NP-MRD: Showing NP-Card for 19-Hydroxysecochiliolide acid methyl ester (NP0065397)

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Record Information

Version

2.0

Created at

2022-04-28 09:37:10 UTC

Updated at

2022-04-28 09:37:10 UTC

NP-MRD ID

NP0065397

Secondary Accession Numbers

None

Natural Product Identification

Common Name

19-Hydroxysecochiliolide acid methyl ester

Description

Methyl 3-[(3S,5R,6S,7E,10R)-3-(furan-3-yl)-7-(1-hydroxypropan-2-ylidene)-10-methyl-1-oxo-2-oxaspiro[4.5]Decan-6-yl]propanoate belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring. 19-Hydroxysecochiliolide acid methyl ester is found in Nardophyllum lanatum. Based on a literature review very few articles have been published on methyl 3-[(3S,5R,6S,7E,10R)-3-(furan-3-yl)-7-(1-hydroxypropan-2-ylidene)-10-methyl-1-oxo-2-oxaspiro[4.5]Decan-6-yl]propanoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282211372D          

 27 29  0  0  1  0            999 V2000
    2.9506    0.0151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2361    0.4276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5217    0.0151    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5217   -0.8099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2361   -1.2224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9506   -0.8099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2361   -2.0474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9506   -2.4599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8072   -1.2224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0927   -0.8099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0927    0.0151    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8072    0.4276    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1397    0.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6449    0.6576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3947    1.6971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2197    1.6971    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4746    0.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7046    2.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4497    3.1492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1171    3.6341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    3.1492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5296    2.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7143    0.1866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6651    0.4276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6651    1.2526    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3795    0.0151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0940    0.4276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  1  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  3 12  1  0  0  0  0
 12 13  1  1  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 12 17  1  0  0  0  0
 16 18  1  6  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  2  0  0  0  0
 18 22  1  0  0  0  0
 11 23  1  1  0  0  0
  1 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
M  END

     RDKit          3D

 55 57  0  0  0  0  0  0  0  0999 V2000
   -2.2287    3.6283    1.4119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9978    2.7000    0.3997 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2473    2.8994   -0.7306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7111    4.0528   -0.8596 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0103    1.9242   -1.7872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5764    0.5230   -1.4679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0363   -0.1577   -0.3205 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5565   -1.4723    0.1459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2216   -2.3007   -0.5438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5653   -2.0220   -1.9628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6790   -3.6145    0.0054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3928   -3.9585    1.2568 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1389   -1.6750    1.6148 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2650   -2.1996    1.4330 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9926   -1.4923    0.3912 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2912   -2.4661   -0.7620 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4953   -0.2111   -0.1964 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0622    0.9056    0.6406 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0327    1.6544   -0.2358 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3538    1.8705    0.4559 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8642    3.0571    0.9346 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0912    2.7803    1.4852 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3360    1.4786    1.3560 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3142    0.9241    0.7469 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2678    0.8367   -1.3412 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1879   -0.0344   -1.4887 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9275   -0.5494   -2.6253 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3332    3.6618    1.5883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9677    4.6451    1.0148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6634    3.4418    2.3428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6965    2.2626   -2.6428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0368    1.9262   -2.2411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4320    0.0543   -2.4659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6365    0.8049   -1.2445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3056    0.5144    0.5481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3094   -1.2246   -2.1200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7719   -2.1438   -2.6824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2263   -2.9313   -2.2478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3860   -4.4452   -0.6962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8190   -3.5382   -0.0704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1959   -4.1818    1.8261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8135   -2.2555    2.1932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9800   -0.6465    2.0877 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2176   -3.3031    1.1661 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8234   -2.1164    2.4086 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0442   -1.3023    0.7929 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -3.4918   -0.3202 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2836   -2.2281   -1.2354 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4875   -2.5354   -1.4878 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7117    0.4934    1.4817 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3412    1.5130    1.1785 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6117    2.6256   -0.5193 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4158    4.0250    0.8996 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8115    3.4276    1.9637 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2770   -0.1333    0.5258 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  1
 18 19  1  0
 19 25  1  0
 25 26  1  0
 26 27  2  0
 19 20  1  0
 20 24  2  0
 24 23  1  0
 23 22  1  0
 22 21  2  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 17  7  1  0
 17 26  1  0
 21 20  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  1
 13 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 15 46  1  1
 16 47  1  0
 16 48  1  0
 16 49  1  0
 18 50  1  0
 18 51  1  0
 19 52  1  6
 24 55  1  0
 22 54  1  0
 21 53  1  0
 10 36  1  0
 10 37  1  0
 10 38  1  0
 11 39  1  0
 11 40  1  0
 12 41  1  0
M  END


  Mrv1652304282211372D          

 27 29  0  0  1  0            999 V2000
    2.9506    0.0151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2361    0.4276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5217    0.0151    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5217   -0.8099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2361   -1.2224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9506   -0.8099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2361   -2.0474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9506   -2.4599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8072   -1.2224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0927   -0.8099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0927    0.0151    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8072    0.4276    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1397    0.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6449    0.6576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3947    1.6971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2197    1.6971    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4746    0.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7046    2.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4497    3.1492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1171    3.6341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    3.1492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5296    2.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7143    0.1866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6651    0.4276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6651    1.2526    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3795    0.0151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0940    0.4276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  1  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  3 12  1  0  0  0  0
 12 13  1  1  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 12 17  1  0  0  0  0
 16 18  1  6  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  2  0  0  0  0
 18 22  1  0  0  0  0
 11 23  1  1  0  0  0
  1 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0065397

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)CC[C@H]1\C(CC[C@@H](C)[C@]11C[C@H](OC1=O)C1=COC=C1)=C(/C)CO

