NP-MRD: Showing NP-Card for marphenol D (NP0043233)

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Record Information

Version

2.0

Created at

2021-06-21 00:42:04 UTC

Updated at

2021-06-30 00:18:48 UTC

NP-MRD ID

NP0043233

Secondary Accession Numbers

None

Natural Product Identification

Common Name

marphenol D

Provided By

JEOL Database JEOL Logo

Description

marphenol D is found in Schisandra wilsoniana. marphenol D was first documented in 2013 (Yang, G, -Y., et al.).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212102423D          

 42 42  0  0  0  0            999 V2000
   -4.2740    1.8701   -3.7267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9197    3.0156   -2.9626 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0206    2.8528   -1.9419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3810    1.6345   -1.6570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4253    1.5199   -0.6271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7202    0.2029   -0.3480 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6947   -0.8420   -0.4397 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4380   -0.0591   -1.3341 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5913    0.8803   -1.0679 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2516    1.4416   -1.9280 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9299    1.0074    0.2258 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9225   -1.5350   -1.4358 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0524   -1.6793   -2.4675 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3013   -3.0546   -2.7355 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3456   -2.1650   -0.0998 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2209   -2.2675    0.7707 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1031    2.6566    0.1199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7304    3.8621   -0.1614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3772    4.9569    0.5838 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7013    3.9780   -1.1659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2104    5.2496   -1.2964 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5772    5.3350   -1.6866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0153    2.1815   -4.4689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4089    1.4743   -4.2687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7370    1.1023   -3.0982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6062    0.7370   -2.2270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3757    0.2171    0.6931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3050   -1.5852    0.0714 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0727    0.2033   -2.3387 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6789    1.6429    0.2161 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0718   -2.1266   -1.8031 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7962   -1.1912   -3.4138 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9874   -1.2447   -2.1004 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5423   -3.3967   -3.2403 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7272   -3.1800   -0.2512 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1249   -1.5813    0.3983 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5414   -2.7080    1.5808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3683    2.6150    0.9193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9045    5.6898    0.2085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9601    6.2975   -1.3326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1925    4.5514   -1.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6651    5.3329   -2.7769 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
  6  8  1  0  0  0  0
 17 18  2  0  0  0  0
  3  2  1  0  0  0  0
 20  3  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  8 12  1  0  0  0  0
  2  1  1  0  0  0  0
 12 15  1  0  0  0  0
 17  5  1  0  0  0  0
 15 16  1  0  0  0  0
  8  9  1  0  0  0  0
  3  4  1  0  0  0  0
  9 10  2  0  0  0  0
  5  6  1  0  0  0  0
  9 11  1  0  0  0  0
  7  6  1  0  0  0  0
 21 22  1  0  0  0  0
  4  5  2  0  0  0  0
 18 19  1  0  0  0  0
  4 26  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
 17 38  1  0  0  0  0
  7 28  1  0  0  0  0
  6 27  1  0  0  0  0
  8 29  1  0  0  0  0
 12 31  1  0  0  0  0
 13 32  1  0  0  0  0
 13 33  1  0  0  0  0
 14 34  1  0  0  0  0
 15 35  1  0  0  0  0
 15 36  1  0  0  0  0
 16 37  1  0  0  0  0
 11 30  1  0  0  0  0
 22 40  1  0  0  0  0
 22 41  1  0  0  0  0
 22 42  1  0  0  0  0
 19 39  1  0  0  0  0
M  END

