NP-MRD: Showing NP-Card for 2-(acetyloxy)-3,3',3a-trimethyl-6-oxo-2,3,4,7b-tetrahydro-1ah-spiro[naphtho[1,2-b]oxirene-5,2'-oxirane]-3'-carboximidic acid (NP0230244)

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Record Information

Version

2.0

Created at

2022-09-06 10:38:21 UTC

Updated at

2022-09-06 10:38:21 UTC

NP-MRD ID

NP0230244

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-(acetyloxy)-3,3',3a-trimethyl-6-oxo-2,3,4,7b-tetrahydro-1ah-spiro[naphtho[1,2-b]oxirene-5,2'-oxirane]-3'-carboximidic acid

Description

2-(Acetyloxy)-3,3',3a-trimethyl-6-oxo-2,3,3a,4,6,7b-hexahydro-1aH-spiro[naphtho[1,2-b]oxirene-5,2'-oxirane]-3'-carboximidic acid belongs to the class of organic compounds known as oxepanes. Oxepanes are compounds containing an oxepane ring, which is a seven-member saturated aliphatic heterocycle with one oxygen and six carbon atoms. 2-(acetyloxy)-3,3',3a-trimethyl-6-oxo-2,3,4,7b-tetrahydro-1ah-spiro[naphtho[1,2-b]oxirene-5,2'-oxirane]-3'-carboximidic acid is found in Penicillium roqueforti. 2-(Acetyloxy)-3,3',3a-trimethyl-6-oxo-2,3,3a,4,6,7b-hexahydro-1aH-spiro[naphtho[1,2-b]oxirene-5,2'-oxirane]-3'-carboximidic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004231515162D          

 24 27  0  0  0  0            999 V2000
    2.4640   -3.6670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1029   -2.9252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2800   -2.8669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8181   -3.5505    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0049   -3.4922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4668   -4.1758    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3659   -2.7504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9190   -2.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5580   -1.3833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3809   -1.4416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2039   -1.4998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6658   -0.8163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4887   -0.8745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9507   -0.1910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8497   -1.6164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3878   -2.2999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5649   -2.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9259   -2.9835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5916   -1.2553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5333   -2.0783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2545   -2.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4035   -2.8930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0442   -3.4128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6331   -3.1880    0.0000 N   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  2  0  0  0  0
  5  7  1  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
  2 17  1  0  0  0  0
 11 17  1  0  0  0  0
 17 18  1  0  0  0  0
 15 19  1  0  0  0  0
 19 20  1  0  0  0  0
 15 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
M  END

     RDKit          3D

 45 48  0  0  0  0  0  0  0  0999 V2000
    5.4502   -2.0960   -0.2548 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0235   -1.8989   -0.6260 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2988   -2.8303   -1.0606 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4860   -0.6513   -0.4861 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1463   -0.3123   -0.7980 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2088    0.7645   -1.8412 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4370    2.0652   -1.1554 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2685    1.7975   -1.8225 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0367    1.4471   -1.0526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1641    1.7743   -1.5052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155    1.3950   -0.6958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2412    2.2308   -0.5426 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2979    0.0314   -0.1124 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9905   -0.2161    0.5293 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1139    0.7417    0.2384 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0005    1.8458    1.3071 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4767    0.1190    0.4678 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3987    1.0003    1.2592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6834   -1.0288   -1.0143 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4878   -0.7324    0.1366 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8235   -0.1505   -0.2729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4954   -1.7438    1.2093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7337   -2.1034    1.7927 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3977   -2.2655    1.5828 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7456   -1.3503    0.5045 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6504   -3.1410    0.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0490   -1.8552   -1.1745 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6251   -1.2164   -1.1664 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8968    0.5789   -2.6657 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0909    2.4126   -2.7133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2766    2.3141   -2.4510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1946   -0.2770    1.6466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5982   -1.2500    0.2974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0826    1.9592    1.5857 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5368    1.5067    2.2110 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3167    2.8192    0.9208 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2948   -0.7995    1.0810 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1974    2.0714    1.1695 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4138    0.7207    2.3502 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4717    0.8627    0.9361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6687    0.4874   -1.1624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5311   -0.9635   -0.5988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2626    0.3920    0.5800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3512   -2.8281    1.3832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0384   -1.6272    2.6616 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 17  1  0
 17  5  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  1
 13 19  1  6
 19 20  1  0
 20 21  1  0
 20 22  1  1
 22 23  1  0
 22 24  2  0
 15 17  1  0
  8  6  1  0
 15  9  1  0
 20 13  1  0
 18 38  1  0
 18 39  1  0
 18 40  1  0
 17 37  1  1
  5 28  1  6
  1 25  1  0
  1 26  1  0
  1 27  1  0
  6 29  1  6
  8 30  1  6
 10 31  1  0
 14 32  1  0
 14 33  1  0
 16 34  1  0
 16 35  1  0
 16 36  1  0
 21 41  1  0
 21 42  1  0
 21 43  1  0
 23 44  1  0
 23 45  1  0
M  END


