NP-MRD: Showing NP-Card for (5z)-5-[(2e,4e)-13-{4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}-2,7,11-trimethyltrideca-2,4,6,8,10,12-hexaen-1-ylidene]-3-[2-(2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)ethyl]furan-2-one (NP0163301)

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Record Information

Version

2.0

Created at

2022-09-02 21:53:34 UTC

Updated at

2022-09-02 21:53:34 UTC

NP-MRD ID

NP0163301

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(5z)-5-[(2e,4e)-13-{4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}-2,7,11-trimethyltrideca-2,4,6,8,10,12-hexaen-1-ylidene]-3-[2-(2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)ethyl]furan-2-one

Description

(5z)-5-[(2e,4e)-13-{4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}-2,7,11-trimethyltrideca-2,4,6,8,10,12-hexaen-1-ylidene]-3-[2-(2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)ethyl]furan-2-one is found in Bathycoccus prasinos. (5Z)-5-[(2E,4E)-13-{4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]Heptan-1-yl}-2,7,11-trimethyltrideca-2,4,6,8,10,12-hexaen-1-ylidene]-3-[2-(2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)ethyl]-2,5-dihydrofuran-2-one is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004151518312D          

 45 48  0  0  0  0            999 V2000
   -3.2362   -4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6487   -3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4737   -3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8862   -4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7112   -4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1237   -5.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9487   -5.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3612   -4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3612   -5.8263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9487   -6.5408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1282   -6.6270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9567   -7.4340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2030   -7.7695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6711   -7.8465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2842   -7.2944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7574   -8.6670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0899   -9.1519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1762   -9.9724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5087  -10.4573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5950  -11.2778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3487  -11.6133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4349  -12.4338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0161  -11.1284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9299  -10.3079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.2915   -9.5664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7551  -10.1217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2362   -2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4112   -2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9987   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1737   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7612   -2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7612   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0638   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4763   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2382   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4763   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0638    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1908    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9053   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6197    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9053   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1908   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5781   -1.9659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8035   -1.9659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  4  0  0  0
  4  5  2  0  0  0  0
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 33 31  1  4  0  0  0
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 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 40 42  1  0  0  0  0
 42 43  1  0  0  0  0
 35 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  1  0  0  0  0
M  END


  Mrv1533004151518312D          

 45 48  0  0  0  0            999 V2000
   -3.2362   -4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6487   -3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4737   -3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8862   -4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7112   -4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1237   -5.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9487   -5.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3612   -4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3612   -5.8263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9487   -6.5408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1282   -6.6270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9567   -7.4340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2030   -7.7695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6711   -7.8465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2842   -7.2944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7574   -8.6670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0899   -9.1519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1762   -9.9724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5087  -10.4573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5950  -11.2778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3487  -11.6133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4349  -12.4338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0161  -11.1284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9299  -10.3079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7468  -10.1931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2915   -9.5664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7551  -10.1217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2362   -2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4112   -2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9987   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1737   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7612   -2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7612   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0638   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4763   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2382   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4763   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0638    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1908    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9053   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6197    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9053   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1908   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5781   -1.9659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8035   -1.9659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  4  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  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  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 10 15  1  0  0  0  0
 14 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
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 18 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 19 27  1  0  0  0  0
 28  2  1  4  0  0  0
 28 29  2  0  0  0  0
 30 29  1  4  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 33 31  1  4  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 40 42  1  0  0  0  0
 42 43  1  0  0  0  0
 35 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0163301

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C=CC=C(C)C=CC12OC1(C)CC(O)CC2(C)C)=C\C=C\C=C(/C)\C=C1/OC(=O)C(CCC2C(C)=CC(=O)CC2(C)C)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C40H52O5/c1-27(15-12-16-28(2)19-20-40-38(7,8)25-33(42)26-39(40,9)45-40)13-10-11-14-29(3)21-34-23-31(36(43)44-34)17-18-35-30(4)22-32(41)24-37(35,5)6/h10-16,19-23,33,35,42H,17-18,24-26H2,1-9H3/b11-10+,15-12?,20-19?,27-13?,28-16?,29-14+,34-21-

