NP-MRD: Showing NP-Card for Leptolepisol C (NP0085914)

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Record Information

Version

2.0

Created at

2022-04-29 06:20:31 UTC

Updated at

2022-04-29 06:20:31 UTC

NP-MRD ID

NP0085914

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Leptolepisol C

Description

2-(4-Hydroxy-3-methoxyphenyl)-1-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]propane-1,3-diol belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety. Leptolepisol C is found in Tripterygium wilfordii . 2-(4-Hydroxy-3-methoxyphenyl)-1-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]propane-1,3-diol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171511262D          

 36 39  0  0  0  0            999 V2000
    8.3536    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6391    1.9354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9246    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9246    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6391    3.5854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    0.6979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -0.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    2.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4358    3.5881    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    0.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087    0.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8212    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6462    1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087    2.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8212    2.9519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087    3.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    2.2374    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  2  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 10 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  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
 17 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 23 26  1  0  0  0  0
 20 26  1  0  0  0  0
 26 27  2  0  0  0  0
 15 27  1  0  0  0  0
 22 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 33 36  2  0  0  0  0
 28 36  1  0  0  0  0
M  END

     RDKit          3D

 66 69  0  0  0  0  0  0  0  0999 V2000
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    1.8230   -0.7228   -1.5158 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2848   -0.1588   -2.6713 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7211   -0.9558   -0.5784 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6317   -2.1362    0.1170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4011   -2.3808    1.0149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5543   -3.5294    1.7412 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2730   -4.6495    1.7239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3484   -1.3710    1.1808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2834   -0.1772    0.4966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2333    0.0085   -0.3832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4378    0.7055    0.8915 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9144    2.1160    1.1870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8477    1.9576    2.0927 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9096    0.0430    2.1425 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3658    0.0871    2.3607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8964   -0.8301    3.2466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2364   -0.8940    3.5392 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.4505    1.8131    1.4200 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.9877    1.1514   -3.8145 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2074    0.6271   -3.4496 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3105    0.7835   -4.2572 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4760   -2.3539   -0.8468 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3057   -0.8003    0.1238 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9057   -1.3555   -0.5503 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3750   -0.7821   -0.5129 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2261   -0.4530    0.0261 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7283    1.3616    0.4219 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0666    2.0835   -1.2553 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9851    1.5946    0.8259 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3088   -1.7003   -1.8210 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3012   -0.2573   -2.6872 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3704   -2.9335   -0.0073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0465   -5.3190    2.5626 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3058   -4.3471    1.9543 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1881   -5.1894    0.7565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2114    0.9725   -0.9171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1649    0.7721    0.0833 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.7415    2.7882    2.6290 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.2441   -1.5473    3.7500 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.7746    1.6674    1.0637 H   0  0  0  0  0  0  0  0  0  0  0  0
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    7.3202    1.2635   -5.1281 H   0  0  0  0  0  0  0  0  0  0  0  0
 15 14  1  0
 14 13  1  0
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 32 22  1  0
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 11 12  2  0
 11  9  1  0
  9 10  1  0
  9  6  1  0
  6  7  1  0
  7  8  1  0
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 33 34  1  0
 34 35  2  0
 35 36  1  0
 35  3  1  0
  3  2  1  0
  2  1  1  0
  3  4  2  0
 22 23  1  0
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 24 25  1  0
 25 26  2  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
 28 31  2  0
 12 13  1  0
  4  5  1  0
 31 23  1  0
 17 16  1  0
 15 48  1  0
 15 49  1  0
 15 50  1  0
 22 56  1  1
 19 52  1  6
 20 53  1  0
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 21 55  1  0
 18 51  1  0
 12 47  1  0
  9 45  1  6
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  6 41  1  1
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  7 43  1  0
  8 44  1  0
 33 64  1  0
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 36 66  1  0
  1 37  1  0
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  4 40  1  0
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 31 63  1  0
M  END


  Mrv1533004171511262D          

 36 39  0  0  0  0            999 V2000
    8.3536    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6391    1.9354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9246    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9246    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6391    3.5854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    0.6979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -0.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    2.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0  0  0  0
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  3  4  2  0  0  0  0
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  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
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  3  8  1  0  0  0  0
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  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
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 26 27  2  0  0  0  0
 15 27  1  0  0  0  0
 22 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 33 36  2  0  0  0  0
 28 36  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0085914

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C2OC(C(CO)C2=CC(=C1)C(O)C(CO)C1=CC=C(O)C(OC)=C1)C1=CC=C(O)C(OC)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C27H30O9/c1-33-22-9-14(4-6-20(22)30)18(12-28)25(32)16-8-17-19(13-29)26(36-27(17)24(11-16)35-3)15-5-7-21(31)23(10-15)34-2/h4-11,18-19,25-26,28-32H,12-13H2,1-3H3

