NP-MRD: Showing NP-Card for 4,9-dihydroxy-1,13-dimethyl-6-methylidene-11-oxapentacyclo[8.6.1.1⁵,⁸.0²,⁸.0¹³,¹⁷]octadecan-12-one (NP0245407)

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Record Information

Version

2.0

Created at

2022-09-07 06:28:49 UTC

Updated at

2022-09-07 06:28:49 UTC

NP-MRD ID

NP0245407

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4,9-dihydroxy-1,13-dimethyl-6-methylidene-11-oxapentacyclo[8.6.1.1⁵,⁸.0²,⁸.0¹³,¹⁷]octadecan-12-one

Description

Ent-7alpha,12beta-Dihydroxy-16-kauren-19,6beta-olide, also known as 7beta,12alpha-dihydroxykaurenolide, belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety. Ent-7alpha,12beta-Dihydroxy-16-kauren-19,6beta-olide is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, ent-7alpha,12beta-dihydroxy-16-kauren-19,6beta-olide has been detected, but not quantified in, fruits and japanese pumpkins. 4,9-dihydroxy-1,13-dimethyl-6-methylidene-11-oxapentacyclo[8.6.1.1⁵,⁸.0²,⁸.0¹³,¹⁷]octadecan-12-one is found in Cucurbita pepo. This could make ent-7alpha,12beta-dihydroxy-16-kauren-19,6beta-olide a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 05061309172D          

 24 28  0  0  0  0            999 V2000
   -2.0478    1.5631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2986    0.4038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3160    2.5044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9193    0.7820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1271    0.5853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1371    1.5725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5531    0.2053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6368    2.0392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3562    1.1124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2477    1.4262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8802    0.6547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2731    0.0228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7375    1.0362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2710    2.5939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7835    1.9576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4628    2.4282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5298    3.0219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5480    1.1765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5665    2.1927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1256    1.6564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5083   -0.7542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0480    3.0592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1748    3.5148    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7456    3.2732    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  6  4  1  0  0  0  0
 10  1  2  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12  7  1  0  0  0  0
 12 11  1  0  0  0  0
 13  7  1  0  0  0  0
 15 14  1  0  0  0  0
 16 14  1  0  0  0  0
 18  2  1  0  0  0  0
 18  5  1  0  0  0  0
 18 13  1  0  0  0  0
 18 15  1  0  0  0  0
 19  3  1  0  0  0  0
 19  6  1  0  0  0  0
 19 15  1  0  0  0  0
 19 17  1  0  0  0  0
 20  8  1  0  0  0  0
 20  9  1  0  0  0  0
 20 13  1  0  0  0  0
 20 16  1  0  0  0  0
 21 12  1  0  0  0  0
 22 16  1  0  0  0  0
 23 17  2  0  0  0  0
 24 14  1  0  0  0  0
 24 17  1  0  0  0  0
M  END

     RDKit          3D

 52 56  0  0  0  0  0  0  0  0999 V2000
    4.2531    0.6895    1.9644 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3362    0.5061    1.0463 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0804    1.2452    0.9134 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3163    0.5863   -0.2553 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5422    0.1646   -1.0873 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3860   -0.4942   -0.0508 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7554   -1.8136    0.3694 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4682   -2.8720   -0.1999 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3304   -1.9185   -0.1837 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6514   -0.6200    0.2157 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8646   -0.6884   -0.0464 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -1.5479   -1.4702    1.0943 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.2576    3.1929    1.1386 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4293    2.8385   -0.3761 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8599    1.6593   -0.9769 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6207    1.6355   -0.9910 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9862    1.6128   -2.3647 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3235    0.6632    0.0495 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1301    1.4435    2.7251 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1443    0.0817    1.9644 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1905    2.3287    0.7478 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4690    1.0910    1.8225 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2980   -0.3956   -1.9738 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0117    1.1203   -1.4019 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4274   -0.6838   -0.3971 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7253   -1.9256    1.4717 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2133   -2.9400   -1.1697 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8351   -2.7381    0.3791 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4287   -2.0792   -1.2476 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6925   -0.6512    1.3496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5514   -2.4835   -1.0943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5650   -1.0083   -2.1280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1110   -1.7919   -1.4730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1461   -1.0968    2.0784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4011   -2.5427    0.9997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5387   -1.8178    1.8109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4304   -1.4454    0.0797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0000    0.6566    2.2639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4486    0.3663    1.2372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5167    0.1143   -1.7428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6381    1.0993   -0.8012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3847    1.8753   -1.7758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3510    1.4836   -1.9342 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9525    2.6720   -0.6729 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2840    1.1828   -2.9035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8797    1.0693    1.0238 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 17  1  6
 16 15  1  0
 15 14  1  0
 14 13  1  0
 13 11  1  0
 11 12  1  6
 11 24  1  0
 24 21  1  0
 21 20  1  0
 20 18  1  0
 18 19  2  0
 21 22  1  0
 22 23  1  0
 22  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  6  2  1  0
  2  1  2  3
  2  3  1  0
 24 16  1  0
 10  4  1  0
 18 16  1  0
  4  3  1  1
 10 11  1  0
 17 46  1  0
 17 47  1  0
 17 48  1  0
 15 44  1  0
 15 45  1  0
 14 42  1  0
 14 43  1  0
 13 40  1  0
 13 41  1  0
 12 37  1  0
 12 38  1  0
 12 39  1  0
 24 52  1  1
 21 49  1  6
 22 50  1  1
 23 51  1  0
  5 29  1  0
  5 30  1  0
  6 31  1  6
  7 32  1  1
  8 33  1  0
  9 34  1  0
  9 35  1  0
 10 36  1  1
  1 25  1  0
  1 26  1  0
  3 27  1  0
  3 28  1  0
M  END