  Mrv1533004231515162D          

 24 27  0  0  0  0            999 V2000
    2.4640   -3.6670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1029   -2.9252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2800   -2.8669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8181   -3.5505    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0049   -3.4922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4668   -4.1758    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3659   -2.7504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9190   -2.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5580   -1.3833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3809   -1.4416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2039   -1.4998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6658   -0.8163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4887   -0.8745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9507   -0.1910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8497   -1.6164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3878   -2.2999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5649   -2.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9259   -2.9835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5916   -1.2553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5333   -2.0783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2545   -2.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4035   -2.8930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0442   -3.4128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6331   -3.1880    0.0000 N   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  2  0  0  0  0
  5  7  1  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
  2 17  1  0  0  0  0
 11 17  1  0  0  0  0
 17 18  1  0  0  0  0
 15 19  1  0  0  0  0
 19 20  1  0  0  0  0
 15 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0230244

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1C(OC(C)=O)C2OC2C2=CC(=O)C3(CC12C)OC3(C)C(N)=O

> <INCHI_IDENTIFIER>
InChI=1S/C17H21NO6/c1-7-11(22-8(2)19)13-12(23-13)9-5-10(20)17(6-15(7,9)3)16(4,24-17)14(18)21/h5,7,11-13H,6H2,1-4H3,(H2,18,21)

> <INCHI_KEY>
ASDRLEIRFUEAND-UHFFFAOYSA-N

> <FORMULA>
C17H21NO6

> <MOLECULAR_WEIGHT>
335.356

> <EXACT_MASS>
335.1368874

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
33.43875436639505

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3'-carbamoyl-3',5a,6-trimethyl-3-oxo-3,5,5a,6,7,7a-hexahydro-1aH-spiro[naphtho[1,2-b]oxirene-4,2'-oxirane]-7-yl acetate

> <ALOGPS_LOGP>
0.91

> <JCHEM_LOGP>
0.3212966370000002

> <ALOGPS_LOGS>
-2.42

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.989619805345633

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.103713767722258

> <JCHEM_PKA_STRONGEST_BASIC>
-4.007689849705134

> <JCHEM_POLAR_SURFACE_AREA>
111.52

> <JCHEM_REFRACTIVITY>
81.00219999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.28e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3'-carbamoyl-3',5a,6-trimethyl-3-oxo-5,6,7,7a-tetrahydro-1aH-spiro[naphtho[1,2-b]oxirene-4,2'-oxirane]-7-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-APR-15         0                                  
HETATM    1  C   UNK     0       4.599  -6.845   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.925  -5.460   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.389  -5.352   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       1.527  -6.628   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -0.009  -6.519   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -0.871  -7.795   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -0.683  -5.134   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.715  -3.967   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.042  -2.582   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.578  -2.691   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.114  -2.800   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.976  -1.524   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.512  -1.632   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       7.375  -0.357   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       7.186  -3.017   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.324  -4.293   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.788  -4.184   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.462  -5.569   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       8.571  -2.343   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       8.462  -3.879   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.808  -4.627   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.220  -5.400   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       9.416  -6.370   0.000  0.00  0.00           O+0
HETATM   24  N   UNK     0       6.782  -5.951   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3   17                                                  
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5                                                            
CONECT    8    3    9   10                                                  
CONECT    9    8   10                                                       
CONECT   10    9    8   11                                                  
CONECT   11   10   12   17                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   19   20                                             
CONECT   16   15   17                                                       
CONECT   17   16    2   11   18                                             
CONECT   18   17                                                            
CONECT   19   15   20                                                       
CONECT   20   19   15   21   22                                             
CONECT   21   20                                                            
CONECT   22   20   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   54    0
END

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Synonyms

Value	Source
2-(Acetyloxy)-3,3',3a-trimethyl-6-oxo-2,3,3a,4,6,7b-hexahydro-1ah-spiro[naphtho[1,2-b]oxirene-5,2'-oxirane]-3'-carboximidate	Generator

Chemical Formula

C₁₇H₂₁NO₆

Average Mass

335.3560 Da

Monoisotopic Mass

335.13689 Da

IUPAC Name

3'-carbamoyl-3',5a,6-trimethyl-3-oxo-3,5,5a,6,7,7a-hexahydro-1aH-spiro[naphtho[1,2-b]oxirene-4,2'-oxirane]-7-yl acetate

