NP-MRD: Showing NP-Card for triptolidenol (NP0144760)

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Record Information

Version

2.0

Created at

2022-09-01 23:48:35 UTC

Updated at

2022-09-01 23:48:35 UTC

NP-MRD ID

NP0144760

Secondary Accession Numbers

None

Natural Product Identification

Common Name

triptolidenol

Description

Triptolidenol belongs to the class of organic compounds known as oxepanes. Oxepanes are compounds containing an oxepane ring, which is a seven-member saturated aliphatic heterocycle with one oxygen and six carbon atoms. Triptolidenol is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. triptolidenol is found in Tripterygium wilfordii. triptolidenol was first documented in 2005 (PMID: 16196270). Based on a literature review a small amount of articles have been published on triptolidenol (PMID: 33242535) (PMID: 25775786).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022201482D          

 27 33  0  0  1  0            999 V2000
    0.8397   -3.2624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4310   -2.6871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0063   -3.2783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8556   -2.0958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0222   -2.1117    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4469   -1.5204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2466   -1.3178    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0464   -1.1152    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8461   -0.9126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6217   -1.7065    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4214   -1.5039    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3035   -0.6873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6458   -0.7100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4456   -0.5073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0209   -1.0986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7965   -1.8925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4822   -2.3513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1304   -1.8409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8453   -1.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3040   -0.3810    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9968   -2.0951    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7724   -2.8890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9726   -3.0917    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1729   -3.2943    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3973   -2.5004    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5976   -2.7030    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3732   -3.4969    0.0000 O   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
  2  4  1  0  0  0  0
  5  2  1  6  0  0  0
  5  6  1  0  0  0  0
  7  6  1  1  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
 10  9  1  6  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 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
 15 19  1  0  0  0  0
 19 20  2  0  0  0  0
 21 16  1  6  0  0  0
 11 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  6  0  0  0
 25 24  1  6  0  0  0
 23 25  1  0  0  0  0
 10 25  1  0  0  0  0
 25 26  1  0  0  0  0
  5 26  1  0  0  0  0
 26 27  1  6  0  0  0
M  END

     RDKit          3D

 51 57  0  0  0  0  0  0  0  0999 V2000
   -4.9114    0.1979    1.2648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9342   -0.4167    0.2885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6430   -0.6320   -1.0390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5131   -1.6243    0.7946 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7464    0.5133    0.1251 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9838    1.7894   -0.3784 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3371    0.9240   -1.2227 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8716    1.0331   -1.4659 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4113   -0.1917   -2.1749 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0142    0.1131   -0.8780 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4568    0.3940   -0.6709 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1771    0.2664   -1.9877 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7365    1.7783   -0.1213 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2101    1.9818   -0.0940 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9781    0.7585    0.2194 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4625   -0.4566    0.3319 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5461   -1.4696    0.3907 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6948   -0.6962    0.7166 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4154    0.6405    0.4613 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2895    1.5380    0.4548 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0131   -0.5506    0.3736 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4350   -1.9125    0.1853 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0109   -1.8083    0.7404 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0569   -1.9217   -0.1095 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6255   -0.6597    0.2665 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5246    0.2868    0.9832 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8467   -0.1159    2.2696 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9051   -0.2325    1.1117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9176    1.3008    1.1358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5188    0.0152    2.2948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9851    0.3473   -1.4491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0201   -1.1943   -1.7494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5490   -1.2289   -0.8432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2354   -2.2967    0.7047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9301    0.6390   -2.1219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4864    1.9402   -2.0065 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5679   -0.3753   -2.6664 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1741   -0.1612   -1.9208 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2075    1.2816   -2.4422 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3675    1.7579    0.9448 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2608    2.5740   -0.7085 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5176    2.4378   -1.0631 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4510    2.7454    0.6920 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3825   -2.2315    1.1543 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7008   -1.9225   -0.5990 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6772   -0.1753    1.3835 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0041   -2.7210    0.6474 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3154   -2.0794   -0.9148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0543   -2.1413    1.7814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0025    1.2636    1.0595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0565    0.6977    2.7932 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  5  2  1  6
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
 10  9  1  6
 10 25  1  0
 25 24  1  6
 24 23  1  0
 23 22  1  0
 22 21  1  0
 21 16  1  0
 16 15  2  0
 15 14  1  0
 14 13  1  0
 13 11  1  0
 11 12  1  6
 15 19  1  0
 19 20  2  0
 19 18  1  0
 18 17  1  0
 25 26  1  0
 26 27  1  0
  7  5  1  0
 10  8  1  0
 11 10  1  0
 26  5  1  0
 23 25  1  0
 11 21  1  0
 17 16  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  7 35  1  6
  8 36  1  6
 23 49  1  1
 22 47  1  0
 22 48  1  0
 21 46  1  1
 14 42  1  0
 14 43  1  0
 13 40  1  0
 13 41  1  0
 12 37  1  0
 12 38  1  0
 12 39  1  0
 17 44  1  0
 17 45  1  0
 26 50  1  1
 27 51  1  0
M  END