  Mrv0541 05061309172D          

 24 28  0  0  0  0            999 V2000
   -2.0478    1.5631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2986    0.4038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3160    2.5044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9193    0.7820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1271    0.5853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1371    1.5725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5531    0.2053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6368    2.0392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3562    1.1124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2477    1.4262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8802    0.6547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2731    0.0228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7375    1.0362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2710    2.5939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7835    1.9576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4628    2.4282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5298    3.0219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5480    1.1765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5665    2.1927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1256    1.6564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5083   -0.7542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0480    3.0592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1748    3.5148    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7456    3.2732    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  6  4  1  0  0  0  0
 10  1  2  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12  7  1  0  0  0  0
 12 11  1  0  0  0  0
 13  7  1  0  0  0  0
 15 14  1  0  0  0  0
 16 14  1  0  0  0  0
 18  2  1  0  0  0  0
 18  5  1  0  0  0  0
 18 13  1  0  0  0  0
 18 15  1  0  0  0  0
 19  3  1  0  0  0  0
 19  6  1  0  0  0  0
 19 15  1  0  0  0  0
 19 17  1  0  0  0  0
 20  8  1  0  0  0  0
 20  9  1  0  0  0  0
 20 13  1  0  0  0  0
 20 16  1  0  0  0  0
 21 12  1  0  0  0  0
 22 16  1  0  0  0  0
 23 17  2  0  0  0  0
 24 14  1  0  0  0  0
 24 17  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0245407

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC12CCCC3(C)C1C(OC2=O)C(O)C12CC(C(O)CC31)C(=C)C2

> <INCHI_IDENTIFIER>
InChI=1S/C20H28O4/c1-10-8-20-9-11(10)12(21)7-13(20)18(2)5-4-6-19(3)15(18)14(16(20)22)24-17(19)23/h11-16,21-22H,1,4-9H2,2-3H3

> <INCHI_KEY>
OSYJLXUUZYSFTC-UHFFFAOYSA-N

> <FORMULA>
C20H28O4

> <MOLECULAR_WEIGHT>
332.4339

> <EXACT_MASS>
332.198759384

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
36.180731682768304

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4,9-dihydroxy-1,13-dimethyl-6-methylidene-11-oxapentacyclo[8.6.1.1⁵,⁸.0²,⁸.0¹³,¹⁷]octadecan-12-one

> <ALOGPS_LOGP>
1.38

> <JCHEM_LOGP>
1.9357761480000004

> <ALOGPS_LOGS>
-2.68

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.353318038580632

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.699237761072201

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8946584356276549

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
88.26389999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.92e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4,9-dihydroxy-1,13-dimethyl-6-methylidene-11-oxapentacyclo[8.6.1.1⁵,⁸.0²,⁸.0¹³,¹⁷]octadecan-12-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -3.823   2.918   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.424   0.754   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.190   4.675   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.449   1.460   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.971   1.093   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.856   2.935   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.032   0.383   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.189   3.807   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.665   2.077   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.329   2.662   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.643   1.222   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.510   0.043   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.377   1.934   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.372   4.842   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.329   3.654   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.864   4.533   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.722   5.641   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.890   2.196   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.791   4.093   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.234   3.092   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -0.949  -1.408   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -0.090   5.710   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       5.926   6.561   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       3.258   6.110   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   18                                                            
CONECT    3   19                                                            
CONECT    4    5    6                                                       
CONECT    5    4   18                                                       
CONECT    6    4   19                                                       
CONECT    7   12   13                                                       
CONECT    8   10   20                                                       
CONECT    9   11   20                                                       
CONECT   10    1    8   11                                                  
CONECT   11    9   10   12                                                  
CONECT   12    7   11   21                                                  
CONECT   13    7   18   20                                                  
CONECT   14   15   16   24                                                  
CONECT   15   14   18   19                                                  
CONECT   16   14   20   22                                                  
CONECT   17   19   23   24                                                  
CONECT   18    2    5   13   15                                             
CONECT   19    3    6   15   17                                             
CONECT   20    8    9   13   16                                             
CONECT   21   12                                                            
CONECT   22   16                                                            
CONECT   23   17                                                            
CONECT   24   14   17                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   56    0
END

