NP-MRD: Showing NP-Card for 5-hydroxy-2-(4-hydroxyphenyl)-3-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-7-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}chromen-4-one (NP0286906)

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Record Information

Version

2.0

Created at

2022-09-09 15:42:50 UTC

Updated at

2022-09-09 15:42:50 UTC

NP-MRD ID

NP0286906

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-hydroxy-2-(4-hydroxyphenyl)-3-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-7-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}chromen-4-one

Description

CHEMBL1929193 belongs to the class of organic compounds known as naphthofurans. Naphthofurans are compounds containing a furan ring fused to a naphthalene moiety. Furan is a 5 membered- ring aromatic ring with four carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings. CHEMBL1929193 is an extremely weak basic (essentially neutral) compound (based on its pKa). 5-hydroxy-2-(4-hydroxyphenyl)-3-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-7-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}chromen-4-one is found in Aconitum lycoctonum, Androsace umbellata, Arabidopsis thaliana, Sorbus aria, Camellia reticulata, Chenopodiastrum murale, Eryngium campestre, Erythroxylum vacciniifolium, Hymenidium davidii, Lathyrus sativus, Lespedeza virgata, Ligustrum vulgare, Dorycnium hirsutum, Luculia pinceana, Nephelium lappaceum, Ostericum sieboldii, Reseda luteola, Sauropus androgynus, Hylotelephium telephium, Selliguea feei, Sinocrassula indica, Thulinella chrysantha, Trichosanthes ovigera, Vicia faba and Vigna subterranea. A kaempferol O-glucoside that is kaempferol attached to a beta-D-glucopyranosyl residue at position 3 and a alpha-L-rhamnopyranosyl residue at position 7 via glycosidic linkages.

Structure

MOL SDF PDB SMILES InChI

  Mrv1652309272007322D          

 42 46  0  0  0  0            999 V2000
10011.847210007.8203    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10015.416510011.5405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10010.420310007.8203    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10008.993510010.3054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10007.567010011.1303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10006.136310010.3054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10007.567010007.8304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10006.136310008.6552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10014.703510011.1303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10013.989110011.5426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10013.274710011.1302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10013.274710010.3053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10013.989010009.8928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10014.703510010.3053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10010.420110010.3008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10009.705410009.8884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10009.705410009.0633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10010.420010008.6508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10011.846410010.3007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10011.131910009.8883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10011.131910009.0632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10012.560810009.8883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10007.565710010.3041    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10006.851310009.8917    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10006.851310009.0668    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10007.565710008.6545    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10008.279910009.0668    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10008.279910009.8917    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10011.845610008.6507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10012.560810009.0635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10012.554710007.4054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10012.554710006.5776    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10013.273310006.1638    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10013.987910006.5776    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10013.987910007.4054    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10013.273310007.8196    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10014.705210007.8190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10011.838010006.1634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10011.838410005.3356    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10013.274410005.3360    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10014.663810005.9989    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10013.274410008.6473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14  9  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 20 21  1  0  0  0  0
 19 20  1  0  0  0  0
 19 22  1  0  0  0  0
 22 12  1  0  0  0  0
 20 15  2  0  0  0  0
 18 21  2  0  0  0  0
  9  2  1  0  0  0  0
 16  4  1  0  0  0  0
 18  3  1  0  0  0  0
 23 24  1  0  0  0  0
 23 28  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
 28  4  1  6  0  0  0
 23  5  1  1  0  0  0
 24  6  1  1  0  0  0
 25  8  1  6  0  0  0
 26  7  1  1  0  0  0
 29 30  1  0  0  0  0
 35 36  1  0  0  0  0
 36 31  1  0  0  0  0
 32 38  1  1  0  0  0
 35 37  1  6  0  0  0
 38 39  1  0  0  0  0
 31 32  1  0  0  0  0
 33 40  1  6  0  0  0
 34 41  1  1  0  0  0
 32 33  1  0  0  0  0
 36 42  1  1  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 42 30  1  0  0  0  0
 21 29  1  0  0  0  0
  1 29  2  0  0  0  0
 30 22  2  0  0  0  0
M  END

