NP-MRD: Showing NP-Card for 7-chloro-11-hydroxy-2,6,9,15-tetramethyl-13-oxatetracyclo[10.2.1.0²,¹⁰.0⁵,⁹]pentadeca-4,6-diene-3,8,14-trione (NP0195844)

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Record Information

Version

2.0

Created at

2022-09-04 13:47:09 UTC

Updated at

2022-09-04 13:47:09 UTC

NP-MRD ID

NP0195844

Secondary Accession Numbers

None

Natural Product Identification

Common Name

7-chloro-11-hydroxy-2,6,9,15-tetramethyl-13-oxatetracyclo[10.2.1.0²,¹⁰.0⁵,⁹]pentadeca-4,6-diene-3,8,14-trione

Description

7-Chloro-11-hydroxy-2,6,9,15-tetramethyl-13-oxatetracyclo[10.2.1.0²,¹⁰.0⁵,⁹]Pentadeca-4,6-diene-3,8,14-trione belongs to the class of organic compounds known as quassinoids. These are a group of compounds chemically degraded from triterpenes. According to their basic skeleton, quassinoids are categorized into five distinct groups, C-18, C-19, C-20, C-22 and C-25 types. The C-20 quassinoids can be further classified into two types, tetracyclic and the pentacyclic. The tetracyclic variety does not have oxygenation at C-20, while the pentacyclic quassinoids possess additional oxygenation at C-20 that allows for the formation of an additional ring. 7-chloro-11-hydroxy-2,6,9,15-tetramethyl-13-oxatetracyclo[10.2.1.0²,¹⁰.0⁵,⁹]pentadeca-4,6-diene-3,8,14-trione is found in Eurycoma longifolia. 7-Chloro-11-hydroxy-2,6,9,15-tetramethyl-13-oxatetracyclo[10.2.1.0²,¹⁰.0⁵,⁹]Pentadeca-4,6-diene-3,8,14-trione is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171507462D          

 24 27  0  0  0  0            999 V2000
    1.9331    2.5786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7213    2.8225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9400    1.8925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5921    2.3977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6037    3.2227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3519    3.5702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9660    3.7460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1591    3.5738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4713    4.3374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7908    2.8356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1383    2.0873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6149    1.4496    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9673    2.7855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3480    2.0535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4535    2.1400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6738    1.3449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3191    2.4291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2829    3.2533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9284    3.7671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5122    3.4736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8805    4.2118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7040    4.2619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0724    5.0001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0072    1.9740    0.0000 Cl  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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
  3 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
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 13 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
  8 22  1  0  0  0  0
 22 23  2  0  0  0  0
 17 24  1  0  0  0  0
M  END

     RDKit          3D

 43 46  0  0  0  0  0  0  0  0999 V2000
   -4.6893    0.8351    0.5971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4527    0.4527   -0.1275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4402   -0.1049   -1.3520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8037   -0.5112   -2.3762 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.0102   -0.3182   -1.6832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6224   -0.3903   -2.8513 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2881   -0.4064   -0.3869 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6056   -1.7598    0.1707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0841    0.6305    0.3558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5350    1.4686    1.2081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1123    1.4755    1.5121 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4194    2.3705    2.2256 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6807    0.3616    0.9299 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5847   -0.7654    1.9562 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1469    0.7226    0.8722 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9396   -0.5231    1.1348 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3068   -0.9703    2.2507 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2299   -1.1486   -0.0712 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4688   -0.4647   -1.0764 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5885    0.9513   -0.5769 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0771    1.2731   -0.4932 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0649   -0.9986   -1.0245 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7326   -1.3709   -2.3237 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1229   -0.0005   -0.4074 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1805    1.6384   -0.0243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3972   -0.0129    0.7115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4637    1.2799    1.5769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7603   -2.3794    0.4505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3022   -1.6625    1.0429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2013   -2.4019   -0.5471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1604    2.2132    1.7331 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1414   -0.3498    2.8528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4281   -0.9283    2.3244 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1554   -1.6471    1.6638 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4367    1.5333    1.5351 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9593   -0.5830   -2.0495 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0384    1.7060   -1.1059 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1900    1.9382    0.4113 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5992    0.3453   -0.2623 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4349    1.8215   -1.3656 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0353   -1.9601   -0.4310 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0062   -2.2862   -2.5364 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1780    0.9269   -1.0335 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 20  1  0
 20 19  1  0
 19 18  1  0
 18 16  1  0
 16 17  2  0
 16 15  1  0
 15 13  1  0
 13 14  1  1
 13 24  1  0
 24 22  1  0
 22 23  1  0
 24  7  1  0
  7  8  1  1
  7  5  1  0
  5  6  2  0
  5  3  1  0
  3  4  1  0
  3  2  2  0
  2  1  1  0
  2  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 15 20  1  0
 11 13  1  0
 22 19  1  0
  9  7  1  0
 21 38  1  0
 21 39  1  0
 21 40  1  0
 20 37  1  6
 19 36  1  6
 15 35  1  1
 14 32  1  0
 14 33  1  0
 14 34  1  0
 24 43  1  6
 22 41  1  1
 23 42  1  0
  8 28  1  0
  8 29  1  0
  8 30  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
 10 31  1  0
M  END


