NP-MRD: Showing NP-Card for 2-{3-hydroxy-5-[2-(4-methoxyphenyl)ethyl]-2-methylphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol (NP0217977)

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Record Information

Version

2.0

Created at

2022-09-05 18:29:27 UTC

Updated at

2022-09-05 18:29:27 UTC

NP-MRD ID

NP0217977

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-{3-hydroxy-5-[2-(4-methoxyphenyl)ethyl]-2-methylphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

Description

Stilbostemin H 3\\\'-beta-D-glucopyranoside belongs to the class of organic compounds known as stilbene glycosides. Stilbene glycosides are compounds structurally characterized by the presence of a carbohydrate moiety glycosidically linked to the stilbene skeleton. 2-{3-hydroxy-5-[2-(4-methoxyphenyl)ethyl]-2-methylphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol is found in Stemona tuberosa. Stilbostemin H 3\\\'-beta-D-glucopyranoside is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004191518532D          

 30 32  0  0  0  0            999 V2000
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145  -10.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724  -10.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579  -11.5500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289  -12.3750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724  -13.6125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013  -12.7875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013  -11.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 17 26  1  0  0  0  0
 26 27  1  0  0  0  0
 15 28  2  0  0  0  0
  9 28  1  0  0  0  0
  6 29  1  0  0  0  0
 29 30  2  0  0  0  0
  3 30  1  0  0  0  0
M  END

     RDKit          3D

 58 60  0  0  0  0  0  0  0  0999 V2000
    7.9510    3.5524   -0.7807 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6765    3.8897   -0.2650 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7141    2.8905   -0.1926 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9762    1.5974   -0.6083 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0271    0.5987   -0.5402 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7623    0.8496   -0.0493 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7286   -0.2041    0.0327 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8938   -0.2790   -1.2276 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8754   -1.3500   -1.0937 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1807   -2.6356   -1.4988 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2687   -3.6653   -1.3947 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6049   -4.9486   -1.8107 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9774   -3.3789   -0.8678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9958   -4.4474   -0.7329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3326   -2.1028   -0.4463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5923   -1.9279    0.0604 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1734   -0.7514    0.5433 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5282   -0.8268    1.8771 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1820    0.2396    2.4030 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1897    1.3574    2.6462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1794    0.9920    3.5275 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2982    0.8086    1.5609 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.4142   -0.0357    1.7645 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9859    0.9208    0.1094 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1984    2.0425   -0.1504 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3390   -0.3631   -0.3431 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8978   -0.1758   -1.6403 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3995   -1.0981   -0.5640 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4906    2.1357    0.3679 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4458    3.1307    0.2968 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3846    2.6692   -0.2438 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6475    4.4109   -0.6920 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9234    3.2718   -1.8500 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9778    1.3985   -0.9971 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2729   -0.4179   -0.8802 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0231    0.1062    0.8475 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1814   -1.1734    0.2405 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3762    0.7158   -1.3353 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5129   -0.3839   -2.1426 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1734   -2.8105   -1.9065 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5196   -5.1449   -2.1942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7931   -4.3770   -1.4896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4043   -4.5162    0.3079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5032   -5.4438   -0.9046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4490    0.0781    0.4602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5723   -0.0535    3.4180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7860    1.6765    1.6685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7608    2.2159    3.0534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8187    1.7850    3.9988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6222    1.8064    1.9142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0467   -0.9555    1.8457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9597    0.9821   -0.4462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5685    2.4709   -0.9661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0959   -1.1612   -0.2529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6391   -0.4042   -2.2719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6121   -0.0975   -0.2580 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4946    2.3791    0.7660 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2321    4.1577    0.6288 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
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  9 10  2  0
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 11 13  2  0
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 13 15  1  0
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 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
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 19 22  1  0
 22 23  1  0
 22 24  1  0
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 24 26  1  0
 26 27  1  0
 15 28  2  0
  6 29  1  0
 29 30  2  0
 30  3  1  0
 28  9  1  0
 26 17  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  5 35  1  0
  7 36  1  0
  7 37  1  0
  8 38  1  0
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 10 40  1  0
 12 41  1  0
 14 42  1  0
 14 43  1  0
 14 44  1  0
 17 45  1  1
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 20 47  1  0
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 22 50  1  1
 23 51  1  0
 24 52  1  6
 25 53  1  0
 26 54  1  6
 27 55  1  0
 28 56  1  0
 29 57  1  0
 30 58  1  0
M  END


  Mrv1533004191518532D          

 30 32  0  0  0  0            999 V2000
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145  -10.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724  -10.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579  -11.5500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289  -12.3750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.0013  -12.7875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013  -11.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 17 26  1  0  0  0  0
 26 27  1  0  0  0  0
 15 28  2  0  0  0  0
  9 28  1  0  0  0  0
  6 29  1  0  0  0  0
 29 30  2  0  0  0  0
  3 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0217977

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C(CCC2=CC(O)=C(C)C(OC3OC(CO)C(O)C(O)C3O)=C2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C22H28O8/c1-12-16(24)9-14(4-3-13-5-7-15(28-2)8-6-13)10-17(12)29-22-21(27)20(26)19(25)18(11-23)30-22/h5-10,18-27H,3-4,11H2,1-2H3