  Mrv1652309022201482D          

 27 33  0  0  1  0            999 V2000
    0.8397   -3.2624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4310   -2.6871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0063   -3.2783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8556   -2.0958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0222   -2.1117    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4469   -1.5204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2466   -1.3178    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0464   -1.1152    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8461   -0.9126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6217   -1.7065    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4214   -1.5039    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3035   -0.6873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6458   -0.7100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4456   -0.5073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0209   -1.0986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7965   -1.8925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4822   -2.3513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1304   -1.8409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8453   -1.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3040   -0.3810    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9968   -2.0951    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7724   -2.8890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9726   -3.0917    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1729   -3.2943    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3973   -2.5004    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5976   -2.7030    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3732   -3.4969    0.0000 O   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
  2  4  1  0  0  0  0
  5  2  1  6  0  0  0
  5  6  1  0  0  0  0
  7  6  1  1  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
 10  9  1  6  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 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
 15 19  1  0  0  0  0
 19 20  2  0  0  0  0
 21 16  1  6  0  0  0
 11 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  6  0  0  0
 25 24  1  6  0  0  0
 23 25  1  0  0  0  0
 10 25  1  0  0  0  0
 25 26  1  0  0  0  0
  5 26  1  0  0  0  0
 26 27  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0144760

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)(O)[C@]12O[C@H]1[C@@H]1O[C@]11[C@]3(O[C@H]3C[C@H]3C4=C(CC[C@]13C)C(=O)OC4)[C@@H]2O

> <INCHI_IDENTIFIER>
InChI=1S/C20H24O7/c1-16(2,23)19-12(26-19)13-20(27-13)17(3)5-4-8-9(7-24-14(8)21)10(17)6-11-18(20,25-11)15(19)22/h10-13,15,22-23H,4-7H2,1-3H3/t10-,11-,12-,13-,15-,17-,18+,19-,20+/m0/s1

> <INCHI_KEY>
APBNDXHFQWSYOS-KSYZUNFVSA-N

> <FORMULA>
C20H24O7

> <MOLECULAR_WEIGHT>
376.405

> <EXACT_MASS>
376.152203113

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
37.9601551216899

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2S,4S,5S,7R,8R,9S,11S,13S)-8-hydroxy-7-(2-hydroxypropan-2-yl)-1-methyl-3,6,10,16-tetraoxaheptacyclo[11.7.0.0^{2,4}.0^{2,9}.0^{5,7}.0^{9,11}.0^{14,18}]icos-14(18)-en-17-one

> <ALOGPS_LOGP>
0.54

> <JCHEM_LOGP>
0.0904190636666671

> <ALOGPS_LOGS>
-2.17

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.227101823109997

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.463627723965217

> <JCHEM_PKA_STRONGEST_BASIC>
-3.266254006515765

> <JCHEM_POLAR_SURFACE_AREA>
104.35000000000001

> <JCHEM_REFRACTIVITY>
88.86569999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.53e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,4S,5S,7R,8R,9S,11S,13S)-8-hydroxy-7-(2-hydroxypropan-2-yl)-1-methyl-3,6,10,16-tetraoxaheptacyclo[11.7.0.0^{2,4}.0^{2,9}.0^{5,7}.0^{9,11}.0^{14,18}]icos-14(18)-en-17-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0       1.567  -6.090   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.671  -5.016   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.745  -6.120   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       1.597  -3.912   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       3.775  -3.942   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       2.701  -2.838   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       4.194  -2.460   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.687  -2.082   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       7.179  -1.703   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       6.761  -3.185   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.253  -2.807   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.033  -1.283   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.672  -1.325   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.165  -0.947   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.239  -2.051   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.820  -3.533   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.100  -4.389   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      13.310  -3.436   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      12.778  -1.991   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      13.634  -0.711   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       9.327  -3.911   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.908  -5.393   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.416  -5.771   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       5.923  -6.149   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       6.342  -4.667   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.849  -5.046   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       4.430  -6.528   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4    5                                             
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5    2    6    7   26                                             
CONECT    6    5    7                                                       
CONECT    7    6    5    8                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8   10                                                       
CONECT   10    9    8   11   25                                             
CONECT   11   10   12   13   21                                             
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   19                                                  
CONECT   16   15   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   15   20                                                  
CONECT   20   19                                                            
CONECT   21   16   11   22                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23   25                                                       
CONECT   25   24   23   10   26                                             
CONECT   26   25    5   27                                                  
CONECT   27   26                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   66    0
END

