NP-MRD: Showing NP-Card for Vitexilactone (NP0065143)

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Record Information

Version

2.0

Created at

2022-04-28 09:24:30 UTC

Updated at

2022-04-28 09:24:30 UTC

NP-MRD ID

NP0065143

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Vitexilactone

Description

Vitexilactone belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety. Vitexilactone is found in Tinospora crispa, Tinospora rumphii, Vitex agnus-castus, Vitex cannabifolia, Vitex cannabinifolia, Vitex negundo, Vitex rotundifolia and Vitex trifolia . Vitexilactone was first documented in 2006 (PMID: 30000866). Based on a literature review a small amount of articles have been published on vitexilactone (PMID: 31583894) (PMID: 32188443) (PMID: 33585152) (PMID: 31961202).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282211242D          

 27 29  0  0  1  0            999 V2000
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0416    0.7284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2171    0.7572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1702    1.4857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9872    1.6005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1304    2.4129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8719    2.7746    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4020    2.8003    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1915    2.2272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8163    0.7284    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3873   -2.3784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3873   -2.3784    0.0000 C   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  3  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
 10 11  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
  8 15  1  6  0  0  0
  7 16  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 18 23  1  0  0  0  0
  7 24  1  6  0  0  0
  5 25  1  1  0  0  0
  3 26  1  0  0  0  0
  3 27  1  0  0  0  0
M  END

     RDKit          3D

 61 63  0  0  0  0  0  0  0  0999 V2000
   -3.7755    3.8978    0.7638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5917    3.0061    0.9572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8489    3.1002    1.9712 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2506    2.0301    0.0310 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1254    1.1720    0.2005 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1081    1.6142   -0.8001 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1881    0.8417   -0.5284 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9122    1.6983    0.5147 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9489   -0.5231   -0.0336 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6765   -0.3856    1.3578 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0535   -1.4857   -0.2482 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3830   -1.3287    0.2798 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3947   -0.3766   -0.1580 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5187    0.5029   -1.0860 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8085    1.1546   -0.9909 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2979    2.0661   -1.7175 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4832    0.6105    0.0751 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7038   -0.3586    0.6259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3802   -1.0761   -0.6305 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2782   -0.9654   -2.0806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5844   -2.5100   -0.2328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9832   -2.9140   -0.7589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9873   -2.1532    0.0444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8481   -0.6431   -0.1805 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4320   -0.2765   -1.4713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7076   -0.0279    0.9322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4425   -0.2816    0.0962 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9046    4.4721    1.6948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6801    3.3042    0.5209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6168    4.6295   -0.0553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6798    1.4791    1.1953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4255    1.5825   -1.8463 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1166    2.6816   -0.5943 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7291    0.9524   -1.4786 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3057    1.0004    1.2841 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6450    2.3751    0.0789 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1787    2.3386    1.0868 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1726   -1.0646    1.8733 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6934   -2.5470    0.0822 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1686   -1.7055   -1.3739 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9066   -2.3561    0.1597 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3971   -1.2626    1.4257 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8195    0.7438   -1.8588 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4614   -0.2362    1.7015 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1605   -1.3731    0.4369 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6350   -0.4514   -2.4581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1228   -0.5404   -2.6392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1609   -2.0015   -2.5364 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1374   -3.2218   -0.7000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6529   -2.6543    0.8612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1416   -3.9874   -0.5776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0968   -2.6686   -1.8113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8310   -2.4101    1.1129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0036   -2.5015   -0.2399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5440   -0.1088   -1.3324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3970   -1.1442   -2.1832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0704    0.6628   -1.9283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3490    0.7747    0.5038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1207    0.2962    1.7882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4577   -0.7771    1.3237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2972   -0.6691    1.1678 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
  5 27  1  0
 27 24  1  0
 24 25  1  6
 24 26  1  0
 24 23  1  0
 23 22  1  0
 22 21  1  0
 21 19  1  0
 19 20  1  6
 19  9  1  0
  9 10  1  1
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
  9  7  1  0
 18 13  1  0
 19 27  1  0
  8 35  1  0
  8 36  1  0
  8 37  1  0
  7 34  1  6
  6 32  1  0
  6 33  1  0
  5 31  1  1
  1 28  1  0
  1 29  1  0
  1 30  1  0
 27 61  1  1
 25 55  1  0
 25 56  1  0
 25 57  1  0
 26 58  1  0
 26 59  1  0
 26 60  1  0
 23 53  1  0
 23 54  1  0
 22 51  1  0
 22 52  1  0
 21 49  1  0
 21 50  1  0
 20 46  1  0
 20 47  1  0
 20 48  1  0
 10 38  1  0
 11 39  1  0
 11 40  1  0
 12 41  1  0
 12 42  1  0
 14 43  1  0
 18 44  1  0
 18 45  1  0
M  END


