NP-MRD: Showing NP-Card for 6-C-Methylkaempferol 3-glucoside (NP0053815)

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Record Information

Version

2.0

Created at

2022-04-28 00:21:28 UTC

Updated at

2022-04-28 00:21:28 UTC

NP-MRD ID

NP0053815

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6-C-Methylkaempferol 3-glucoside

Description

5,7-Dihydroxy-2-(4-hydroxyphenyl)-6-methyl-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one belongs to the class of organic compounds known as flavonoid-3-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C3-position. 6-C-Methylkaempferol 3-glucoside is found in Pinus contorta . 5,7-Dihydroxy-2-(4-hydroxyphenyl)-6-methyl-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309272006272D          

 33 36  0  0  0  0            999 V2000
10001.076810000.5263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6509 9999.6986    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2280 9999.6986    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.802910002.1803    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.802910000.5263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.217010003.4163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.5022 9997.4496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.2170 9997.8626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6509 9999.0975    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6489 9997.4476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.0768 9996.6236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.504710003.0049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.790210003.4173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.075710003.0048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.075610002.1798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.790110001.7673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.504710002.1798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.228010002.1779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.513510001.7654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.513410000.9404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.227910000.5279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.651810002.1779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.937310001.7654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.937310000.9403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.651810000.5279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.366310000.9403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.366310001.7654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.0761 9999.0979    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.3616 9998.6854    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.3616 9997.8603    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.0761 9997.4479    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.7906 9997.8603    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.7906 9998.6854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  8  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 12  1  0  0  0  0
 12  6  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21  3  1  0  0  0  0
 20  5  1  0  0  0  0
 19  4  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 22 23  1  0  0  0  0
 22 27  1  0  0  0  0
  1 26  1  0  0  0  0
 27 15  1  0  0  0  0
 25  2  2  0  0  0  0
 23 18  2  0  0  0  0
 21 24  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 28 33  1  0  0  0  0
 32 33  1  0  0  0  0
 28  1  1  6  0  0  0
 32  7  1  6  0  0  0
 31 11  1  1  0  0  0
 30 10  1  6  0  0  0
 29  9  1  1  0  0  0
M  END

     RDKit          3D

 55 58  0  0  0  0  0  0  0  0999 V2000
    4.7006   -4.3143   -0.5318 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1613   -2.9483   -0.3484 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9369   -2.0039    0.2620 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2107   -2.3342    0.6990 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4145   -0.7504    0.4187 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1309   -0.4154   -0.0211 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6633    0.7768    0.1398 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4348    1.1659   -0.2598 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0808    2.5571    0.0043 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0364    3.2270   -0.5423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2743    4.5424   -0.2038 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4993    5.2072    0.7203 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2192    6.5177    1.0813 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5789    4.5638    1.3051 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8466    3.2645    0.9401 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6416    0.2498   -0.8638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6363    0.5454   -1.2933 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7149    0.2566   -0.4068 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2440   -0.9627   -0.9178 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0255   -1.5711    0.0354 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7601   -2.7204   -0.6581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5546   -2.2377   -1.6960 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0403   -0.5994    0.5734 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7383   -0.2777    1.8966 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1559    0.6593   -0.2531 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6131    0.3903   -1.5243 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7723    1.2889   -0.3376 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6292    2.0396    0.8451 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1347   -1.0505   -1.0490 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3989   -1.9002   -1.6128 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3785   -1.3993   -0.6334 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8983   -2.6650   -0.7949 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1377   -3.6416   -1.4086 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6361   -4.4986    0.0002 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9649   -5.0727   -0.1992 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8996   -4.5098   -1.6252 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8277   -1.6895    1.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0118    0.0098    0.8986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5693    2.7487   -1.2949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1215    5.0278   -0.6715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3993    6.7005    1.8511 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1560    5.1149    2.0184 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6821    2.7758    1.3977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3444    0.0059    0.5944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4150   -2.0288    0.8493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0427   -3.4861   -1.0029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4374   -3.2375    0.0758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0537   -2.3942   -2.5389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0422   -1.1054    0.6073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2109   -0.8837    2.5249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8162    1.3871    0.2515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5108    0.7762   -1.6307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8036    1.9839   -1.2028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2479    1.4969    1.5817 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4916   -4.5816   -1.5422 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
  8 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 20 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 16 29  1  0
 29 30  2  0
 29 31  1  0
 31 32  2  0
 32 33  1  0
 32  2  1  0
 31  6  1  0
 15  9  1  0
 27 18  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  4 37  1  0
  5 38  1  0
 10 39  1  0
 11 40  1  0
 13 41  1  0
 14 42  1  0
 15 43  1  0
 18 44  1  1
 20 45  1  1
 21 46  1  0
 21 47  1  0
 22 48  1  0
 23 49  1  1
 24 50  1  0
 25 51  1  1
 26 52  1  0
 27 53  1  6
 28 54  1  0
 33 55  1  0
M  END