     RDKit          3D

 42 42  0  0  0  0  0  0  0  0999 V2000
   -4.2740    1.8701   -3.7267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9197    3.0156   -2.9626 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0206    2.8528   -1.9419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3810    1.6345   -1.6570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4253    1.5199   -0.6271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7202    0.2029   -0.3480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6947   -0.8420   -0.4397 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4380   -0.0591   -1.3341 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5913    0.8803   -1.0679 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2516    1.4416   -1.9280 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9299    1.0074    0.2258 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9225   -1.5350   -1.4358 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0524   -1.6793   -2.4675 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3013   -3.0546   -2.7355 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3456   -2.1650   -0.0998 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2209   -2.2675    0.7707 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1031    2.6566    0.1199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7304    3.8621   -0.1614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3772    4.9569    0.5838 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7013    3.9780   -1.1659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2104    5.2496   -1.2964 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5772    5.3350   -1.6866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0153    2.1815   -4.4689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4089    1.4743   -4.2687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7370    1.1023   -3.0982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6062    0.7370   -2.2270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3757    0.2171    0.6931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3050   -1.5852    0.0714 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0727    0.2033   -2.3387 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6789    1.6429    0.2161 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0718   -2.1266   -1.8031 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7962   -1.1912   -3.4138 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9874   -1.2447   -2.1004 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5423   -3.3967   -3.2403 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7272   -3.1800   -0.2512 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1249   -1.5813    0.3983 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5414   -2.7080    1.5808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3683    2.6150    0.9193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9045    5.6898    0.2085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9601    6.2975   -1.3326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1925    4.5514   -1.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6651    5.3329   -2.7769 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 20  1  0
 20 21  1  0
  6  8  1  0
 17 18  2  0
  3  2  1  0
 20  3  2  0
 12 13  1  0
 13 14  1  0
  8 12  1  0
  2  1  1  0
 12 15  1  0
 17  5  1  0
 15 16  1  0
  8  9  1  0
  3  4  1  0
  9 10  2  0
  5  6  1  0
  9 11  1  0
  7  6  1  0
 21 22  1  0
  4  5  2  0
 18 19  1  0
  4 26  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
 17 38  1  0
  7 28  1  0
  6 27  1  0
  8 29  1  0
 12 31  1  0
 13 32  1  0
 13 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
 11 30  1  0
 22 40  1  0
 22 41  1  0
 22 42  1  0
 19 39  1  0
M  END


  Mrv1652306212102423D          

 42 42  0  0  0  0            999 V2000
   -4.2740    1.8701   -3.7267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9197    3.0156   -2.9626 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0206    2.8528   -1.9419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3810    1.6345   -1.6570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4253    1.5199   -0.6271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7202    0.2029   -0.3480 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6947   -0.8420   -0.4397 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4380   -0.0591   -1.3341 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5913    0.8803   -1.0679 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2516    1.4416   -1.9280 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9299    1.0074    0.2258 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9225   -1.5350   -1.4358 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0524   -1.6793   -2.4675 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3013   -3.0546   -2.7355 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3456   -2.1650   -0.0998 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2209   -2.2675    0.7707 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1031    2.6566    0.1199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7304    3.8621   -0.1614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3772    4.9569    0.5838 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7013    3.9780   -1.1659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2104    5.2496   -1.2964 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5772    5.3350   -1.6866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0153    2.1815   -4.4689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4089    1.4743   -4.2687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7370    1.1023   -3.0982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6062    0.7370   -2.2270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3757    0.2171    0.6931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3050   -1.5852    0.0714 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0727    0.2033   -2.3387 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6789    1.6429    0.2161 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0718   -2.1266   -1.8031 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7962   -1.1912   -3.4138 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9874   -1.2447   -2.1004 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5423   -3.3967   -3.2403 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7272   -3.1800   -0.2512 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1249   -1.5813    0.3983 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5414   -2.7080    1.5808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3683    2.6150    0.9193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9045    5.6898    0.2085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9601    6.2975   -1.3326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1925    4.5514   -1.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6651    5.3329   -2.7769 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
  6  8  1  0  0  0  0
 17 18  2  0  0  0  0
  3  2  1  0  0  0  0
 20  3  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  8 12  1  0  0  0  0
  2  1  1  0  0  0  0
 12 15  1  0  0  0  0
 17  5  1  0  0  0  0
 15 16  1  0  0  0  0
  8  9  1  0  0  0  0
  3  4  1  0  0  0  0
  9 10  2  0  0  0  0
  5  6  1  0  0  0  0
  9 11  1  0  0  0  0
  7  6  1  0  0  0  0
 21 22  1  0  0  0  0
  4  5  2  0  0  0  0
 18 19  1  0  0  0  0
  4 26  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
 17 38  1  0  0  0  0
  7 28  1  0  0  0  0
  6 27  1  0  0  0  0
  8 29  1  0  0  0  0
 12 31  1  0  0  0  0
 13 32  1  0  0  0  0
 13 33  1  0  0  0  0
 14 34  1  0  0  0  0
 15 35  1  0  0  0  0
 15 36  1  0  0  0  0
 16 37  1  0  0  0  0
 11 30  1  0  0  0  0
 22 40  1  0  0  0  0
 22 41  1  0  0  0  0
 22 42  1  0  0  0  0
 19 39  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0043233

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)[C@]([H])([C@]([H])(O[H])C1=C([H])C(OC([H])([H])[H])=C(OC([H])([H])[H])C(O[H])=C1[H])C([H])(C([H])([H])O[H])C([H])([H])O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C14H20O8/c1-21-10-4-7(3-9(17)13(10)22-2)12(18)11(14(19)20)8(5-15)6-16/h3-4,8,11-12,15-18H,5-6H2,1-2H3,(H,19,20)/t11-,12+/m0/s1

