NP-MRD: Showing NP-Card for ajugarin-ii (NP0162600)

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Record Information

Version

2.0

Created at

2022-09-02 21:02:06 UTC

Updated at

2022-09-02 21:02:06 UTC

NP-MRD ID

NP0162600

Secondary Accession Numbers

None

Natural Product Identification

Common Name

ajugarin-ii

Description

Ajugarin II belongs to the class of organic compounds known as butenolides. These are dihydrofurans with a carbonyl group at the C2 carbon atom. ajugarin-ii is found in Ajuga parviflora. Based on a literature review very few articles have been published on Ajugarin II.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022223022D          

 28 31  0  0  1  0            999 V2000
    1.2753    1.8883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0308    1.5570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6955    2.0457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1217    0.7370    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8773    0.4057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9681   -0.4142    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2186    0.3718    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6632    0.9818    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0246    0.5479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5801   -0.0621    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3861    0.1140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3296   -0.8481    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3631   -1.6724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1472   -0.9583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4606   -1.7215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9564   -2.3745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1882   -3.1662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5069   -3.6314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4828   -4.4560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8539   -3.1272    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1317   -2.3503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5236   -1.0242    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2731   -1.8103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4671   -1.9863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9116   -1.3764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1622   -0.5903    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3761   -0.3398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9861    0.2157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  1  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  1  0  0  0
 10 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 16 21  1  0  0  0  0
 12 22  1  0  0  0  0
  6 22  1  0  0  0  0
 22 23  1  1  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
  6 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 26 28  1  1  0  0  0
M  END

     RDKit          3D

 60 63  0  0  0  0  0  0  0  0999 V2000
    5.0519    1.2744    3.2142 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6674    1.5438    2.7628 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9640    2.4264    3.3189 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1155    0.8329    1.7210 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7539    1.0969    1.2762 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5307    0.1601    0.1712 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6738   -1.2691    0.7176 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6772   -1.2676    1.6538 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3651   -1.5782    1.4223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7413   -1.6285    0.3879 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9574   -2.2499    0.9688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9791   -0.2648   -0.2758 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6215    0.6657    0.6629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6661   -0.5627   -1.5744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9352   -1.2157   -1.7038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2084   -0.5764   -1.3046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5603    0.5803   -0.8586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9938    0.6870   -0.6156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6331    1.6920   -0.1801 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5128   -0.5437   -0.9614 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4952   -1.3842   -1.4018 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4067    0.2286   -0.7350 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3091    1.4616   -1.5942 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4696    2.3669   -1.5665 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7747    1.7957   -1.1642 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7731    0.3675   -0.7537 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4774   -0.6159   -1.3996 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9805   -0.0738   -0.1989 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2342    0.1832    3.1784 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8171    1.8082    2.6288 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1181    1.6156    4.2766 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1924    0.9256    2.2187 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7356    2.1626    1.0789 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7814   -2.0113   -0.0845 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8294   -2.1842    2.0008 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1537   -0.9202    2.2658 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4561   -2.6118    1.8142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3707   -2.2909   -0.4297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1239   -3.3037    0.6126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7667   -2.4072    2.0805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8820   -1.6882    0.9340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9853    0.6700    1.6076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5949    0.2975    1.0887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8001    1.6783    0.3065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9087   -1.1184   -2.2438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7344    0.4154   -2.1950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9402   -2.3116   -1.3783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1046   -1.3788   -2.8379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9176    1.4245   -0.6826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3995   -2.3114   -0.8061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6211   -1.5759   -2.4809 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6585   -0.5847   -1.5183 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0657    1.2177   -2.6735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5902    2.0178   -1.2581 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2347    3.2963   -0.9615 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6207    2.8167   -2.5981 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1997    2.4064   -0.3135 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5716    1.8979   -1.9615 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0383   -0.3727   -2.3494 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3462   -1.7118   -1.3090 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0
 10  9  1  0
  9  7  1  0
  7  8  1  0
  7  6  1  0
  6  5  1  1
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
  6 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 22 12  1  0
 12 13  1  1
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 12 10  1  0
 21 16  1  0
 26  6  1  0
 26 28  1  1
 11 39  1  0
 11 40  1  0
 11 41  1  0
 10 38  1  6
  9 36  1  0
  9 37  1  0
  7 34  1  6
  8 35  1  0
  5 32  1  0
  5 33  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
 22 52  1  6
 23 53  1  0
 23 54  1  0
 24 55  1  0
 24 56  1  0
 25 57  1  0
 25 58  1  0
 27 59  1  0
 27 60  1  0
 13 42  1  0
 13 43  1  0
 13 44  1  0
 14 45  1  0
 14 46  1  0
 15 47  1  0
 15 48  1  0
 17 49  1  0
 21 50  1  0
 21 51  1  0
M  END


  Mrv1652309022223022D          

 28 31  0  0  1  0            999 V2000
    1.2753    1.8883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0308    1.5570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6955    2.0457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1217    0.7370    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8773    0.4057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9681   -0.4142    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2186    0.3718    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6632    0.9818    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0246    0.5479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5801   -0.0621    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3861    0.1140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3296   -0.8481    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3631   -1.6724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1472   -0.9583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4606   -1.7215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9564   -2.3745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1882   -3.1662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5069   -3.6314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4828   -4.4560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8539   -3.1272    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1317   -2.3503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5236   -1.0242    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2731   -1.8103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4671   -1.9863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9116   -1.3764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1622   -0.5903    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3761   -0.3398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9861    0.2157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  1  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  1  0  0  0
 10 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 16 21  1  0  0  0  0
 12 22  1  0  0  0  0
  6 22  1  0  0  0  0
 22 23  1  1  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
  6 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 26 28  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0162600