  Mrv1533004171507462D          

 24 27  0  0  0  0            999 V2000
    1.9331    2.5786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7213    2.8225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9400    1.8925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5921    2.3977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6037    3.2227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3519    3.5702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9660    3.7460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1591    3.5738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4713    4.3374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7908    2.8356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1383    2.0873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6149    1.4496    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9673    2.7855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3480    2.0535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4535    2.1400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6738    1.3449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3191    2.4291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2829    3.2533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9284    3.7671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5122    3.4736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8805    4.2118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7040    4.2619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0724    5.0001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0072    1.9740    0.0000 Cl  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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
  3 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
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 13 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
  8 22  1  0  0  0  0
 22 23  2  0  0  0  0
 17 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0195844

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1C2OC(=O)C1C1(C)C(C2O)C2(C)C(=O)C(Cl)=C(C)C2=CC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H19ClO5/c1-6-8-5-9(20)18(4)10-7(2)13(24-16(10)23)12(21)14(18)17(8,3)15(22)11(6)19/h5,7,10,12-14,21H,1-4H3

> <INCHI_KEY>
AADARBXIPKSRIY-UHFFFAOYSA-N

> <FORMULA>
C18H19ClO5

> <MOLECULAR_WEIGHT>
350.8

> <EXACT_MASS>
350.0921014

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
34.17327572732985

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-chloro-11-hydroxy-2,6,9,15-tetramethyl-13-oxatetracyclo[10.2.1.0²,¹⁰.0⁵,⁹]pentadeca-4,6-diene-3,8,14-trione

> <ALOGPS_LOGP>
2.25

> <JCHEM_LOGP>
1.9400928856666666

> <ALOGPS_LOGS>
-2.48

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.841047034506381

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3057260271069095

> <JCHEM_POLAR_SURFACE_AREA>
80.67

> <JCHEM_REFRACTIVITY>
87.50219999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.16e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-chloro-11-hydroxy-2,6,9,15-tetramethyl-13-oxatetracyclo[10.2.1.0²,¹⁰.0⁵,⁹]pentadeca-4,6-diene-3,8,14-trione

> <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       3.609   4.813   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.080   5.269   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.488   3.533   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       6.705   4.476   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       6.727   6.016   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       8.124   6.664   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       5.536   6.993   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.030   6.671   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.613   8.097   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.343   5.293   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.991   3.896   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       3.015   2.706   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       1.806   5.200   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.516   3.833   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.847   3.995   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       1.258   2.510   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -0.596   4.534   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.528   6.073   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.733   7.032   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.956   6.484   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.644   7.862   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.181   7.955   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       3.868   9.333   0.000  0.00  0.00           O+0
HETATM   24 Cl   UNK     0      -1.880   3.685   0.000  0.00  0.00          Cl+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4   11                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    2    8                                                  
CONECT    8    7    9   10   22                                             
CONECT    9    8                                                            
CONECT   10    8   11   13                                                  
CONECT   11   10    3   12                                                  
CONECT   12   11                                                            
CONECT   13   10   14   15   20                                             
CONECT   14   13                                                            
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   24                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   13   21                                                  
CONECT   21   20   22                                                       
CONECT   22   21    8   23                                                  
CONECT   23   22                                                            
CONECT   24   17                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   54    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₁₉ClO₅

Average Mass

350.8000 Da

Monoisotopic Mass

350.09210 Da

IUPAC Name

7-chloro-11-hydroxy-2,6,9,15-tetramethyl-13-oxatetracyclo[10.2.1.0²,¹⁰.0⁵,⁹]pentadeca-4,6-diene-3,8,14-trione

Traditional Name

7-chloro-11-hydroxy-2,6,9,15-tetramethyl-13-oxatetracyclo[10.2.1.0²,¹⁰.0⁵,⁹]pentadeca-4,6-diene-3,8,14-trione