  Mrv1652309272006272D          

 33 36  0  0  0  0            999 V2000
10001.076810000.5263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6509 9999.6986    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2280 9999.6986    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.802910002.1803    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.802910000.5263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.217010003.4163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.5022 9997.4496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.2170 9997.8626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6509 9999.0975    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6489 9997.4476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.0768 9996.6236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.504710003.0049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.790210003.4173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.075710003.0048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.075610002.1798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.790110001.7673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.504710002.1798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.228010002.1779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.513510001.7654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.513410000.9404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.227910000.5279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.651810002.1779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.937310001.7654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.937310000.9403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.651810000.5279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.366310000.9403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.366310001.7654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.0761 9999.0979    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.3616 9998.6854    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.3616 9997.8603    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.0761 9997.4479    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.7906 9997.8603    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.7906 9998.6854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  8  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 12  1  0  0  0  0
 12  6  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21  3  1  0  0  0  0
 20  5  1  0  0  0  0
 19  4  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 22 23  1  0  0  0  0
 22 27  1  0  0  0  0
  1 26  1  0  0  0  0
 27 15  1  0  0  0  0
 25  2  2  0  0  0  0
 23 18  2  0  0  0  0
 21 24  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 28 33  1  0  0  0  0
 32 33  1  0  0  0  0
 28  1  1  6  0  0  0
 32  7  1  6  0  0  0
 31 11  1  1  0  0  0
 30 10  1  6  0  0  0
 29  9  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0053815

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=C(O)C=C2OC(C3=CC=C(O)C=C3)=C(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)C(=O)C2=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C22H22O11/c1-8-11(25)6-12-14(15(8)26)17(28)21(20(31-12)9-2-4-10(24)5-3-9)33-22-19(30)18(29)16(27)13(7-23)32-22/h2-6,13,16,18-19,22-27,29-30H,7H2,1H3/t13-,16-,18+,19-,22+/m1/s1

> <INCHI_KEY>
CBSZNHSSZDGQIX-CLXWZIMCSA-N

> <FORMULA>
C22H22O11

> <MOLECULAR_WEIGHT>
462.407

> <EXACT_MASS>
462.116211528

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
44.66300612786518

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
0.75

> <JCHEM_LOGP>
0.6721514149999998

> <ALOGPS_LOGS>
-2.50

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.081706903217533

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.747377300423326

> <JCHEM_PKA_STRONGEST_BASIC>
-2.98109237118166

> <JCHEM_POLAR_SURFACE_AREA>
186.36999999999998

> <JCHEM_REFRACTIVITY>
112.33579999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.46e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,7-dihydroxy-2-(4-hydroxyphenyl)-6-methyl-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)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    8668.6778667.649   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0    8666.0158666.104   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0    8663.3598666.104   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0    8660.6998670.737   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0    8660.6998667.649   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0    8672.6728673.044   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0    8671.3378661.906   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0    8672.6728662.677   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0    8666.0158664.982   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0    8666.0118661.902   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0    8668.6778660.364   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0    8671.3428672.276   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8670.0088673.046   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8668.6758672.276   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8668.6748670.736   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8670.0088669.966   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8671.3428670.736   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8663.3598670.732   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8662.0258669.962   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8662.0258668.422   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8663.3598667.652   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0    8666.0178670.732   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0    8664.6838669.962   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8664.6838668.422   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8666.0178667.652   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8667.3508668.422   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0    8667.3508669.962   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0    8668.6758664.983   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0    8667.3428664.213   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0    8667.3428662.673   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0    8668.6758661.903   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0    8670.0098662.673   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0    8670.0098664.213   0.000  0.00  0.00           O+0
CONECT    1   26   28                                                       
CONECT    2   25                                                            
CONECT    3   21                                                            
CONECT    4   19                                                            
CONECT    5   20                                                            
CONECT    6   12                                                            
CONECT    7    8   32                                                       
CONECT    8    7                                                            
CONECT    9   29                                                            
CONECT   10   30                                                            
CONECT   11   31                                                            
CONECT   12   13   17    6                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   27                                                  
CONECT   16   15   17                                                       
CONECT   17   16   12                                                       
CONECT   18   19   23                                                       
CONECT   19   18   20    4                                                  
CONECT   20   19   21    5                                                  
CONECT   21   20    3   24                                                  
CONECT   22   23   27                                                       
CONECT   23   24   22   18                                                  
CONECT   24   23   25   21                                                  
CONECT   25   24   26    2                                                  
CONECT   26   25   27    1                                                  
CONECT   27   26   22   15                                                  
CONECT   28   29   33    1                                                  
CONECT   29   28   30    9                                                  
CONECT   30   29   31   10                                                  
CONECT   31   30   32   11                                                  
CONECT   32   31   33    7                                                  
CONECT   33   28   32                                                       
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

