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Showing NP-Card for 4,5-Dihydroblumenol A (NP0137950)

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Record Information
Version2.0
Created at2022-05-31 16:40:26 UTC
Updated at2024-09-12 20:38:02 UTC
NP-MRD IDNP0137950
Secondary Accession Numbers
  • NP0045005
Natural Product Identification
Common Name4,5-Dihydroblumenol A
Description4,5-Dihydroblumenol A belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. 4,5-Dihydroblumenol A was first documented in 2016 (PMID: 26916413). Based on a literature review very few articles have been published on 4,5-Dihydroblumenol A (PMID: 31872660).
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0137950 (4,5-Dihydroblumenol A)

NP0137950
  Mrv2104 05272323103D          

 38 38  0  0  0  0            999 V2000
   -4.3863    0.3636   -0.0117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3532   -0.6158   -0.5527 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1000   -0.3110   -1.9188 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0775   -0.5537    0.2451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8561   -0.2490   -0.2347 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4588   -0.1947    0.5272 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2017   -0.3881    1.9264 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3866   -1.3735    0.0865 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7451   -2.7591    0.2740 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7143   -1.3575    0.8577 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3670   -0.0016    0.7838 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5567    0.1284    0.4983 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5135    1.1833    1.1657 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1904    1.2010    0.3652 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5103    1.5479   -1.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3353    2.3648    0.9257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3123    0.3029   -0.5940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0315    1.3974   -0.0952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6241    0.1602    1.0374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7464   -1.6374   -0.5037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9364   -0.4313   -2.3986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1907   -0.8208    1.2931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7785   -0.0454   -1.3024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5046    0.2283    2.1820 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6094   -1.2702   -0.9834 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4464   -3.5493   -0.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4589   -2.9355    1.3161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1454   -2.8771   -0.3508 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5740   -1.6075    1.9155 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4027   -2.0971    0.4321 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0888    2.0999    0.9867 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3319    1.1245    2.2455 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6001    1.6851   -1.7027 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0718    2.4879   -1.1752 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1180    0.7816   -1.5995 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1378    2.2504    1.9964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6274    2.4440    0.4100 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8511    3.3243    0.7987 H   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
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  1  0  0  0
  6  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
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 14  6  1  0  0  0  0
  1 17  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  2 20  1  6  0  0  0
  3 21  1  0  0  0  0
  4 22  1  0  0  0  0
  5 23  1  0  0  0  0
  7 24  1  0  0  0  0
  8 25  1  6  0  0  0
  9 26  1  0  0  0  0
  9 27  1  0  0  0  0
  9 28  1  0  0  0  0
 10 29  1  0  0  0  0
 10 30  1  0  0  0  0
 13 31  1  0  0  0  0
 13 32  1  0  0  0  0
 15 33  1  0  0  0  0
 15 34  1  0  0  0  0
 15 35  1  0  0  0  0
 16 36  1  0  0  0  0
 16 37  1  0  0  0  0
 16 38  1  0  0  0  0
M  END
Download

3D MOL for NP0137950 (4,5-Dihydroblumenol A)

Download
3D SDF for NP0137950 (4,5-Dihydroblumenol A)
NP0137950
  Mrv2104 05272323103D          

 38 38  0  0  0  0            999 V2000
   -4.3863    0.3636   -0.0117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3532   -0.6158   -0.5527 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1000   -0.3110   -1.9188 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0775   -0.5537    0.2451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8561   -0.2490   -0.2347 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4588   -0.1947    0.5272 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2017   -0.3881    1.9264 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3866   -1.3735    0.0865 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7451   -2.7591    0.2740 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7143   -1.3575    0.8577 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3670   -0.0016    0.7838 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5567    0.1284    0.4983 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5135    1.1833    1.1657 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1904    1.2010    0.3652 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5103    1.5479   -1.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3353    2.3648    0.9257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3123    0.3029   -0.5940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0315    1.3974   -0.0952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6241    0.1602    1.0374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7464   -1.6374   -0.5037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9364   -0.4313   -2.3986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1907   -0.8208    1.2931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7785   -0.0454   -1.3024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5046    0.2283    2.1820 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6094   -1.2702   -0.9834 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4464   -3.5493   -0.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4589   -2.9355    1.3161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1454   -2.8771   -0.3508 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5740   -1.6075    1.9155 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4027   -2.0971    0.4321 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0888    2.0999    0.9867 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3319    1.1245    2.2455 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6001    1.6851   -1.7027 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0718    2.4879   -1.1752 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1180    0.7816   -1.5995 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1378    2.2504    1.9964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6274    2.4440    0.4100 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8511    3.3243    0.7987 H   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
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  1  0  0  0
  6  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
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 14  6  1  0  0  0  0
  1 17  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  2 20  1  6  0  0  0
  3 21  1  0  0  0  0
  4 22  1  0  0  0  0
  5 23  1  0  0  0  0
  7 24  1  0  0  0  0
  8 25  1  6  0  0  0
  9 26  1  0  0  0  0
  9 27  1  0  0  0  0
  9 28  1  0  0  0  0
 10 29  1  0  0  0  0
 10 30  1  0  0  0  0
 13 31  1  0  0  0  0
 13 32  1  0  0  0  0
 15 33  1  0  0  0  0
 15 34  1  0  0  0  0
 15 35  1  0  0  0  0
 16 36  1  0  0  0  0
 16 37  1  0  0  0  0
 16 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0137950

