NP-MRD: Showing NP-Card for 7-[6-(3-hydroperoxyoct-1-en-1-yl)-2,3-dioxabicyclo[2.2.1]heptan-5-yl]hept-5-enoic acid (NP0199850)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-04 18:34:03 UTC

Updated at

2022-09-04 18:34:03 UTC

NP-MRD ID

NP0199850

Secondary Accession Numbers

None

Natural Product Identification

Common Name

7-[6-(3-hydroperoxyoct-1-en-1-yl)-2,3-dioxabicyclo[2.2.1]heptan-5-yl]hept-5-enoic acid

Description

51982-36-6, Also known as PGG(2) or prostaglandin G2, belongs to the class of organic compounds known as prostaglandins and related compounds. These are unsaturated carboxylic acids consisting of a 20 carbon skeleton that also contains a five member ring, and are based upon the fatty acid arachidonic acid. 7-[6-(3-hydroperoxyoct-1-en-1-yl)-2,3-dioxabicyclo[2.2.1]heptan-5-yl]hept-5-enoic acid is found in Gersemia fruticosa. 51982-36-6 Is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004201500182D          

 26 27  0  0  0  0            999 V2000
   -5.5243   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6993   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4618    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0493    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2243    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8118    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2243   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8118    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9868    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5743    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2507    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6632    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4882    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9007    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7257    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1382    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9632    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3757   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2007   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9632   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6632    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1618    2.6516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9868    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5743    3.5724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2507    3.5724    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
  7  8  1  0  0  0  0
  9  6  1  4  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 14 13  1  4  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 12 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 11 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 22 26  1  0  0  0  0
M  END

     RDKit          3D

 58 59  0  0  0  0  0  0  0  0999 V2000
   -7.4563   -0.5216    0.9552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2024   -1.1301    0.4269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4440   -0.2173   -0.5011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0325    1.0701    0.1817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1503    0.8394    1.3609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8653    0.1349    1.0265 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0587    0.8195    0.0212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1278    0.1421   -0.6461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2790    0.7957   -1.6816 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3252    0.1023   -3.0110 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5681   -1.0832   -2.7022 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7784   -0.1719   -2.3970 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7439    0.5747   -3.5805 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5023    0.8115   -3.8685 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2073    0.7223   -1.3229 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4234    0.1976    0.0490 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8314    0.1618    0.4849 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8268    0.6160   -0.2431 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2572    0.5673    0.2178 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3844   -0.0457    1.5691 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8048   -0.0900    2.0324 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6928   -0.8963    1.1758 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2974   -1.5260    0.1856 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0602   -0.9849    1.4563 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0881   -0.0498    2.1677 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8759   -1.3208    2.4336 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3161   -1.1800    0.7225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6872    0.4567    0.4785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4205   -0.4460    2.0613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4471   -2.0562   -0.1268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5576   -1.4438    1.2835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0907    0.0279   -1.3666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5541   -0.7678   -0.8610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5166    1.7261   -0.5502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9155    1.6461    0.5284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6981    0.2643    2.1305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8932    1.8179    1.7978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0997   -0.8979    0.6407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1868    1.8610   -0.2054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9600   -0.9289   -0.4539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5579    1.8793   -1.7771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2909   -0.1443   -3.3887 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2663   -1.6868   -1.8585 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7631   -1.6562   -3.6330 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6578   -0.7255   -2.1963 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6751    1.7173   -1.4260 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8926    0.9012    0.7549 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9390   -0.7944    0.1953 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1258   -0.2557    1.4605 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6071    1.0642   -1.2011 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6458    1.5981    0.2044 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7861   -0.0071   -0.5613 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7951    0.5507    2.3006 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9903   -1.1026    1.5839 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2050    0.9636    1.9914 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8774   -0.4050    3.1005 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7001   -0.4302    0.8801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2075   -1.9061    1.7007 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6 25  1  0
 25 26  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 24  1  0
 22 23  2  0
 15  9  1  0
 14 10  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  6
 26 58  1  0
  7 39  1  0
  8 40  1  0
  9 41  1  6
 10 42  1  6
 11 43  1  0
 11 44  1  0
 12 45  1  1
 15 46  1  1
 16 47  1  0
 16 48  1  0
 17 49  1  0
 18 50  1  0
 19 51  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
 21 55  1  0
 21 56  1  0
 24 57  1  0
M  END


  Mrv1533004201500182D          

 26 27  0  0  0  0            999 V2000
   -5.5243   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6993   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4618    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0493    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2243    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8118    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2243   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8118    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9868    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5743    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2507    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6632    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4882    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9007    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7257    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1382    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9632    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3757   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2007   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9632   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6632    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1618    2.6516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9868    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5743    3.5724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2507    3.5724    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
  7  8  1  0  0  0  0
  9  6  1  4  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 14 13  1  4  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 12 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 11 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 22 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0199850

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCC(OO)C=CC1C2CC(OO2)C1CC=CCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H32O6/c1-2-3-6-9-15(24-23)12-13-17-16(18-14-19(17)26-25-18)10-7-4-5-8-11-20(21)22/h4,7,12-13,15-19,23H,2-3,5-6,8-11,14H2,1H3,(H,21,22)

> <INCHI_KEY>
SGUKUZOVHSFKPH-UHFFFAOYSA-N

> <FORMULA>
C20H32O6

> <MOLECULAR_WEIGHT>
368.47

> <EXACT_MASS>
368.21988875

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
40.827820684340615

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-[6-(3-hydroperoxyoct-1-en-1-yl)-2,3-dioxabicyclo[2.2.1]heptan-5-yl]hept-5-enoic acid

> <ALOGPS_LOGP>
4.31

> <JCHEM_LOGP>
4.406262963333332

> <ALOGPS_LOGS>
-4.15

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.712417615263744

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.355293577134534

> <JCHEM_PKA_STRONGEST_BASIC>
-4.23678854343082

> <JCHEM_POLAR_SURFACE_AREA>
85.22000000000001

> <JCHEM_REFRACTIVITY>
99.39209999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.64e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-[6-(3-hydroperoxyoct-1-en-1-yl)-2,3-dioxabicyclo[2.2.1]heptan-5-yl]hept-5-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 20-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-15         0                                  
HETATM    1  C   UNK     0     -10.312  -1.334   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.772  -1.334   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -8.002   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.462   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.692   1.334   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.152   1.334   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -3.382   0.000   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -4.152  -1.334   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -3.382   2.667   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.842   2.667   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.072   4.001   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.468   4.001   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.238   2.667   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.778   2.667   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.548   1.334   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.088   1.334   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.858   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.398   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.168  -1.334   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       9.708  -1.334   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       7.398  -2.667   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       1.238   5.335   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.302   4.950   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.842   5.335   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -1.072   6.668   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       0.468   6.668   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    9                                                  
CONECT    7    6    8                                                       
CONECT    8    7                                                            
CONECT    9    6   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   24                                                  
CONECT   12   11   13   22                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   12   23   26                                                  
CONECT   23   22   24                                                       
CONECT   24   23   11   25                                                  
CONECT   25   24   26                                                       
CONECT   26   25   22                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   54    0
END

View in JSmol

Synonyms

Value	Source
PGG(2)	MeSH
PGG2	MeSH
Prostaglandin g2	MeSH

Chemical Formula

C₂₀H₃₂O₆

Average Mass

368.4700 Da

Monoisotopic Mass

368.21989 Da

IUPAC Name

7-[6-(3-hydroperoxyoct-1-en-1-yl)-2,3-dioxabicyclo[2.2.1]heptan-5-yl]hept-5-enoic acid

Traditional Name

7-[6-(3-hydroperoxyoct-1-en-1-yl)-2,3-dioxabicyclo[2.2.1]heptan-5-yl]hept-5-enoic acid

CAS Registry Number

Not Available

SMILES

CCCCCC(OO)C=CC1C2CC(OO2)C1CC=CCCCC(O)=O

InChI Identifier

InChI=1S/C20H32O6/c1-2-3-6-9-15(24-23)12-13-17-16(18-14-19(17)26-25-18)10-7-4-5-8-11-20(21)22/h4,7,12-13,15-19,23H,2-3,5-6,8-11,14H2,1H3,(H,21,22)

InChI Key

SGUKUZOVHSFKPH-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
Gersemia fruticosa	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as prostaglandins and related compounds. These are unsaturated carboxylic acids consisting of a 20 carbon skeleton that also contains a five member ring, and are based upon the fatty acid arachidonic acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Eicosanoids

Direct Parent

Prostaglandins and related compounds

Alternative Parents

Substituents

Prostaglandin skeleton
Long-chain fatty acid
Hydroperoxy fatty acid
Heterocyclic fatty acid
Ortho-dioxane
Fatty acid
Unsaturated fatty acid
Allylic hydroperoxide
Ortho-dioxolane
Dialkyl peroxide
Hydroperoxide
Alkyl hydroperoxide
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Peroxol
Hydrocarbon derivative
Carbonyl group
Organic oxygen compound
Organooxygen compound
Organic oxide
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	4.31	ALOGPS
logP	4.41	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	4.36	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	85.22 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	99.39 m³·mol⁻¹	ChemAxon
Polarizability	40.83 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

4958

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 7-[6-(3-hydroperoxyoct-1-en-1-yl)-2,3-dioxabicyclo[2.2.1]heptan-5-yl]hept-5-enoic acid (NP0199850)

MOL for NP0199850 (7-[6-(3-hydroperoxyoct-1-en-1-yl)-2,3-dioxabicyclo[2.2.1]heptan-5-yl]hept-5-enoic acid)

3D MOL for NP0199850 (7-[6-(3-hydroperoxyoct-1-en-1-yl)-2,3-dioxabicyclo[2.2.1]heptan-5-yl]hept-5-enoic acid)

3D SDF for NP0199850 (7-[6-(3-hydroperoxyoct-1-en-1-yl)-2,3-dioxabicyclo[2.2.1]heptan-5-yl]hept-5-enoic acid)

3D-SDF for NP0199850 (7-[6-(3-hydroperoxyoct-1-en-1-yl)-2,3-dioxabicyclo[2.2.1]heptan-5-yl]hept-5-enoic acid)

PDB for NP0199850 (7-[6-(3-hydroperoxyoct-1-en-1-yl)-2,3-dioxabicyclo[2.2.1]heptan-5-yl]hept-5-enoic acid)

3D PDB for NP0199850 (7-[6-(3-hydroperoxyoct-1-en-1-yl)-2,3-dioxabicyclo[2.2.1]heptan-5-yl]hept-5-enoic acid)

SMILES for NP0199850 (7-[6-(3-hydroperoxyoct-1-en-1-yl)-2,3-dioxabicyclo[2.2.1]heptan-5-yl]hept-5-enoic acid)

INCHI for NP0199850 (7-[6-(3-hydroperoxyoct-1-en-1-yl)-2,3-dioxabicyclo[2.2.1]heptan-5-yl]hept-5-enoic acid)

Structure for NP0199850 (7-[6-(3-hydroperoxyoct-1-en-1-yl)-2,3-dioxabicyclo[2.2.1]heptan-5-yl]hept-5-enoic acid)

3D Structure for NP0199850 (7-[6-(3-hydroperoxyoct-1-en-1-yl)-2,3-dioxabicyclo[2.2.1]heptan-5-yl]hept-5-enoic acid)