View in JSmol

Synonyms

Value	Source
6-C-Methylkaempferol 3-O-beta-D-glucopyranoside	PhytoBank
6-C-Methylkaempferol 3-O-beta-D-glucoside	PhytoBank
6-C-Methylkaempferol 3-O-β-D-glucoside	PhytoBank
6-Methylkaempferol 3-beta-D-glucoside	PhytoBank
6-Methylkaempferol 3-β-D-glucoside	PhytoBank
6-Methylkaempferol 3-O-glucoside	PhytoBank
6-Methylkaempferol-3-beta-D-glucopyranoslde	PhytoBank
6-Methylkaempferol-3-β-D-glucopyranoslde	PhytoBank
3,5,7,4'-Tetrahydroxy-6-methylflavonol-3-O-beta-D-glucopyranoside	PhytoBank
3,5,7,4'-Tetrahydroxy-6-methylflavonol-3-O-β-D-glucopyranoside	PhytoBank
3,5,7,4’-Tetrahydroxy-6-methylflavonol-3-O-β-D-glucopyranoside	PhytoBank
3-O-beta-D-Glucopyranoside-3,4',5,7-tetrahydroxy-6-methylflavanone	PhytoBank
3-O-β-D-Glucopyranoside-3,4’,5,7-tetrahydroxy-6-methylflavanone	PhytoBank
3-O-β-D-Glucopyranoside-3,4',5,7-tetrahydroxy-6-methylflavanone	PhytoBank

Chemical Formula

C₂₂H₂₂O₁₁

Average Mass

462.4070 Da

Monoisotopic Mass

462.11621 Da

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

CC1=C(O)C=C2OC(C3=CC=C(O)C=C3)=C(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)C(=O)C2=C1O

InChI Identifier

InChI=1S/C22H22O11/c1-8-11(25)6-12-14(15(8)26)17(28)21(20(31-12)9-2-4-10(24)5-3-9)33-22-19(30)18(29)16(27)13(7-23)32-22/h2-6,13,16,18-19,22-27,29-30H,7H2,1H3/t13-,16-,18+,19-,22+/m1/s1

InChI Key

CBSZNHSSZDGQIX-CLXWZIMCSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Pinus contorta	Plant	KNApSAcK

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid-3-O-glycosides

Alternative Parents

Substituents

Flavonoid-3-o-glycoside
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Flavone
Hydroxyflavonoid
Hexose monosaccharide
Chromone
Glycosyl compound
O-glycosyl compound
Benzopyran
1-benzopyran
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Pyranone
Pyran
Monocyclic benzene moiety
Oxane
Monosaccharide
Benzenoid
Heteroaromatic compound
Vinylogous acid
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Acetal
Polyol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
Primary 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	0.75	ALOGPS
logP	0.67	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	6.75	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	186.37 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	112.34 m³·mol⁻¹	ChemAxon
Polarizability	44.66 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 6-C-Methylkaempferol 3-glucoside (NP0053815)

MOL for NP0053815 (6-C-Methylkaempferol 3-glucoside)

3D MOL for NP0053815 (6-C-Methylkaempferol 3-glucoside)

3D SDF for NP0053815 (6-C-Methylkaempferol 3-glucoside)

3D-SDF for NP0053815 (6-C-Methylkaempferol 3-glucoside)

PDB for NP0053815 (6-C-Methylkaempferol 3-glucoside)

3D PDB for NP0053815 (6-C-Methylkaempferol 3-glucoside)

SMILES for NP0053815 (6-C-Methylkaempferol 3-glucoside)

INCHI for NP0053815 (6-C-Methylkaempferol 3-glucoside)

Structure for NP0053815 (6-C-Methylkaempferol 3-glucoside)

3D Structure for NP0053815 (6-C-Methylkaempferol 3-glucoside)