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1C[C@H](O)[C@]2(COC(C)=O)[C@H](CCC[C@]22CO2)[C@@]1(C)CCC1=CC(=O)OC1

> <INCHI_IDENTIFIER>
InChI=1S/C22H32O6/c1-14-9-18(24)22(13-27-15(2)23)17(5-4-7-21(22)12-28-21)20(14,3)8-6-16-10-19(25)26-11-16/h10,14,17-18,24H,4-9,11-13H2,1-3H3/t14-,17-,18+,20+,21+,22+/m1/s1

> <INCHI_KEY>
QDGFAVMJPYRERF-FYHNCAPNSA-N

> <FORMULA>
C22H32O6

> <MOLECULAR_WEIGHT>
392.492

> <EXACT_MASS>
392.21988875

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
42.695321985880014

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[(1R,4aR,5S,6R,8S,8aR)-8-hydroxy-5,6-dimethyl-5-[2-(5-oxo-2,5-dihydrofuran-3-yl)ethyl]-octahydro-2H-spiro[naphthalene-1,2'-oxirane]-8a-yl]methyl acetate

> <ALOGPS_LOGP>
2.32

> <JCHEM_LOGP>
2.2513473939999997

> <ALOGPS_LOGS>
-4.60

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.520905233255537

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.47154478691068

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0083560783111922

> <JCHEM_POLAR_SURFACE_AREA>
85.36

> <JCHEM_REFRACTIVITY>
102.50659999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.86e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,4aR,5S,6R,8S,8aR)-8-hydroxy-5,6-dimethyl-5-[2-(5-oxo-2H-furan-3-yl)ethyl]-hexahydro-2H-spiro[naphthalene-1,2'-oxirane]-8a-ylmethyl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0       2.381   3.525   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.791   2.906   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       5.032   3.819   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       3.961   1.376   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       5.371   0.757   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.541  -0.773   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.008   0.694   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       4.971   1.833   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       7.513   1.023   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.550  -0.116   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.054   0.213   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.082  -1.583   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.144  -3.122   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.608  -1.789   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.193  -3.213   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.252  -4.432   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.685  -5.910   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.413  -6.779   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       8.368  -8.318   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       7.194  -5.837   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       7.713  -4.387   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.577  -1.912   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.110  -3.379   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.605  -3.708   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.568  -2.569   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.036  -1.102   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.569  -0.634   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       3.707   0.403   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   22   26                                             
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   14   22                                             
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   16                                                       
CONECT   22   12    6   23                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25    6   27   28                                             
CONECT   27   26   28                                                       
CONECT   28   27   26                                                       
MASTER        0    0    0    0    0    0    0    0   28    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₃₂O₆

Average Mass

392.4920 Da

Monoisotopic Mass

392.21989 Da

IUPAC Name

[(1R,4aR,5S,6R,8S,8aR)-8-hydroxy-5,6-dimethyl-5-[2-(5-oxo-2,5-dihydrofuran-3-yl)ethyl]-octahydro-2H-spiro[naphthalene-1,2'-oxirane]-8a-yl]methyl acetate

Traditional Name

(1R,4aR,5S,6R,8S,8aR)-8-hydroxy-5,6-dimethyl-5-[2-(5-oxo-2H-furan-3-yl)ethyl]-hexahydro-2H-spiro[naphthalene-1,2'-oxirane]-8a-ylmethyl acetate

CAS Registry Number

Not Available

SMILES

C[C@@H]1C[C@H](O)[C@]2(COC(C)=O)[C@H](CCC[C@]22CO2)[C@@]1(C)CCC1=CC(=O)OC1

InChI Identifier

InChI=1S/C22H32O6/c1-14-9-18(24)22(13-27-15(2)23)17(5-4-7-21(22)12-28-21)20(14,3)8-6-16-10-19(25)26-11-16/h10,14,17-18,24H,4-9,11-13H2,1-3H3/t14-,17-,18+,20+,21+,22+/m1/s1

InChI Key

QDGFAVMJPYRERF-FYHNCAPNSA-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
Ajuga parviflora	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as butenolides. These are dihydrofurans with a carbonyl group at the C2 carbon atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Dihydrofurans

Sub Class

Furanones

Direct Parent

Butenolides

Alternative Parents

Substituents

2-furanone
Dicarboxylic acid or derivatives
Cyclic alcohol
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Carboxylic acid ester
Lactone
Secondary alcohol
Ether
Oxirane
Dialkyl ether
Carboxylic acid derivative
Oxacycle
Hydrocarbon derivative
Organic oxide
Alcohol
Carbonyl group
Organooxygen compound
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
logP	2.32	ALOGPS
logP	2.25	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	7.47	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	85.36 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	102.51 m³·mol⁻¹	ChemAxon
Polarizability	42.7 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	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00035040

Chemspider ID

2342194

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3085250

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for ajugarin-ii (NP0162600)

MOL for NP0162600 (ajugarin-ii)

3D MOL for NP0162600 (ajugarin-ii)

3D SDF for NP0162600 (ajugarin-ii)

3D-SDF for NP0162600 (ajugarin-ii)

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3D PDB for NP0162600 (ajugarin-ii)

SMILES for NP0162600 (ajugarin-ii)

INCHI for NP0162600 (ajugarin-ii)

Structure for NP0162600 (ajugarin-ii)

3D Structure for NP0162600 (ajugarin-ii)