NP-MRD: Showing NP-Card for Neotriptophenolide (NP0075608)

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Record Information

Version

2.0

Created at

2022-04-28 20:52:10 UTC

Updated at

2022-04-28 20:52:10 UTC

NP-MRD ID

NP0075608

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Neotriptophenolide

Description

Neotriptophenolide belongs to the class of organic compounds known as oxosteroids. These are steroid derivatives carrying a C=O group attached to steroid skeleton. Neotriptophenolide is found in Tripterygium hypoglaucum, Tripterygium wilfordii and Tripterygium wilfordii Hook. . Neotriptophenolide was first documented in 1982 (PMID: 7102323). Based on a literature review very few articles have been published on neotriptophenolide (PMID: 23046469).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282222522D          

 25 28  0  0  1  0            999 V2000
    4.2475    2.1537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5278    1.3777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9960    0.7470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1838    0.8922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9035    1.6682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4354    2.2989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1551    3.0748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0914    1.8134    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5596    1.1827    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8399    0.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6520    0.2615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7475    1.3279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4672    2.1038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9990    2.7345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8111    2.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3574    2.0770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8637    2.7283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5867    1.2845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0962    0.8215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6232    2.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2763   -0.0289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7444   -0.6596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3399    1.2325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8717    1.8632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6202    0.4566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  4 11  1  0  0  0  0
  9 12  1  1  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  8 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 12 19  1  0  0  0  0
  8 20  1  1  0  0  0
  3 21  1  0  0  0  0
 21 22  1  0  0  0  0
  2 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
M  END

     RDKit          3D

 51 54  0  0  0  0  0  0  0  0999 V2000
    2.8216    1.3865    2.6008 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3658    0.1127    2.2164 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8609   -0.0814    0.9230 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6765   -0.4899   -0.0996 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1290   -0.7282    0.1544 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7215   -1.4953   -1.0220 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8393    0.6237    0.2036 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1924   -0.6826   -1.3573 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8154   -0.4652   -1.6577 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4084   -0.6798   -2.9192 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0143   -0.0622   -0.6517 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5199    0.1346    0.6530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3008    0.5314    1.8137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7077    0.0355    1.7467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0261   -0.5739    0.4013 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4385   -0.8198    0.1779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1988   -0.1472   -0.6656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5892    0.6151   -1.8062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1415    0.0851   -1.9926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4435    0.2593   -0.7152 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4993    1.7671   -0.3924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5798   -0.3254   -0.2416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6029    0.1690   -0.8024 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5369   -1.1459    0.8978 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3023   -1.8651    0.8406 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8305    1.3558    3.0976 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8950    2.1071    1.7437 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0862    1.8884    3.2890 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3264   -1.3052    1.0661 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8740   -0.8320   -1.8823 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7362   -1.8658   -0.7110 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0789   -2.3431   -1.3099 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1455    1.3828   -0.1542 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2428    0.8284    1.2128 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7553    0.5917   -0.4535 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8272   -1.0094   -2.1955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3310   -0.6668   -3.4707 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1517    0.0073    2.7196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2198    1.5935    2.0680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4118    0.8566    1.9394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9223   -0.7627    2.5020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4748   -1.5606    0.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6000    1.6750   -1.5149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1517    0.4661   -2.7458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7473    0.7987   -2.7594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3034   -0.9429   -2.3495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4819    2.1440   -0.1431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6986    2.2700   -1.3930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2833    2.0213    0.3140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3867   -2.7302    0.1537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9350   -2.1259    1.8443 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  1
 20 11  1  0
 11  9  2  0
  9 10  1  0
  9  8  1  0
  8  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
 17 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
  4  3  1  0
 11 12  1  0
 20 15  1  0
 25 16  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
 13 38  1  0
 13 39  1  0
 14 40  1  0
 14 41  1  0
 15 42  1  1
 18 43  1  0
 18 44  1  0
 19 45  1  0
 19 46  1  0
 21 47  1  0
 21 48  1  0
 21 49  1  0
 10 37  1  0
  8 36  1  0
  5 29  1  1
  6 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  7 34  1  0
  7 35  1  0
 25 50  1  0
 25 51  1  0
M  END


  Mrv1652304282222522D          

 25 28  0  0  1  0            999 V2000
    4.2475    2.1537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5278    1.3777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9960    0.7470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1838    0.8922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9035    1.6682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4354    2.2989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1551    3.0748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0914    1.8134    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5596    1.1827    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8399    0.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6520    0.2615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7475    1.3279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4672    2.1038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9990    2.7345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8111    2.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3574    2.0770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8637    2.7283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5867    1.2845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0962    0.8215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6232    2.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2763   -0.0289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7444   -0.6596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3399    1.2325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8717    1.8632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6202    0.4566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  4 11  1  0  0  0  0
  9 12  1  1  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  8 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 12 19  1  0  0  0  0
  8 20  1  1  0  0  0
  3 21  1  0  0  0  0
 21 22  1  0  0  0  0
  2 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0075608

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C2CC[C@H]3C4=C(CC[C@]3(C)C2=C(O)C=C1C(C)C)C(=O)OC4

> <INCHI_IDENTIFIER>
InChI=1S/C21H26O4/c1-11(2)14-9-17(22)18-13(19(14)24-4)5-6-16-15-10-25-20(23)12(15)7-8-21(16,18)3/h9,11,16,22H,5-8,10H2,1-4H3/t16-,21-/m0/s1