> <INCHI_KEY>
SZHZWKIXPSFFMZ-NWDGAFQWSA-N

> <FORMULA>
C14H20O8

> <MOLECULAR_WEIGHT>
316.306

> <EXACT_MASS>
316.115817604

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
31.071749445452618

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-4-hydroxy-2-[(S)-hydroxy(3-hydroxy-4,5-dimethoxyphenyl)methyl]-3-(hydroxymethyl)butanoic acid

> <ALOGPS_LOGP>
-0.25

> <JCHEM_LOGP>
-1.117521426333333

> <ALOGPS_LOGS>
-1.87

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.828997783822091

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.6693004671870733

> <JCHEM_PKA_STRONGEST_BASIC>
-2.639444838204059

> <JCHEM_POLAR_SURFACE_AREA>
136.68

> <JCHEM_REFRACTIVITY>
75.64110000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.23e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-4-hydroxy-2-[(S)-hydroxy(3-hydroxy-4,5-dimethoxyphenyl)methyl]-3-(hydroxymethyl)butanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 42 42  0  0  0  0  0  0  0  0999 V2000
   -4.2740    1.8701   -3.7267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9197    3.0156   -2.9626 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0206    2.8528   -1.9419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3810    1.6345   -1.6570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4253    1.5199   -0.6271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7202    0.2029   -0.3480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6947   -0.8420   -0.4397 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4380   -0.0591   -1.3341 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5913    0.8803   -1.0679 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2516    1.4416   -1.9280 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9299    1.0074    0.2258 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9225   -1.5350   -1.4358 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0524   -1.6793   -2.4675 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3013   -3.0546   -2.7355 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3456   -2.1650   -0.0998 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2209   -2.2675    0.7707 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1031    2.6566    0.1199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7304    3.8621   -0.1614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3772    4.9569    0.5838 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7013    3.9780   -1.1659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2104    5.2496   -1.2964 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5772    5.3350   -1.6866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0153    2.1815   -4.4689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4089    1.4743   -4.2687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7370    1.1023   -3.0982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6062    0.7370   -2.2270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3757    0.2171    0.6931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3050   -1.5852    0.0714 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0727    0.2033   -2.3387 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6789    1.6429    0.2161 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0718   -2.1266   -1.8031 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7962   -1.1912   -3.4138 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9874   -1.2447   -2.1004 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5423   -3.3967   -3.2403 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7272   -3.1800   -0.2512 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1249   -1.5813    0.3983 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5414   -2.7080    1.5808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3683    2.6150    0.9193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9045    5.6898    0.2085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9601    6.2975   -1.3326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1925    4.5514   -1.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6651    5.3329   -2.7769 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 20  1  0
 20 21  1  0
  6  8  1  0
 17 18  2  0
  3  2  1  0
 20  3  2  0
 12 13  1  0
 13 14  1  0
  8 12  1  0
  2  1  1  0
 12 15  1  0
 17  5  1  0
 15 16  1  0
  8  9  1  0
  3  4  1  0
  9 10  2  0
  5  6  1  0
  9 11  1  0
  7  6  1  0
 21 22  1  0
  4  5  2  0
 18 19  1  0
  4 26  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
 17 38  1  0
  7 28  1  0
  6 27  1  0
  8 29  1  0
 12 31  1  0
 13 32  1  0
 13 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
 11 30  1  0
 22 40  1  0
 22 41  1  0
 22 42  1  0
 19 39  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0      -4.274   1.870  -3.727  0.00  0.00           C+0
HETATM    2  O   UNK     0      -3.920   3.016  -2.963  0.00  0.00           O+0
HETATM    3  C   UNK     0      -3.021   2.853  -1.942  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.381   1.635  -1.657  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.425   1.520  -0.627  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.720   0.203  -0.348  0.00  0.00           C+0
HETATM    7  O   UNK     0      -1.695  -0.842  -0.440  0.00  0.00           O+0
HETATM    8  C   UNK     0       0.438  -0.059  -1.334  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.591   0.880  -1.068  0.00  0.00           C+0
HETATM   10  O   UNK     0       2.252   1.442  -1.928  0.00  0.00           O+0
