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Showing NP-Card for Ceanothenic acid (NP0336826)

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Record Information
Version2.0
Created at2024-09-11 07:59:40 UTC
Updated at2024-09-11 07:59:40 UTC
NP-MRD IDNP0336826
Secondary Accession NumbersNone
Natural Product Identification
Common NameCeanothenic acid
DescriptionCeanothenic acid is also known as ceanothenate. Ceanothenic acid was first documented in 2009 (PMID: 19359121). Based on a literature review a small amount of articles have been published on Ceanothenic acid (PMID: 27452452) (PMID: 22989532) (PMID: 21665400).
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0336826 (Ceanothenic acid)


  Mrv2104 05262310312D          

 34 38  0  0  0  0            999 V2000
   -0.7054    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4199    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4199   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7054   -0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0090   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0090    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7235   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4380   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4199   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7054   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7155    1.7182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8950    1.6319    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7235    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4380    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0510    0.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9190   -0.5701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4039   -1.2376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9190   -1.9050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1344   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1344   -0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1739   -2.6896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7338   -2.0340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1344    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7054    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0090   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7235   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0090    1.2375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1916    0.0770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2779   -0.7435    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8591    0.5619    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3430    2.2450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4640    2.0735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5979    3.0297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4035   -1.9520    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
  4  5  1  0  0  0  0
  1  6  1  0  0  0  0
 13  6  1  0  0  0  0
  6  5  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8 14  1  0  0  0  0
  3 20  1  0  0  0  0
  3  4  1  0  0  0  0
 10  4  1  0  0  0  0
 19  9  1  0  0  0  0
  9 10  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 14 15  1  0  0  0  0
 11 15  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 16 20  1  0  0  0  0
 19 20  1  0  0  0  0
 13 14  1  0  0  0  0
 18 21  1  0  0  0  0
 18 22  1  0  0  0  0
 20 23  1  1  0  0  0
  4 24  1  1  0  0  0
  5 25  1  6  0  0  0
 25 26  2  0  0  0  0
  6 27  1  1  0  0  0
 14 28  1  1  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 12 31  1  6  0  0  0
 31 32  1  0  0  0  0
 31 33  2  0  0  0  0
 25 34  1  0  0  0  0
M  END
Download

3D MOL for NP0336826 (Ceanothenic acid)

Download
3D SDF for NP0336826 (Ceanothenic acid)

  Mrv2104 05262310312D          

 34 38  0  0  0  0            999 V2000
   -0.7054    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4199    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4199   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7054   -0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0090   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0090    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7235   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4380   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4199   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7054   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7155    1.7182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8950    1.6319    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7235    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4380    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0510    0.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9190   -0.5701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4039   -1.2376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9190   -1.9050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1344   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1344   -0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1739   -2.6896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7338   -2.0340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1344    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7054    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0090   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7235   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0090    1.2375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1916    0.0770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2779   -0.7435    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8591    0.5619    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3430    2.2450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4640    2.0735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5979    3.0297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4035   -1.9520    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
  4  5  1  0  0  0  0
  1  6  1  0  0  0  0
 13  6  1  0  0  0  0
  6  5  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8 14  1  0  0  0  0
  3 20  1  0  0  0  0
  3  4  1  0  0  0  0
 10  4  1  0  0  0  0
 19  9  1  0  0  0  0
  9 10  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 14 15  1  0  0  0  0
 11 15  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 16 20  1  0  0  0  0
 19 20  1  0  0  0  0
 13 14  1  0  0  0  0
 18 21  1  0  0  0  0
 18 22  1  0  0  0  0
 20 23  1  1  0  0  0
  4 24  1  1  0  0  0
  5 25  1  6  0  0  0
 25 26  2  0  0  0  0
  6 27  1  1  0  0  0
 14 28  1  1  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 12 31  1  6  0  0  0
 31 32  1  0  0  0  0
 31 33  2  0  0  0  0
 25 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0336826

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]12CCC3[C@@]4(C)C=CC(C)(C)C4CC[C@@]3(C)[C@@]1(CC[C@]1(CC[C@H](C21)C(C)=C)C(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1/C29H42O4/c1-17(2)18-9-12-28(23(30)31)15-16-29(24(32)33)19(22(18)28)7-8-21-26(5)14-13-25(3,4)20(26)10-11-27(21,29)6/h13-14,18-22H,1,7-12,15-16H2,2-6H3,(H,30,31)(H,32,33)/t18-,19+,20?,21?,22?,26-,27+,28-,29+/s2

