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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 18:27:55 UTC

Update Date

2021-09-23 18:27:56 UTC

HMDB ID

HMDB0302528

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Apigenin 7-(6''-O-alpha-rhamnosyl-beta-glucoside)

Description

Apigenin 7-(6''-o-alpha-rhamnosyl-beta-glucoside) is a member of the class of compounds known as flavonoid-7-o-glycosides. Flavonoid-7-o-glycosides are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C7-position. Apigenin 7-(6''-o-alpha-rhamnosyl-beta-glucoside) is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Apigenin 7-(6''-o-alpha-rhamnosyl-beta-glucoside) can be found in lemon, which makes apigenin 7-(6''-o-alpha-rhamnosyl-beta-glucoside) a potential biomarker for the consumption of this food product.

Structure

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

  Mrv0541 02241220372D          

 41 45  0  0  0  0            999 V2000
   -3.4768   -1.4432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1913   -1.8558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4768   -3.0933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7623   -2.6808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7623   -1.8558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0479   -1.4432    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0479   -3.0933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3334   -2.6808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3334   -1.8558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6189   -1.4433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0956   -0.2057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6189   -0.6182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0956   -1.8558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8100   -1.4433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8100   -0.6182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0479   -3.9183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4768   -3.9183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5245   -0.2057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1913   -2.6808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9452   -0.0149    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3774    0.6878    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.2021    0.6649    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.5946   -0.0607    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.1625   -0.7634    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3378   -0.7405    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.5550   -1.4891    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4193   -0.0836    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6343    1.3677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9849    1.4134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9057   -1.4433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5457    3.2487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4369    4.0665    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -5.4170    2.1162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7248    3.1224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.6743    4.3812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9820    5.3874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  5  1  0  0  0  0
  2 19  1  0  0  0  0
 19  3  2  0  0  0  0
  3  4  1  0  0  0  0
  6  5  1  0  0  0  0
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  4  7  1  0  0  0  0
  6  9  1  0  0  0  0
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  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
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  7 16  2  0  0  0  0
 15 18  1  0  0  0  0
  3 17  1  0  0  0  0
  2 30  1  0  0  0  0
 20 21  1  0  0  0  0
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 21 22  1  0  0  0  0
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 23 24  1  0  0  0  0
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 31 36  1  0  0  0  0
 36 37  1  6  0  0  0
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 34 39  1  6  0  0  0
 32 40  1  6  0  0  0
 33 41  1  1  0  0  0
 29 37  1  0  0  0  0
M  END

HMDB0302528
     RDKit          3D
Apigenin 7-(6''-O-alpha-rhamnosyl-beta-glucoside)
 71 75  0  0  0  0  0  0  0  0999 V2000
   -7.0799    1.6547   -0.2627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3117    0.6296    0.5050 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5992   -0.1455   -0.4158 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5927   -0.7908    0.3351 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5285   -1.1984   -0.4047 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3275   -0.6747   -0.0345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1959    0.8234   -0.1535 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9874    1.3164    0.2388 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0225    1.2796   -0.6697 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4012   -0.0137   -1.0124 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6365   -0.6139   -0.9107 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7524   -1.9509   -1.3320 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9405   -2.6248   -1.2667 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0678   -3.9433   -1.6790 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0755   -2.0113   -0.7815 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.3556   -1.9240   -0.1922 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.3576    0.1737    0.7596 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5909   -0.4059    0.8670 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6742    0.3155    1.3759 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4599    1.6123    1.7601 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5504    2.3360    2.2714 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2139    2.1958    1.6509 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1467    1.4868    1.1502 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0404   -0.0724    0.1077 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9932   -0.7028   -0.3616 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7714   -0.0216   -0.4326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3272    1.9754   -2.0029 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7573    3.2702   -1.7219 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5125    1.1789   -2.5319 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1976   -0.1618   -2.6724 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5950    1.3447   -1.4895 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8261    2.7355   -1.3738 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3154   -1.9344    1.0273 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -7.6948    0.4864    2.4058 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3053    1.2626   -1.2733 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.9531    2.0650    0.2490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5487    1.0757    1.1860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2823   -0.1055    1.1272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5110   -1.1702   -0.5887 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.5284    1.9716   -2.6758 H   0  0  0  0  0  0  0  0  0  0  0  0
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 40  2  1  0
 34  7  1  0
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 38 68  1  1
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 40 70  1  6
 41 71  1  0
M  END

