NP-MRD: Showing NP-Card for 8-hydroxy-2',5,8a,11'-tetramethyl-7'-methylidene-2,6'-dioxo-5,6,7,8,9,9a-hexahydro-3ah-5'-oxaspiro[naphtho[2,3-b]furan-3,13'-tetracyclo[10.2.1.0¹,¹⁰.0⁴,⁸]pentadecan]-10'-en-15'-yl acetate (NP0244884)

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Record Information

Version

2.0

Created at

2022-09-07 05:46:50 UTC

Updated at

2022-09-07 05:46:50 UTC

NP-MRD ID

NP0244884

Secondary Accession Numbers

None

Natural Product Identification

Common Name

8-hydroxy-2',5,8a,11'-tetramethyl-7'-methylidene-2,6'-dioxo-5,6,7,8,9,9a-hexahydro-3ah-5'-oxaspiro[naphtho[2,3-b]furan-3,13'-tetracyclo[10.2.1.0¹,¹⁰.0⁴,⁸]pentadecan]-10'-en-15'-yl acetate

Description

8-Hydroxy-2',5,8a,11'-tetramethyl-7'-methylidene-2,6'-dioxo-3a,5,6,7,8,8a,9,9a-octahydro-2H-5'-oxaspiro[naphtho[2,3-b]furan-3,13'-tetracyclo[10.2.1.0¹,¹⁰.0⁴,⁸]Pentadecan]-10'-en-15'-yl acetate 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. 8-hydroxy-2',5,8a,11'-tetramethyl-7'-methylidene-2,6'-dioxo-5,6,7,8,9,9a-hexahydro-3ah-5'-oxaspiro[naphtho[2,3-b]furan-3,13'-tetracyclo[10.2.1.0¹,¹⁰.0⁴,⁸]pentadecan]-10'-en-15'-yl acetate is found in Inula japonica. 8-Hydroxy-2',5,8a,11'-tetramethyl-7'-methylidene-2,6'-dioxo-3a,5,6,7,8,8a,9,9a-octahydro-2H-5'-oxaspiro[naphtho[2,3-b]furan-3,13'-tetracyclo[10.2.1.0¹,¹⁰.0⁴,⁸]Pentadecan]-10'-en-15'-yl acetate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004171501172D          

 39 45  0  0  0  0            999 V2000
    5.1167   -0.1860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2047   -1.0488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0282   -1.0983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3971   -1.8363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9425   -2.5247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6560   -3.0274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1190   -2.4752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5331   -3.2672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6643   -3.1636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8408   -3.1141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2530   -3.6929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5208   -3.3127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3001   -4.1835    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6561   -2.4989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8457   -2.6413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5040   -1.8814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9785   -2.6186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7469   -3.4826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1571   -2.7955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4486   -2.2430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2510   -2.4349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6814   -1.7311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5348   -1.6856    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1450   -1.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4036   -0.2877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3831   -1.4206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3320   -0.9506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2079   -1.1243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0788   -0.7855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1730    0.0720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7380   -1.6166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2898   -1.2877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1822   -2.0657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0651   -2.0859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4355   -1.2868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2697   -2.9964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4719   -2.3761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9266   -1.6877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7501   -1.7372    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  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  1  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
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 20 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 16 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 14 31  1  0  0  0  0
 31 32  1  0  0  0  0
 16 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 14 37  1  0  0  0  0
 10 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
  2 39  1  0  0  0  0
  7 39  1  0  0  0  0
M  END