> <INCHI_KEY>
CMDOQXSBVNWCEM-BPRGKXRHNA-N

> <FORMULA>
C29H42O4

> <MOLECULAR_WEIGHT>
454.651

> <EXACT_MASS>
454.308309832

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
75

> <JCHEM_AVERAGE_POLARIZABILITY>
51.99540169901062

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2R,9S,13R,15R,18S)-2,6,6,9-tetramethyl-15-(prop-1-en-2-yl)pentacyclo[11.7.0.0^{2,10}.0^{5,9}.0^{14,18}]icos-7-ene-1,18-dicarboxylic acid

> <JCHEM_LOGP>
6.255752424333334

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.947917613235357

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.276810972966621

> <JCHEM_POLAR_SURFACE_AREA>
74.60000000000001

> <JCHEM_REFRACTIVITY>
129.34279999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,9S,13R,15R,18S)-2,6,6,9-tetramethyl-15-(prop-1-en-2-yl)pentacyclo[11.7.0.0^{2,10}.0^{5,9}.0^{14,18}]icos-7-ene-1,18-dicarboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0336826 (Ceanothenic acid)
Download
PDB for NP0336826 (Ceanothenic acid)
HEADER    PROTEIN                                 26-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-23         0                                  
HETATM    1  C   UNK     0      -1.317   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.650   0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.650  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.317  -1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.017  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.017   0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.351  -1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.684  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.650  -3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.317  -3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.202   3.207   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.671   3.046   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.351   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.684   0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.829   1.800   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.449  -1.064   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -6.354  -2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -5.449  -3.556   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.984  -3.080   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.984  -1.540   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -5.925  -5.021   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -6.970  -3.797   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -3.984   0.000   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.317   0.000   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.017  -2.310   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       1.351  -3.080   0.000  0.00  0.00           O+0
HETATM   27  H   UNK     0       0.017   2.310   0.000  0.00  0.00           H+0
HETATM   28  C   UNK     0       4.091   0.144   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       4.252  -1.388   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       5.337   1.049   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       0.640   4.191   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -0.866   3.871   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       1.116   5.655   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -0.753  -3.644   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2   20    4                                                  
CONECT    4    5    3   10   24                                             
CONECT    5    4    6    7   25                                             
CONECT    6    1   13    5   27                                             
CONECT    7    5    8                                                       
CONECT    8    7   14                                                       
CONECT    9   19   10                                                       
CONECT   10    4    9                                                       
CONECT   11   12   15                                                       
CONECT   12   11   13   31                                                  
CONECT   13    6   12   14                                                  
CONECT   14    8   15   13   28                                             
CONECT   15   14   11                                                       
CONECT   16   17   20                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   21   22                                             
CONECT   19    9   18   20                                                  
CONECT   20    3   16   19   23                                             
CONECT   21   18                                                            
CONECT   22   18                                                            
CONECT   23   20                                                            
CONECT   24    4                                                            
CONECT   25    5   26   34                                                  
CONECT   26   25                                                            
CONECT   27    6                                                            
CONECT   28   14   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31   12   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31                                                            
CONECT   34   25                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   76    0
END