  Mrv0541 02241220372D          

 41 45  0  0  0  0            999 V2000
   -3.4768   -1.4432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1913   -1.8558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4768   -3.0933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.8534    4.2549    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.9621    3.4371    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3083    2.9340    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4170    2.1162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7248    3.1224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5073    4.7580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6743    4.3812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9820    5.3874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  5  1  0  0  0  0
  2 19  1  0  0  0  0
 19  3  2  0  0  0  0
  3  4  1  0  0  0  0
  6  5  1  0  0  0  0
  5  4  2  0  0  0  0
  4  7  1  0  0  0  0
  6  9  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 12 10  2  0  0  0  0
 10 13  1  0  0  0  0
 11 12  1  0  0  0  0
 11 15  2  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
  7 16  2  0  0  0  0
 15 18  1  0  0  0  0
  3 17  1  0  0  0  0
  2 30  1  0  0  0  0
 20 21  1  0  0  0  0
 20 25  1  0  0  0  0
 21 22  1  0  0  0  0
 21 29  1  1  0  0  0
 22 23  1  0  0  0  0
 22 28  1  6  0  0  0
 23 24  1  0  0  0  0
 23 27  1  1  0  0  0
 24 25  1  0  0  0  0
 24 26  1  6  0  0  0
 25 30  1  1  0  0  0
 31 32  1  0  0  0  0
 33 32  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 31 36  1  0  0  0  0
 36 37  1  6  0  0  0
 35 38  1  6  0  0  0
 34 39  1  6  0  0  0
 32 40  1  6  0  0  0
 33 41  1  1  0  0  0
 29 37  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0302528

> <DATABASE_NAME>
hmdb

> <SMILES>
C[C@@H]1O[C@H](OC[C@H]2O[C@@H](OC3=CC4=C(C(O)=C3)C(=O)C=C(O4)C3=CC=C(O)C=C3)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C27H30O14/c1-10-20(31)22(33)24(35)26(38-10)37-9-18-21(32)23(34)25(36)27(41-18)39-13-6-14(29)19-15(30)8-16(40-17(19)7-13)11-2-4-12(28)5-3-11/h2-8,10,18,20-29,31-36H,9H2,1H3/t10-,18+,20-,21+,22+,23-,24+,25+,26-,27+/m0/s1

> <INCHI_KEY>
FKIYLTVJPDLUDL-PYXJVEIZSA-N

> <FORMULA>
C27H30O14

> <MOLECULAR_WEIGHT>
578.5187

> <EXACT_MASS>
578.163555668

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_AVERAGE_POLARIZABILITY>
55.98158086444431

