NP-MRD: Showing NP-Card for Apigenin 8-C-rhamnosyl-glucoside (NP0046398)

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Record Information

Version

2.0

Created at

2022-03-17 19:57:23 UTC

Updated at

2022-03-17 19:57:24 UTC

NP-MRD ID

NP0046398

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Apigenin 8-C-rhamnosyl-glucoside

Description

Apigenin 8-C-rhamnosyl-glucoside is found in Abies nephrolepis, Achillea collina, Achillea pannonica, Artemisia judaica, Astragalus onobrychis, Baptisia sphaerocarpa, Barleria strigosa, Biebersteinia orphanidis, Buddleja officinalis, Campanula persicifolia, Citrus paradisi , Cremanthodium ellisii, Cynara cornigera, Daucus carota , Euchresta formosana, Ligustrum vulgare, Lycianthes synanthera, Meehania urticifolia, Mentha aquatica L. , Mentha piperita, Monarda punctata, Onopordum acanthium , Osmanthus fortunei, Ostericum sieboldii, Oxytropis campestris, Pratia nummularia, Salvia horminum , Salvia viridis, Saussurea medusa, Sechium edule, Sonchus pinnatus and Tecoma stans.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309272007372D          

 41 45  0  0  0  0            999 V2000
10001.4107 9999.9907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.976510003.7078    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.9853 9999.9907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.561210002.4719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1362 9999.9999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4226 9999.5880    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9994.9934 9998.7640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9994.9934 9997.1161    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8477 9997.1161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4226 9996.2921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.136210003.2958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9995.707010002.4719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9995.707010000.8239    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.134810002.4729    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9996.420310002.0604    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9996.420310001.2353    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9997.134810000.8229    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9997.849310001.2353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.849310002.0604    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10004.264810003.2964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.550410003.7088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.835810003.2963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.835810002.4713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.550310002.0588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.264810002.4714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.411610002.4699    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.697110002.0574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.697110001.2323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.411610000.8199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.126110001.2323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.126110002.0574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4212 9998.7657    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9995.7067 9998.3532    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9995.7067 9997.5281    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9996.4212 9997.1157    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9997.1357 9997.5281    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9997.1357 9998.3532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.986010002.4698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.271510002.0573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.271410001.2324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.985910000.8198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  1  0  0  0  0
 14 15  1  0  0  0  0
 14 19  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 20  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 32 33  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
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 39  4  1  0  0  0  0
 41  3  1  0  0  0  0
 20  2  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 32 37  1  0  0  0  0
 36 37  1  0  0  0  0
 26 27  1  0  0  0  0
 26 31  1  0  0  0  0
 19  4  1  6  0  0  0
 17  5  1  6  0  0  0
 16 13  1  1  0  0  0
 15 12  1  6  0  0  0
 14 11  1  1  0  0  0
 32  6  1  6  0  0  0
 33  7  1  1  0  0  0
 34  8  1  1  0  0  0
 35 10  1  6  0  0  0
 36  9  1  1  0  0  0
  1 29  2  0  0  0  0
 31 23  1  0  0  0  0
 27 38  2  0  0  0  0
 41 28  2  0  0  0  0
M  END


  Mrv1652309272007372D          

 41 45  0  0  0  0            999 V2000
10001.4107 9999.9907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.976510003.7078    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.9853 9999.9907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.561210002.4719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1362 9999.9999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4226 9999.5880    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9994.9934 9998.7640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9994.9934 9997.1161    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8477 9997.1161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4226 9996.2921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.136210003.2958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9995.707010002.4719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9995.707010000.8239    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.134810002.4729    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9996.420310002.0604    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9996.420310001.2353    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9997.134810000.8229    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9997.849310001.2353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.849310002.0604    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10004.264810003.2964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.550410003.7088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.835810003.2963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.835810002.4713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.550310002.0588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.264810002.4714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.411610002.4699    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.697110002.0574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.697110001.2323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.411610000.8199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.126110001.2323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.126110002.0574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4212 9998.7657    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9995.7067 9998.3532    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9995.7067 9997.5281    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9996.4212 9997.1157    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9997.1357 9997.5281    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9997.1357 9998.3532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.986010002.4698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.271510002.0573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.271410001.2324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.985910000.8198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  1  0  0  0  0
 14 15  1  0  0  0  0
 14 19  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 20  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 32 33  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
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 39  4  1  0  0  0  0
 41  3  1  0  0  0  0
 20  2  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 32 37  1  0  0  0  0
 36 37  1  0  0  0  0
 26 27  1  0  0  0  0
 26 31  1  0  0  0  0
 19  4  1  6  0  0  0
 17  5  1  6  0  0  0
 16 13  1  1  0  0  0
 15 12  1  6  0  0  0
 14 11  1  1  0  0  0
 32  6  1  6  0  0  0
 33  7  1  1  0  0  0
 34  8  1  1  0  0  0
 35 10  1  6  0  0  0
 36  9  1  1  0  0  0
  1 29  2  0  0  0  0
 31 23  1  0  0  0  0
 27 38  2  0  0  0  0
 41 28  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0046398

