NP-MRD: Showing NP-Card for Sphaeropsidin D (NP0074495)

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Record Information

Version

2.0

Created at

2022-04-28 19:46:55 UTC

Updated at

2022-04-28 19:46:55 UTC

NP-MRD ID

NP0074495

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Sphaeropsidin D

Description

Sphaeropsidin D belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom. Sphaeropsidin D is found in Ceratodon purpureus, Diplodia mutila (Fr.) Mont. and Sphaeropsis sapinea f.sp.cupressi. Based on a literature review very few articles have been published on Sphaeropsidin D.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282221462D          

 26 29  0  0  1  0            999 V2000
    4.9453    0.9029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3089    0.1624    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8494   -0.5228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0262   -0.4674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6626    0.2732    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1222    0.9583    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7586    1.6989    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8570    0.4507    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6629   -0.3512    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8710   -1.4030    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6739   -1.2134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1932   -1.8545    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6935   -2.2087    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2221   -0.8935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2159   -0.0686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4699    0.2837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8715   -0.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2741   -0.0151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4681    0.7867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2595    1.0196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0766   -1.3832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3237   -1.2010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3554    1.0389    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0097   -0.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0617    0.4999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1458    1.3206    0.0000 C   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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  6  0  0  0
  5  8  1  0  0  0  0
  9  8  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  4 11  1  0  0  0  0
 11 12  2  0  0  0  0
 10 13  1  6  0  0  0
 10 14  1  0  0  0  0
 14 15  1  0  0  0  0
  8 15  1  1  0  0  0
 15 16  2  0  0  0  0
  9 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
  8 20  1  0  0  0  0
 17 21  1  0  0  0  0
 17 22  1  0  0  0  0
  5 23  1  6  0  0  0
  2 24  1  1  0  0  0
  2 25  1  6  0  0  0
 25 26  2  0  0  0  0
M  END

     RDKit          3D

 52 55  0  0  0  0  0  0  0  0999 V2000
    5.5394    0.2860    0.9232 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6627   -0.6274    0.6024 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4320   -0.2560   -0.1589 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8591    0.6099   -1.3184 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5170    0.4137    0.7673 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2019    0.2608    0.7593 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3022    0.9342    1.6863 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7672    1.3544    2.7614 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1314    1.1327    1.3928 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8614    1.3990    2.5011 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1689    2.1722    0.4006 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5617    1.5655   -0.7011 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0611    2.1264   -1.6512 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7371    0.0817   -0.6355 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2951   -0.4617   -1.9029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6986   -0.0109   -2.1999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5701   -0.4821   -1.0644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1133    0.2048    0.2174 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9560   -0.4341    1.3329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5737    1.6314    0.1142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7011   -0.0099    0.5395 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5009   -0.6391   -0.2266 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1306   -1.7965    0.4615 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4260   -1.0479   -1.3339 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9451   -2.1865   -1.9794 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7623   -1.4789   -0.7075 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4506    1.3425    0.6745 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4319    0.0137    1.4757 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8030   -1.6509    0.8737 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9267    0.9092   -1.2664 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2607    1.5341   -1.4104 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7622    0.0565   -2.2975 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9546    1.0828    1.5141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5572    0.8586    3.2456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2997   -1.5704   -1.8524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6494   -0.1198   -2.7372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0249   -0.5782   -3.1111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7999    1.0446   -2.4423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6017   -0.1296   -1.2711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4925   -1.5752   -0.9963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8017    0.0770    2.2888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6357   -1.5070    1.3631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9983   -0.4231    0.9683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4590    2.2256    1.0183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6894    1.5785   -0.0727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1798    2.1620   -0.7831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5763   -0.9732    1.0883 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917   -1.7418    1.4233 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6121   -0.2862   -2.0882 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6510   -2.8910   -1.3605 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5107   -2.1337    0.1771 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3711   -2.0466   -1.4112 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 19  1  1
 18 20  1  0
 18 17  1  0
 17 16  1  0
 16 15  1  0
 14 15  1  6
 14 21  1  0
 21  9  1  0
  9 10  1  1
  9 11  1  0
 11 12  1  0
 12 13  2  0
  9  7  1  0
  7  8  2  0
  7  6  1  0
  6  5  2  0
  5  3  1  0
  3  4  1  6
  3 26  1  0
 26 24  1  0
 24 25  1  0
 24 22  1  0
 22 23  1  1
  3  2  1  0
  2  1  2  3
 21 18  1  0
 22  6  1  0
 14 12  1  0
 22 14  1  0
 19 41  1  0
 19 42  1  0
 19 43  1  0
 20 44  1  0
 20 45  1  0
 20 46  1  0
 17 39  1  0
 17 40  1  0
 16 37  1  0
 16 38  1  0
 15 35  1  0
 15 36  1  0
 21 47  1  1
 10 34  1  0
  5 33  1  0
  4 30  1  0
  4 31  1  0
  4 32  1  0
 26 51  1  0
 26 52  1  0
 24 49  1  6
 25 50  1  0
 23 48  1  0
  2 29  1  0
  1 27  1  0
  1 28  1  0
M  END


