NP-MRD: Showing NP-Card for 6''-o-acetyldaidzin (NP0234098)

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Record Information

Version

2.0

Created at

2022-09-06 15:56:56 UTC

Updated at

2022-09-06 15:56:57 UTC

NP-MRD ID

NP0234098

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6''-o-acetyldaidzin

Description

Daidzein 7-(6-O-acetyl-beta-D-glucoside), also known as 6''-O-acetyldaidzin or daidzin 6''-O-acetate, belongs to the class of organic compounds known as isoflavonoid o-glycosides. These are o-glycosylated derivatives of isoflavonoids, which are natural products derived from 3-phenylchromen-4-one. 6''-o-acetyldaidzin is found in Glycine max and Hibiscus syriacus. Daidzein 7-(6-O-acetyl-beta-D-glucoside) is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

156155
  Mrv0541 02271202052D          

 33 36  0  0  1  0            999 V2000
   10.0066    0.4211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5777    0.4156    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4419   -1.2234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0162   -2.0539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5840   -1.2344    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4324    1.2516    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6654    0.3957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8613    1.2571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6654   -2.0793    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0929   -2.4918    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7258   -0.8136    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.0129   -1.2289    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.7227    0.0114    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.2969   -0.8191    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.2937    0.0059    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.4356    0.4266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8648    0.0003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1173    0.4242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8648   -0.8590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3798   -0.0168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3798   -0.8418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1452    1.6668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1173   -1.2830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6654   -1.2543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9508   -0.8418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1420    2.4918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9508   -0.0168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364   -1.2543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5219   -0.8418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364   -2.0793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -1.2543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5219   -2.4918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -2.0793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 13  1  0  0  0  0
  1 15  1  0  0  0  0
 15  2  1  6  0  0  0
  2 17  1  0  0  0  0
 11  3  1  1  0  0  0
 12  4  1  6  0  0  0
 14  5  1  1  0  0  0
  6 16  1  0  0  0  0
  6 22  1  0  0  0  0
  7 20  1  0  0  0  0
  7 27  1  0  0  0  0
  8 22  2  0  0  0  0
  9 24  2  0  0  0  0
 10 33  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 12 14  1  0  0  0  0
 13 16  1  6  0  0  0
 14 15  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 18 20  1  0  0  0  0
 19 23  2  0  0  0  0
 20 21  2  0  0  0  0
 21 23  1  0  0  0  0
 21 24  1  0  0  0  0
 22 26  1  0  0  0  0
 24 25  1  0  0  0  0
 25 27  2  0  0  0  0
 25 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 29 31  1  0  0  0  0
 30 32  2  0  0  0  0
 31 33  2  0  0  0  0
 32 33  1  0  0  0  0
M  END

     RDKit          3D

 55 58  0  0  0  0  0  0  0  0999 V2000
   -4.6884    3.3392   -0.6230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6332    1.9129   -1.0911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6463    1.5017   -1.7467 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6715    1.0809   -0.7902 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8006   -0.2567   -1.1229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7835   -1.1516   -0.5160 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5084   -0.8594   -0.8795 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5167   -1.4818   -0.1180 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8401   -0.5905    0.6953 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5130   -0.2222    0.6753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0485    0.7156    1.6132 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2601    1.1262    1.6486 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1668    0.6223    0.7525 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4927    0.9901    0.7323 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9255    1.8194    1.5540 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3026    0.4130   -0.2164 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7422    0.7650   -0.2934 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5350    0.8452    0.8273 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8786    1.1742    0.7465 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4679    1.4341   -0.4747 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8175    1.7627   -0.5377 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6808    1.3561   -1.6043 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3246    1.0231   -1.5133 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7622   -0.4923   -1.0904 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5152   -0.8308   -1.0628 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7063   -0.2972   -0.1652 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3867   -0.7336   -0.2271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0739   -2.6627    0.6551 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3342   -3.7174   -0.1907 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2091   -2.2923    1.5503 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8445   -2.1755    2.8885 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8339   -1.0309    1.0182 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.1394   -0.8411    1.4599 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6260    3.3115    0.4845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6992    3.7108   -0.9280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8652    3.9156   -1.0657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8154   -0.6132   -0.7729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8063   -0.4173   -2.2303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0418   -2.2285   -0.7586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8223   -1.9171   -0.8593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7554    1.1230    2.3285 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6329    1.8511    2.3686 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0693    0.6409    1.7841 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4817    1.2311    1.6431 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5593    1.0839   -0.6426 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1566    1.5623   -2.5538 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7165    0.9638   -2.3967 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4325   -0.9398   -1.8404 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0850   -1.4640   -0.9780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2310   -2.9988    1.3285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6556   -3.7487   -0.9058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9687   -3.1152    1.4961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8691   -2.4152    2.9410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1826   -0.1819    1.3140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6749   -1.5999    1.1153 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 27  2  0
 27 26  1  0
 26 13  2  0
 13 12  1  0
 12 11  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 24  2  0
 24 25  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
  8 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 32  6  1  0
 11 10  1  0
 23 17  1  0
 25 26  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  1
  8 40  1  6
 27 49  1  0
 12 42  1  0
 11 41  1  0
 24 48  1  0
 18 43  1  0
 19 44  1  0
 21 45  1  0
 22 46  1  0
 23 47  1  0
 28 50  1  1
 29 51  1  0
 30 52  1  1
 31 53  1  0
 32 54  1  6
 33 55  1  0
M  END