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-0.00

> <JCHEM_LOGP>
-0.285304638666666

> <ALOGPS_LOGS>
-2.48

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.933206410180048

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.30546917757088

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6121823516836606

> <JCHEM_POLAR_SURFACE_AREA>
225.05999999999995

> <JCHEM_REFRACTIVITY>
135.92789999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.91e+00 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0302528
     RDKit          3D
Apigenin 7-(6''-O-alpha-rhamnosyl-beta-glucoside)
 71 75  0  0  0  0  0  0  0  0999 V2000
   -7.0799    1.6547   -0.2627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3117    0.6296    0.5050 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5992   -0.1455   -0.4158 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5927   -0.7908    0.3351 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5285   -1.1984   -0.4047 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3275   -0.6747   -0.0345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1959    0.8234   -0.1535 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9874    1.3164    0.2388 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0225    1.2796   -0.6697 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4012   -0.0137   -1.0124 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6365   -0.6139   -0.9107 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7524   -1.9509   -1.3320 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9405   -2.6248   -1.2667 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0678   -3.9433   -1.6790 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0755   -2.0113   -0.7815 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2872   -2.6421   -0.6962 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3796   -3.8261   -1.0717 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3556   -1.9240   -0.1922 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2442   -0.6215    0.2187 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3576    0.1737    0.7596 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5909   -0.4059    0.8670 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6742    0.3155    1.3759 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4599    1.6123    1.7601 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5504    2.3360    2.2714 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2139    2.1958    1.6509 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1467    1.4868    1.1502 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0404   -0.0724    0.1077 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9932   -0.7028   -0.3616 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7714   -0.0216   -0.4326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3272    1.9754   -2.0029 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7573    3.2702   -1.7219 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5125    1.1789   -2.5319 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1976   -0.1618   -2.6724 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5950    1.3447   -1.4895 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8261    2.7355   -1.3738 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3154   -1.9344    1.0273 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.9229   -2.8001    0.1470 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3351   -1.3538    1.9471 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.2187   -2.3909    2.3259 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1730   -0.2709    1.3489 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.6948    0.4864    2.4058 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3053    1.2626   -1.2733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3785    2.5226   -0.4368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9531    2.0650    0.2490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5487    1.0757    1.1860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2823   -0.1055    1.1272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5110   -1.1702   -0.5887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1648   -0.9857    1.0424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9470    1.2503    0.6001 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9591    1.7833   -0.2625 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8571   -2.4337   -1.7144 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2647   -4.4068   -2.0323 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3167   -2.4338   -0.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8322   -1.4194    0.5848 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6457   -0.1474    1.4585 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4594    1.9341    2.3590 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0895    3.2303    1.9687 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1641    1.8996    1.0481 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7497    1.0038   -0.0931 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5284    1.9716   -2.6758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2995    3.9489   -2.2790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8626    1.6271   -3.4928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3610   -0.2118   -3.2140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5504    0.9312   -1.8655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    3.0104   -0.4298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5991   -2.5221    1.6382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2585   -2.3960   -0.6755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8871   -0.9986    2.9194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0437   -2.3712    1.7477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0532   -0.6615    0.7776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4663    1.0277    2.1315 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  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 19 27  1  0
 27 28  1  0
 28 29  2  0
  9 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 32 34  1  0
 34 35  1  0
  4 36  1  0
 36 37  1  0
 36 38  1  0
 38 39  1  0
 38 40  1  0
 40 41  1  0
 40  2  1  0
 34  7  1  0
 29 11  1  0
 28 15  1  0
 26 20  1  0
  1 42  1  0
  1 43  1  0
  1 44  1  0
  2 45  1  1
  4 46  1  1
  6 47  1  0
  6 48  1  0
  7 49  1  1
  9 50  1  1
 12 51  1  0
 14 52  1  0
 18 53  1  0
 21 54  1  0
 22 55  1  0
 24 56  1  0
 25 57  1  0
 26 58  1  0
 29 59  1  0
 30 60  1  6
 31 61  1  0
 32 62  1  6
 33 63  1  0
 34 64  1  6
 35 65  1  0
 36 66  1  1
 37 67  1  0
 38 68  1  1
 39 69  1  0
 40 70  1  6
 41 71  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      -6.490  -2.694   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -7.824  -3.464   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.490  -5.774   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.156  -5.004   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.156  -3.464   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -3.823  -2.694   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -3.823  -5.774   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.489  -5.004   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.489  -3.464   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.155  -2.694   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.178  -0.384   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.155  -1.154   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.178  -3.464   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.512  -2.694   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.512  -1.154   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -3.823  -7.314   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -6.490  -7.314   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       2.846  -0.384   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -7.824  -5.004   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -9.231  -0.028   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0     -10.038   1.284   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0     -11.577   1.241   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0     -12.310  -0.113   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0     -11.503  -1.425   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -9.964  -1.382   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0     -12.236  -2.780   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0     -13.849  -0.156   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0     -12.384   2.553   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -9.305   2.638   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -9.157  -2.694   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -8.485   6.064   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -8.282   7.591   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -9.503   8.530   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0     -10.926   7.942   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0     -11.129   6.416   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -9.909   5.477   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0     -10.112   3.950   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0     -12.553   5.828   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0     -12.147   8.882   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      -6.859   8.178   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      -9.300  10.056   0.000  0.00  0.00           O+0
CONECT    1    2    5                                                       
CONECT    2    1   19   30                                                  
CONECT    3   19    4   17                                                  
CONECT    4    3    5    7                                                  
CONECT    5    1    6    4                                                  
CONECT    6    5    9                                                       
CONECT    7    4    8   16                                                  
CONECT    8    7    9                                                       
CONECT    9    6    8   10                                                  
CONECT   10    9   12   13                                                  
CONECT   11   12   15                                                       
CONECT   12   10   11                                                       
CONECT   13   10   14                                                       
CONECT   14   13   15                                                       
CONECT   15   11   14   18                                                  
CONECT   16    7                                                            
CONECT   17    3                                                            
CONECT   18   15                                                            
CONECT   19    2    3                                                       
CONECT   20   21   25                                                       
CONECT   21   20   22   29                                                  
CONECT   22   21   23   28                                                  
CONECT   23   22   24   27                                                  
CONECT   24   23   25   26                                                  
CONECT   25   20   24   30                                                  
CONECT   26   24                                                            
CONECT   27   23                                                            
CONECT   28   22                                                            
CONECT   29   21   37                                                       
CONECT   30    2   25                                                       
CONECT   31   32   36                                                       
CONECT   32   31   33   40                                                  
CONECT   33   32   34   41                                                  
CONECT   34   33   35   39                                                  
CONECT   35   34   36   38                                                  
CONECT   36   35   31   37                                                  
CONECT   37   36   29                                                       
CONECT   38   35                                                            
CONECT   39   34                                                            
CONECT   40   32                                                            
CONECT   41   33                                                            
MASTER        0    0    0    0    0    0    0    0   41    0   90    0
END

