NP-MRD: Showing NP-Card for Rupestralic acid (NP0065304)

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Record Information

Version

2.0

Created at

2022-04-28 09:32:34 UTC

Updated at

2022-04-28 09:32:34 UTC

NP-MRD ID

NP0065304

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Rupestralic acid

Description

(1S,4S,8S,12R)-9-{2-[(5S)-5-hydroxy-2-oxo-2,5-dihydrofuran-3-yl]ethyl}-4,8,10-trimethyl-2-oxatricyclo[6.3.1.0⁴,¹²]Dodec-9-ene-3,11-dione belongs to the class of organic compounds known as cyclohexenones. Cyclohexenones are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond. Rupestralic acid is found in Ballota rupestris. Based on a literature review very few articles have been published on (1S,4S,8S,12R)-9-{2-[(5S)-5-hydroxy-2-oxo-2,5-dihydrofuran-3-yl]ethyl}-4,8,10-trimethyl-2-oxatricyclo[6.3.1.0⁴,¹²]Dodec-9-ene-3,11-dione.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282211322D          

 26 29  0  0  1  0            999 V2000
    0.8514   -0.6767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9377    0.1437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6913    0.4793    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9463    1.2639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4614    1.9314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7713    1.2639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0262    0.4793    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7799    0.1437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4473    0.6287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8661   -0.6767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1987   -1.1617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2725   -0.8261    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5189   -1.1617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3019   -1.6506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3588   -0.0056    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3141   -1.9785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0793   -2.2870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1947   -3.1039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9234   -3.4907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7807   -4.3033    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9638   -4.4187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6016   -3.6774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7891   -3.5348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3542   -4.8963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6198   -1.0123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0782    1.0313    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
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  7  6  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  1 13  1  0  0  0  0
 12 14  1  6  0  0  0
 12 15  1  0  0  0  0
 15  3  1  6  0  0  0
  7 15  1  0  0  0  0
 11 16  1  0  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  1  0  0  0  0
 21 22  1  0  0  0  0
 18 22  1  0  0  0  0
 22 23  2  0  0  0  0
 20 24  1  1  0  0  0
 10 25  1  0  0  0  0
  3 26  1  1  0  0  0
M  END

     RDKit          3D

 50 53  0  0  0  0  0  0  0  0999 V2000
    0.9635    2.0498   -2.4597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0889    1.1898   -1.8602 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2814    0.3784   -0.8716 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6792    0.3713   -0.4277 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9799    0.8827    0.9335 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4784    0.7482    1.1015 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1232    0.0349    2.0180 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5812    0.1427    1.8740 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1014   -1.1346    1.6918 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7803    0.9907    0.7866 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5218    1.3727    0.2970 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3250    2.1377   -0.6862 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8040   -0.4783   -0.3352 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8437   -1.6721   -1.2628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6055   -0.9972    1.0353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6393   -2.0953    1.2785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0446   -1.5900    1.1840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2529   -0.4777    0.2383 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2208    0.5452    0.8595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9330   -0.8949   -1.0368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9680   -1.6239   -1.1413 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2392   -0.3480   -2.1088 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5823    0.7831   -1.5845 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4685    1.2712   -2.3555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7066    1.7857   -3.4989 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0947    0.2663   -0.2609 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7085    1.4245   -2.9931 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4543    2.7067   -1.7451 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4908    2.7350   -3.2249 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1468   -0.6586   -0.5737 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3429    0.9909   -1.1098 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8104    1.9896    0.9077 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5401    0.3990    1.7872 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6339   -0.5665    2.7942 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0515    0.5317    2.8172 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8112   -1.5253    0.8146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0834   -2.3905   -0.8912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6043   -1.3439   -2.3001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7912   -2.1948   -1.2968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7528   -0.2699    1.8581 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3592   -1.5040    1.2142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4036   -2.9116    0.5681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4077   -2.4976    2.2915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7206   -2.4402    0.9290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3514   -1.2696    2.2036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8690    1.0015    0.1141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6152    1.3794    1.3090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8088    0.0595    1.6554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3724    1.5426   -1.3622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8923    1.1738    0.3638 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
  3 13  1  0
 13 14  1  6
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  1
 18 26  1  0
 26 23  1  0
 23 22  1  0
 22 20  1  0
 20 21  2  0
 23 24  1  0
 24 25  2  0
 24  2  1  0
 11  6  1  0
 26 13  1  0
 20 18  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  7 34  1  0
  8 35  1  1
  9 36  1  0
 14 37  1  0
 14 38  1  0
 14 39  1  0
 15 40  1  0
 15 41  1  0
 16 42  1  0
 16 43  1  0
 17 44  1  0
 17 45  1  0
 19 46  1  0
 19 47  1  0
 19 48  1  0
 26 50  1  1
 23 49  1  1
M  END


  Mrv1652304282211322D          

 26 29  0  0  1  0            999 V2000
    0.8514   -0.6767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9377    0.1437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6913    0.4793    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9463    1.2639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4614    1.9314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7713    1.2639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0262    0.4793    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7799    0.1437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4473    0.6287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8661   -0.6767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1987   -1.1617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2725   -0.8261    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5189   -1.1617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3019   -1.6506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3588   -0.0056    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3141   -1.9785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0793   -2.2870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1947   -3.1039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9234   -3.4907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7807   -4.3033    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9638   -4.4187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6016   -3.6774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7891   -3.5348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3542   -4.8963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6198   -1.0123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0782    1.0313    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
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  7  6  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  1 13  1  0  0  0  0
 12 14  1  6  0  0  0
 12 15  1  0  0  0  0
 15  3  1  6  0  0  0
  7 15  1  0  0  0  0
 11 16  1  0  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  1  0  0  0  0
 21 22  1  0  0  0  0
 18 22  1  0  0  0  0
 22 23  2  0  0  0  0
 20 24  1  1  0  0  0
 10 25  1  0  0  0  0
  3 26  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0065304