  Mrv1652309272007322D          

 42 46  0  0  0  0            999 V2000
10011.847210007.8203    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10015.416510011.5405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10010.420310007.8203    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10008.993510010.3054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10007.567010011.1303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10006.136310010.3054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10007.567010007.8304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10006.136310008.6552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10014.703510011.1303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10013.989110011.5426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10013.274710011.1302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10013.274710010.3053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10013.989010009.8928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10014.703510010.3053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10010.420110010.3008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10009.705410009.8884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10009.705410009.0633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10010.420010008.6508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10011.846410010.3007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10011.131910009.8883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10011.131910009.0632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10012.560810009.8883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10007.565710010.3041    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10006.851310009.8917    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10006.851310009.0668    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10007.565710008.6545    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10008.279910009.0668    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10008.279910009.8917    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10011.845610008.6507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10012.560810009.0635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10012.554710007.4054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10012.554710006.5776    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10013.273310006.1638    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10013.987910006.5776    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10013.987910007.4054    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10013.273310007.8196    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10014.705210007.8190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10011.838010006.1634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10011.838410005.3356    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10013.274410005.3360    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10014.663810005.9989    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10013.274410008.6473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14  9  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 20 21  1  0  0  0  0
 19 20  1  0  0  0  0
 19 22  1  0  0  0  0
 22 12  1  0  0  0  0
 20 15  2  0  0  0  0
 18 21  2  0  0  0  0
  9  2  1  0  0  0  0
 16  4  1  0  0  0  0
 18  3  1  0  0  0  0
 23 24  1  0  0  0  0
 23 28  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
 28  4  1  6  0  0  0
 23  5  1  1  0  0  0
 24  6  1  1  0  0  0
 25  8  1  6  0  0  0
 26  7  1  1  0  0  0
 29 30  1  0  0  0  0
 35 36  1  0  0  0  0
 36 31  1  0  0  0  0
 32 38  1  1  0  0  0
 35 37  1  6  0  0  0
 38 39  1  0  0  0  0
 31 32  1  0  0  0  0
 33 40  1  6  0  0  0
 34 41  1  1  0  0  0
 32 33  1  0  0  0  0
 36 42  1  1  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 42 30  1  0  0  0  0
 21 29  1  0  0  0  0
  1 29  2  0  0  0  0
 30 22  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0286906

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1O[C@@H](OC2=CC(O)=C3C(=O)C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)=C(OC3=C2)C2=CC=C(O)C=C2)[C@H](O)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C27H30O15/c1-9-17(31)20(34)22(36)26(38-9)39-12-6-13(30)16-14(7-12)40-24(10-2-4-11(29)5-3-10)25(19(16)33)42-27-23(37)21(35)18(32)15(8-28)41-27/h2-7,9,15,17-18,20-23,26-32,34-37H,8H2,1H3/t9-,15+,17-,18+,20+,21-,22+,23+,26-,27-/m0/s1