  Mrv1533004171501172D          

 39 45  0  0  0  0            999 V2000
    5.1167   -0.1860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2047   -1.0488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0282   -1.0983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3971   -1.8363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9425   -2.5247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6560   -3.0274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1190   -2.4752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5331   -3.2672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6643   -3.1636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8408   -3.1141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2530   -3.6929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5208   -3.3127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3001   -4.1835    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6561   -2.4989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8457   -2.6413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5040   -1.8814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9785   -2.6186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7469   -3.4826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1571   -2.7955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4486   -2.2430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2510   -2.4349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6814   -1.7311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5348   -1.6856    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1450   -1.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4036   -0.2877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3831   -1.4206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3320   -0.9506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2079   -1.1243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0788   -0.7855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1730    0.0720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7380   -1.6166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2898   -1.2877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1822   -2.0657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0651   -2.0859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4355   -1.2868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2697   -2.9964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4719   -2.3761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9266   -1.6877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7501   -1.7372    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  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  1  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
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 20 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 16 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 14 31  1  0  0  0  0
 31 32  1  0  0  0  0
 16 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 14 37  1  0  0  0  0
 10 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
  2 39  1  0  0  0  0
  7 39  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0244884

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1CCC(O)C2(C)CC3OC(=O)C4(CC56C(OC(C)=O)C4C(C)=C5CC4C(CC6C)OC(=O)C4=C)C3C=C12

> <INCHI_IDENTIFIER>
InChI=1S/C32H40O7/c1-14-7-8-25(34)30(6)12-24-22(11-20(14)30)32(29(36)39-24)13-31-15(2)9-23-19(16(3)28(35)38-23)10-21(31)17(4)26(32)27(31)37-18(5)33/h11,14-15,19,22-27,34H,3,7-10,12-13H2,1-2,4-6H3

> <INCHI_KEY>
ABKBNZZEJVKKNL-UHFFFAOYSA-N

> <FORMULA>
C32H40O7

> <MOLECULAR_WEIGHT>
536.665

> <EXACT_MASS>
536.277403628

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
79

> <JCHEM_AVERAGE_POLARIZABILITY>
58.12923275577178

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
8-hydroxy-2',5,8a,11'-tetramethyl-7'-methylidene-2,6'-dioxo-3a,5,6,7,8,8a,9,9a-octahydro-2H-5'-oxaspiro[naphtho[2,3-b]furan-3,13'-tetracyclo[10.2.1.0¹,¹⁰.0⁴,⁸]pentadecan]-10'-en-15'-yl acetate

> <ALOGPS_LOGP>
4.03

> <JCHEM_LOGP>
3.3411224749999993

> <ALOGPS_LOGS>
-5.21

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.643766100265204

> <JCHEM_PKA_STRONGEST_BASIC>
-2.954616707744

> <JCHEM_POLAR_SURFACE_AREA>
99.13000000000002

> <JCHEM_REFRACTIVITY>
142.7661

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.29e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-hydroxy-2',5,8a,11'-tetramethyl-7'-methylidene-2,6'-dioxo-5,6,7,8,9,9a-hexahydro-3aH-5'-oxaspiro[naphtho[2,3-b]furan-3,13'-tetracyclo[10.2.1.0¹,¹⁰.0⁴,⁸]pentadecan]-10'-en-15'-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0       9.551  -0.347   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.716  -1.958   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.253  -2.050   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.941  -3.428   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.093  -4.713   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      12.424  -5.651   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       9.555  -4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.328  -6.099   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.707  -5.905   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.169  -5.813   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       6.072  -6.893   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       4.705  -6.184   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       4.293  -7.809   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       4.958  -4.665   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.445  -4.930   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.808  -3.512   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.827  -4.888   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.394  -6.501   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.293  -5.218   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.837  -4.187   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -2.335  -4.545   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -3.139  -3.231   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -4.732  -3.146   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -2.137  -2.061   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -2.620  -0.537   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.715  -2.652   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.620  -1.775   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.255  -2.099   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.880  -1.466   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.056   0.134   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.111  -3.018   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       4.274  -2.404   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       4.073  -3.856   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       5.722  -3.894   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       6.413  -2.402   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       6.103  -5.593   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       6.481  -4.435   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       7.330  -3.150   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       8.867  -3.243   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   39                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8    9   39                                             
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11   37                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   31   37                                             
CONECT   15   14   16                                                       
CONECT   16   15   17   28   32                                             
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   26                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   20   27                                                  
CONECT   27   26   28                                                       
CONECT   28   27   16   29                                                  
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   14   32                                                  
CONECT   32   31   16   33                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34                                                            
CONECT   37   14   10   38                                                  
CONECT   38   37   39                                                       
CONECT   39   38    2    7                                                  
MASTER        0    0    0    0    0    0    0    0   39    0   90    0
END

View in JSmol

Synonyms

Value	Source
8-Hydroxy-2',5,8a,11'-tetramethyl-7'-methylidene-2,6'-dioxo-3a,5,6,7,8,8a,9,9a-octahydro-2H-5'-oxaspiro[naphtho[2,3-b]furan-3,13'-tetracyclo[10.2.1.0,.0,]pentadecan]-10'-en-15'-yl acetic acid	Generator
8-Hydroxy-2',5,8a,11'-tetramethyl-7'-methylidene-2,6'-dioxo-3a,5,6,7,8,8a,9,9a-octahydro-2H-5'-oxaspiro[naphtho[2,3-b]furan-3,13'-tetracyclo[10.2.1.0¹,¹⁰.0⁴,⁸]pentadecan]-10'-en-15'-yl acetic acid	Generator

Chemical Formula

C₃₂H₄₀O₇

Average Mass

536.6650 Da

Monoisotopic Mass

536.27740 Da

IUPAC Name

8-hydroxy-2',5,8a,11'-tetramethyl-7'-methylidene-2,6'-dioxo-3a,5,6,7,8,8a,9,9a-octahydro-2H-5'-oxaspiro[naphtho[2,3-b]furan-3,13'-tetracyclo[10.2.1.0¹,¹⁰.0⁴,⁸]pentadecan]-10'-en-15'-yl acetate

Traditional Name

8-hydroxy-2',5,8a,11'-tetramethyl-7'-methylidene-2,6'-dioxo-5,6,7,8,9,9a-hexahydro-3aH-5'-oxaspiro[naphtho[2,3-b]furan-3,13'-tetracyclo[10.2.1.0¹,¹⁰.0⁴,⁸]pentadecan]-10'-en-15'-yl acetate

CAS Registry Number

Not Available

SMILES

CC1CCC(O)C2(C)CC3OC(=O)C4(CC56C(OC(C)=O)C4C(C)=C5CC4C(CC6C)OC(=O)C4=C)C3C=C12

InChI Identifier

InChI=1S/C32H40O7/c1-14-7-8-25(34)30(6)12-24-22(11-20(14)30)32(29(36)39-24)13-31-15(2)9-23-19(16(3)28(35)38-23)10-21(31)17(4)26(32)27(31)37-18(5)33/h11,14-15,19,22-27,34H,3,7-10,12-13H2,1-2,4-6H3

InChI Key

ABKBNZZEJVKKNL-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Inula japonica	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
Eudesmanolide
Terpene lactone
Sesquiterpenoid
Naphthofuran
Tricarboxylic acid or derivatives
Gamma butyrolactone
Cyclic alcohol
Alpha,beta-unsaturated carboxylic ester
Tetrahydrofuran
Enoate ester
Secondary alcohol
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	4.03	ALOGPS
logP	3.34	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	14.64	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	99.13 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	142.77 m³·mol⁻¹	ChemAxon
Polarizability	58.13 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

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 8-hydroxy-2',5,8a,11'-tetramethyl-7'-methylidene-2,6'-dioxo-5,6,7,8,9,9a-hexahydro-3ah-5'-oxaspiro[naphtho[2,3-b]furan-3,13'-tetracyclo[10.2.1.0¹,¹⁰.0⁴,⁸]pentadecan]-10'-en-15'-yl acetate (NP0244884)