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=C(CCC2=C[C@@H](O)OC2=O)[C@@]2(C)CCC[C@@]3(C)[C@@H]2[C@H](OC3=O)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H24O6/c1-10-12(6-5-11-9-13(21)25-17(11)23)19(2)7-4-8-20(3)16(19)15(14(10)22)26-18(20)24/h9,13,15-16,21H,4-8H2,1-3H3/t13-,15+,16+,19+,20-/m0/s1

> <INCHI_KEY>
ODXDQNDOZZLJEE-AVQZXHFCSA-N

> <FORMULA>
C20H24O6

> <MOLECULAR_WEIGHT>
360.406

> <EXACT_MASS>
360.157288493

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
37.37289412985872

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,4S,8S,12R)-9-{2-[(5S)-5-hydroxy-2-oxo-2,5-dihydrofuran-3-yl]ethyl}-4,8,10-trimethyl-2-oxatricyclo[6.3.1.0^{4,12}]dodec-9-ene-3,11-dione

> <ALOGPS_LOGP>
2.08

> <JCHEM_LOGP>
3.1787602383333335

> <ALOGPS_LOGS>
-3.50

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.486843579634371

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.82957508156001

> <JCHEM_PKA_STRONGEST_BASIC>
-4.162295398924429

> <JCHEM_POLAR_SURFACE_AREA>
89.90000000000002

> <JCHEM_REFRACTIVITY>
92.44799999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.15e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,4S,8S,12R)-9-{2-[(5S)-5-hydroxy-2-oxo-5H-furan-3-yl]ethyl}-4,8,10-trimethyl-2-oxatricyclo[6.3.1.0^{4,12}]dodec-9-ene-3,11-dione

> <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       1.589  -1.263   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.750   0.268   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.157   0.895   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.633   2.359   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       2.728   3.605   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       5.173   2.359   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       5.649   0.895   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.056   0.268   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       8.302   1.174   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       7.217  -1.263   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.971  -2.168   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.242  -1.542   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.835  -2.168   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.297  -3.081   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.403  -0.010   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.186  -3.693   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.615  -4.269   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.830  -5.794   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.190  -6.516   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.924  -8.033   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       7.399  -8.248   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       6.723  -6.865   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       5.206  -6.598   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       9.995  -9.140   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       8.624  -1.890   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.013   1.925   0.000  0.00  0.00           C+0
CONECT    1    2   13                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   15   26                                             
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   15                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   25                                                  
CONECT   11   10   12   16                                                  
CONECT   12   11   13   14   15                                             
CONECT   13   12    1                                                       
CONECT   14   12                                                            
CONECT   15   12    3    7                                                  
CONECT   16   11   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   22                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   24                                                  
CONECT   21   20   22                                                       
CONECT   22   21   18   23                                                  
CONECT   23   22                                                            
CONECT   24   20                                                            
CONECT   25   10                                                            
CONECT   26    3                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₄O₆

Average Mass

360.4060 Da

Monoisotopic Mass

360.15729 Da

IUPAC Name

(1S,4S,8S,12R)-9-{2-[(5S)-5-hydroxy-2-oxo-2,5-dihydrofuran-3-yl]ethyl}-4,8,10-trimethyl-2-oxatricyclo[6.3.1.0^{4,12}]dodec-9-ene-3,11-dione

Traditional Name

(1S,4S,8S,12R)-9-{2-[(5S)-5-hydroxy-2-oxo-5H-furan-3-yl]ethyl}-4,8,10-trimethyl-2-oxatricyclo[6.3.1.0^{4,12}]dodec-9-ene-3,11-dione

CAS Registry Number

Not Available

SMILES

CC1=C(CCC2=C[C@@H](O)OC2=O)[C@@]2(C)CCC[C@@]3(C)[C@@H]2[C@H](OC3=O)C1=O

InChI Identifier

InChI=1S/C20H24O6/c1-10-12(6-5-11-9-13(21)25-17(11)23)19(2)7-4-8-20(3)16(19)15(14(10)22)26-18(20)24/h9,13,15-16,21H,4-8H2,1-3H3/t13-,15+,16+,19+,20-/m0/s1

InChI Key

ODXDQNDOZZLJEE-AVQZXHFCSA-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
Ballota rupestris	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclohexenones. Cyclohexenones are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Cyclohexenones

Alternative Parents

Substituents

Cyclohexenone
Alpha-acyloxy ketone
2-furanone
Dicarboxylic acid or derivatives
Gamma butyrolactone
Dihydrofuran
Oxolane
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Lactone
Hemiacetal
Carboxylic acid ester
Oxacycle
Carboxylic acid derivative
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
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	2.08	ALOGPS
logP	3.18	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	11.83	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	89.9 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	92.45 m³·mol⁻¹	ChemAxon
Polarizability	37.37 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	No	ChemAxon

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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

38350074

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Rupestralic acid (NP0065304)

MOL for NP0065304 (Rupestralic acid)

3D MOL for NP0065304 (Rupestralic acid)

3D SDF for NP0065304 (Rupestralic acid)

3D-SDF for NP0065304 (Rupestralic acid)

PDB for NP0065304 (Rupestralic acid)

3D PDB for NP0065304 (Rupestralic acid)

SMILES for NP0065304 (Rupestralic acid)

INCHI for NP0065304 (Rupestralic acid)

Structure for NP0065304 (Rupestralic acid)

3D Structure for NP0065304 (Rupestralic acid)