HETATM   11  O   UNK     0       1.930   1.007   0.226  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.923  -1.535  -1.436  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.052  -1.679  -2.467  0.00  0.00           C+0
HETATM   14  O   UNK     0       2.301  -3.055  -2.736  0.00  0.00           O+0
HETATM   15  C   UNK     0       1.346  -2.165  -0.100  0.00  0.00           C+0
HETATM   16  O   UNK     0       0.221  -2.268   0.771  0.00  0.00           O+0
HETATM   17  C   UNK     0      -1.103   2.657   0.120  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.730   3.862  -0.161  0.00  0.00           C+0
HETATM   19  O   UNK     0      -1.377   4.957   0.584  0.00  0.00           O+0
HETATM   20  C   UNK     0      -2.701   3.978  -1.166  0.00  0.00           C+0
HETATM   21  O   UNK     0      -3.210   5.250  -1.296  0.00  0.00           O+0
HETATM   22  C   UNK     0      -4.577   5.335  -1.687  0.00  0.00           C+0
HETATM   23  H   UNK     0      -5.015   2.182  -4.469  0.00  0.00           H+0
HETATM   24  H   UNK     0      -3.409   1.474  -4.269  0.00  0.00           H+0
HETATM   25  H   UNK     0      -4.737   1.102  -3.098  0.00  0.00           H+0
HETATM   26  H   UNK     0      -2.606   0.737  -2.227  0.00  0.00           H+0
HETATM   27  H   UNK     0      -0.376   0.217   0.693  0.00  0.00           H+0
HETATM   28  H   UNK     0      -1.305  -1.585   0.071  0.00  0.00           H+0
HETATM   29  H   UNK     0       0.073   0.203  -2.339  0.00  0.00           H+0
HETATM   30  H   UNK     0       2.679   1.643   0.216  0.00  0.00           H+0
HETATM   31  H   UNK     0       0.072  -2.127  -1.803  0.00  0.00           H+0
HETATM   32  H   UNK     0       1.796  -1.191  -3.414  0.00  0.00           H+0
HETATM   33  H   UNK     0       2.987  -1.245  -2.100  0.00  0.00           H+0
HETATM   34  H   UNK     0       1.542  -3.397  -3.240  0.00  0.00           H+0
HETATM   35  H   UNK     0       1.727  -3.180  -0.251  0.00  0.00           H+0
HETATM   36  H   UNK     0       2.125  -1.581   0.398  0.00  0.00           H+0
HETATM   37  H   UNK     0       0.541  -2.708   1.581  0.00  0.00           H+0
HETATM   38  H   UNK     0      -0.368   2.615   0.919  0.00  0.00           H+0
HETATM   39  H   UNK     0      -1.905   5.690   0.209  0.00  0.00           H+0
HETATM   40  H   UNK     0      -4.960   6.298  -1.333  0.00  0.00           H+0
HETATM   41  H   UNK     0      -5.192   4.551  -1.231  0.00  0.00           H+0
HETATM   42  H   UNK     0      -4.665   5.333  -2.777  0.00  0.00           H+0
CONECT    1    2   23   24   25                                             
CONECT    2    3    1                                                       
CONECT    3    2   20    4                                                  
CONECT    4    3    5   26                                                  
CONECT    5   17    6    4                                                  
CONECT    6    8    5    7   27                                             
CONECT    7    6   28                                                       
CONECT    8    6   12    9   29                                             
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   30                                                       
CONECT   12   13    8   15   31                                             
CONECT   13   12   14   32   33                                             
CONECT   14   13   34                                                       
CONECT   15   12   16   35   36                                             
CONECT   16   15   37                                                       
CONECT   17   18    5   38                                                  
CONECT   18   20   17   19                                                  
CONECT   19   18   39                                                       
CONECT   20   18   21    3                                                  
CONECT   21   20   22                                                       
CONECT   22   21   40   41   42                                             
CONECT   23    1                                                            
CONECT   24    1                                                            
CONECT   25    1                                                            
CONECT   26    4                                                            
CONECT   27    6                                                            
CONECT   28    7                                                            
CONECT   29    8                                                            
CONECT   30   11                                                            
CONECT   31   12                                                            
CONECT   32   13                                                            
CONECT   33   13                                                            
CONECT   34   14                                                            
CONECT   35   15                                                            
CONECT   36   15                                                            
CONECT   37   16                                                            
CONECT   38   17                                                            
CONECT   39   19                                                            
CONECT   40   22                                                            
CONECT   41   22                                                            
CONECT   42   22                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   84    0
END