> <INCHI_KEY>
JYXSWDCPHRTYGU-RVCYDTIBSA-N

> <FORMULA>
C27H30O15

> <MOLECULAR_WEIGHT>
594.522

> <EXACT_MASS>
594.158470266

> <JCHEM_ACCEPTOR_COUNT>
15

> <JCHEM_ATOM_COUNT>
72

> <JCHEM_AVERAGE_POLARIZABILITY>
57.02976869440912

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-0.18

> <JCHEM_LOGP>
-1.0624281009999996

> <ALOGPS_LOGS>
-2.36

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.556776212864888

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.083349784459057

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6122003587144

> <JCHEM_POLAR_SURFACE_AREA>
245.28999999999994

> <JCHEM_REFRACTIVITY>
137.8953

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.61e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-hydroxy-2-(4-hydroxyphenyl)-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-7-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-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    8688.7818681.264   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0    8695.4448688.209   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0    8686.1188681.264   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0    8683.4558685.903   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0    8680.7928687.443   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0    8678.1218685.903   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0    8680.7928681.283   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0    8678.1218682.823   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0    8694.1138687.443   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8692.7808688.213   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8691.4468687.443   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8691.4468685.903   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8692.7808685.133   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8694.1138685.903   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8686.1178685.895   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8684.7838685.125   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8684.7838683.585   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8686.1178682.815   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0    8688.7808685.895   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0    8687.4468685.125   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8687.4468683.585   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8690.1138685.125   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8680.7898685.901   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8679.4568685.131   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8679.4568683.591   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8680.7898682.822   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0    8682.1238683.591   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0    8682.1238685.131   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0    8688.7788682.815   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0    8690.1138683.585   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0    8690.1028680.490   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0    8690.1028678.945   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0    8691.4448678.172   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0    8692.7778678.945   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0    8692.7778680.490   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0    8691.4448681.263   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0    8694.1168681.262   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0    8688.7648678.172   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0    8688.7658676.626   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0    8691.4468676.627   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0    8694.0398677.865   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0    8691.4468682.808   0.000  0.00  0.00           O+0
CONECT    1   29                                                            
CONECT    2    9                                                            
CONECT    3   18                                                            
CONECT    4   16   28                                                       
CONECT    5   23                                                            
CONECT    6   24                                                            
CONECT    7   26                                                            
CONECT    8   25                                                            
CONECT    9   10   14    2                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   22                                                  
CONECT   13   12   14                                                       
CONECT   14   13    9                                                       
CONECT   15   16   20                                                       
CONECT   16   15   17    4                                                  
CONECT   17   16   18                                                       
CONECT   18   17   21    3                                                  
CONECT   19   20   22                                                       
CONECT   20   21   19   15                                                  
CONECT   21   20   18   29                                                  
CONECT   22   19   12   30                                                  
CONECT   23   24   28    5                                                  
CONECT   24   23   25    6                                                  
CONECT   25   24   26    8                                                  
CONECT   26   25   27    7                                                  
CONECT   27   26   28                                                       
CONECT   28   23   27    4                                                  
CONECT   29   30   21    1                                                  
CONECT   30   29   42   22                                                  
CONECT   31   36   32                                                       
CONECT   32   38   31   33                                                  
CONECT   33   40   32   34                                                  
CONECT   34   41   33   35                                                  
CONECT   35   36   37   34                                                  
CONECT   36   35   31   42                                                  
CONECT   37   35                                                            
CONECT   38   32   39                                                       
CONECT   39   38                                                            
CONECT   40   33                                                            
CONECT   41   34                                                            
CONECT   42   36   30                                                       
MASTER        0    0    0    0    0    0    0    0   42    0   92    0
END

View in JSmol

Synonyms

Value	Source
7-[(6-Deoxy-alpha-L-mannopyranosyl)oxy]-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl beta-D-glucopyranoside	ChEBI
Kaempferol 3-O-glucoside 7-O-rhamnoside	ChEBI
7-[(6-Deoxy-a-L-mannopyranosyl)oxy]-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl b-D-glucopyranoside	Generator
7-[(6-Deoxy-α-L-mannopyranosyl)oxy]-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl β-D-glucopyranoside	Generator
Kaempferol 3-O-b-D-glucopyranosyl-7-O-a-L-rhamnopyranoside	Generator
Kaempferol 3-O-β-D-glucopyranosyl-7-O-α-L-rhamnopyranoside	Generator
3-O-beta-D-Glucosyl-7-O-alpha-L-rhamnosylkaempferol	PhytoBank
3-O-β-D-Glucosyl-7-O-α-L-rhamnosylkaempferol	PhytoBank
7-O-alpha-L-Rhamnosyl-3-O-beta-D-glucopyranosylkaempferol	PhytoBank
7-O-α-L-Rhamnosyl-3-O-β-D-glucopyranosylkaempferol	PhytoBank
Kaempferol 3-O-beta-glucopyranosyl-7-O-alpha-rhamnopyranoside	PhytoBank
Kaempferol 3-O-β-glucopyranosyl-7-O-α-rhamnopyranoside	PhytoBank
Kaempferol 3-O-glucoside-7-O-rhamnoside	PhytoBank
Kaempferol 3-O-beta-D-glucopyranoside 7-O-alpha-L-rhamnopyranoside	PhytoBank
Kaempferol 3-O-β-D-glucopyranoside 7-O-α-L-rhamnopyranoside	PhytoBank
Kaempferol 3-O-beta-glucopyranoside-7-O-alpha-rhamnopyranoside	PhytoBank
Kaempferol 3-O-β-glucopyranoside-7-O-α-rhamnopyranoside	PhytoBank
Kaempferol 3-glucoside-7-rhamnoside	PhytoBank
Kaempferol 3-glucosyl-7-rhamnoside	PhytoBank
Kaempferol 3-beta-D-gluco-7-alpha-L-rhamnoside	PhytoBank
Kaempferol 3-β-D-gluco-7-α-L-rhamnoside	PhytoBank
Kaempferol 7-O-rhamnosyl-3-O-glucoside	PhytoBank
Kaempferol 7-O-alpha-L-rhamnopyranoside 3-O-beta-D-glucopyranoside	PhytoBank
Kaempferol 7-O-α-L-rhamnopyranoside 3-O-β-D-glucopyranoside	PhytoBank
Kaempferol 7-rhamno-3-glucoside	PhytoBank
Kaempferol-3-O-beta-D-glucopyranosyl-7-O-alpha-L-rhamnopyranoside	PhytoBank
Kaempferol-3-O-β-D-glucopyranosyl-7-O-α-L-rhamnopyranoside	PhytoBank
Kaempferol-7-O-alpha-L-rhamnopyranosyl-3-O-beta-D-glucopyranoside	PhytoBank
Kaempferol-7-O-α-L-rhamnopyranosyl-3-O-β-D-glucopyranoside	PhytoBank