COMPND    HMDB0302528
HETATM    1  C1  UNL     1      -7.080   1.655  -0.263  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.312   0.630   0.505  1.00  0.00           C  
HETATM    3  O1  UNL     1      -5.599  -0.146  -0.416  1.00  0.00           O  
HETATM    4  C3  UNL     1      -4.593  -0.791   0.335  1.00  0.00           C  
HETATM    5  O2  UNL     1      -3.528  -1.198  -0.405  1.00  0.00           O  
HETATM    6  C4  UNL     1      -2.328  -0.675  -0.034  1.00  0.00           C  
HETATM    7  C5  UNL     1      -2.196   0.823  -0.153  1.00  0.00           C  
HETATM    8  O3  UNL     1      -0.987   1.316   0.239  1.00  0.00           O  
HETATM    9  C6  UNL     1       0.022   1.280  -0.670  1.00  0.00           C  
HETATM   10  O4  UNL     1       0.401  -0.014  -1.012  1.00  0.00           O  
HETATM   11  C7  UNL     1       1.637  -0.614  -0.911  1.00  0.00           C  
HETATM   12  C8  UNL     1       1.752  -1.951  -1.332  1.00  0.00           C  
HETATM   13  C9  UNL     1       2.941  -2.625  -1.267  1.00  0.00           C  
HETATM   14  O5  UNL     1       3.068  -3.943  -1.679  1.00  0.00           O  
HETATM   15  C10 UNL     1       4.075  -2.011  -0.782  1.00  0.00           C  
HETATM   16  C11 UNL     1       5.287  -2.642  -0.696  1.00  0.00           C  
HETATM   17  O6  UNL     1       5.380  -3.826  -1.072  1.00  0.00           O  
HETATM   18  C12 UNL     1       6.356  -1.924  -0.192  1.00  0.00           C  
HETATM   19  C13 UNL     1       6.244  -0.622   0.219  1.00  0.00           C  
HETATM   20  C14 UNL     1       7.358   0.174   0.760  1.00  0.00           C  
HETATM   21  C15 UNL     1       8.591  -0.406   0.867  1.00  0.00           C  
HETATM   22  C16 UNL     1       9.674   0.315   1.376  1.00  0.00           C  
HETATM   23  C17 UNL     1       9.460   1.612   1.760  1.00  0.00           C  
HETATM   24  O7  UNL     1      10.550   2.336   2.271  1.00  0.00           O  
HETATM   25  C18 UNL     1       8.214   2.196   1.651  1.00  0.00           C  
HETATM   26  C19 UNL     1       7.147   1.487   1.150  1.00  0.00           C  
HETATM   27  O8  UNL     1       5.040  -0.072   0.108  1.00  0.00           O  
HETATM   28  C20 UNL     1       3.993  -0.703  -0.362  1.00  0.00           C  
HETATM   29  C21 UNL     1       2.771  -0.022  -0.433  1.00  0.00           C  
HETATM   30  C22 UNL     1      -0.327   1.975  -2.003  1.00  0.00           C  
HETATM   31  O9  UNL     1      -0.757   3.270  -1.722  1.00  0.00           O  
HETATM   32  C23 UNL     1      -1.512   1.179  -2.532  1.00  0.00           C  
HETATM   33  O10 UNL     1      -1.198  -0.162  -2.672  1.00  0.00           O  
HETATM   34  C24 UNL     1      -2.595   1.345  -1.490  1.00  0.00           C  
HETATM   35  O11 UNL     1      -2.826   2.735  -1.374  1.00  0.00           O  
HETATM   36  C25 UNL     1      -5.315  -1.934   1.027  1.00  0.00           C  
HETATM   37  O12 UNL     1      -5.923  -2.800   0.147  1.00  0.00           O  
HETATM   38  C26 UNL     1      -6.335  -1.354   1.947  1.00  0.00           C  
HETATM   39  O13 UNL     1      -7.219  -2.391   2.326  1.00  0.00           O  
HETATM   40  C27 UNL     1      -7.173  -0.271   1.349  1.00  0.00           C  
HETATM   41  O14 UNL     1      -7.695   0.486   2.406  1.00  0.00           O  