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](OC3=CC(O)=C4C(=O)C=C(OC4=C3)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-SLNHTJRHSA-N

> <FORMULA>
C27H30O14

> <MOLECULAR_WEIGHT>
578.5187

> <EXACT_MASS>
578.163555668

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
71

> <JCHEM_AVERAGE_POLARIZABILITY>
55.51364417080317

> <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-({[(2R,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>
-0.28530463866666605

> <ALOGPS_LOGS>
-2.48

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.741203795557219

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.297634775502368

> <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-({[(2R,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

$$$$

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  O   UNK     0    8669.3008666.649   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0    8675.9568673.588   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0    8666.6398666.649   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0    8663.9818671.281   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0    8661.3218666.666   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0    8659.9898665.898   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0    8657.3218664.359   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0    8657.3218661.283   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0    8662.6498661.283   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0    8659.9898659.745   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0    8661.3218672.819   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0    8658.6538671.281   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0    8658.6538668.205   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0    8661.3188671.283   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8659.9858670.513   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8659.9858668.973   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8661.3188668.203   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0    8662.6528668.973   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0    8662.6528670.513   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8674.6288672.820   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8673.2948673.590   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8671.9608672.820   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8671.9608671.280   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8673.2948670.510   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8674.6288671.280   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0    8669.3028671.277   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0    8667.9688670.507   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0    8667.9688668.967   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0    8669.3028668.197   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0    8670.6358668.967   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0    8670.6358670.507   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0    8659.9868664.363   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0    8658.6538663.593   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0    8658.6538662.052   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0    8659.9868661.283   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0    8661.3208662.052   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0    8661.3208663.593   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0    8666.6418671.277   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0    8665.3078670.507   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0    8665.3078668.967   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0    8666.6408668.197   0.000  0.00  0.00           C+0
CONECT    1   29                                                            
CONECT    2   20                                                            
CONECT    3   41                                                            
CONECT    4   39   19                                                       
CONECT    5    6   17                                                       
CONECT    6    5   32                                                       
CONECT    7   33                                                            
CONECT    8   34                                                            
CONECT    9   36                                                            
CONECT   10   35                                                            
CONECT   11   14                                                            
CONECT   12   15                                                            
CONECT   13   16                                                            
CONECT   14   15   19   11                                                  
CONECT   15   14   16   12                                                  
CONECT   16   15   17   13                                                  
CONECT   17   16   18    5                                                  
CONECT   18   17   19                                                       
CONECT   19   14   18    4                                                  
CONECT   20   21   25    2                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   31                                                  
CONECT   24   23   25                                                       
CONECT   25   24   20                                                       
CONECT   26   27   31                                                       
CONECT   27   28   26   38                                                  
CONECT   28   27   29   41                                                  
CONECT   29   28   30    1                                                  
CONECT   30   29   31                                                       
CONECT   31   30   26   23                                                  
CONECT   32   33   37    6                                                  
CONECT   33   32   34    7                                                  
CONECT   34   33   35    8                                                  
CONECT   35   34   36   10                                                  
CONECT   36   35   37    9                                                  
CONECT   37   32   36                                                       
CONECT   38   39   27                                                       
CONECT   39   38   40    4                                                  
CONECT   40   39   41                                                       
CONECT   41   40    3   28                                                  
MASTER        0    0    0    0    0    0    0    0   41    0   90    0
END