Chemical Formula

C₂₇H₃₀O₁₅

Average Mass

594.5220 Da

Monoisotopic Mass

594.15847 Da

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

C[C@@H]1O[C@@H](OC2=CC(O)=C3C(=O)C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)=C(OC3=C2)C2=CC=C(O)C=C2)[C@H](O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C27H30O15/c1-9-17(31)20(34)22(36)26(38-9)39-12-6-13(30)16-14(7-12)40-24(10-2-4-11(29)5-3-10)25(19(16)33)42-27-23(37)21(35)18(32)15(8-28)41-27/h2-7,9,15,17-18,20-23,26-32,34-37H,8H2,1H3/t9-,15+,17-,18+,20+,21-,22+,23+,26-,27-/m0/s1

InChI Key

JYXSWDCPHRTYGU-RVCYDTIBSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Aconitum lycoctonum	LOTUS Database	35616633
Androsace umbellata	LOTUS Database	35616633
Arabidopsis thaliana	LOTUS Database	35616633
Aria edulis	LOTUS Database	35616633
Camellia reticulata	LOTUS Database	35616633
Chenopodiastrum murale	LOTUS Database	35616633
Eryngium campestre	LOTUS Database	35616633
Erythroxylum vacciniifolium	LOTUS Database	35616633
Hymenidium davidii	LOTUS Database	35616633
Lathyrus sativus	LOTUS Database	35616633
Lespedeza virgata	LOTUS Database	35616633
Ligustrum vulgare	LOTUS Database	35616633
Lotus hirsutus	LOTUS Database	35616633
Luculia pinceana	LOTUS Database	35616633
Nephelium lappaceum	LOTUS Database	35616633
Ostericum sieboldii	LOTUS Database	35616633
Reseda luteola	LOTUS Database	35616633
Sauropus androgynus	LOTUS Database	35616633
Sedum telephium	LOTUS Database	35616633
Selliguea feei	LOTUS Database	35616633
Sinocrassula indica	LOTUS Database	35616633
Thulinella chrysantha	LOTUS Database	35616633
Trichosanthes ovigera	LOTUS Database	35616633
Vicia faba	LOTUS Database	35616633
Vigna subterranea	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthofurans. Naphthofurans are compounds containing a furan ring fused to a naphthalene moiety. Furan is a 5 membered- ring aromatic ring with four carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Naphthofurans

Sub Class

Not Available

Direct Parent

Naphthofurans

Alternative Parents

Substituents

Naphthofuran
Heteroaromatic compound
Furan
Cyclic alcohol
Hemiacetal
Oxacycle
Organic oxygen compound
Hydrocarbon derivative
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	-0.18	ALOGPS
logP	-1.1	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	7.08	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	15	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	245.29 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	137.9 m³·mol⁻¹	ChemAxon
Polarizability	57.03 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

Not Available

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

21606527

PDB ID

Not Available

ChEBI ID

68882

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 5-hydroxy-2-(4-hydroxyphenyl)-3-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-7-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}chromen-4-one (NP0286906)

MOL for NP0286906 (5-hydroxy-2-(4-hydroxyphenyl)-3-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-7-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}chromen-4-one)

3D MOL for NP0286906 (5-hydroxy-2-(4-hydroxyphenyl)-3-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-7-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}chromen-4-one)

3D SDF for NP0286906 (5-hydroxy-2-(4-hydroxyphenyl)-3-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-7-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}chromen-4-one)

3D-SDF for NP0286906 (5-hydroxy-2-(4-hydroxyphenyl)-3-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-7-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}chromen-4-one)

PDB for NP0286906 (5-hydroxy-2-(4-hydroxyphenyl)-3-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-7-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}chromen-4-one)

3D PDB for NP0286906 (5-hydroxy-2-(4-hydroxyphenyl)-3-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-7-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}chromen-4-one)

SMILES for NP0286906 (5-hydroxy-2-(4-hydroxyphenyl)-3-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-7-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}chromen-4-one)

INCHI for NP0286906 (5-hydroxy-2-(4-hydroxyphenyl)-3-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-7-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}chromen-4-one)

Structure for NP0286906 (5-hydroxy-2-(4-hydroxyphenyl)-3-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-7-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}chromen-4-one)

3D Structure for NP0286906 (5-hydroxy-2-(4-hydroxyphenyl)-3-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-7-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}chromen-4-one)