HETATM   42  H1  UNL     1      -7.305   1.263  -1.273  1.00  0.00           H  
HETATM   43  H2  UNL     1      -6.378   2.523  -0.437  1.00  0.00           H  
HETATM   44  H3  UNL     1      -7.953   2.065   0.249  1.00  0.00           H  
HETATM   45  H4  UNL     1      -5.549   1.076   1.186  1.00  0.00           H  
HETATM   46  H5  UNL     1      -4.282  -0.106   1.127  1.00  0.00           H  
HETATM   47  H6  UNL     1      -1.511  -1.170  -0.589  1.00  0.00           H  
HETATM   48  H7  UNL     1      -2.165  -0.986   1.042  1.00  0.00           H  
HETATM   49  H8  UNL     1      -2.947   1.250   0.600  1.00  0.00           H  
HETATM   50  H9  UNL     1       0.959   1.783  -0.262  1.00  0.00           H  
HETATM   51  H10 UNL     1       0.857  -2.434  -1.714  1.00  0.00           H  
HETATM   52  H11 UNL     1       2.265  -4.407  -2.032  1.00  0.00           H  
HETATM   53  H12 UNL     1       7.317  -2.434  -0.128  1.00  0.00           H  
HETATM   54  H13 UNL     1       8.832  -1.419   0.585  1.00  0.00           H  
HETATM   55  H14 UNL     1      10.646  -0.147   1.458  1.00  0.00           H  
HETATM   56  H15 UNL     1      11.459   1.934   2.359  1.00  0.00           H  
HETATM   57  H16 UNL     1       8.090   3.230   1.969  1.00  0.00           H  
HETATM   58  H17 UNL     1       6.164   1.900   1.048  1.00  0.00           H  
HETATM   59  H18 UNL     1       2.750   1.004  -0.093  1.00  0.00           H  
HETATM   60  H19 UNL     1       0.528   1.972  -2.676  1.00  0.00           H  
HETATM   61  H20 UNL     1      -0.299   3.949  -2.279  1.00  0.00           H  
HETATM   62  H21 UNL     1      -1.863   1.627  -3.493  1.00  0.00           H  
HETATM   63  H22 UNL     1      -0.361  -0.212  -3.214  1.00  0.00           H  
HETATM   64  H23 UNL     1      -3.550   0.931  -1.866  1.00  0.00           H  
HETATM   65  H24 UNL     1      -2.858   3.010  -0.430  1.00  0.00           H  
HETATM   66  H25 UNL     1      -4.599  -2.522   1.638  1.00  0.00           H  
HETATM   67  H26 UNL     1      -6.258  -2.396  -0.676  1.00  0.00           H  
HETATM   68  H27 UNL     1      -5.887  -0.999   2.919  1.00  0.00           H  
HETATM   69  H28 UNL     1      -8.044  -2.371   1.748  1.00  0.00           H  
HETATM   70  H29 UNL     1      -8.053  -0.662   0.778  1.00  0.00           H  
HETATM   71  H30 UNL     1      -8.466   1.028   2.131  1.00  0.00           H  
CONECT    1    2   42   43   44
CONECT    2    3   40   45
CONECT    3    4
CONECT    4    5   36   46
CONECT    5    6
CONECT    6    7   47   48
CONECT    7    8   34   49
CONECT    8    9
CONECT    9   10   30   50
CONECT   10   11
CONECT   11   12   12   29
CONECT   12   13   51
CONECT   13   14   15   15
CONECT   14   52
CONECT   15   16   28
CONECT   16   17   17   18
CONECT   18   19   19   53
CONECT   19   20   27
CONECT   20   21   21   26
CONECT   21   22   54
CONECT   22   23   23   55
CONECT   23   24   25
CONECT   24   56
CONECT   25   26   26   57
CONECT   26   58
CONECT   27   28
CONECT   28   29   29
CONECT   29   59
CONECT   30   31   32   60
CONECT   31   61
CONECT   32   33   34   62
CONECT   33   63
CONECT   34   35   64
CONECT   35   65
CONECT   36   37   38   66
CONECT   37   67
CONECT   38   39   40   68
CONECT   39   69
CONECT   40   41   70
CONECT   41   71
END