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]([H])(C(\[H])=C(/[H])[C@@]1(O[H])[C@]([H])(C([H])([H])[H])C([H])([H])C(=O)C([H])([H])C1(C([H])([H])[H])C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1/C13H22O3/c1-9-7-11(15)8-12(3,4)13(9,16)6-5-10(2)14/h5-6,9-10,14,16H,7-8H2,1-4H3/b6-5+/t9-,10-,13-/s2

> <INCHI_KEY>
IHDJYDVWNNFPHR-SBGBVJGLNA-N

> <FORMULA>
C13H22O3

> <MOLECULAR_WEIGHT>
226.316

> <EXACT_MASS>
226.156894568

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
25.470210702359

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4S,5R)-4-hydroxy-4-[(1E,3R)-3-hydroxybut-1-en-1-yl]-3,3,5-trimethylcyclohexan-1-one

> <JCHEM_LOGP>
1.3868796400000007

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.32795420156397

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.773796487826752

> <JCHEM_PKA_STRONGEST_BASIC>
-2.6678995147267166

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
64.17750000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(4S,5R)-4-hydroxy-4-[(1E,3R)-3-hydroxybut-1-en-1-yl]-3,3,5-trimethylcyclohexan-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0137950 (4,5-Dihydroblumenol A)
Download
PDB for NP0137950 (4,5-Dihydroblumenol A)
HEADER    PROTEIN                                 27-MAY-23   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: NP0137950                                         
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-23         0                                  
HETATM    1  C   UNK     0      -4.386   0.364  -0.012  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.353  -0.616  -0.553  0.00  0.00           C+0
HETATM    3  O   UNK     0      -3.100  -0.311  -1.919  0.00  0.00           O+0
HETATM    4  C   UNK     0      -2.078  -0.554   0.245  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.856  -0.249  -0.235  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.459  -0.195   0.527  0.00  0.00           C+0
HETATM    7  O   UNK     0       0.202  -0.388   1.926  0.00  0.00           O+0
HETATM    8  C   UNK     0       1.387  -1.373   0.087  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.745  -2.759   0.274  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.714  -1.357   0.858  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.367  -0.002   0.784  0.00  0.00           C+0
HETATM   12  O   UNK     0       4.557   0.128   0.498  0.00  0.00           O+0
HETATM   13  C   UNK     0       2.514   1.183   1.166  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.190   1.201   0.365  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.510   1.548  -1.110  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.335   2.365   0.926  0.00  0.00           C+0
HETATM   17  H   UNK     0      -5.312   0.303  -0.594  0.00  0.00           H+0
HETATM   18  H   UNK     0      -4.032   1.397  -0.095  0.00  0.00           H+0
HETATM   19  H   UNK     0      -4.624   0.160   1.037  0.00  0.00           H+0
HETATM   20  H   UNK     0      -3.746  -1.637  -0.504  0.00  0.00           H+0
HETATM   21  H   UNK     0      -3.936  -0.431  -2.399  0.00  0.00           H+0
HETATM   22  H   UNK     0      -2.191  -0.821   1.293  0.00  0.00           H+0
HETATM   23  H   UNK     0      -0.779  -0.045  -1.302  0.00  0.00           H+0
HETATM   24  H   UNK     0      -0.505   0.228   2.182  0.00  0.00           H+0
HETATM   25  H   UNK     0       1.609  -1.270  -0.983  0.00  0.00           H+0
HETATM   26  H   UNK     0       1.446  -3.549  -0.017  0.00  0.00           H+0
HETATM   27  H   UNK     0       0.459  -2.936   1.316  0.00  0.00           H+0
HETATM   28  H   UNK     0      -0.145  -2.877  -0.351  0.00  0.00           H+0
HETATM   29  H   UNK     0       2.574  -1.607   1.916  0.00  0.00           H+0
HETATM   30  H   UNK     0       3.403  -2.097   0.432  0.00  0.00           H+0
HETATM   31  H   UNK     0       3.089   2.100   0.987  0.00  0.00           H+0
HETATM   32  H   UNK     0       2.332   1.125   2.245  0.00  0.00           H+0
HETATM   33  H   UNK     0       0.600   1.685  -1.703  0.00  0.00           H+0
HETATM   34  H   UNK     0       2.072   2.488  -1.175  0.00  0.00           H+0
HETATM   35  H   UNK     0       2.118   0.782  -1.599  0.00  0.00           H+0
HETATM   36  H   UNK     0       0.138   2.250   1.996  0.00  0.00           H+0
HETATM   37  H   UNK     0      -0.627   2.444   0.410  0.00  0.00           H+0
HETATM   38  H   UNK     0       0.851   3.324   0.799  0.00  0.00           H+0
CONECT    1    2   17   18   19                                             
CONECT    2    1    3    4   20                                             
CONECT    3    2   21                                                       
CONECT    4    2    5   22                                                  
CONECT    5    4    6   23                                                  
CONECT    6    5    7    8   14                                             
CONECT    7    6   24                                                       
CONECT    8    6    9   10   25                                             
CONECT    9    8   26   27   28                                             
CONECT   10    8   11   29   30                                             
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   31   32                                             
CONECT   14   13   15   16    6                                             
CONECT   15   14   33   34   35                                             
CONECT   16   14   36   37   38                                             
CONECT   17    1                                                            
CONECT   18    1                                                            
CONECT   19    1                                                            
CONECT   20    2                                                            
CONECT   21    3                                                            
CONECT   22    4                                                            
CONECT   23    5                                                            
CONECT   24    7                                                            
CONECT   25    8                                                            
CONECT   26    9                                                            
CONECT   27    9                                                            
CONECT   28    9                                                            
CONECT   29   10                                                            
CONECT   30   10                                                            
CONECT   31   13                                                            
CONECT   32   13                                                            
CONECT   33   15                                                            
CONECT   34   15                                                            
CONECT   35   15                                                            
CONECT   36   16                                                            
CONECT   37   16                                                            
CONECT   38   16                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   76    0
END

