NP-MRD: Showing NP-Card for Hispitolide D (NP0076649)

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Record Information

Version

2.0

Created at

2022-04-28 21:50:23 UTC

Updated at

2022-04-28 21:50:23 UTC

NP-MRD ID

NP0076649

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Hispitolide D

Description

Hispitolide D belongs to the class of organic compounds known as ambrosanolides and secoambrosanolides. These are sesquiterpene lactones from the Ambrosia family, with a backbone derivative of azuleno[6,5-b]furan-2-one (ambrosanolides) or azuleno[4,5-b]furan-2-one (secoambrosanolides). Hispitolide D is found in Parthenium hispitum and Parthenium integrifolium. Based on a literature review very few articles have been published on Hispitolide D.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282223502D          

 26 28  0  0  1  0            999 V2000
    3.6659   -0.2370    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1803   -0.8820    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9967   -1.6863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2534   -2.0443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5101   -1.6863    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3265   -0.8820    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8409   -0.2370    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3864    0.4515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6763    1.2239    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5912    0.2321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5541   -0.5921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2319    0.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7053   -1.4248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8651   -2.2007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0971   -1.8993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4521   -2.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5751   -3.2294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3158   -2.1122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4388   -1.2965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2068   -0.9951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2062   -0.7821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9527   -0.5921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6412   -1.0466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9157    0.2321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5607    0.7464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1204    0.4515    0.0000 O   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  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  1  7  1  0  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  1  0  0  0  0
  6 11  1  0  0  0  0
  7 12  1  6  0  0  0
  6 13  1  1  0  0  0
  5 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
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
  2 22  1  6  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
  1 26  1  6  0  0  0
M  END

     RDKit          3D

 52 54  0  0  0  0  0  0  0  0999 V2000
   -3.4724   -3.6065   -0.3192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5004   -2.3104   -0.1547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6407   -1.4137   -0.2251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8592   -1.6950   -0.3864 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1456   -0.1010   -0.0764 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7791   -0.1667   -0.4825 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3348   -1.4486    0.1496 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3229   -1.2785    1.6439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2759   -0.4231    2.1996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1518   -0.0504    1.2570 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8995    0.5812    2.1415 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0585    0.9974    1.4953 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9163    0.1246    0.8050 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5939   -1.0767    0.7922 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1133    0.6051    0.1442 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9198   -0.1892   -0.4999 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6568   -1.6462   -0.5951 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1474    0.3757   -1.1654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5316    0.7636    0.1000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1232    0.1170   -1.0960 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0926    2.1297   -0.0199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6389    2.6813   -1.2411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8476    1.8305   -1.4006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5637    1.8089   -2.3769 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9783    1.0358   -0.1335 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6761    1.9035    0.8267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5359   -4.1527   -0.2363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3605   -4.1940   -0.5420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8270   -0.3604   -1.5863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3895   -1.8514   -0.2525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3288   -0.9285    1.9519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2799   -2.3354    2.0523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7587   -1.0061    3.0270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5971    0.5037    2.7211 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2655   -1.0229    0.9220 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5081    1.4508    2.7073 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2362   -0.1359    2.9479 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3313    1.6795    0.1994 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6778   -2.0507    0.4488 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6938   -1.8552   -1.1047 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5128   -2.1101   -1.1235 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7563    0.8279   -0.3361 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7494   -0.4371   -1.5825 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8701    1.1462   -1.9115 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5267   -0.5862   -0.9331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1259    2.8057    0.8170 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1637    2.1190   -0.3045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9458    3.7358   -1.0633 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0066    2.6255   -2.1411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2699    2.6552    0.2622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4210    1.4080    1.4755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0142    2.5211    1.4960 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 16  1  0
 16 18  1  0
 16 15  2  3
 15 13  1  0
 13 14  2  0
 13 12  1  0
 12 11  1  0
 11 10  1  0
 10  9  1  0
  9  8  1  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  3  1  0
  3  4  2  0
  3  2  1  0
  2  1  2  3
  6 25  1  0
 25 26  1  1
 25 23  1  0
 23 24  2  0
 23 22  1  0
 22 21  1  0
 21 19  1  0
 19 20  1  6
 19 10  1  0
  2  7  1  0
 19 25  1  0
 17 39  1  0
 17 40  1  0
 17 41  1  0
 18 42  1  0
 18 43  1  0
 18 44  1  0
 15 38  1  0
 11 36  1  0
 11 37  1  0
 10 35  1  6
  9 33  1  0
  9 34  1  0
  8 31  1  0
  8 32  1  0
  7 30  1  6
  6 29  1  6
  1 27  1  0
  1 28  1  0
 26 50  1  0
 26 51  1  0
 26 52  1  0
 22 48  1  0
 22 49  1  0
 21 46  1  0
 21 47  1  0
 20 45  1  0
M  END


  Mrv1652304282223502D          

 26 28  0  0  1  0            999 V2000
    3.6659   -0.2370    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1803   -0.8820    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9967   -1.6863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2534   -2.0443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5101   -1.6863    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3265   -0.8820    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8409   -0.2370    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3864    0.4515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6763    1.2239    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5912    0.2321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5541   -0.5921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2319    0.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7053   -1.4248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8651   -2.2007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0971   -1.8993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4521   -2.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5751   -3.2294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3158   -2.1122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4388   -1.2965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2068   -0.9951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2062   -0.7821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9527   -0.5921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6412   -1.0466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9157    0.2321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5607    0.7464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1204    0.4515    0.0000 O   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  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  1  7  1  0  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  1  0  0  0  0
  6 11  1  0  0  0  0
  7 12  1  6  0  0  0
  6 13  1  1  0  0  0
  5 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
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
  2 22  1  6  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
  1 26  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0076649