HMDB0302528
     RDKit          3D
Apigenin 7-(6''-O-alpha-rhamnosyl-beta-glucoside)
 71 75  0  0  0  0  0  0  0  0999 V2000
   -7.0799    1.6547   -0.2627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3117    0.6296    0.5050 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5992   -0.1455   -0.4158 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5927   -0.7908    0.3351 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5285   -1.1984   -0.4047 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3275   -0.6747   -0.0345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1959    0.8234   -0.1535 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9874    1.3164    0.2388 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0225    1.2796   -0.6697 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4012   -0.0137   -1.0124 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6365   -0.6139   -0.9107 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7524   -1.9509   -1.3320 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9405   -2.6248   -1.2667 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0678   -3.9433   -1.6790 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0755   -2.0113   -0.7815 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2872   -2.6421   -0.6962 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3796   -3.8261   -1.0717 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3556   -1.9240   -0.1922 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2442   -0.6215    0.2187 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3576    0.1737    0.7596 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5909   -0.4059    0.8670 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6742    0.3155    1.3759 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4599    1.6123    1.7601 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5504    2.3360    2.2714 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2139    2.1958    1.6509 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1467    1.4868    1.1502 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0404   -0.0724    0.1077 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9932   -0.7028   -0.3616 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7714   -0.0216   -0.4326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3272    1.9754   -2.0029 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7573    3.2702   -1.7219 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5125    1.1789   -2.5319 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1976   -0.1618   -2.6724 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5950    1.3447   -1.4895 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8261    2.7355   -1.3738 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3154   -1.9344    1.0273 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.9229   -2.8001    0.1470 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3351   -1.3538    1.9471 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.2187   -2.3909    2.3259 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1730   -0.2709    1.3489 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.6948    0.4864    2.4058 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3053    1.2626   -1.2733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3785    2.5226   -0.4368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9531    2.0650    0.2490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5487    1.0757    1.1860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2823   -0.1055    1.1272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5110   -1.1702   -0.5887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1648   -0.9857    1.0424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9470    1.2503    0.6001 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9591    1.7833   -0.2625 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8571   -2.4337   -1.7144 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2647   -4.4068   -2.0323 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3167   -2.4338   -0.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8322   -1.4194    0.5848 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6457   -0.1474    1.4585 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4594    1.9341    2.3590 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0895    3.2303    1.9687 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1641    1.8996    1.0481 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7497    1.0038   -0.0931 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5284    1.9716   -2.6758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2995    3.9489   -2.2790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8626    1.6271   -3.4928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3610   -0.2118   -3.2140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5504    0.9312   -1.8655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    3.0104   -0.4298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5991   -2.5221    1.6382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2585   -2.3960   -0.6755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8871   -0.9986    2.9194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0437   -2.3712    1.7477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0532   -0.6615    0.7776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4663    1.0277    2.1315 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  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 19 27  1  0
 27 28  1  0
 28 29  2  0
  9 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 32 34  1  0
 34 35  1  0
  4 36  1  0
 36 37  1  0
 36 38  1  0
 38 39  1  0
 38 40  1  0
 40 41  1  0
 40  2  1  0
 34  7  1  0
 29 11  1  0
 28 15  1  0
 26 20  1  0
  1 42  1  0
  1 43  1  0
  1 44  1  0
  2 45  1  1
  4 46  1  1
  6 47  1  0
  6 48  1  0
  7 49  1  1
  9 50  1  1
 12 51  1  0
 14 52  1  0
 18 53  1  0
 21 54  1  0
 22 55  1  0
 24 56  1  0
 25 57  1  0
 26 58  1  0
 29 59  1  0
 30 60  1  6
 31 61  1  0
 32 62  1  6
 33 63  1  0
 34 64  1  6
 35 65  1  0
 36 66  1  1
 37 67  1  0
 38 68  1  1
 39 69  1  0
 40 70  1  6
 41 71  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Apigenin 7-(6''-O-a-rhamnosyl-b-glucoside)	Generator
Apigenin 7-(6''-O-α-rhamnosyl-β-glucoside)	Generator