View in JSmol

Synonyms

Value	Source
15-Hydroxytriptolide	ChEBI

Chemical Formula

C₂₀H₂₄O₇

Average Mass

376.4050 Da

Monoisotopic Mass

376.15220 Da

IUPAC Name

(1S,2S,4S,5S,7R,8R,9S,11S,13S)-8-hydroxy-7-(2-hydroxypropan-2-yl)-1-methyl-3,6,10,16-tetraoxaheptacyclo[11.7.0.0^{2,4}.0^{2,9}.0^{5,7}.0^{9,11}.0^{14,18}]icos-14(18)-en-17-one

Traditional Name

(1S,2S,4S,5S,7R,8R,9S,11S,13S)-8-hydroxy-7-(2-hydroxypropan-2-yl)-1-methyl-3,6,10,16-tetraoxaheptacyclo[11.7.0.0^{2,4}.0^{2,9}.0^{5,7}.0^{9,11}.0^{14,18}]icos-14(18)-en-17-one

CAS Registry Number

Not Available

SMILES

CC(C)(O)[C@]12O[C@H]1[C@@H]1O[C@]11[C@]3(O[C@H]3C[C@H]3C4=C(CC[C@]13C)C(=O)OC4)[C@@H]2O

InChI Identifier

InChI=1S/C20H24O7/c1-16(2,23)19-12(26-19)13-20(27-13)17(3)5-4-8-9(7-24-14(8)21)10(17)6-11-18(20,25-11)15(19)22/h10-13,15,22-23H,4-7H2,1-3H3/t10-,11-,12-,13-,15-,17-,18+,19-,20+/m0/s1

InChI Key

APBNDXHFQWSYOS-KSYZUNFVSA-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
Tripterygium wilfordii	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oxepanes. Oxepanes are compounds containing an oxepane ring, which is a seven-member saturated aliphatic heterocycle with one oxygen and six carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Oxepanes

Sub Class

Not Available

Direct Parent

Oxepanes

Alternative Parents

Substituents

Oxepane
2-furanone
Cyclic alcohol
Dihydrofuran
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tertiary alcohol
Carboxylic acid ester
Lactone
Secondary alcohol
Monocarboxylic acid or derivatives
Ether
Oxirane
Dialkyl ether
Carboxylic acid derivative
Oxacycle
Hydrocarbon derivative
Organic oxide
Alcohol
Carbonyl group
Organooxygen compound
Organic oxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	0.54	ALOGPS
logP	0.09	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	12.46	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	104.35 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	88.87 m³·mol⁻¹	ChemAxon
Polarizability	37.96 Å³	ChemAxon
Number of Rings	7	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

Not Available

Chemspider ID

2343081

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Triptolidenol

METLIN ID

Not Available

PubChem Compound

3086461

PDB ID

Not Available

ChEBI ID

132333

Good Scents ID

Not Available

References

General References

Lin S, Yu XY, Que HQ, Chen Z, Xie DL, Li YC: [Diterpenes constituents of Tripterygium wilfordii]. Yao Xue Xue Bao. 2005 Jul;40(7):632-5. [PubMed:16196270 ]
Jin J, Zhou M, Wang X, Liu M, Huang H, Yan F, Yu Z, Shu X, Huo X, Feng L, Zhang B, Huang S, Deng S, Wang C, Ma X: Triptolidenol, isolated from Tripterygium wilfordii, disrupted NF-kappaB/COX-2 pathway by targeting ATP-binding sites of IKKbeta in clear cell renal cell carcinoma. Fitoterapia. 2021 Jan;148:104779. doi: 10.1016/j.fitote.2020.104779. Epub 2020 Nov 24. [PubMed:33242535 ]
Li CX, Li TS, Zhu Z, Xie J, Wei L: [Advance in studies on anti-inflammatory and immunoregulatory monomers of Tripterygium wilfordii]. Zhongguo Zhong Yao Za Zhi. 2014 Nov;39(21):4159-64. [PubMed:25775786 ]
LOTUS database [Link]

Showing NP-Card for triptolidenol (NP0144760)

MOL for NP0144760 (triptolidenol)

3D MOL for NP0144760 (triptolidenol)

3D SDF for NP0144760 (triptolidenol)

3D-SDF for NP0144760 (triptolidenol)

PDB for NP0144760 (triptolidenol)

3D PDB for NP0144760 (triptolidenol)

SMILES for NP0144760 (triptolidenol)

INCHI for NP0144760 (triptolidenol)

Structure for NP0144760 (triptolidenol)

3D Structure for NP0144760 (triptolidenol)