> <INCHI_KEY>
JAGOBRWGDXWDGS-UHFFFAOYSA-N

> <FORMULA>
C27H30O9

> <MOLECULAR_WEIGHT>
498.528

> <EXACT_MASS>
498.188982546

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
53.265341276513574

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(4-hydroxy-3-methoxyphenyl)-1-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]propane-1,3-diol

> <ALOGPS_LOGP>
2.42

> <JCHEM_LOGP>
1.804812302

> <ALOGPS_LOGS>
-3.95

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.257687523272836

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.65112166580464

> <JCHEM_PKA_STRONGEST_BASIC>
-2.6681674669749977

> <JCHEM_POLAR_SURFACE_AREA>
138.07

> <JCHEM_REFRACTIVITY>
131.92169999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.63e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(4-hydroxy-3-methoxyphenyl)-1-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]propane-1,3-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0      15.593   4.383   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      14.260   3.613   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      12.926   4.383   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.592   3.613   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.259   4.383   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.259   5.923   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.592   6.693   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.926   5.923   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      14.260   6.693   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       8.925   3.613   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.925   2.073   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       7.591   1.303   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       7.591   4.383   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       7.591   5.923   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       4.924  -0.237   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       3.590  -1.007   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.126   1.597   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.126   4.089   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.650   5.553   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       2.680   6.698   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -0.320   2.843   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -1.090   1.509   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -2.630   1.509   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -3.400   2.843   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -4.940   2.843   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      -2.630   4.177   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -3.400   5.510   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      -2.630   6.844   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -1.090   4.177   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    3    9                                                  
CONECT    9    8                                                            
CONECT   10    5   11   13                                                  
CONECT   11   10   12                                                       
CONECT   12   11                                                            
CONECT   13   10   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   27                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   20                                                  
CONECT   18   17   19                                                       
CONECT   19   18                                                            
CONECT   20   17   21   26                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   28                                                  
CONECT   23   22   24   26                                                  
CONECT   24   23   25                                                       
CONECT   25   24                                                            
CONECT   26   23   20   27                                                  
CONECT   27   26   15                                                       
CONECT   28   22   29   36                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34   36                                                  
CONECT   34   33   35                                                       
CONECT   35   34                                                            
CONECT   36   33   28                                                       
MASTER        0    0    0    0    0    0    0    0   36    0   78    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₇H₃₀O₉

Average Mass

498.5280 Da

Monoisotopic Mass

498.18898 Da

IUPAC Name

2-(4-hydroxy-3-methoxyphenyl)-1-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]propane-1,3-diol

Traditional Name

2-(4-hydroxy-3-methoxyphenyl)-1-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]propane-1,3-diol

CAS Registry Number

Not Available

SMILES

COC1=C2OC(C(CO)C2=CC(=C1)C(O)C(CO)C1=CC=C(O)C(OC)=C1)C1=CC=C(O)C(OC)=C1

InChI Identifier

InChI=1S/C27H30O9/c1-33-22-9-14(4-6-20(22)30)18(12-28)25(32)16-8-17-19(13-29)26(36-27(17)24(11-16)35-3)15-5-7-21(31)23(10-15)34-2/h4-11,18-19,25-26,28-32H,12-13H2,1-3H3

InChI Key

JAGOBRWGDXWDGS-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, 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
Tripterygium wilfordii	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

2-arylbenzofuran flavonoids

Sub Class

Not Available

Direct Parent

2-arylbenzofuran flavonoids

Alternative Parents

Substituents

2-arylbenzofuran flavonoid
Linear 1,7-diphenylheptane skeleton
Norlignan skeleton
Neolignan skeleton
Stilbene
Methoxyphenol
Benzofuran
Coumaran
Anisole
Phenoxy compound
Phenol ether
Methoxybenzene
Phenol
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Secondary alcohol
Oxacycle
Ether
Organoheterocyclic compound
Primary alcohol
Alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Aromatic alcohol
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	2.42	ALOGPS
logP	1.8	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	9.65	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	138.07 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	131.92 m³·mol⁻¹	ChemAxon
Polarizability	53.27 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Leptolepisol C (NP0085914)

MOL for NP0085914 (Leptolepisol C)

3D MOL for NP0085914 (Leptolepisol C)

3D SDF for NP0085914 (Leptolepisol C)

3D-SDF for NP0085914 (Leptolepisol C)

PDB for NP0085914 (Leptolepisol C)

3D PDB for NP0085914 (Leptolepisol C)

SMILES for NP0085914 (Leptolepisol C)

INCHI for NP0085914 (Leptolepisol C)

Structure for NP0085914 (Leptolepisol C)

3D Structure for NP0085914 (Leptolepisol C)