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CC(=O)OC[C@H]1CC[C@@H]2[C@@H](OC(=O)C2=C)[C@]2(C)C(=O)CC[C@@]12O

> <INCHI_IDENTIFIER>
InChI=1S/C20H26O6/c1-11(2)9-16(22)25-10-13-5-6-14-12(3)18(23)26-17(14)19(4)15(21)7-8-20(13,19)24/h9,13-14,17,24H,3,5-8,10H2,1-2,4H3/t13-,14+,17-,19+,20-/m1/s1

> <INCHI_KEY>
TYAWIPYSWAZYAE-DZDZPLTMSA-N

> <FORMULA>
C20H26O6

> <MOLECULAR_WEIGHT>
362.422

> <EXACT_MASS>
362.172938557

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
38.186029159406345

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[(3aS,6R,6aR,9aS,9bR)-6a-hydroxy-9a-methyl-3-methylidene-2,9-dioxo-dodecahydroazuleno[4,5-b]furan-6-yl]methyl 3-methylbut-2-enoate

> <ALOGPS_LOGP>
1.48

> <JCHEM_LOGP>
2.7785253240000007

> <ALOGPS_LOGS>
-2.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.65520618413717

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.842625196033527

> <JCHEM_PKA_STRONGEST_BASIC>
-3.304726430226344

> <JCHEM_POLAR_SURFACE_AREA>
89.9

> <JCHEM_REFRACTIVITY>
93.9948

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.52e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(3aS,6R,6aR,9aS,9bR)-6a-hydroxy-9a-methyl-3-methylidene-2,9-dioxo-hexahydro-3aH-azuleno[4,5-b]furan-6-yl]methyl 3-methylbut-2-enoate

> <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       6.843  -0.442   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.803  -1.646   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.461  -3.148   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.073  -3.816   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.686  -3.148   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.343  -1.646   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.303  -0.442   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.455   0.843   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       4.996   2.285   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.970   0.433   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.901  -1.105   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.033   0.914   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       3.183  -2.660   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       3.482  -4.108   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       2.048  -3.545   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       0.844  -4.505   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       1.073  -6.028   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -0.590  -3.943   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.819  -2.420   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.253  -1.857   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.385  -1.460   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.245  -1.105   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.530  -1.954   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.176   0.433   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      10.380   1.393   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       7.691   0.843   0.000  0.00  0.00           O+0
CONECT    1    2    7   26                                                  
CONECT    2    1    3   22                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   14                                                  
CONECT    6    5    7   11   13                                             
CONECT    7    6    1    8   12                                             
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10    6                                                       
CONECT   12    7                                                            
CONECT   13    6                                                            
CONECT   14    5   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22    2   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24    1                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₆O₆

Average Mass

362.4220 Da

Monoisotopic Mass

362.17294 Da

IUPAC Name

[(3aS,6R,6aR,9aS,9bR)-6a-hydroxy-9a-methyl-3-methylidene-2,9-dioxo-dodecahydroazuleno[4,5-b]furan-6-yl]methyl 3-methylbut-2-enoate

Traditional Name

[(3aS,6R,6aR,9aS,9bR)-6a-hydroxy-9a-methyl-3-methylidene-2,9-dioxo-hexahydro-3aH-azuleno[4,5-b]furan-6-yl]methyl 3-methylbut-2-enoate

CAS Registry Number

Not Available

SMILES

CC(C)=CC(=O)OC[C@H]1CC[C@@H]2[C@@H](OC(=O)C2=C)[C@]2(C)C(=O)CC[C@@]12O

InChI Identifier

InChI=1S/C20H26O6/c1-11(2)9-16(22)25-10-13-5-6-14-12(3)18(23)26-17(14)19(4)15(21)7-8-20(13,19)24/h9,13-14,17,24H,3,5-8,10H2,1-2,4H3/t13-,14+,17-,19+,20-/m1/s1

InChI Key

TYAWIPYSWAZYAE-DZDZPLTMSA-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
Parthenium hispitum	Plant	KNApSAcK
Parthenium integrifolium	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ambrosanolides and secoambrosanolides. These are sesquiterpene lactones from the Ambrosia family, with a backbone derivative of azuleno[6,5-b]furan-2-one (ambrosanolides) or azuleno[4,5-b]furan-2-one (secoambrosanolides).

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Ambrosanolides and secoambrosanolides

Alternative Parents

Substituents

Ambrosanolide
Pseudoguaiane sesquiterpenoid
Sesquiterpenoid
Fatty acid ester
Dicarboxylic acid or derivatives
Gamma butyrolactone
Fatty acyl
Cyclic alcohol
Alpha,beta-unsaturated carboxylic ester
Tertiary alcohol
Tetrahydrofuran
Enoate ester
Lactone
Ketone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Alcohol
Organic oxygen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	1.48	ALOGPS
logP	2.78	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	13.84	ChemAxon
pKa (Strongest Basic)	-3.3	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	4	ChemAxon
Refractivity	93.99 m³·mol⁻¹	ChemAxon
Polarizability	38.19 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00039375

Chemspider ID

17342937

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

16215286

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Hispitolide D (NP0076649)

MOL for NP0076649 (Hispitolide D)

3D MOL for NP0076649 (Hispitolide D)

3D SDF for NP0076649 (Hispitolide D)

3D-SDF for NP0076649 (Hispitolide D)

PDB for NP0076649 (Hispitolide D)

3D PDB for NP0076649 (Hispitolide D)

SMILES for NP0076649 (Hispitolide D)

INCHI for NP0076649 (Hispitolide D)

Structure for NP0076649 (Hispitolide D)

3D Structure for NP0076649 (Hispitolide D)