> <INCHI_IDENTIFIER>
InChI=1S/C21H28O6/c1-13(11-22)16-5-4-14(2)21(17(16)6-7-19(23)25-3)10-18(27-20(21)24)15-8-9-26-12-15/h8-9,12,14,17-18,22H,4-7,10-11H2,1-3H3/b16-13+/t14-,17+,18+,21-/m1/s1

> <INCHI_KEY>
TVMGRNMQXZMSKO-FKNQFZBNSA-N

> <FORMULA>
C21H28O6

> <MOLECULAR_WEIGHT>
376.449

> <EXACT_MASS>
376.188588622

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
40.00709585648863

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 3-[(3S,5R,6S,7E,10R)-3-(furan-3-yl)-7-(1-hydroxypropan-2-ylidene)-10-methyl-1-oxo-2-oxaspiro[4.5]decan-6-yl]propanoate

> <ALOGPS_LOGP>
2.81

> <JCHEM_LOGP>
2.6204438946666677

> <ALOGPS_LOGS>
-3.59

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.88209060993188

> <JCHEM_PKA_STRONGEST_BASIC>
-1.9255121528493384

> <JCHEM_POLAR_SURFACE_AREA>
85.97000000000001

> <JCHEM_REFRACTIVITY>
98.97059999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.64e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 3-[(3S,5R,6S,7E,10R)-3-(furan-3-yl)-7-(1-hydroxypropan-2-ylidene)-10-methyl-1-oxo-2-oxaspiro[4.5]decan-6-yl]propanoate

> <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       5.508   0.028   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.174   0.798   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.840   0.028   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.840  -1.512   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.174  -2.282   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.508  -1.512   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.174  -3.822   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       5.508  -4.592   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       1.507  -2.282   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.173  -1.512   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.173   0.028   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.507   0.798   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.261   1.703   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -1.204   1.227   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       0.737   3.168   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       2.277   3.168   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.753   1.703   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.182   4.414   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.706   5.879   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       3.952   6.784   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       5.198   5.879   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.722   4.414   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.333   0.348   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.841   0.798   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       6.841   2.338   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       8.175   0.028   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       9.509   0.798   0.000  0.00  0.00           C+0
CONECT    1    2   24                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   12                                                  
CONECT    4    3    5    9                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7                                                            
CONECT    9    4   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   23                                                  
CONECT   12   11    3   13   17                                             
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16   12                                                       
CONECT   18   16   19   22                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   18                                                       
CONECT   23   11                                                            
CONECT   24    1   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

View in JSmol

Synonyms

Value	Source
Methyl 3-[(3S,5R,6S,7E,10R)-3-(furan-3-yl)-7-(1-hydroxypropan-2-ylidene)-10-methyl-1-oxo-2-oxaspiro[4.5]decan-6-yl]propanoic acid	Generator

Chemical Formula

C₂₁H₂₈O₆

Average Mass

376.4490 Da

Monoisotopic Mass

376.18859 Da

IUPAC Name

methyl 3-[(3S,5R,6S,7E,10R)-3-(furan-3-yl)-7-(1-hydroxypropan-2-ylidene)-10-methyl-1-oxo-2-oxaspiro[4.5]decan-6-yl]propanoate

Traditional Name

methyl 3-[(3S,5R,6S,7E,10R)-3-(furan-3-yl)-7-(1-hydroxypropan-2-ylidene)-10-methyl-1-oxo-2-oxaspiro[4.5]decan-6-yl]propanoate

CAS Registry Number

Not Available

SMILES

COC(=O)CC[C@H]1\C(CC[C@@H](C)[C@]11C[C@H](OC1=O)C1=COC=C1)=C(/C)CO

InChI Identifier

InChI=1S/C21H28O6/c1-13(11-22)16-5-4-14(2)21(17(16)6-7-19(23)25-3)10-18(27-20(21)24)15-8-9-26-12-15/h8-9,12,14,17-18,22H,4-7,10-11H2,1-3H3/b16-13+/t14-,17+,18+,21-/m1/s1

InChI Key

TVMGRNMQXZMSKO-FKNQFZBNSA-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
Nardophyllum lanatum	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Terpene lactones

Alternative Parents

Substituents

Terpene lactone
Aromatic monoterpenoid
P-menthane monoterpenoid
Monoterpenoid
Fatty acid ester
Dicarboxylic acid or derivatives
Fatty acyl
Gamma butyrolactone
Heteroaromatic compound
Furan
Methyl ester
Oxolane
Carboxylic acid ester
Lactone
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Alcohol
Carbonyl group
Organic oxygen compound
Primary alcohol
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	2.81	ALOGPS
logP	2.62	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	16.88	ChemAxon
pKa (Strongest Basic)	-1.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	85.97 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	98.97 m³·mol⁻¹	ChemAxon
Polarizability	40.01 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	Yes	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

10298552

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21680927

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 19-Hydroxysecochiliolide acid methyl ester (NP0065397)

MOL for NP0065397 (19-Hydroxysecochiliolide acid methyl ester)

3D MOL for NP0065397 (19-Hydroxysecochiliolide acid methyl ester)

3D SDF for NP0065397 (19-Hydroxysecochiliolide acid methyl ester)

3D-SDF for NP0065397 (19-Hydroxysecochiliolide acid methyl ester)

PDB for NP0065397 (19-Hydroxysecochiliolide acid methyl ester)

3D PDB for NP0065397 (19-Hydroxysecochiliolide acid methyl ester)

SMILES for NP0065397 (19-Hydroxysecochiliolide acid methyl ester)

INCHI for NP0065397 (19-Hydroxysecochiliolide acid methyl ester)

Structure for NP0065397 (19-Hydroxysecochiliolide acid methyl ester)

3D Structure for NP0065397 (19-Hydroxysecochiliolide acid methyl ester)