MOL for NP0244884 (8-hydroxy-2',5,8a,11'-tetramethyl-7'-methylidene-2,6'-dioxo-5,6,7,8,9,9a-hexahydro-3ah-5'-oxaspiro[naphtho[2,3-b]furan-3,13'-tetracyclo[10.2.1.0¹,¹⁰.0⁴,⁸]pentadecan]-10'-en-15'-yl acetate)

3D MOL for NP0244884 (8-hydroxy-2',5,8a,11'-tetramethyl-7'-methylidene-2,6'-dioxo-5,6,7,8,9,9a-hexahydro-3ah-5'-oxaspiro[naphtho[2,3-b]furan-3,13'-tetracyclo[10.2.1.0¹,¹⁰.0⁴,⁸]pentadecan]-10'-en-15'-yl acetate)

3D SDF for NP0244884 (8-hydroxy-2',5,8a,11'-tetramethyl-7'-methylidene-2,6'-dioxo-5,6,7,8,9,9a-hexahydro-3ah-5'-oxaspiro[naphtho[2,3-b]furan-3,13'-tetracyclo[10.2.1.0¹,¹⁰.0⁴,⁸]pentadecan]-10'-en-15'-yl acetate)

3D-SDF for NP0244884 (8-hydroxy-2',5,8a,11'-tetramethyl-7'-methylidene-2,6'-dioxo-5,6,7,8,9,9a-hexahydro-3ah-5'-oxaspiro[naphtho[2,3-b]furan-3,13'-tetracyclo[10.2.1.0¹,¹⁰.0⁴,⁸]pentadecan]-10'-en-15'-yl acetate)

PDB for NP0244884 (8-hydroxy-2',5,8a,11'-tetramethyl-7'-methylidene-2,6'-dioxo-5,6,7,8,9,9a-hexahydro-3ah-5'-oxaspiro[naphtho[2,3-b]furan-3,13'-tetracyclo[10.2.1.0¹,¹⁰.0⁴,⁸]pentadecan]-10'-en-15'-yl acetate)

3D PDB for NP0244884 (8-hydroxy-2',5,8a,11'-tetramethyl-7'-methylidene-2,6'-dioxo-5,6,7,8,9,9a-hexahydro-3ah-5'-oxaspiro[naphtho[2,3-b]furan-3,13'-tetracyclo[10.2.1.0¹,¹⁰.0⁴,⁸]pentadecan]-10'-en-15'-yl acetate)

SMILES for NP0244884 (8-hydroxy-2',5,8a,11'-tetramethyl-7'-methylidene-2,6'-dioxo-5,6,7,8,9,9a-hexahydro-3ah-5'-oxaspiro[naphtho[2,3-b]furan-3,13'-tetracyclo[10.2.1.0¹,¹⁰.0⁴,⁸]pentadecan]-10'-en-15'-yl acetate)

INCHI for NP0244884 (8-hydroxy-2',5,8a,11'-tetramethyl-7'-methylidene-2,6'-dioxo-5,6,7,8,9,9a-hexahydro-3ah-5'-oxaspiro[naphtho[2,3-b]furan-3,13'-tetracyclo[10.2.1.0¹,¹⁰.0⁴,⁸]pentadecan]-10'-en-15'-yl acetate)

Structure for NP0244884 (8-hydroxy-2',5,8a,11'-tetramethyl-7'-methylidene-2,6'-dioxo-5,6,7,8,9,9a-hexahydro-3ah-5'-oxaspiro[naphtho[2,3-b]furan-3,13'-tetracyclo[10.2.1.0¹,¹⁰.0⁴,⁸]pentadecan]-10'-en-15'-yl acetate)

3D Structure for NP0244884 (8-hydroxy-2',5,8a,11'-tetramethyl-7'-methylidene-2,6'-dioxo-5,6,7,8,9,9a-hexahydro-3ah-5'-oxaspiro[naphtho[2,3-b]furan-3,13'-tetracyclo[10.2.1.0¹,¹⁰.0⁴,⁸]pentadecan]-10'-en-15'-yl acetate)