156155
  Mrv0541 02271202052D          

 33 36  0  0  1  0            999 V2000
   10.0066    0.4211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5777    0.4156    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4419   -1.2234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0162   -2.0539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5840   -1.2344    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4324    1.2516    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6654    0.3957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8613    1.2571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6654   -2.0793    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0929   -2.4918    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7258   -0.8136    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.0129   -1.2289    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.7227    0.0114    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.2969   -0.8191    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.2937    0.0059    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.4356    0.4266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8648    0.0003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1173    0.4242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8648   -0.8590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3798   -0.0168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3798   -0.8418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1452    1.6668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1173   -1.2830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6654   -1.2543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9508   -0.8418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1420    2.4918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9508   -0.0168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364   -1.2543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5219   -0.8418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364   -2.0793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -1.2543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5219   -2.4918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -2.0793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 13  1  0  0  0  0
  1 15  1  0  0  0  0
 15  2  1  6  0  0  0
  2 17  1  0  0  0  0
 11  3  1  1  0  0  0
 12  4  1  6  0  0  0
 14  5  1  1  0  0  0
  6 16  1  0  0  0  0
  6 22  1  0  0  0  0
  7 20  1  0  0  0  0
  7 27  1  0  0  0  0
  8 22  2  0  0  0  0
  9 24  2  0  0  0  0
 10 33  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 12 14  1  0  0  0  0
 13 16  1  6  0  0  0
 14 15  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 18 20  1  0  0  0  0
 19 23  2  0  0  0  0
 20 21  2  0  0  0  0
 21 23  1  0  0  0  0
 21 24  1  0  0  0  0
 22 26  1  0  0  0  0
 24 25  1  0  0  0  0
 25 27  2  0  0  0  0
 25 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 29 31  1  0  0  0  0
 30 32  2  0  0  0  0
 31 33  2  0  0  0  0
 32 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0234098

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)OC[C@H]1O[C@@H](OC2=CC3=C(C=C2)C(=O)C(=CO3)C2=CC=C(O)C=C2)[C@H](O)[C@@H](O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C23H22O10/c1-11(24)30-10-18-20(27)21(28)22(29)23(33-18)32-14-6-7-15-17(8-14)31-9-16(19(15)26)12-2-4-13(25)5-3-12/h2-9,18,20-23,25,27-29H,10H2,1H3/t18-,20-,21+,22-,23-/m1/s1