> <INCHI_KEY>
IELQQKDOYFODON-UHFFFAOYSA-N

> <FORMULA>
C22H28O8

> <MOLECULAR_WEIGHT>
420.458

> <EXACT_MASS>
420.178417862

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
44.309457045289165

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-{3-hydroxy-5-[2-(4-methoxyphenyl)ethyl]-2-methylphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <ALOGPS_LOGP>
1.16

> <JCHEM_LOGP>
1.9901598950000006

> <ALOGPS_LOGS>
-2.89

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.20221401636514

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.926577639086155

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810923448996594

> <JCHEM_POLAR_SURFACE_AREA>
128.84

> <JCHEM_REFRACTIVITY>
108.00680000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.42e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{3-hydroxy-5-[2-(4-methoxyphenyl)ethyl]-2-methylphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
HETATM    1  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -2.667  -7.700   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -2.667  -9.240   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334 -10.010   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334 -11.550   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667 -12.320   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.667 -13.860   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.001 -14.630   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.001 -16.170   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.667 -16.940   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.667 -18.480   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -1.334 -19.250   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -4.001 -19.250   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.001 -20.790   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -5.335 -18.480   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -6.668 -19.250   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -6.668 -20.790   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -5.335 -21.560   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -5.335 -23.100   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.001 -23.870   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -2.667 -23.100   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -6.668 -23.870   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -6.668 -25.410   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -8.002 -23.100   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -9.336 -23.870   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -8.002 -21.560   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -9.336 -20.790   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -5.335 -16.940   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -4.001 -11.550   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -4.001 -10.010   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   30                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   29                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   28                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   28                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   26                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20                                                            
CONECT   22   19   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   17   27                                                  
CONECT   27   26                                                            
CONECT   28   15    9                                                       
CONECT   29    6   30                                                       
CONECT   30   29    3                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

View in JSmol

Synonyms

Value	Source
Stilbostemin H 3\\\'-b-D-glucopyranoside	Generator
Stilbostemin H 3\\\'-β-D-glucopyranoside	Generator

Chemical Formula

C₂₂H₂₈O₈

Average Mass

420.4580 Da

Monoisotopic Mass

420.17842 Da

IUPAC Name

2-{3-hydroxy-5-[2-(4-methoxyphenyl)ethyl]-2-methylphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

Traditional Name

2-{3-hydroxy-5-[2-(4-methoxyphenyl)ethyl]-2-methylphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

CAS Registry Number

Not Available

SMILES

COC1=CC=C(CCC2=CC(O)=C(C)C(OC3OC(CO)C(O)C(O)C3O)=C2)C=C1

InChI Identifier

InChI=1S/C22H28O8/c1-12-16(24)9-14(4-3-13-5-7-15(28-2)8-6-13)10-17(12)29-22-21(27)20(26)19(25)18(11-23)30-22/h5-10,18-27H,3-4,11H2,1-2H3

InChI Key

IELQQKDOYFODON-UHFFFAOYSA-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
Stemona tuberosa	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as stilbene glycosides. Stilbene glycosides are compounds structurally characterized by the presence of a carbohydrate moiety glycosidically linked to the stilbene skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Stilbenes

Sub Class

Stilbene glycosides

Direct Parent

Stilbene glycosides

Alternative Parents

Substituents

Stilbene glycoside
Phenolic glycoside
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Phenoxy compound
Anisole
O-cresol
Methoxybenzene
Phenol ether
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Toluene
Oxane
Monosaccharide
Monocyclic benzene moiety
Benzenoid
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Acetal
Ether
Polyol
Alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Primary alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	1.16	ALOGPS
logP	1.99	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	9.93	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	128.84 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	108.01 m³·mol⁻¹	ChemAxon
Polarizability	44.31 Å³	ChemAxon
Number of Rings	3	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

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

15939633

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-{3-hydroxy-5-[2-(4-methoxyphenyl)ethyl]-2-methylphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol (NP0217977)

MOL for NP0217977 (2-{3-hydroxy-5-[2-(4-methoxyphenyl)ethyl]-2-methylphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D MOL for NP0217977 (2-{3-hydroxy-5-[2-(4-methoxyphenyl)ethyl]-2-methylphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D SDF for NP0217977 (2-{3-hydroxy-5-[2-(4-methoxyphenyl)ethyl]-2-methylphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D-SDF for NP0217977 (2-{3-hydroxy-5-[2-(4-methoxyphenyl)ethyl]-2-methylphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

PDB for NP0217977 (2-{3-hydroxy-5-[2-(4-methoxyphenyl)ethyl]-2-methylphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D PDB for NP0217977 (2-{3-hydroxy-5-[2-(4-methoxyphenyl)ethyl]-2-methylphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

SMILES for NP0217977 (2-{3-hydroxy-5-[2-(4-methoxyphenyl)ethyl]-2-methylphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

INCHI for NP0217977 (2-{3-hydroxy-5-[2-(4-methoxyphenyl)ethyl]-2-methylphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

Structure for NP0217977 (2-{3-hydroxy-5-[2-(4-methoxyphenyl)ethyl]-2-methylphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D Structure for NP0217977 (2-{3-hydroxy-5-[2-(4-methoxyphenyl)ethyl]-2-methylphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol)