NP-MRD: Showing NP-Card for 4,5,12-trihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadec-13-ene-9-carboxylic acid (NP0250871)

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Record Information

Version

2.0

Created at

2022-09-07 13:51:24 UTC

Updated at

2022-09-07 13:51:25 UTC

NP-MRD ID

NP0250871

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4,5,12-trihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadec-13-ene-9-carboxylic acid

Description

Gibberellin A87, also known as GA87, belongs to the class of organic compounds known as c19-gibberellin 6-carboxylic acids. These are c19-gibberellins with a carboxyl group at the 6-position. Gibberellin A87 is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, gibberellin A87 has been detected, but not quantified in, several different foods, such as fruits, peachs, sour cherries, and sweet cherries. 4,5,12-trihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadec-13-ene-9-carboxylic acid is found in Prunus avium and Prunus cerasus. This could make gibberellin A87 a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 09121200372D          

 26 30  0  0  0  0            999 V2000
   -2.9103   -0.0003    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2636   -0.4847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9403   -1.1313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9703   -0.9696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1613   -0.9696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5655   -1.6978    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2936   -1.5362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1020   -1.8594    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9103   -0.9696    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1020   -0.4847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3738   -1.0505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5655   -0.7272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7272    0.0805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4553   -0.0003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0211    0.4038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8294    0.6463    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7272    0.9703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5362    1.1320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8594    1.8594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0003    1.8594    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4038    1.1320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0805    0.3230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6463   -0.3230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4553   -0.4847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6169    0.3230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2128    1.3745    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
  2 24  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5 12  1  0  0  0  0
  5 23  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7 24  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 15  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 17  1  0  0  0  0
 13 22  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 18  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 26  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
M  END

     RDKit          3D

 48 52  0  0  0  0  0  0  0  0999 V2000
   -3.5142   -0.7081    2.1618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7447   -0.2559    1.1840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2580    0.0027    1.2992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8834    0.5572   -0.0212 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1238    1.1910   -0.5316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1315    0.0944   -0.2067 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4272    0.4883   -0.3409 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8878   -1.1366   -1.0478 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1287   -0.9453   -2.3862 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4716   -1.6823   -0.7995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5390   -0.5724   -1.0233 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8810   -0.7683   -0.8395 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3939   -2.0527   -0.3796 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6247   -1.9921    0.1793 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5135   -0.8142    0.0162 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1421   -0.6022    1.2641 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7347    0.4774   -0.2564 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4504    1.6489    0.3054 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5724    0.5371   -1.7383 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1823    1.2770   -2.5406 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5978   -0.4074   -2.0289 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3582    0.2602    0.2117 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3616    1.3539   -0.1073 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3843    2.4977    0.7887 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5441    3.6455    0.2226 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2532    2.4759    2.1675 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5672   -0.8502    1.9464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1707   -0.9426    3.1472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7240   -0.9352    1.5597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1161    0.6827    2.1404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1102    1.3107   -1.6427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4239    2.1153   -0.0326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9710   -0.2758   -0.6748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5764   -1.9228   -0.6775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8367   -1.5620   -2.7476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3261   -2.4412   -1.6234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3918   -2.2286    0.1342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7589   -0.1312   -2.0351 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9084   -2.9999   -0.4399 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0132   -2.8220    0.7799 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3032   -0.9663   -0.7324 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0991   -0.7786    1.2359 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2743    1.6809    1.4004 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5541    1.5008    0.1475 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1873    2.5979   -0.2004 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2292   -0.1124    1.2253 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4922    1.6426   -1.1813 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0278    2.8681    2.7182 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 18  1  1
 17 22  1  0
 22 23  1  0
 23 24  1  0
 24 26  1  0
 24 25  2  0
 23  4  1  0
  4  3  1  1
  3  2  1  0
  2  1  2  3
  2  6  1  0
  6  7  1  1
  6  5  1  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 21  1  6
 21 19  1  0
 19 20  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 19 17  1  0
 15 17  1  0
 12 22  1  0
  5  4  1  0
 11  4  1  0
 18 43  1  0
 18 44  1  0
 18 45  1  0
 22 46  1  1
 23 47  1  6
 26 48  1  0
  3 29  1  0
  3 30  1  0
  1 27  1  0
  1 28  1  0
  7 33  1  0
  5 31  1  0
  5 32  1  0
  8 34  1  1
  9 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  6
 13 39  1  0
 14 40  1  0
 15 41  1  6
 16 42  1  0
M  END


  Mrv0541 09121200372D          

 26 30  0  0  0  0            999 V2000
   -2.9103   -0.0003    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2636   -0.4847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9403   -1.1313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9703   -0.9696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1613   -0.9696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5655   -1.6978    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2936   -1.5362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1020   -1.8594    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9103   -0.9696    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1020   -0.4847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3738   -1.0505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5655   -0.7272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7272    0.0805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4553   -0.0003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0211    0.4038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8294    0.6463    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7272    0.9703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5362    1.1320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8594    1.8594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0003    1.8594    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4038    1.1320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0805    0.3230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6463   -0.3230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4553   -0.4847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6169    0.3230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2128    1.3745    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
  2 24  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5 12  1  0  0  0  0
  5 23  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7 24  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 15  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 17  1  0  0  0  0
 13 22  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 18  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 26  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0250871