View in JSmol

Synonyms

Value	Source
Apigenin-7-O-rutinoside	MeSH
Isorhoifoline	ChEMBL
5,7,4'-Trihydroxyflavone 7-O-rutinoside	PhytoBank
5,7,4’-Trihydroxyflavone 7-O-rutinoside	PhytoBank
Apigenin 7-O-rutinoside	PhytoBank
Apigenin 7-O-alpha-L-rhamnopyranosyl-(1->6)-beta-D-glucopyranoside	PhytoBank
Apigenin 7-O-α-L-rhamnopyranosyl-(1→6)-β-D-glucopyranoside	PhytoBank
Apigenin 7-O-alpha-L-rhamnosyl-(1->6)-beta-D-glucopyranoside	PhytoBank
Apigenin 7-O-α-L-rhamnosyl-(1→6)-β-D-glucopyranoside	PhytoBank
Apigenin 7-O-beta-D-glucopyranosyl-(6->1)-alpha-L-rhamnopyranoside	PhytoBank
Apigenin 7-O-β-D-glucopyranosyl-(6→1)-α-L-rhamnopyranoside	PhytoBank
Apigenin-7-O-beta-D-rutinoside	PhytoBank
Apigenin-7-O-β-D-rutinoside	PhytoBank
Apigenin 7-beta-rutinoside	PhytoBank
Apigenin 7-β-rutinoside	PhytoBank
Apigenin 7-O-α-L-rhamnopyranosyl-(1→6)-beta-D-glucopyranoside	PhytoBank
Apigenin 7-O-α-L-rhamnosyl-(1→6)-beta-D-glucopyranoside	PhytoBank
Apigenin 7-O-beta-D-glucopyranosyl-(6→1)-α-L-rhamnopyranoside	PhytoBank
Apigenin-7-O-gluco(6'-1''') rhamnoside	PhytoBank
Apigenin-7-O-gluco(6’-1’’’) rhamnoside	PhytoBank
Apigenin 7-rutinoside	PhytoBank

Chemical Formula

C₂₇H₃₀O₁₄

Average Mass

578.5187 Da

Monoisotopic Mass

578.16356 Da

IUPAC Name

5-hydroxy-2-(4-hydroxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]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-({[(2R,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=CC(O)=C4C(=O)C=C(OC4=C3)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-SLNHTJRHSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Abies nephrolepis	LOTUS Database	35616633
Achillea collina	LOTUS Database	35616633
Achillea pannonica	LOTUS Database	35616633
Artemisia judaica	LOTUS Database	35616633
Astragalus onobrychis	LOTUS Database	35616633
Avena sativa L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Baptisia sphaerocarpa	LOTUS Database	35616633
Barleria strigosa	LOTUS Database	35616633
Biebersteinia orphanidis	Plant	KNApSAcK
Buddleja officinalis	LOTUS Database	35616633
Campanula persicifolia	LOTUS Database	35616633
Citrus paradisi	Plant	KNApSAcK
Cremanthodium ellisii	LOTUS Database	35616633
Cynara cornigera	LOTUS Database	35616633
Daucus carota	Plant	KNApSAcK
Euchresta formosana	LOTUS Database	35616633
Ligustrum vulgare	LOTUS Database	35616633
Lycianthes synanthera	LOTUS Database	35616633
Meehania urticifolia	LOTUS Database	35616633
Mentha aquatica	Plant	KNApSAcK
Mentha piperita	LOTUS Database	35616633
Monarda punctata	LOTUS Database	35616633
Onopordum acanthium	Plant	KNApSAcK
Osmanthus fortunei	LOTUS Database	35616633
Ostericum sieboldii	LOTUS Database	35616633
Oxytropis campestris	Plant	KNApSAcK
Pratia nummularia	Plant	KNApSAcK
Salvia horminum	Plant	KNApSAcK
Salvia viridis L.	LOTUS Database	35616633
Saussurea medusa	Plant	KNApSAcK
Sechium edule	LOTUS Database	35616633
Sonchus pinnatus	LOTUS Database	35616633
Tecoma stans	LOTUS Database	35616633

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

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
logP	0	ALOGPS
logP	-0.29	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	7.3	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	55.51 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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB004204

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

9851181

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Apigenin 8-C-rhamnosyl-glucoside (NP0046398)

MOL for NP0046398 (Apigenin 8-C-rhamnosyl-glucoside)

3D MOL for NP0046398 (Apigenin 8-C-rhamnosyl-glucoside)

3D SDF for NP0046398 (Apigenin 8-C-rhamnosyl-glucoside)

3D-SDF for NP0046398 (Apigenin 8-C-rhamnosyl-glucoside)

PDB for NP0046398 (Apigenin 8-C-rhamnosyl-glucoside)

3D PDB for NP0046398 (Apigenin 8-C-rhamnosyl-glucoside)

SMILES for NP0046398 (Apigenin 8-C-rhamnosyl-glucoside)

INCHI for NP0046398 (Apigenin 8-C-rhamnosyl-glucoside)

Structure for NP0046398 (Apigenin 8-C-rhamnosyl-glucoside)

3D Structure for NP0046398 (Apigenin 8-C-rhamnosyl-glucoside)