> <INCHI_KEY>
NGKSEVYOCARGLQ-QZEUTGNPSA-N

> <FORMULA>
C40H52O5

> <MOLECULAR_WEIGHT>
612.851

> <EXACT_MASS>
612.381474774

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
97

> <JCHEM_AVERAGE_POLARIZABILITY>
73.14007780244361

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(5Z)-5-[(2E,4E)-13-{4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}-2,7,11-trimethyltrideca-2,4,6,8,10,12-hexaen-1-ylidene]-3-[2-(2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)ethyl]-2,5-dihydrofuran-2-one

> <ALOGPS_LOGP>
7.78

> <JCHEM_LOGP>
7.665229051333336

> <ALOGPS_LOGS>
-6.14

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.139684034106125

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7377022034819802

> <JCHEM_POLAR_SURFACE_AREA>
76.13000000000001

> <JCHEM_REFRACTIVITY>
191.8548

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.41e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(5Z)-5-[(2E,4E)-13-{4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}-2,7,11-trimethyltrideca-2,4,6,8,10,12-hexaen-1-ylidene]-3-[2-(2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)ethyl]furan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-APR-15         0                                  
HETATM    1  C   UNK     0      -6.041  -8.208   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.811  -6.875   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -8.351  -6.875   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -9.121  -8.208   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -10.661  -8.208   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -11.431  -9.542   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -12.971  -9.542   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -13.741  -8.208   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0     -13.741 -10.876   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -12.971 -12.209   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0     -11.439 -12.370   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0     -11.119 -13.877   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -9.712 -14.503   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0     -12.453 -14.647   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -13.597 -13.616   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -12.614 -16.178   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -11.368 -17.084   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -11.529 -18.615   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0     -10.283 -19.520   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0     -10.444 -21.052   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0     -11.851 -21.678   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0     -12.012 -23.210   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0     -13.097 -20.773   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0     -12.936 -19.241   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0     -14.461 -19.027   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -13.611 -17.857   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -8.876 -18.894   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -6.041  -5.541   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -4.501  -5.541   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -3.731  -4.207   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -2.191  -4.207   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -1.421  -5.541   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -1.421  -2.874   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       0.119  -2.874   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       0.889  -1.540   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      -0.445  -0.770   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       0.889  -0.000   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       0.119   1.334   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       2.223   0.770   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       3.556  -0.000   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       4.890   0.770   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       3.556  -1.540   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       2.223  -2.310   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       2.946  -3.670   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       1.500  -3.670   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   28                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14   10                                                       
CONECT   16   14   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   24                                                  
CONECT   19   18   20   27                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   18   25   26                                             
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   19                                                            
CONECT   28    2   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36   37   43                                             
CONECT   36   35   37                                                       
CONECT   37   36   35   38   39                                             
CONECT   38   37                                                            
CONECT   39   37   40                                                       
CONECT   40   39   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40   43                                                       
CONECT   43   42   35   44   45                                             
CONECT   44   43                                                            
CONECT   45   43                                                            
MASTER        0    0    0    0    0    0    0    0   45    0   96    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₀H₅₂O₅

Average Mass

612.8510 Da

Monoisotopic Mass

612.38147 Da

IUPAC Name

(5Z)-5-[(2E,4E)-13-{4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}-2,7,11-trimethyltrideca-2,4,6,8,10,12-hexaen-1-ylidene]-3-[2-(2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)ethyl]-2,5-dihydrofuran-2-one

Traditional Name

(5Z)-5-[(2E,4E)-13-{4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}-2,7,11-trimethyltrideca-2,4,6,8,10,12-hexaen-1-ylidene]-3-[2-(2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)ethyl]furan-2-one

CAS Registry Number

Not Available

SMILES

CC(C=CC=C(C)C=CC12OC1(C)CC(O)CC2(C)C)=C\C=C\C=C(/C)\C=C1/OC(=O)C(CCC2C(C)=CC(=O)CC2(C)C)=C1

InChI Identifier

InChI=1S/C40H52O5/c1-27(15-12-16-28(2)19-20-40-38(7,8)25-33(42)26-39(40,9)45-40)13-10-11-14-29(3)21-34-23-31(36(43)44-34)17-18-35-30(4)22-32(41)24-37(35,5)6/h10-16,19-23,33,35,42H,17-18,24-26H2,1-9H3/b11-10+,15-12?,20-19?,27-13?,28-16?,29-14+,34-21-

InChI Key

NGKSEVYOCARGLQ-QZEUTGNPSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Bathycoccus prasinos	LOTUS Database	35616633

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
Cyclohexenone
Oxepane
2-furanone
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Enol ester
Dihydrofuran
Cyclic alcohol
Cyclic ketone
Secondary alcohol
Lactone
Ketone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Ether
Oxirane
Dialkyl ether
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
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	7.78	ALOGPS
logP	7.67	ChemAxon
logS	-6.1	ALOGPS
pKa (Strongest Acidic)	15.14	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	76.13 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	191.85 m³·mol⁻¹	ChemAxon
Polarizability	73.14 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (5z)-5-[(2e,4e)-13-{4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}-2,7,11-trimethyltrideca-2,4,6,8,10,12-hexaen-1-ylidene]-3-[2-(2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)ethyl]furan-2-one (NP0163301)

MOL for NP0163301 ((5z)-5-[(2e,4e)-13-{4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}-2,7,11-trimethyltrideca-2,4,6,8,10,12-hexaen-1-ylidene]-3-[2-(2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)ethyl]furan-2-one)

3D MOL for NP0163301 ((5z)-5-[(2e,4e)-13-{4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}-2,7,11-trimethyltrideca-2,4,6,8,10,12-hexaen-1-ylidene]-3-[2-(2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)ethyl]furan-2-one)

3D SDF for NP0163301 ((5z)-5-[(2e,4e)-13-{4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}-2,7,11-trimethyltrideca-2,4,6,8,10,12-hexaen-1-ylidene]-3-[2-(2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)ethyl]furan-2-one)

3D-SDF for NP0163301 ((5z)-5-[(2e,4e)-13-{4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}-2,7,11-trimethyltrideca-2,4,6,8,10,12-hexaen-1-ylidene]-3-[2-(2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)ethyl]furan-2-one)

PDB for NP0163301 ((5z)-5-[(2e,4e)-13-{4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}-2,7,11-trimethyltrideca-2,4,6,8,10,12-hexaen-1-ylidene]-3-[2-(2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)ethyl]furan-2-one)

3D PDB for NP0163301 ((5z)-5-[(2e,4e)-13-{4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}-2,7,11-trimethyltrideca-2,4,6,8,10,12-hexaen-1-ylidene]-3-[2-(2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)ethyl]furan-2-one)

SMILES for NP0163301 ((5z)-5-[(2e,4e)-13-{4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}-2,7,11-trimethyltrideca-2,4,6,8,10,12-hexaen-1-ylidene]-3-[2-(2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)ethyl]furan-2-one)

INCHI for NP0163301 ((5z)-5-[(2e,4e)-13-{4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}-2,7,11-trimethyltrideca-2,4,6,8,10,12-hexaen-1-ylidene]-3-[2-(2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)ethyl]furan-2-one)

Structure for NP0163301 ((5z)-5-[(2e,4e)-13-{4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}-2,7,11-trimethyltrideca-2,4,6,8,10,12-hexaen-1-ylidene]-3-[2-(2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)ethyl]furan-2-one)

3D Structure for NP0163301 ((5z)-5-[(2e,4e)-13-{4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}-2,7,11-trimethyltrideca-2,4,6,8,10,12-hexaen-1-ylidene]-3-[2-(2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)ethyl]furan-2-one)