CAS Registry Number

Not Available

SMILES

CC1C2OC(=O)C1C1(C)C(C2O)C2(C)C(=O)C(Cl)=C(C)C2=CC1=O

InChI Identifier

InChI=1S/C18H19ClO5/c1-6-8-5-9(20)18(4)10-7(2)13(24-16(10)23)12(21)14(18)17(8,3)15(22)11(6)19/h5,7,10,12-14,21H,1-4H3

InChI Key

AADARBXIPKSRIY-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Eurycoma longifolia	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as quassinoids. These are a group of compounds chemically degraded from triterpenes. According to their basic skeleton, quassinoids are categorized into five distinct groups, C-18, C-19, C-20, C-22 and C-25 types. The C-20 quassinoids can be further classified into two types, tetracyclic and the pentacyclic. The tetracyclic variety does not have oxygenation at C-20, while the pentacyclic quassinoids possess additional oxygenation at C-20 that allows for the formation of an additional ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Quassinoids

Alternative Parents

Substituents

C-18 quassinoid skeleton
Caprolactone
Oxepane
Cyclohexenone
Gamma butyrolactone
Alpha-haloketone
Cyclic alcohol
Alpha-chloroketone
Tetrahydrofuran
Carboxylic acid ester
Ketone
Lactone
Secondary alcohol
Carboxylic acid derivative
Oxacycle
Chloroalkene
Haloalkene
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Vinyl halide
Vinyl chloride
Carbonyl group
Organic oxide
Organohalogen compound
Organochloride
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Alcohol
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	2.25	ALOGPS
logP	1.94	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	13.84	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	80.67 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	87.5 m³·mol⁻¹	ChemAxon
Polarizability	34.17 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

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

85146562

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 7-chloro-11-hydroxy-2,6,9,15-tetramethyl-13-oxatetracyclo[10.2.1.0²,¹⁰.0⁵,⁹]pentadeca-4,6-diene-3,8,14-trione (NP0195844)

MOL for NP0195844 (7-chloro-11-hydroxy-2,6,9,15-tetramethyl-13-oxatetracyclo[10.2.1.0²,¹⁰.0⁵,⁹]pentadeca-4,6-diene-3,8,14-trione)

3D MOL for NP0195844 (7-chloro-11-hydroxy-2,6,9,15-tetramethyl-13-oxatetracyclo[10.2.1.0²,¹⁰.0⁵,⁹]pentadeca-4,6-diene-3,8,14-trione)

3D SDF for NP0195844 (7-chloro-11-hydroxy-2,6,9,15-tetramethyl-13-oxatetracyclo[10.2.1.0²,¹⁰.0⁵,⁹]pentadeca-4,6-diene-3,8,14-trione)

3D-SDF for NP0195844 (7-chloro-11-hydroxy-2,6,9,15-tetramethyl-13-oxatetracyclo[10.2.1.0²,¹⁰.0⁵,⁹]pentadeca-4,6-diene-3,8,14-trione)

PDB for NP0195844 (7-chloro-11-hydroxy-2,6,9,15-tetramethyl-13-oxatetracyclo[10.2.1.0²,¹⁰.0⁵,⁹]pentadeca-4,6-diene-3,8,14-trione)

3D PDB for NP0195844 (7-chloro-11-hydroxy-2,6,9,15-tetramethyl-13-oxatetracyclo[10.2.1.0²,¹⁰.0⁵,⁹]pentadeca-4,6-diene-3,8,14-trione)

SMILES for NP0195844 (7-chloro-11-hydroxy-2,6,9,15-tetramethyl-13-oxatetracyclo[10.2.1.0²,¹⁰.0⁵,⁹]pentadeca-4,6-diene-3,8,14-trione)

INCHI for NP0195844 (7-chloro-11-hydroxy-2,6,9,15-tetramethyl-13-oxatetracyclo[10.2.1.0²,¹⁰.0⁵,⁹]pentadeca-4,6-diene-3,8,14-trione)

Structure for NP0195844 (7-chloro-11-hydroxy-2,6,9,15-tetramethyl-13-oxatetracyclo[10.2.1.0²,¹⁰.0⁵,⁹]pentadeca-4,6-diene-3,8,14-trione)

3D Structure for NP0195844 (7-chloro-11-hydroxy-2,6,9,15-tetramethyl-13-oxatetracyclo[10.2.1.0²,¹⁰.0⁵,⁹]pentadeca-4,6-diene-3,8,14-trione)