NP-MRD: Showing NP-Card for 14-Deoxy-12-hydroxyandrographolide (NP0137644)

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Record Information

Version

2.0

Created at

2022-05-31 16:01:43 UTC

Updated at

2022-05-31 16:01:43 UTC

NP-MRD ID

NP0137644

Secondary Accession Numbers

None

Natural Product Identification

Common Name

14-Deoxy-12-hydroxyandrographolide

Description

14-Deoxy-12-hydroxyandrographolide belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety. 14-Deoxy-12-hydroxyandrographolide is found in Andrographis paniculata. 14-Deoxy-12-hydroxyandrographolide was first documented in 2012 (PMID: 22574448). Based on a literature review a small amount of articles have been published on 14-deoxy-12-hydroxyandrographolide (PMID: 34027192) (PMID: 22536026).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652305312218012D          

 29 31  0  0  1  0            999 V2000
    2.8579   -3.3000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    0.0000 H   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   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3276    0.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3882    0.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1060    1.4072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2868   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8109   -4.1974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559   -4.9820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309   -4.9820    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4760   -4.1974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6914   -3.9425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  6  0  0  0
  2  4  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  1  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  6  0  0  0
 15 16  1  0  0  0  0
 13 17  1  0  0  0  0
 17 18  1  1  0  0  0
 17 19  1  6  0  0  0
 17 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
  5 22  1  0  0  0  0
 11 22  1  0  0  0  0
 22 23  1  6  0  0  0
  2 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 24 28  1  0  0  0  0
 28 29  2  0  0  0  0
M  END

     RDKit          3D

 55 57  0  0  0  0  0  0  0  0999 V2000
    1.1293   -2.4543    2.2589 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4607   -1.4067    1.8861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6930   -0.8912    2.6597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8833   -0.5721    1.7668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3039    0.2746    0.6473 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4281   -0.6929   -0.1574 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9446   -2.1203   -0.0052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4229   -0.3737   -1.5918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8558   -0.4004   -2.1129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8241    0.4188   -1.3515 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0375   -0.2700   -1.1085 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2877    1.0450   -0.1168 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6742    2.3972   -0.5176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4465    1.4280    0.7950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8947    2.2043    1.8192 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9008   -0.6602    0.5926 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0431   -1.3273    0.0083 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7006   -0.7104   -1.1687 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7689   -1.5924   -1.6011 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3425    0.6173   -0.8979 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6785    0.7502   -0.7919 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0206    2.1588   -0.5262 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8146    2.8261   -0.4136 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7620    1.9183   -0.6654 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5695    2.2738   -0.6682 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9709   -2.8353    1.7230 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7763   -2.9521    3.1886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0265   -1.7067    3.3287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4453   -0.0208    3.2836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4415   -1.4440    1.4344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5669    0.0173    2.4393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6635    1.0322    1.1967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9803   -2.2422   -0.3758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8463   -2.5752    0.9563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3137   -2.7228   -0.7242 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1196    0.4867   -1.9300 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0278   -1.2865   -2.1182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1878   -1.4481   -2.2045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7488   -0.0586   -3.1906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1540    1.2631   -2.0303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6724   -0.1748   -1.8347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4654    3.1789   -0.5513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9547    2.7508    0.2468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2076    2.3927   -1.4955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0885    2.1360    0.1957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0312    0.5807    1.1392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5739    2.6247    2.3930 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0535    0.3586    0.9805 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8823   -1.3949    0.8014 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8661   -2.4309   -0.1959 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1130   -0.5963   -2.0656 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3772   -2.4768   -1.4600 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3982   -0.0495   -0.8840 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6503    2.5181   -1.3856 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6386    2.2352    0.3994 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 19  1  0
 18 17  1  0
 17 16  1  0
 16  2  1  0
  2  1  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5 12  1  0
 12 13  1  6
 12 14  1  0
 14 15  1  0
 12 10  1  0
 10 11  1  0
 10  9  1  0
  9  8  1  0
  8  6  1  0
  6  7  1  6
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
  6 16  1  0
 24 20  1  0
  6  5  1  0
 18 51  1  6
 19 52  1  0
 17 49  1  0
 17 50  1  0
 16 48  1  1
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  1
 13 42  1  0
 13 43  1  0
 13 44  1  0
 14 45  1  0
 14 46  1  0
 15 47  1  0
 10 40  1  6
 11 41  1  0
  9 38  1  0
  9 39  1  0
  8 36  1  0
  8 37  1  0
  7 33  1  0
  7 34  1  0
  7 35  1  0
 21 53  1  0
 22 54  1  0
 22 55  1  0
M  END


  Mrv1652305312218012D          

 29 31  0  0  1  0            999 V2000
    2.8579   -3.3000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    0.0000 H   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   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3276    0.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3882    0.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1060    1.4072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2868   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8109   -4.1974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559   -4.9820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309   -4.9820    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4760   -4.1974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6914   -3.9425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  6  0  0  0
  2  4  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  1  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  6  0  0  0
 15 16  1  0  0  0  0
 13 17  1  0  0  0  0
 17 18  1  1  0  0  0
 17 19  1  6  0  0  0
 17 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
  5 22  1  0  0  0  0
 11 22  1  0  0  0  0
 22 23  1  6  0  0  0
  2 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 24 28  1  0  0  0  0
 28 29  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0137644