RDKit          3D

42 42  0  0  0  0  0  0  0  0999 V2000
   -4.2740    1.8701   -3.7267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9197    3.0156   -2.9626 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0206    2.8528   -1.9419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3810    1.6345   -1.6570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4253    1.5199   -0.6271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7202    0.2029   -0.3480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6947   -0.8420   -0.4397 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4380   -0.0591   -1.3341 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5913    0.8803   -1.0679 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2516    1.4416   -1.9280 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9299    1.0074    0.2258 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9225   -1.5350   -1.4358 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0524   -1.6793   -2.4675 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3013   -3.0546   -2.7355 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3456   -2.1650   -0.0998 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2209   -2.2675    0.7707 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1031    2.6566    0.1199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7304    3.8621   -0.1614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3772    4.9569    0.5838 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7013    3.9780   -1.1659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2104    5.2496   -1.2964 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5772    5.3350   -1.6866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0153    2.1815   -4.4689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4089    1.4743   -4.2687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7370    1.1023   -3.0982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6062    0.7370   -2.2270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3757    0.2171    0.6931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3050   -1.5852    0.0714 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0727    0.2033   -2.3387 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6789    1.6429    0.2161 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0718   -2.1266   -1.8031 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7962   -1.1912   -3.4138 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9874   -1.2447   -2.1004 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5423   -3.3967   -3.2403 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7272   -3.1800   -0.2512 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1249   -1.5813    0.3983 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5414   -2.7080    1.5808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3683    2.6150    0.9193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9045    5.6898    0.2085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9601    6.2975   -1.3326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1925    4.5514   -1.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6651    5.3329   -2.7769 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 20  1  0
 20 21  1  0
  6  8  1  0
 17 18  2  0
  3  2  1  0
 20  3  2  0
 12 13  1  0
 13 14  1  0
  8 12  1  0
  2  1  1  0
 12 15  1  0
 17  5  1  0
 15 16  1  0
  8  9  1  0
  3  4  1  0
  9 10  2  0
  5  6  1  0
  9 11  1  0
  7  6  1  0
 21 22  1  0
  4  5  2  0
 18 19  1  0
  4 26  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
 17 38  1  0
  7 28  1  0
  6 27  1  0
  8 29  1  0
 12 31  1  0
 13 32  1  0
 13 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
 11 30  1  0
 22 40  1  0
 22 41  1  0
 22 42  1  0
 19 39  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₄H₂₀O₈

Average Mass

316.3060 Da

Monoisotopic Mass

316.11582 Da

IUPAC Name

(2S)-4-hydroxy-2-[(S)-hydroxy(3-hydroxy-4,5-dimethoxyphenyl)methyl]-3-(hydroxymethyl)butanoic acid

Traditional Name

(2S)-4-hydroxy-2-[(S)-hydroxy(3-hydroxy-4,5-dimethoxyphenyl)methyl]-3-(hydroxymethyl)butanoic acid

CAS Registry Number

Not Available

SMILES

[H]OC(=O)[C@]([H])([C@]([H])(O[H])C1=C([H])C(OC([H])([H])[H])=C(OC([H])([H])[H])C(O[H])=C1[H])C([H])(C([H])([H])O[H])C([H])([H])O[H]

InChI Identifier

InChI=1S/C14H20O8/c1-21-10-4-7(3-9(17)13(10)22-2)12(18)11(14(19)20)8(5-15)6-16/h3-4,8,11-12,15-18H,5-6H2,1-2H3,(H,19,20)/t11-,12+/m0/s1

InChI Key

SZHZWKIXPSFFMZ-NWDGAFQWSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Schisandra wilsoniana	JEOL database	Yang, G, -Y., et al, J. Nat. Prod. 76, 250 (2013)

Chemical Taxonomy

Classification

Not classified

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	-0.25	ALOGPS
logP	-1.1	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	3.67	ChemAxon
pKa (Strongest Basic)	-2.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	136.68 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	75.64 m³·mol⁻¹	ChemAxon
Polarizability	31.07 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

Not Available

References

General References

Yang, G, -Y., et al. (2013). Yang, G, -Y., et al, J. Nat. Prod. 76, 250 (2013). J. Nat. Prod..

Showing NP-Card for marphenol D (NP0043233)

MOL for NP0043233 (marphenol D)

3D MOL for NP0043233 (marphenol D)

3D SDF for NP0043233 (marphenol D)

3D-SDF for NP0043233 (marphenol D)

PDB for NP0043233 (marphenol D)

3D PDB for NP0043233 (marphenol D)

SMILES for NP0043233 (marphenol D)

INCHI for NP0043233 (marphenol D)

Structure for NP0043233 (marphenol D)

3D Structure for NP0043233 (marphenol D)