Download
3D PDB for NP0336826 (Ceanothenic acid)
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SMILES for NP0336826 (Ceanothenic acid)
[H][C@]12CCC3[C@@]4(C)C=CC(C)(C)C4CC[C@@]3(C)[C@@]1(CC[C@]1(CC[C@H](C21)C(C)=C)C(O)=O)C(O)=O
Download
INCHI for NP0336826 (Ceanothenic acid)
InChI=1/C29H42O4/c1-17(2)18-9-12-28(23(30)31)15-16-29(24(32)33)19(22(18)28)7-8-21-26(5)14-13-25(3,4)20(26)10-11-27(21,29)6/h13-14,18-22H,1,7-12,15-16H2,2-6H3,(H,30,31)(H,32,33)/t18-,19+,20?,21?,22?,26-,27+,28-,29+/s2
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View in JSmol
Synonyms
ValueSource
CeanothenateGenerator
Chemical FormulaC29H42O4
Average Mass454.6510 Da
Monoisotopic Mass454.30831 Da
IUPAC Name(1S,2R,9S,13R,15R,18S)-2,6,6,9-tetramethyl-15-(prop-1-en-2-yl)pentacyclo[11.7.0.0^{2,10}.0^{5,9}.0^{14,18}]icos-7-ene-1,18-dicarboxylic acid
Traditional Name(1S,2R,9S,13R,15R,18S)-2,6,6,9-tetramethyl-15-(prop-1-en-2-yl)pentacyclo[11.7.0.0^{2,10}.0^{5,9}.0^{14,18}]icos-7-ene-1,18-dicarboxylic acid
CAS Registry NumberNot Available
SMILES
[H][C@]12CCC3[C@@]4(C)C=CC(C)(C)C4CC[C@@]3(C)[C@@]1(CC[C@]1(CC[C@H](C21)C(C)=C)C(O)=O)C(O)=O
InChI Identifier
InChI=1/C29H42O4/c1-17(2)18-9-12-28(23(30)31)15-16-29(24(32)33)19(22(18)28)7-8-21-26(5)14-13-25(3,4)20(26)10-11-27(21,29)6/h13-14,18-22H,1,7-12,15-16H2,2-6H3,(H,30,31)(H,32,33)/t18-,19+,20?,21?,22?,26-,27+,28-,29+/s2
InChI KeyCMDOQXSBVNWCEM-BPRGKXRHNA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassTriterpenoids  
Direct ParentTriterpenoids  
Alternative Parents
Substituents
  • Triterpenoid
    • 

  • 19-hydroxysteroid
    • 

  • 19-oxosteroid
    • 

  • 3-carboxy steroid
    • 

  • Steroid acid
    • 

  • 18-oxosteroid
    • 

  • 18-hydroxysteroid
    • 

  • Hydroxysteroid
    • 

  • Oxosteroid
    • 

  • Steroid
    • 

  • Dicarboxylic acid or derivatives
    • 

  • Carboxylic acid
    • 

  • Carboxylic acid derivative
    • 

  • Carbonyl group
    • 

  • Organic oxide
    • 

  • Organooxygen compound
    • 

  • Organic oxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP6.26ChemAxon
pKa (Strongest Acidic)4.28ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area74.6 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity129.34 m³·mol⁻¹ChemAxon
Polarizability52 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Muhammad D, Lalun N, Bobichon H, Le Magrex Debar E, Gangloff SC, Nour M, Voutquenne-Nazabadioko L: Triterpenoids from the leaves of Alphitonia xerocarpus Baill and their biological activity. Phytochemistry. 2016 Sep;129:45-57. doi: 10.1016/j.phytochem.2016.07.005. Epub  2016 Jul 21. [PubMed:27452452  ] 
  2. Ji CJ, Zeng GZ, Han J, He WJ, Zhang YM, Tan NH: Zizimauritic acids A-C, three novel nortriterpenes from Ziziphus mauritiana. Bioorg Med Chem Lett. 2012 Oct 15;22(20):6377-80. doi:  10.1016/j.bmcl.2012.08.074. Epub 2012 Aug 26. [PubMed:22989532  ] 
  3. Guo S, Duan JA, Tang Y, Qian Y, Zhao J, Qian D, Su S, Shang E: Simultaneous qualitative and quantitative analysis of triterpenic acids, saponins and flavonoids in the leaves of two Ziziphus species by HPLC-PDA-MS/ELSD. J Pharm Biomed Anal. 2011 Sep 10;56(2):264-70. doi: 10.1016/j.jpba.2011.05.025.  Epub 2011 May 20. [PubMed:21665400  ] 
  4. Guo S, Duan JA, Tang Y, Su S, Shang E, Ni S, Qian D: High-performance liquid chromatography--two wavelength detection of triterpenoid acids from the fruits of Ziziphus jujuba containing various cultivars in different regions and classification using chemometric analysis. J Pharm Biomed Anal. 2009 Jul 12;49(5):1296-302. doi: 10.1016/j.jpba.2009.03.006.  Epub 2009 Mar 20. [PubMed:19359121  ]