  Mrv1652304282221462D          

 26 29  0  0  1  0            999 V2000
    4.9453    0.9029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3089    0.1624    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8494   -0.5228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0262   -0.4674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6626    0.2732    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1222    0.9583    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7586    1.6989    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8570    0.4507    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6629   -0.3512    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8710   -1.4030    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6739   -1.2134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1932   -1.8545    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6935   -2.2087    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2221   -0.8935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2159   -0.0686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4699    0.2837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8715   -0.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2741   -0.0151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4681    0.7867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2595    1.0196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0766   -1.3832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3237   -1.2010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3554    1.0389    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0097   -0.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0617    0.4999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1458    1.3206    0.0000 C   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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  6  0  0  0
  5  8  1  0  0  0  0
  9  8  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  4 11  1  0  0  0  0
 11 12  2  0  0  0  0
 10 13  1  6  0  0  0
 10 14  1  0  0  0  0
 14 15  1  0  0  0  0
  8 15  1  1  0  0  0
 15 16  2  0  0  0  0
  9 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
  8 20  1  0  0  0  0
 17 21  1  0  0  0  0
 17 22  1  0  0  0  0
  5 23  1  6  0  0  0
  2 24  1  1  0  0  0
  2 25  1  6  0  0  0
 25 26  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0074495

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(C)CCC[C@]23[C@H]1[C@](O)(OC2=O)C(=O)C1=C[C@](C)(C[C@@H](O)[C@]31O)C=C

> <INCHI_IDENTIFIER>
InChI=1S/C20H26O6/c1-5-17(4)9-11-13(22)20(25)14-16(2,3)7-6-8-18(14,15(23)26-20)19(11,24)12(21)10-17/h5,9,12,14,21,24-25H,1,6-8,10H2,2-4H3/t12-,14+,17-,18+,19+,20-/m1/s1

> <INCHI_KEY>
RGMZNUAVQHIGNL-WSFBEDDRSA-N

> <FORMULA>
C20H26O6

> <MOLECULAR_WEIGHT>
362.422

> <EXACT_MASS>
362.172938557

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
37.283822565425396

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2R,3R,5R,9S,10S)-5-ethenyl-2,3,9-trihydroxy-5,11,11-trimethyl-16-oxatetracyclo[7.5.2.0^{1,10}.0^{2,7}]hexadec-6-ene-8,15-dione

> <ALOGPS_LOGP>
1.20

> <JCHEM_LOGP>
2.041118682666667

> <ALOGPS_LOGS>
-2.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.456765167844416

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.942707221990077

> <JCHEM_PKA_STRONGEST_BASIC>
-3.304808124218539

> <JCHEM_POLAR_SURFACE_AREA>
104.06

> <JCHEM_REFRACTIVITY>
93.28419999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.24e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,3R,5R,9S,10S)-5-ethenyl-2,3,9-trihydroxy-5,11,11-trimethyl-16-oxatetracyclo[7.5.2.0^{1,10}.0^{2,7}]hexadec-6-ene-8,15-dione