Traditional Name

3'-carbamoyl-3',5a,6-trimethyl-3-oxo-5,6,7,7a-tetrahydro-1aH-spiro[naphtho[1,2-b]oxirene-4,2'-oxirane]-7-yl acetate

CAS Registry Number

Not Available

SMILES

CC1C(OC(C)=O)C2OC2C2=CC(=O)C3(CC12C)OC3(C)C(N)=O

InChI Identifier

InChI=1S/C17H21NO6/c1-7-11(22-8(2)19)13-12(23-13)9-5-10(20)17(6-15(7,9)3)16(4,24-17)14(18)21/h5,7,11-13H,6H2,1-4H3,(H2,18,21)

InChI Key

ASDRLEIRFUEAND-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
Penicillium roqueforti	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oxepanes. Oxepanes are compounds containing an oxepane ring, which is a seven-member saturated aliphatic heterocycle with one oxygen and six carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Oxepanes

Sub Class

Not Available

Direct Parent

Oxepanes

Alternative Parents

Substituents

Oxepane
Cyclohexenone
Carboxylic acid ester
Ketone
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid derivative
Dialkyl ether
Oxirane
Ether
Monocarboxylic acid or derivatives
Oxacycle
Organic nitrogen compound
Organic oxygen compound
Carbonyl group
Organonitrogen compound
Organooxygen compound
Organopnictogen compound
Hydrocarbon derivative
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	0.91	ALOGPS
logP	0.32	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	15.1	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	111.52 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	81 m³·mol⁻¹	ChemAxon
Polarizability	33.44 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

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

78173739

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-(acetyloxy)-3,3',3a-trimethyl-6-oxo-2,3,4,7b-tetrahydro-1ah-spiro[naphtho[1,2-b]oxirene-5,2'-oxirane]-3'-carboximidic acid (NP0230244)

MOL for NP0230244 (2-(acetyloxy)-3,3',3a-trimethyl-6-oxo-2,3,4,7b-tetrahydro-1ah-spiro[naphtho[1,2-b]oxirene-5,2'-oxirane]-3'-carboximidic acid)

3D MOL for NP0230244 (2-(acetyloxy)-3,3',3a-trimethyl-6-oxo-2,3,4,7b-tetrahydro-1ah-spiro[naphtho[1,2-b]oxirene-5,2'-oxirane]-3'-carboximidic acid)

3D SDF for NP0230244 (2-(acetyloxy)-3,3',3a-trimethyl-6-oxo-2,3,4,7b-tetrahydro-1ah-spiro[naphtho[1,2-b]oxirene-5,2'-oxirane]-3'-carboximidic acid)

3D-SDF for NP0230244 (2-(acetyloxy)-3,3',3a-trimethyl-6-oxo-2,3,4,7b-tetrahydro-1ah-spiro[naphtho[1,2-b]oxirene-5,2'-oxirane]-3'-carboximidic acid)

PDB for NP0230244 (2-(acetyloxy)-3,3',3a-trimethyl-6-oxo-2,3,4,7b-tetrahydro-1ah-spiro[naphtho[1,2-b]oxirene-5,2'-oxirane]-3'-carboximidic acid)

3D PDB for NP0230244 (2-(acetyloxy)-3,3',3a-trimethyl-6-oxo-2,3,4,7b-tetrahydro-1ah-spiro[naphtho[1,2-b]oxirene-5,2'-oxirane]-3'-carboximidic acid)

SMILES for NP0230244 (2-(acetyloxy)-3,3',3a-trimethyl-6-oxo-2,3,4,7b-tetrahydro-1ah-spiro[naphtho[1,2-b]oxirene-5,2'-oxirane]-3'-carboximidic acid)

INCHI for NP0230244 (2-(acetyloxy)-3,3',3a-trimethyl-6-oxo-2,3,4,7b-tetrahydro-1ah-spiro[naphtho[1,2-b]oxirene-5,2'-oxirane]-3'-carboximidic acid)

Structure for NP0230244 (2-(acetyloxy)-3,3',3a-trimethyl-6-oxo-2,3,4,7b-tetrahydro-1ah-spiro[naphtho[1,2-b]oxirene-5,2'-oxirane]-3'-carboximidic acid)

3D Structure for NP0230244 (2-(acetyloxy)-3,3',3a-trimethyl-6-oxo-2,3,4,7b-tetrahydro-1ah-spiro[naphtho[1,2-b]oxirene-5,2'-oxirane]-3'-carboximidic acid)