Download
3D PDB for NP0137950 (4,5-Dihydroblumenol A)
Download
SMILES for NP0137950 (4,5-Dihydroblumenol A)
[H]O[C@@]([H])(C(\[H])=C(/[H])[C@@]1(O[H])[C@]([H])(C([H])([H])[H])C([H])([H])C(=O)C([H])([H])C1(C([H])([H])[H])C([H])([H])[H])C([H])([H])[H]
Download
INCHI for NP0137950 (4,5-Dihydroblumenol A)
InChI=1/C13H22O3/c1-9-7-11(15)8-12(3,4)13(9,16)6-5-10(2)14/h5-6,9-10,14,16H,7-8H2,1-4H3/b6-5+/t9-,10-,13-/s2
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View in JSmol
SynonymsNot Available
Chemical FormulaC13H22O3
Average Mass226.3160 Da
Monoisotopic Mass226.15689 Da
IUPAC Name(4S,5R)-4-hydroxy-4-[(1E,3R)-3-hydroxybut-1-en-1-yl]-3,3,5-trimethylcyclohexan-1-one
Traditional Name(4S,5R)-4-hydroxy-4-[(1E,3R)-3-hydroxybut-1-en-1-yl]-3,3,5-trimethylcyclohexan-1-one
CAS Registry Number155418-97-6
SMILES
[H]O[C@@]([H])(C(\[H])=C(/[H])[C@@]1(O[H])[C@]([H])(C([H])([H])[H])C([H])([H])C(=O)C([H])([H])C1(C([H])([H])[H])C([H])([H])[H])C([H])([H])[H]
InChI Identifier
InChI=1/C13H22O3/c1-9-7-11(15)8-12(3,4)13(9,16)6-5-10(2)14/h5-6,9-10,14,16H,7-8H2,1-4H3/b6-5+/t9-,10-,13-/s2
InChI KeyIHDJYDVWNNFPHR-SBGBVJGLNA-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 sesquiterpenoids. These are terpenes with three consecutive isoprene units.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassSesquiterpenoids  
Direct ParentSesquiterpenoids  
Alternative Parents
Substituents
  • Sesquiterpenoid
    • 

  • Megastigmane sesquiterpenoid
    • 

  • Cyclofarsesane sesquiterpenoid
    • 

  • Ionone derivative
    • 

  • Cyclic alcohol
    • 

  • Tertiary alcohol
    • 

  • Ketone
    • 

  • Secondary alcohol
    • 

  • Cyclic ketone
    • 

  • Organooxygen compound
    • 

  • Alcohol
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Carbonyl group
    • 

  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic 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
logP1.39ChemAxon
pKa (Strongest Acidic)13.77ChemAxon
pKa (Strongest Basic)-2.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area57.53 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity64.18 m³·mol⁻¹ChemAxon
Polarizability25.47 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
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. You HM, Zhang JR, Zhao ZH, Wang W, Zhang LZ, Jiang YT, Wang Y, Huang XZ, Jiang ZY: [A new guaiane-type sesquiterpenoid from Croton yunnanensis]. Zhongguo Zhong Yao Za Zhi. 2019 Nov;44(21):4648-4652. doi: 10.19540/j.cnki.cjcmm.20190809.201. [PubMed:31872660  ] 
  2. Lopes LG, Tavares GL, Thomaz LD, Sabino JR, Borges KB, Vieira PC, Veiga TAM, de Souza Borges W: Taraxerol 4-Methoxybenzoate, an in vitro Inhibitor of Photosynthesis Isolated from Pavonia multiflora A. St-Hil. (Malvaceae). Chem Biodivers. 2016 Mar;13(3):284-292. doi: 10.1002/cbdv.201500049. [PubMed:26916413  ]