  Mrv1652304282211242D          

 27 29  0  0  1  0            999 V2000
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0416    0.7284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2171    0.7572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1702    1.4857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9872    1.6005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1304    2.4129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8719    2.7746    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4020    2.8003    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1915    2.2272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8163    0.7284    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3873   -2.3784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3873   -2.3784    0.0000 C   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  3  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
 10 11  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
  8 15  1  6  0  0  0
  7 16  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 18 23  1  0  0  0  0
  7 24  1  6  0  0  0
  5 25  1  1  0  0  0
  3 26  1  0  0  0  0
  3 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0065143

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1C[C@@H](OC(C)=O)[C@H]2C(C)(C)CCC[C@]2(C)[C@@]1(O)CCC1=CC(=O)OC1

> <INCHI_IDENTIFIER>
InChI=1S/C22H34O5/c1-14-11-17(27-15(2)23)19-20(3,4)8-6-9-21(19,5)22(14,25)10-7-16-12-18(24)26-13-16/h12,14,17,19,25H,6-11,13H2,1-5H3/t14-,17-,19+,21+,22-/m1/s1

> <INCHI_KEY>
FBWWXAGANVJTLU-HEXLTJKYSA-N

> <FORMULA>
C22H34O5

> <MOLECULAR_WEIGHT>
378.509

> <EXACT_MASS>
378.240624195

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
42.44707772983734

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,3R,4R,4aS,8aS)-4-hydroxy-3,4a,8,8-tetramethyl-4-[2-(5-oxo-2,5-dihydrofuran-3-yl)ethyl]-decahydronaphthalen-1-yl acetate

> <ALOGPS_LOGP>
3.79

> <JCHEM_LOGP>
3.495278675

> <ALOGPS_LOGS>
-4.60

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.176578338508836

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.443359039356893

> <JCHEM_PKA_STRONGEST_BASIC>
-3.160577807038096

> <JCHEM_POLAR_SURFACE_AREA>
72.83000000000001

> <JCHEM_REFRACTIVITY>
102.62129999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.57e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,3R,4R,4aS,8aS)-4-hydroxy-3,4a,8,8-tetramethyl-4-[2-(5-oxo-2H-furan-3-yl)ethyl]-hexahydro-1H-naphthalen-1-yl acetate

> <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      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       4.001  -6.930   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.944   1.360   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.405   1.413   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.318   2.773   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.843   2.988   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.110   4.504   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -3.494   5.179   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -0.750   5.227   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       0.357   4.157   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       3.390   1.360   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       1.334   0.770   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.723  -4.440   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.723  -4.440   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   26   27                                             
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7   25                                             
CONECT    6    5    1                                                       
CONECT    7    5    8   16   24                                             
CONECT    8    7    9   15                                                  
CONECT    9    8   10                                                       
CONECT   10    9    4   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15    8                                                            
CONECT   16    7   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   18                                                       
CONECT   24    7                                                            
CONECT   25    5                                                            
CONECT   26    3                                                            
CONECT   27    3                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₃₄O₅

Average Mass

378.5090 Da

Monoisotopic Mass

378.24062 Da

IUPAC Name

(1R,3R,4R,4aS,8aS)-4-hydroxy-3,4a,8,8-tetramethyl-4-[2-(5-oxo-2,5-dihydrofuran-3-yl)ethyl]-decahydronaphthalen-1-yl acetate

Traditional Name

(1R,3R,4R,4aS,8aS)-4-hydroxy-3,4a,8,8-tetramethyl-4-[2-(5-oxo-2H-furan-3-yl)ethyl]-hexahydro-1H-naphthalen-1-yl acetate