View in JSmol

Synonyms

Value	Source
ent-7a,12b-Dihydroxy-16-kauren-19,6b-olide	Generator
ent-7Α,12β-dihydroxy-16-kauren-19,6β-olide	Generator
7beta,12alpha-Dihydroxykaurenolide	HMDB

Chemical Formula

C₂₀H₂₈O₄

Average Mass

332.4339 Da

Monoisotopic Mass

332.19876 Da

IUPAC Name

4,9-dihydroxy-1,13-dimethyl-6-methylidene-11-oxapentacyclo[8.6.1.1⁵,⁸.0²,⁸.0¹³,¹⁷]octadecan-12-one

Traditional Name

4,9-dihydroxy-1,13-dimethyl-6-methylidene-11-oxapentacyclo[8.6.1.1⁵,⁸.0²,⁸.0¹³,¹⁷]octadecan-12-one

CAS Registry Number

Not Available

SMILES

CC12CCCC3(C)C1C(OC2=O)C(O)C12CC(C(O)CC31)C(=C)C2

InChI Identifier

InChI=1S/C20H28O4/c1-10-8-20-9-11(10)12(21)7-13(20)18(2)5-4-6-19(3)15(18)14(16(20)22)24-17(19)23/h11-16,21-22H,1,4-9H2,2-3H3

InChI Key

OSYJLXUUZYSFTC-UHFFFAOYSA-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
Cucurbita pepo	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Diterpene lactones

Alternative Parents

Substituents

Diterpene lactone
Diterpenoid
Kaurane diterpenoid
Naphthofuran
Gamma butyrolactone
Cyclic alcohol
Tetrahydrofuran
Secondary alcohol
Lactone
Carboxylic acid ester
Oxacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organoheterocyclic compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
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	1.38	ALOGPS
logP	1.94	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	13.7	ChemAxon
pKa (Strongest Basic)	-0.89	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	88.26 m³·mol⁻¹	ChemAxon
Polarizability	36.18 Å³	ChemAxon
Number of Rings	5	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

HMDB0036700

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5088389

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 4,9-dihydroxy-1,13-dimethyl-6-methylidene-11-oxapentacyclo[8.6.1.1⁵,⁸.0²,⁸.0¹³,¹⁷]octadecan-12-one (NP0245407)

MOL for NP0245407 (4,9-dihydroxy-1,13-dimethyl-6-methylidene-11-oxapentacyclo[8.6.1.1⁵,⁸.0²,⁸.0¹³,¹⁷]octadecan-12-one)

3D MOL for NP0245407 (4,9-dihydroxy-1,13-dimethyl-6-methylidene-11-oxapentacyclo[8.6.1.1⁵,⁸.0²,⁸.0¹³,¹⁷]octadecan-12-one)

3D SDF for NP0245407 (4,9-dihydroxy-1,13-dimethyl-6-methylidene-11-oxapentacyclo[8.6.1.1⁵,⁸.0²,⁸.0¹³,¹⁷]octadecan-12-one)

3D-SDF for NP0245407 (4,9-dihydroxy-1,13-dimethyl-6-methylidene-11-oxapentacyclo[8.6.1.1⁵,⁸.0²,⁸.0¹³,¹⁷]octadecan-12-one)

PDB for NP0245407 (4,9-dihydroxy-1,13-dimethyl-6-methylidene-11-oxapentacyclo[8.6.1.1⁵,⁸.0²,⁸.0¹³,¹⁷]octadecan-12-one)

3D PDB for NP0245407 (4,9-dihydroxy-1,13-dimethyl-6-methylidene-11-oxapentacyclo[8.6.1.1⁵,⁸.0²,⁸.0¹³,¹⁷]octadecan-12-one)

SMILES for NP0245407 (4,9-dihydroxy-1,13-dimethyl-6-methylidene-11-oxapentacyclo[8.6.1.1⁵,⁸.0²,⁸.0¹³,¹⁷]octadecan-12-one)

INCHI for NP0245407 (4,9-dihydroxy-1,13-dimethyl-6-methylidene-11-oxapentacyclo[8.6.1.1⁵,⁸.0²,⁸.0¹³,¹⁷]octadecan-12-one)

Structure for NP0245407 (4,9-dihydroxy-1,13-dimethyl-6-methylidene-11-oxapentacyclo[8.6.1.1⁵,⁸.0²,⁸.0¹³,¹⁷]octadecan-12-one)

3D Structure for NP0245407 (4,9-dihydroxy-1,13-dimethyl-6-methylidene-11-oxapentacyclo[8.6.1.1⁵,⁸.0²,⁸.0¹³,¹⁷]octadecan-12-one)