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@](O)(C[C@]1([H])C(=C)CC[C@]2([H])[C@](C)(CO)[C@]([H])(O)CC[C@@]12C)C1=CCOC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H30O5/c1-12-4-5-16-19(2,8-6-17(23)20(16,3)11-21)14(12)10-15(22)13-7-9-25-18(13)24/h7,14-17,21-23H,1,4-6,8-11H2,2-3H3/t14-,15+,16+,17-,19+,20+/m1/s1

> <INCHI_KEY>
KHQNSSJNIXVKMK-XWIHJEQYSA-N

> <FORMULA>
C20H30O5

> <MOLECULAR_WEIGHT>
350.455

> <EXACT_MASS>
350.209324066

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
38.4046522056628

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-[(1S)-2-[(1R,4aS,5R,6R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-decahydronaphthalen-1-yl]-1-hydroxyethyl]-2,5-dihydrofuran-2-one

> <JCHEM_LOGP>
1.5064142126666662

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.16913617577734

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.097545626211133

> <JCHEM_PKA_STRONGEST_BASIC>
-2.785455409484861

> <JCHEM_POLAR_SURFACE_AREA>
86.99000000000001

> <JCHEM_REFRACTIVITY>
95.0845

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
3-[(1S)-2-[(1R,4aS,5R,6R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-hexahydro-1H-naphthalen-1-yl]-1-hydroxyethyl]-5H-furan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 31-MAY-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   31-MAY-22         0                                  
HETATM    1  H   UNK     0       5.335  -6.160   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    6  H   UNK     0       1.334  -3.850   0.000  0.00  0.00           H+0
HETATM    7  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   12  H   UNK     0       5.335  -1.540   0.000  0.00  0.00           H+0
HETATM   13  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.345   1.180   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.325   1.180   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       5.798   2.627   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   18  H   UNK     0       8.002  -1.540   0.000  0.00  0.00           H+0
HETATM   19  O   UNK     0       8.002  -0.000   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.001  -3.850   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.247  -7.835   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.771  -9.300   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       3.231  -9.300   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       2.755  -7.835   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       1.291  -7.359   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4   24                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    7   22                                             
CONECT    6    5                                                            
CONECT    7    5    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13   22                                             
CONECT   12   11                                                            
CONECT   13   11   14   15   17                                             
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15                                                            
CONECT   17   13   18   19   20                                             
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   17   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21    5   11   23                                             
CONECT   23   22                                                            
CONECT   24    2   25   28                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   24   29                                                  
CONECT   29   28                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₃₀O₅

Average Mass

350.4550 Da

Monoisotopic Mass

350.20932 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

219721-33-2

SMILES

[H][C@](O)(C[C@]1([H])C(=C)CC[C@]2([H])[C@](C)(CO)[C@]([H])(O)CC[C@@]12C)C1=CCOC1=O

InChI Identifier

InChI=1S/C20H30O5/c1-12-4-5-16-19(2,8-6-17(23)20(16,3)11-21)14(12)10-15(22)13-7-9-25-18(13)24/h7,14-17,21-23H,1,4-6,8-11H2,2-3H3/t14-,15+,16+,17-,19+,20+/m1/s1

InChI Key

KHQNSSJNIXVKMK-XWIHJEQYSA-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
Andrographis paniculata	LOTUS Database	35616633

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
2-furanone
Cyclic alcohol
Dihydrofuran
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Lactone
Secondary alcohol
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Alcohol
Carbonyl group
Organooxygen compound
Primary alcohol
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

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

33823530

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

38350572

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Tan Lim AM, Oyong GG, Tan MCS, Chang Shen C, Ragasa CY, Cabrera EC: Quorum quenching activity of Andrographis paniculata (Burm f.) Nees andrographolide compounds on metallo-beta-lactamase-producing clinical isolates of Pseudomonas aeruginosa PA22 and PA247 and their effect on lasR gene expression. Heliyon. 2021 May 10;7(5):e07002. doi: 10.1016/j.heliyon.2021.e07002. eCollection 2021 May. [PubMed:34027192 ]
Radhika P, Prasad YR, Sowjanya K: A new diterpene from the leaves of Andrographis paniculata Nees. Nat Prod Commun. 2012 Apr;7(4):485-6. [PubMed:22574448 ]
Awang K, Abdullah NH, Hadi AH, Fong YS: Cardiovascular activity of labdane diterpenes from Andrographis paniculata in isolated rat hearts. J Biomed Biotechnol. 2012;2012:876458. doi: 10.1155/2012/876458. Epub 2012 Mar 28. [PubMed:22536026 ]

Showing NP-Card for 14-Deoxy-12-hydroxyandrographolide (NP0137644)

MOL for NP0137644 (14-Deoxy-12-hydroxyandrographolide)

3D MOL for NP0137644 (14-Deoxy-12-hydroxyandrographolide)

3D SDF for NP0137644 (14-Deoxy-12-hydroxyandrographolide)

3D-SDF for NP0137644 (14-Deoxy-12-hydroxyandrographolide)

PDB for NP0137644 (14-Deoxy-12-hydroxyandrographolide)

3D PDB for NP0137644 (14-Deoxy-12-hydroxyandrographolide)

SMILES for NP0137644 (14-Deoxy-12-hydroxyandrographolide)

INCHI for NP0137644 (14-Deoxy-12-hydroxyandrographolide)

Structure for NP0137644 (14-Deoxy-12-hydroxyandrographolide)

3D Structure for NP0137644 (14-Deoxy-12-hydroxyandrographolide)