25-29,31H,1-2H3/t8-,17-,19+,22+,23-/m0/s1

InChI Key

QYSPPPJDISHVRH-ZKLNTULWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid-3-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C3-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid-3-O-glycosides

Alternative Parents

Substituents

Flavonoid-3-o-glycoside
Hydroxyflavonoid
3'-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Flavone
Hexose monosaccharide
Chromone
Glycosyl compound
O-glycosyl compound
Benzopyran
1-benzopyran
Catechol
1-hydroxy-2-unsubstituted benzenoid
Pyranone
Phenol
1-hydroxy-4-unsubstituted benzenoid
Monocyclic benzene moiety
Benzenoid
Pyran
Oxane
Monosaccharide
Heteroaromatic compound
Vinylogous acid
Secondary alcohol
1,2-diol
Carboxylic acid ester
Carboxylic acid derivative
Oxacycle
Acetal
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Carbonyl group
Organooxygen compound
Alcohol
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0301688)

Food

Fruit

Berry

Rubus (Blackberry, Raspberry) (FooDB: FOOD00160)
Common grape (FooDB: FOOD00204)
Highbush blueberry (FooDB: FOOD00191)
Summer grape (FooDB: FOOD00227)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	2.39	ALOGPS
logP	1.34	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	6.43	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	192.44 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	116.88 m³·mol⁻¹	ChemAxon
Polarizability	46.27 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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
AllCCS	[M+H]+	211.118	32859911
AllCCS	[M+H-H2O]+	208.946	32859911
AllCCS	[M+Na]+	213.677	32859911
AllCCS	[M+NH4]+	213.109	32859911
AllCCS	[M-H]-	210.731	32859911
AllCCS	[M+Na-2H]-	211.356	32859911
AllCCS	[M+HCOO]-	212.198	32859911
DeepCCS	[M+H]+	204.765	30932474
DeepCCS	[M-H]-	202.369	30932474
DeepCCS	[M-2H]-	235.522	30932474
DeepCCS	[M+Na]+	210.651	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	11.49 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	4.09 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2179.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	172.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	103.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	136.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	87.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	497.6 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	404.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	248.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	740.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	431.3 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1618.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	278.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	315.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	328.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	259.8 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	182.8 seconds	40023050

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quercetin 3-O-acetyl-rhamnoside 10V, Positive-QTOF	splash10-0udi-1127900000-ac360744466a75cc8fa8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quercetin 3-O-acetyl-rhamnoside 20V, Positive-QTOF	splash10-0udi-0259200000-c7f3cd048415d047dfc2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quercetin 3-O-acetyl-rhamnoside 40V, Positive-QTOF	splash10-0f79-3973000000-e62c876f84aaced294d6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quercetin 3-O-acetyl-rhamnoside 10V, Negative-QTOF	splash10-0kbr-5115900000-5e52f3c948035b1f805f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quercetin 3-O-acetyl-rhamnoside 20V, Negative-QTOF	splash10-0pb9-9248300000-1074e05f41d2e927d95d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quercetin 3-O-acetyl-rhamnoside 40V, Negative-QTOF	splash10-0a4i-9321000000-857e889e1f7b7dc8d448	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quercetin 3-O-acetyl-rhamnoside 10V, Positive-QTOF	splash10-0006-0000900000-aedf4f8aa0acdf6cb052	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quercetin 3-O-acetyl-rhamnoside 20V, Positive-QTOF	splash10-0006-0000900000-1691eb11460bf4b0bf02	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quercetin 3-O-acetyl-rhamnoside 40V, Positive-QTOF	splash10-0udl-1901400000-4e1b8537a50c812b9d1b	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quercetin 3-O-acetyl-rhamnoside 10V, Negative-QTOF	splash10-000i-0000900000-c75c2c8538062e640b41	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quercetin 3-O-acetyl-rhamnoside 20V, Negative-QTOF	splash10-000i-0300900000-243f4de56d7f9f5371c1	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quercetin 3-O-acetyl-rhamnoside 40V, Negative-QTOF	splash10-0frl-1910300000-f869ff12ee3df41f8c6a	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

FDB000163

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6324952

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

Not Available

Showing metabocard for Quercetin 3-O-acetyl-rhamnoside (HMDB0301688)

MOL for HMDB0301688 (Quercetin 3-O-acetyl-rhamnoside)

3D MOL for HMDB0301688 (Quercetin 3-O-acetyl-rhamnoside)

3D SDF for HMDB0301688 (Quercetin 3-O-acetyl-rhamnoside)

3D-SDF for HMDB0301688 (Quercetin 3-O-acetyl-rhamnoside)

PDB for HMDB0301688 (Quercetin 3-O-acetyl-rhamnoside)

3D PDB for HMDB0301688 (Quercetin 3-O-acetyl-rhamnoside)

SMILES for HMDB0301688 (Quercetin 3-O-acetyl-rhamnoside)

INCHI for HMDB0301688 (Quercetin 3-O-acetyl-rhamnoside)

Structure for HMDB0301688 (Quercetin 3-O-acetyl-rhamnoside)

3D Structure for HMDB0301688 (Quercetin 3-O-acetyl-rhamnoside)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

MS/MS Spectra