> <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       9.231   1.685   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.910   0.303   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.052  -0.976   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.516  -0.872   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.837   0.510   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.695   1.789   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       7.016   3.171   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       5.333   0.841   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.971  -0.656   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.359  -2.619   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.858  -2.265   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       7.827  -3.462   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       5.028  -4.123   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       4.148  -1.668   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       4.136  -0.128   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.744   0.530   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       3.493  -1.090   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.378  -0.028   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.740   1.469   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.218   1.903   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.876  -2.582   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.471  -2.242   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       6.263   1.939   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      11.218  -0.510   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      11.315   0.933   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      11.472   2.465   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3   24   25                                             
CONECT    3    2    4                                                       
CONECT    4    3    5   11                                                  
CONECT    5    4    6    8   23                                             
CONECT    6    5    1    7                                                  
CONECT    7    6                                                            
CONECT    8    5    9   15   20                                             
CONECT    9    8   10   17                                                  
CONECT   10    9   11   13   14                                             
CONECT   11   10    4   12                                                  
CONECT   12   11                                                            
CONECT   13   10                                                            
CONECT   14   10   15                                                       
CONECT   15   14    8   16                                                  
CONECT   16   15                                                            
CONECT   17    9   18   21   22                                             
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19    8                                                       
CONECT   21   17                                                            
CONECT   22   17                                                            
CONECT   23    5                                                            
CONECT   24    2                                                            
CONECT   25    2   26                                                       
CONECT   26   25                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₆O₆

Average Mass

362.4220 Da

Monoisotopic Mass

362.17294 Da

IUPAC Name

(1R,2R,3R,5R,9S,10S)-5-ethenyl-2,3,9-trihydroxy-5,11,11-trimethyl-16-oxatetracyclo[7.5.2.0^{1,10}.0^{2,7}]hexadec-6-ene-8,15-dione

Traditional Name

(1R,2R,3R,5R,9S,10S)-5-ethenyl-2,3,9-trihydroxy-5,11,11-trimethyl-16-oxatetracyclo[7.5.2.0^{1,10}.0^{2,7}]hexadec-6-ene-8,15-dione

CAS Registry Number

Not Available

SMILES

CC1(C)CCC[C@]23[C@H]1[C@](O)(OC2=O)C(=O)C1=C[C@](C)(C[C@@H](O)[C@]31O)C=C

InChI Identifier

InChI=1S/C20H26O6/c1-5-17(4)9-11-13(22)20(25)14-16(2,3)7-6-8-18(14,15(23)26-20)19(11,24)12(21)10-17/h5,9,12,14,21,24-25H,1,6-8,10H2,2-4H3/t12-,14+,17-,18+,19+,20-/m1/s1

InChI Key

RGMZNUAVQHIGNL-WSFBEDDRSA-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
Ceratodon purpureus	LOTUS Database	35616633
Diplodia mutila (Fr.) Mont.	Fungi	KNApSAcK
Sphaeropsis sapinea f.sp.cupressi	Fungi	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactones

Sub Class

Gamma butyrolactones

Direct Parent

Gamma butyrolactones

Alternative Parents

Substituents

Oxepane
Alpha-acyloxy ketone
Gamma butyrolactone
Cyclic alcohol
Tertiary alcohol
Tetrahydrofuran
1,2-diol
Carboxylic acid ester
Hemiacetal
Ketone
Secondary alcohol
Monocarboxylic acid or derivatives
Polyol
Carboxylic acid derivative
Oxacycle
Carbonyl group
Organic oxide
Organic oxygen compound
Alcohol
Organooxygen compound
Hydrocarbon derivative
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

gamma-lactone (CHEBI:69496 )

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	1.2	ALOGPS
logP	2.04	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	9.94	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	104.06 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	93.28 m³·mol⁻¹	ChemAxon
Polarizability	37.28 Å³	ChemAxon
Number of Rings	4	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

C00035747

Chemspider ID

552498

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

636779

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Sphaeropsidin D (NP0074495)

MOL for NP0074495 (Sphaeropsidin D)

3D MOL for NP0074495 (Sphaeropsidin D)

3D SDF for NP0074495 (Sphaeropsidin D)

3D-SDF for NP0074495 (Sphaeropsidin D)

PDB for NP0074495 (Sphaeropsidin D)

3D PDB for NP0074495 (Sphaeropsidin D)

SMILES for NP0074495 (Sphaeropsidin D)

INCHI for NP0074495 (Sphaeropsidin D)

Structure for NP0074495 (Sphaeropsidin D)

3D Structure for NP0074495 (Sphaeropsidin D)