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC12C3C(C(O)=O)C45CC(=C)C(O)(C4)C(O)CC5C3(OC1=O)C=CC2O

> <INCHI_IDENTIFIER>
InChI=1S/C19H22O7/c1-8-6-17-7-18(8,25)11(21)5-9(17)19-4-3-10(20)16(2,15(24)26-19)13(19)12(17)14(22)23/h3-4,9-13,20-21,25H,1,5-7H2,2H3,(H,22,23)

> <INCHI_KEY>
DBCALXGMWSCZIP-UHFFFAOYSA-N

> <FORMULA>
C19H22O7

> <MOLECULAR_WEIGHT>
362.3738

> <EXACT_MASS>
362.136553058

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
35.579253405540456

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4,5,12-trihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadec-13-ene-9-carboxylic acid

> <ALOGPS_LOGP>
-0.36

> <JCHEM_LOGP>
-0.7239903233333327

> <ALOGPS_LOGS>
-1.69

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.145653775282998

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.079972895646509

> <JCHEM_PKA_STRONGEST_BASIC>
-3.208380910538372

> <JCHEM_POLAR_SURFACE_AREA>
124.29

> <JCHEM_REFRACTIVITY>
87.77699999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.48e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4,5,12-trihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadec-13-ene-9-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-12         0                                  
HETATM    1  O   UNK     0      -5.433  -0.001   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -4.225  -0.905   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.622  -2.112   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.811  -1.810   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.301  -1.810   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -1.056  -3.169   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -2.415  -2.868   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -3.924  -3.471   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       5.433  -1.810   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       3.924  -0.905   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.564  -1.961   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.056  -1.357   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.357   0.150   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.717  -0.001   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.773   0.754   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       5.282   1.206   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       1.357   1.811   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.868   2.113   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.471   3.471   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       0.001   3.471   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -0.754   2.113   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.150   0.603   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.206  -0.603   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.717  -0.905   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -3.018   0.603   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -2.264   2.566   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   24                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   12   23                                             
CONECT    6    5    7                                                       
CONECT    7    6    8   24                                                  
CONECT    8    7                                                            
CONECT    9   10                                                            
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12    5   11   13                                                  
CONECT   13   12   14   17   22                                             
CONECT   14   13   15                                                       
CONECT   15   10   14   16   18                                             
CONECT   16   15                                                            
CONECT   17   13   18                                                       
CONECT   18   15   17   19                                                  
CONECT   19   18                                                            
CONECT   20   21                                                            
CONECT   21   20   22   26                                                  
CONECT   22   13   21   23                                                  
CONECT   23    5   22   24                                                  
CONECT   24    2    7   23   25                                             
CONECT   25   24                                                            
CONECT   26   21                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   60    0
END

View in JSmol

Synonyms

Value	Source
GA87	HMDB
4,5,12-Trihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadec-13-ene-9-carboxylate	Generator

Chemical Formula

C₁₉H₂₂O₇

Average Mass

362.3738 Da

Monoisotopic Mass

362.13655 Da

IUPAC Name

4,5,12-trihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadec-13-ene-9-carboxylic acid

Traditional Name

4,5,12-trihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadec-13-ene-9-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC12C3C(C(O)=O)C45CC(=C)C(O)(C4)C(O)CC5C3(OC1=O)C=CC2O

InChI Identifier

InChI=1S/C19H22O7/c1-8-6-17-7-18(8,25)11(21)5-9(17)19-4-3-10(20)16(2,15(24)26-19)13(19)12(17)14(22)23/h3-4,9-13,20-21,25H,1,5-7H2,2H3,(H,22,23)

InChI Key

DBCALXGMWSCZIP-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
Prunus avium	LOTUS Database	35616633
Prunus cerasus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as c19-gibberellin 6-carboxylic acids. These are c19-gibberellins with a carboxyl group at the 6-position.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

C19-gibberellin 6-carboxylic acids

Alternative Parents

Not Available

Substituents

Not Available

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	-0.36	ALOGPS
logP	-0.72	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	4.08	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	124.29 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	87.78 m³·mol⁻¹	ChemAxon
Polarizability	35.58 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0039239

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB018776

KNApSAcK ID

C00000087

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

131752584

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 4,5,12-trihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadec-13-ene-9-carboxylic acid (NP0250871)

MOL for NP0250871 (4,5,12-trihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadec-13-ene-9-carboxylic acid)

3D MOL for NP0250871 (4,5,12-trihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadec-13-ene-9-carboxylic acid)

3D SDF for NP0250871 (4,5,12-trihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadec-13-ene-9-carboxylic acid)

3D-SDF for NP0250871 (4,5,12-trihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadec-13-ene-9-carboxylic acid)

PDB for NP0250871 (4,5,12-trihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadec-13-ene-9-carboxylic acid)

3D PDB for NP0250871 (4,5,12-trihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadec-13-ene-9-carboxylic acid)

SMILES for NP0250871 (4,5,12-trihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadec-13-ene-9-carboxylic acid)

INCHI for NP0250871 (4,5,12-trihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadec-13-ene-9-carboxylic acid)

Structure for NP0250871 (4,5,12-trihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadec-13-ene-9-carboxylic acid)

3D Structure for NP0250871 (4,5,12-trihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadec-13-ene-9-carboxylic acid)