> <INCHI_KEY>
ZMOZJTDOTOZVRT-DODNOZFWSA-N

> <FORMULA>
C23H22O10

> <MOLECULAR_WEIGHT>
458.4148

> <EXACT_MASS>
458.121296924

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
45.335938500309524

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
1.43

> <JCHEM_LOGP>
0.9034950283333332

> <ALOGPS_LOGS>
-3.12

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.201933458355258

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.962958691399564

> <JCHEM_PKA_STRONGEST_BASIC>
-3.649102814885808

> <JCHEM_POLAR_SURFACE_AREA>
151.98

> <JCHEM_REFRACTIVITY>
110.99790000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.50e-01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 156155                                            
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-FEB-12         0                                  
HETATM    1  O   UNK     0      18.679   0.786   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      16.012   0.776   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      21.358  -2.284   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      18.697  -3.834   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      16.023  -2.304   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      21.340   2.336   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      10.575   0.739   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      24.008   2.347   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      10.575  -3.881   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       3.907  -4.651   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      20.021  -1.519   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      18.691  -2.294   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      20.016   0.021   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      17.354  -1.529   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      17.348   0.011   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      21.346   0.796   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      14.681   0.001   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      13.286   0.792   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      14.681  -1.603   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.909  -0.031   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.909  -1.571   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      22.671   3.111   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      13.286  -2.395   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.575  -2.341   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.241  -1.571   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      22.665   4.651   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       9.241  -0.031   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       7.908  -2.341   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.574  -1.571   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       7.908  -3.881   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.241  -2.341   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       6.574  -4.651   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       5.241  -3.881   0.000  0.00  0.00           C+0
CONECT    1   13   15                                                       
CONECT    2   15   17                                                       
CONECT    3   11                                                            
CONECT    4   12                                                            
CONECT    5   14                                                            
CONECT    6   16   22                                                       
CONECT    7   20   27                                                       
CONECT    8   22                                                            
CONECT    9   24                                                            
CONECT   10   33                                                            
CONECT   11    3   12   13                                                  
CONECT   12    4   11   14                                                  
CONECT   13    1   11   16                                                  
CONECT   14    5   12   15                                                  
CONECT   15    1    2   14                                                  
CONECT   16    6   13                                                       
CONECT   17    2   18   19                                                  
CONECT   18   17   20                                                       
CONECT   19   17   23                                                       
CONECT   20    7   18   21                                                  
CONECT   21   20   23   24                                                  
CONECT   22    6    8   26                                                  
CONECT   23   19   21                                                       
CONECT   24    9   21   25                                                  
CONECT   25   24   27   28                                                  
CONECT   26   22                                                            
CONECT   27    7   25                                                       
CONECT   28   25   29   30                                                  
CONECT   29   28   31                                                       
CONECT   30   28   32                                                       
CONECT   31   29   33                                                       
CONECT   32   30   33                                                       
CONECT   33   10   31   32                                                  
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

View in JSmol

Synonyms

Value	Source
6''-O-Acetyldaidzin	ChEBI
Daidzin 6''-O-acetate	ChEBI
Daidzin 6''-O-acetic acid	Generator
Daidzein 7-(6-O-acetyl-b-D-glucoside)	Generator
Daidzein 7-(6-O-acetyl-β-D-glucoside)	Generator

Chemical Formula

C₂₃H₂₂O₁₀

Average Mass

458.4148 Da

Monoisotopic Mass

458.12130 Da

IUPAC Name

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

Traditional Name

[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[3-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy}oxan-2-yl]methyl acetate

CAS Registry Number

Not Available

SMILES

CC(=O)OC[C@H]1O[C@@H](OC2=CC3=C(C=C2)C(=O)C(=CO3)C2=CC=C(O)C=C2)[C@H](O)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C23H22O10/c1-11(24)30-10-18-20(27)21(28)22(29)23(33-18)32-14-6-7-15-17(8-14)31-9-16(19(15)26)12-2-4-13(25)5-3-12/h2-9,18,20-23,25,27-29H,10H2,1H3/t18-,20-,21+,22-,23-/m1/s1

InChI Key

ZMOZJTDOTOZVRT-DODNOZFWSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Glycine max	LOTUS Database	35616633
Hibiscus syriacus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isoflavonoid o-glycosides. These are o-glycosylated derivatives of isoflavonoids, which are natural products derived from 3-phenylchromen-4-one.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Isoflavonoid O-glycosides

Direct Parent

Isoflavonoid O-glycosides

Alternative Parents

Substituents

Isoflavonoid o-glycoside
Isoflavonoid-7-o-glycoside
Isoflavone
Phenolic glycoside
Chromone
Glycosyl compound
O-glycosyl compound
Benzopyran
1-benzopyran
1-hydroxy-2-unsubstituted benzenoid
Phenol
Pyranone
Monocyclic benzene moiety
Monosaccharide
Benzenoid
Oxane
Pyran
Heteroaromatic compound
Carboxylic acid ester
Secondary alcohol
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Acetal
Polyol
Alcohol
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organooxygen compound
Organic oxygen 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	1.43	ALOGPS
logP	0.9	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	8.96	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	151.98 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	111 m³·mol⁻¹	ChemAxon
Polarizability	45.34 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

C00010078

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

156155

PDB ID

Not Available

ChEBI ID

133395

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 6''-o-acetyldaidzin (NP0234098)

MOL for NP0234098 (6''-o-acetyldaidzin)

3D MOL for NP0234098 (6''-o-acetyldaidzin)

3D SDF for NP0234098 (6''-o-acetyldaidzin)

3D-SDF for NP0234098 (6''-o-acetyldaidzin)

PDB for NP0234098 (6''-o-acetyldaidzin)

3D PDB for NP0234098 (6''-o-acetyldaidzin)

SMILES for NP0234098 (6''-o-acetyldaidzin)

INCHI for NP0234098 (6''-o-acetyldaidzin)

Structure for NP0234098 (6''-o-acetyldaidzin)

3D Structure for NP0234098 (6''-o-acetyldaidzin)