> <INCHI_KEY>
YQHBJMHUMJXFDN-KKSFZXQISA-N

> <FORMULA>
C21H26O4

> <MOLECULAR_WEIGHT>
342.435

> <EXACT_MASS>
342.183109317

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
38.403040756226844

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,10R)-3-hydroxy-6-methoxy-1-methyl-5-(propan-2-yl)-13-oxatetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2,4,6,11(15)-tetraen-14-one

> <ALOGPS_LOGP>
4.44

> <JCHEM_LOGP>
4.4422961123333335

> <ALOGPS_LOGS>
-4.19

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.20244142937474

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.67423891010729

> <JCHEM_PKA_STRONGEST_BASIC>
-4.8073417308849615

> <JCHEM_POLAR_SURFACE_AREA>
55.760000000000005

> <JCHEM_REFRACTIVITY>
96.82749999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.19e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,10R)-3-hydroxy-5-isopropyl-6-methoxy-1-methyl-13-oxatetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2,4,6,11(15)-tetraen-14-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       7.929   4.020   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.452   2.572   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.459   1.394   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.943   1.666   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.420   3.114   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.413   4.291   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       5.889   5.740   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       3.904   3.385   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.911   2.208   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.434   0.759   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.950   0.488   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.395   2.479   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.872   3.927   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.865   5.104   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.381   4.833   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.667   3.877   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -1.612   5.093   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -1.095   2.398   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       0.179   1.534   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.897   4.562   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       7.982  -0.054   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       6.990  -1.231   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.968   2.301   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.961   3.478   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      10.491   0.852   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3   23                                                  
CONECT    3    2    4   21                                                  
CONECT    4    3    5   11                                                  
CONECT    5    4    6    8                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6                                                            
CONECT    8    5    9   15   20                                             
CONECT    9    8   10   12                                                  
CONECT   10    9   11                                                       
CONECT   11   10    4                                                       
CONECT   12    9   13   19                                                  
CONECT   13   12   14   16                                                  
CONECT   14   13   15                                                       
CONECT   15   14    8                                                       
CONECT   16   13   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   12                                                       
CONECT   20    8                                                            
CONECT   21    3   22                                                       
CONECT   22   21                                                            
CONECT   23    2   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₆O₄

Average Mass

342.4350 Da

Monoisotopic Mass

342.18311 Da

IUPAC Name

(1S,10R)-3-hydroxy-6-methoxy-1-methyl-5-(propan-2-yl)-13-oxatetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2,4,6,11(15)-tetraen-14-one

Traditional Name

(1S,10R)-3-hydroxy-5-isopropyl-6-methoxy-1-methyl-13-oxatetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2,4,6,11(15)-tetraen-14-one

CAS Registry Number

Not Available

SMILES

COC1=C2CC[C@H]3C4=C(CC[C@]3(C)C2=C(O)C=C1C(C)C)C(=O)OC4

InChI Identifier

InChI=1S/C21H26O4/c1-11(2)14-9-17(22)18-13(19(14)24-4)5-6-16-15-10-25-20(23)12(15)7-8-21(16,18)3/h9,11,16,22H,5-8,10H2,1-4H3/t16-,21-/m0/s1

InChI Key

YQHBJMHUMJXFDN-KKSFZXQISA-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 hypoglaucum	Plant	KNApSAcK
Tripterygium wilfordii	LOTUS Database	35616633
Tripterygium wilfordii Hook.	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oxosteroids. These are steroid derivatives carrying a C=O group attached to steroid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Oxosteroids

Direct Parent

Oxosteroids

Alternative Parents

Substituents

1-hydroxysteroid
Hydroxysteroid
17-oxosteroid
Oxosteroid
16-oxasteroid
Phenanthrene
Tetralin
Anisole
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
2-furanone
Benzenoid
Dihydrofuran
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Lactone
Carboxylic acid ester
Monocarboxylic acid or derivatives
Oxacycle
Ether
Carboxylic acid derivative
Organoheterocyclic compound
Organooxygen compound
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
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	4.44	ALOGPS
logP	4.44	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	10.67	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.76 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	96.83 m³·mol⁻¹	ChemAxon
Polarizability	38.4 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	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00037548

Chemspider ID

117981

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

133766

PDB ID

Not Available

ChEBI ID

132346

Good Scents ID

Not Available

References

General References

Li CJ, Xie FG, Yang JZ, Luo YM, Chen XG, Zhang DM: Two sesquiterpene pyridine alkaloids and a triterpenoid saponin from the root barks of Tripterygium hypoglaucum. J Asian Nat Prod Res. 2012;14(10):973-80. doi: 10.1080/10286020.2012.729049. [PubMed:23046469 ]
Deng FX, Zhou BN, Song GQ, Hu CQ: [Studies on the chemical constituents of Tripterygium wilfordii Hook. f. III. The isolation and structure of two new diterpenoid-lactones, triptophenolide methyl ether and neotriptophenolide (author's transl)]. Yao Xue Xue Bao. 1982 Feb;17(2):146-50. [PubMed:7102323 ]

Showing NP-Card for Neotriptophenolide (NP0075608)

MOL for NP0075608 (Neotriptophenolide)

3D MOL for NP0075608 (Neotriptophenolide)

3D SDF for NP0075608 (Neotriptophenolide)

3D-SDF for NP0075608 (Neotriptophenolide)

PDB for NP0075608 (Neotriptophenolide)

3D PDB for NP0075608 (Neotriptophenolide)

SMILES for NP0075608 (Neotriptophenolide)

INCHI for NP0075608 (Neotriptophenolide)

Structure for NP0075608 (Neotriptophenolide)

3D Structure for NP0075608 (Neotriptophenolide)