Chemical Formula

C₂₇H₃₀O₁₄

Average Molecular Weight

578.5187

Monoisotopic Molecular Weight

578.163555668

IUPAC Name

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

Traditional Name

5-hydroxy-2-(4-hydroxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-4-one

CAS Registry Number

Not Available

SMILES

C[C@@H]1O[C@H](OC[C@H]2O[C@@H](OC3=CC4=C(C(O)=C3)C(=O)C=C(O4)C3=CC=C(O)C=C3)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C27H30O14/c1-10-20(31)22(33)24(35)26(38-10)37-9-18-21(32)23(34)25(36)27(41-18)39-13-6-14(29)19-15(30)8-16(40-17(19)7-13)11-2-4-12(28)5-3-11/h2-8,10,18,20-29,31-36H,9H2,1H3/t10-,18+,20-,21+,22+,23-,24+,25+,26-,27+/m0/s1

InChI Key

FKIYLTVJPDLUDL-PYXJVEIZSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid-7-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C7-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid-7-O-glycosides

Alternative Parents

Substituents

Flavonoid-7-o-glycoside
Hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
Flavone
Phenolic glycoside
Glycosyl compound
O-glycosyl compound
Chromone
Disaccharide
Benzopyran
1-benzopyran
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Pyranone
Monocyclic benzene moiety
Oxane
Pyran
Benzenoid
Vinylogous acid
Heteroaromatic compound
Secondary alcohol
Acetal
Oxacycle
Organoheterocyclic compound
Polyol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0302528)

Food

Fruit

Citrus

Lemon (FooDB: FOOD00054)