CAS Registry Number

Not Available

SMILES

C[C@@H]1C[C@@H](OC(C)=O)[C@H]2C(C)(C)CCC[C@]2(C)[C@@]1(O)CCC1=CC(=O)OC1

InChI Identifier

InChI=1S/C22H34O5/c1-14-11-17(27-15(2)23)19-20(3,4)8-6-9-21(19,5)22(14,25)10-7-16-12-18(24)26-13-16/h12,14,17,19,25H,6-11,13H2,1-5H3/t14-,17-,19+,21+,22-/m1/s1

InChI Key

FBWWXAGANVJTLU-HEXLTJKYSA-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
Tinospora crispa	LOTUS Database	35616633
Tinospora rumphii	Plant	KNApSAcK
Vitex agnus-castus	LOTUS Database	35616633
Vitex cannabifolia	Plant	KNApSAcK
Vitex cannabinifolia	Plant	KNApSAcK
Vitex negundo	LOTUS Database	35616633
Vitex rotundifolia	Plant	KNApSAcK
Vitex trifolia	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Diterpene lactones

Alternative Parents

Substituents

Diterpene lactone
Diterpenoid
Clerodane diterpenoid
Abscisic acid
2-furanone
Dicarboxylic acid or derivatives
Cyclic alcohol
Dihydrofuran
Tertiary alcohol
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Lactone
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Alcohol
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Organic oxide
Carbonyl group
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	3.79	ALOGPS
logP	3.5	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	7.44	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	72.83 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	102.62 m³·mol⁻¹	ChemAxon
Polarizability	42.45 Å³	ChemAxon
Number of Rings	3	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

C00022251

Chemspider ID

10270442

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21636178

PDB ID

Not Available

ChEBI ID

91267

Good Scents ID

Not Available

References

General References

Sichaem J, Nguyen HH, Nguyen VH, Mac DH, Mai DT, Nguyen HC, Tran TN, Pham NK, Nguyen HH, Niamnont N, Duong TH: A new labdane-type diterpenoid from the leaves of Vitex negundo L. Nat Prod Res. 2021 Jul;35(14):2329-2334. doi: 10.1080/14786419.2019.1672687. Epub 2019 Oct 4. [PubMed:31583894 ]
Wee HN, Neo SY, Singh D, Yew HC, Qiu ZY, Tsai XC, How SY, Yip KC, Tan CH, Koh HL: Effects of Vitex trifolia L. leaf extracts and phytoconstituents on cytokine production in human U937 macrophages. BMC Complement Med Ther. 2020 Mar 18;20(1):91. doi: 10.1186/s12906-020-02884-w. [PubMed:32188443 ]
Khanal P, Duyu T, Patil BM, Dey YN, Pasha I, Kavalapure RS, Chand S, Gurav S: Screening of JAK-STAT modulators from the antiviral plants of Indian traditional system of medicine with the potential to inhibit 2019 novel coronavirus using network pharmacology. 3 Biotech. 2021 Mar;11(3):119. doi: 10.1007/s13205-021-02664-4. Epub 2021 Feb 8. [PubMed:33585152 ]
Deniz GY, Laloglu E, Altun S, Yigit N, Gezer A: Antioxidant and anti-apoptotic effects of vitexilactone on cisplatin-induced nephrotoxicity in rats. Biotech Histochem. 2020 Jul;95(5):381-388. doi: 10.1080/10520295.2019.1703220. Epub 2020 Jan 21. [PubMed:31961202 ]
Authors unspecified: Chasteberry. 2006. [PubMed:30000866 ]

Showing NP-Card for Vitexilactone (NP0065143)

MOL for NP0065143 (Vitexilactone)

3D MOL for NP0065143 (Vitexilactone)

3D SDF for NP0065143 (Vitexilactone)

3D-SDF for NP0065143 (Vitexilactone)

PDB for NP0065143 (Vitexilactone)

3D PDB for NP0065143 (Vitexilactone)

SMILES for NP0065143 (Vitexilactone)

INCHI for NP0065143 (Vitexilactone)

Structure for NP0065143 (Vitexilactone)

3D Structure for NP0065143 (Vitexilactone)