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	0	ALOGPS
logP	-0.29	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	8.31	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	225.06 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	135.93 m³·mol⁻¹	ChemAxon
Polarizability	55.98 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	228.625	32859911
AllCCS	[M+H-H2O]+	227.273	32859911
AllCCS	[M+Na]+	230.188	32859911
AllCCS	[M+NH4]+	229.844	32859911
AllCCS	[M-H]-	221.801	32859911
AllCCS	[M+Na-2H]-	223.878	32859911
AllCCS	[M+HCOO]-	226.302	32859911
DeepCCS	[M+H]+	229.287	30932474
DeepCCS	[M-H]-	227.212	30932474
DeepCCS	[M-2H]-	260.986	30932474
DeepCCS	[M+Na]+	235.319	30932474

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 - Apigenin 7-(6''-O-alpha-rhamnosyl-beta-glucoside) 10V, Positive-QTOF	splash10-00di-0190170000-e6a011b2c517b66148ae	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apigenin 7-(6''-O-alpha-rhamnosyl-beta-glucoside) 20V, Positive-QTOF	splash10-00di-0190100000-0ac27246c573953093cb	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apigenin 7-(6''-O-alpha-rhamnosyl-beta-glucoside) 40V, Positive-QTOF	splash10-00di-1390000000-c60cce4351b700be4d54	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apigenin 7-(6''-O-alpha-rhamnosyl-beta-glucoside) 10V, Negative-QTOF	splash10-00or-4480390000-8a21a3d04d43f8c6ecef	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apigenin 7-(6''-O-alpha-rhamnosyl-beta-glucoside) 20V, Negative-QTOF	splash10-014i-2490010000-60dbb4223bc5556618ab	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apigenin 7-(6''-O-alpha-rhamnosyl-beta-glucoside) 40V, Negative-QTOF	splash10-014i-2290000000-b364b0d0e8048c0d9bb5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apigenin 7-(6''-O-alpha-rhamnosyl-beta-glucoside) 10V, Positive-QTOF	splash10-00fr-0090040000-5360a5a561c2a6bbb4a8	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apigenin 7-(6''-O-alpha-rhamnosyl-beta-glucoside) 20V, Positive-QTOF	splash10-00f0-0090910000-02c6a8c796e474e00fb9	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apigenin 7-(6''-O-alpha-rhamnosyl-beta-glucoside) 40V, Positive-QTOF	splash10-00di-0090000000-60b322ff74af8a765580	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apigenin 7-(6''-O-alpha-rhamnosyl-beta-glucoside) 10V, Negative-QTOF	splash10-004i-0000190000-48e73583084c06ab4561	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apigenin 7-(6''-O-alpha-rhamnosyl-beta-glucoside) 20V, Negative-QTOF	splash10-00pi-0050790000-9b843f6502778be0c2e7	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apigenin 7-(6''-O-alpha-rhamnosyl-beta-glucoside) 40V, Negative-QTOF	splash10-014i-0090010000-76c066300921436abb72	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

FDB005020

KNApSAcK ID

Not Available

Chemspider ID

59696343

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

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 Apigenin 7-(6''-O-alpha-rhamnosyl-beta-glucoside) (HMDB0302528)

MOL for HMDB0302528 (Apigenin 7-(6''-O-alpha-rhamnosyl-beta-glucoside))

3D MOL for HMDB0302528 (Apigenin 7-(6''-O-alpha-rhamnosyl-beta-glucoside))

3D SDF for HMDB0302528 (Apigenin 7-(6''-O-alpha-rhamnosyl-beta-glucoside))

3D-SDF for HMDB0302528 (Apigenin 7-(6''-O-alpha-rhamnosyl-beta-glucoside))

PDB for HMDB0302528 (Apigenin 7-(6''-O-alpha-rhamnosyl-beta-glucoside))

3D PDB for HMDB0302528 (Apigenin 7-(6''-O-alpha-rhamnosyl-beta-glucoside))

SMILES for HMDB0302528 (Apigenin 7-(6''-O-alpha-rhamnosyl-beta-glucoside))

INCHI for HMDB0302528 (Apigenin 7-(6''-O-alpha-rhamnosyl-beta-glucoside))

Structure for HMDB0302528 (Apigenin 7-(6''-O-alpha-rhamnosyl-beta-glucoside))

3D Structure for HMDB0302528 (Apigenin 7-(6''-O-alpha-rhamnosyl-beta-glucoside))

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra