NP-MRD: Showing NP-Card for n-[1-({9b-hydroxy-6,6,9a-trimethyl-3-oxo-1h,5h,5ah,7h,8h,9h-naphtho[1,2-c]furan-9-yl}oxy)-3-methyl-1-oxobutan-2-yl]ethanimidic acid (NP0308880)

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Record Information

Version

2.0

Created at

2022-09-11 03:00:48 UTC

Updated at

2022-09-11 03:00:49 UTC

NP-MRD ID

NP0308880

Secondary Accession Numbers

None

Natural Product Identification

Common Name

n-[1-({9b-hydroxy-6,6,9a-trimethyl-3-oxo-1h,5h,5ah,7h,8h,9h-naphtho[1,2-c]furan-9-yl}oxy)-3-methyl-1-oxobutan-2-yl]ethanimidic acid

Description

CHEBI:182592 Belongs to the class of organic compounds known as naphthofurans. Naphthofurans are compounds containing a furan ring fused to a naphthalene moiety. Furan is a 5 membered- ring aromatic ring with four carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings. n-[1-({9b-hydroxy-6,6,9a-trimethyl-3-oxo-1h,5h,5ah,7h,8h,9h-naphtho[1,2-c]furan-9-yl}oxy)-3-methyl-1-oxobutan-2-yl]ethanimidic acid is found in Penicillium solitum. Based on a literature review very few articles have been published on CHEBI:182592.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309112205002D          

 29 31  0  0  0  0            999 V2000
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1468    2.4252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6165    1.5067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570    3.1424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6119    3.9271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8419    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570    1.8076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6586    1.2420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4099    1.0369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.8250    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
  2  4  2  0  0  0  0
  4  5  1  4  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  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  1  0  0  0  0
 12 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 18 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
  9 25  1  0  0  0  0
 15 25  1  0  0  0  0
 25 26  1  0  0  0  0
  5 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
M  END

     RDKit          3D

 62 64  0  0  0  0  0  0  0  0999 V2000
    5.5611    2.3318   -1.5648 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4255    1.4019   -1.3504 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3386    1.4538   -2.2084 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4205    0.5601   -0.4034 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3495   -0.3733   -0.1374 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0610    0.3113    0.0967 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0786    1.5665    0.1105 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8571   -0.2954    0.2985 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2972    0.4364    0.5129 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8143    0.2867    1.9579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7680    1.4791    2.1317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9998    1.1258    1.3264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9488    0.4775    2.3545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6687    2.4040    0.9116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7639    0.1264    0.2766 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8972    0.1636   -0.7418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7999   -1.1971   -1.3983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5922   -1.6774   -1.6366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1425   -2.9515   -2.2495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7412   -3.6537   -3.0858 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9028   -3.2321   -1.7120 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4724   -2.1326   -0.8768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3132   -0.9804   -1.3338 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7120   -0.5562   -2.5575 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4335    0.1882   -0.4423 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4615    1.4178   -1.3845 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6401   -1.2148    1.0842 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9082   -2.0234    0.9286 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5296   -2.1887    1.3776 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5246    3.1212   -0.7705 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5345    1.8026   -1.4095 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5233    2.8394   -2.5316 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8461    2.3174   -2.4206 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2482   -1.0444   -1.0051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0109    1.5181    0.4873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3299   -0.6532    2.1164 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0228    0.4823    2.6506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9620    1.5452    3.2213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2804    2.3657    1.7093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4956    1.2561    2.8983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6199   -0.1838    1.8068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3262   -0.1461    3.0446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4752    2.7133    1.6418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9219    3.2470    1.0058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0245    2.4434   -0.1182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8095   -0.8968    0.7347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8509    0.1590   -0.1867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8208    0.9616   -1.4719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6680   -1.7640   -1.6684 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5859   -1.9908   -1.2208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5933   -2.4535    0.1474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7710   -1.2729   -3.2336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9815    1.2005   -2.3139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3735    1.5478   -1.6645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7443    2.3280   -0.8609 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7640   -0.5804    1.9931 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7803   -1.3774    0.6904 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1280   -2.4665    1.9316 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7954   -2.8639    0.2339 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9626   -3.0556    1.9424 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2117   -2.6242    0.4084 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6912   -1.7293    1.9281 H   0  0  0  0  0  0  0  0  0  0  0  0
 28 27  1  0
 27 29  1  0
 27  5  1  0
  5  4  1  0
  4  2  2  0
  2  1  1  0
  2  3  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
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 23 24  1  6
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 25 26  1  6
 25  9  1  0
 25 15  1  0
 23 18  1  0
 28 57  1  0
 28 58  1  0
 28 59  1  0
 27 56  1  0
 29 60  1  0
 29 61  1  0
 29 62  1  0
  5 34  1  6
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  9 35  1  1
 10 36  1  0
 10 37  1  0
 11 38  1  0
 11 39  1  0
 13 40  1  0
 13 41  1  0
 13 42  1  0
 14 43  1  0
 14 44  1  0
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 15 46  1  1
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 16 48  1  0
 17 49  1  0
 22 50  1  0
 22 51  1  0
 24 52  1  0
 26 53  1  0
 26 54  1  0
 26 55  1  0
M  END


  Mrv1652309112205002D          

 29 31  0  0  0  0            999 V2000
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1468    2.4252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6165    1.5067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570    3.1424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6119    3.9271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8419    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570    1.8076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6586    1.2420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4099    1.0369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.8250    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
  2  4  2  0  0  0  0
  4  5  1  4  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  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  1  0  0  0  0
 12 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 18 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
  9 25  1  0  0  0  0
 15 25  1  0  0  0  0
 25 26  1  0  0  0  0
  5 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0308880

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C(N=C(C)O)C(=O)OC1CCC(C)(C)C2CC=C3C(=O)OCC3(O)C12C

> <INCHI_IDENTIFIER>
InChI=1S/C22H33NO6/c1-12(2)17(23-13(3)24)19(26)29-16-9-10-20(4,5)15-8-7-14-18(25)28-11-22(14,27)21(15,16)6/h7,12,15-17,27H,8-11H2,1-6H3,(H,23,24)

> <INCHI_KEY>
DFGYGTWTXGTQIC-UHFFFAOYSA-N

> <FORMULA>
C22H33NO6

> <MOLECULAR_WEIGHT>
407.507

> <EXACT_MASS>
407.230787787

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
43.83258609604861

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-[1-({9b-hydroxy-6,6,9a-trimethyl-3-oxo-1H,3H,5H,5aH,6H,7H,8H,9H,9aH,9bH-naphtho[1,2-c]furan-9-yl}oxy)-3-methyl-1-oxobutan-2-yl]ethanimidic acid

> <JCHEM_LOGP>
3.0645694073333334

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.686656553594407

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.892442777177921

> <JCHEM_PKA_STRONGEST_BASIC>
1.4988445776590034

> <JCHEM_POLAR_SURFACE_AREA>
105.42000000000002

> <JCHEM_REFRACTIVITY>
106.2505

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
N-[1-({9b-hydroxy-6,6,9a-trimethyl-3-oxo-1H,5H,5aH,7H,8H,9H-naphtho[1,2-c]furan-9-yl}oxy)-3-methyl-1-oxobutan-2-yl]ethanimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668  -3.850   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       8.002  -3.080   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       8.002  -1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       5.335  -1.540   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       6.668   0.770   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001   0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667   3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.141   4.527   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.151   2.813   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001   5.390   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.668   5.390   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.133   5.866   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       8.609   7.331   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       9.038   4.620   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       8.133   3.374   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       6.829   2.318   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       5.335   3.080   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.365   1.936   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       9.336   0.770   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      10.669  -1.540   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   27                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10   25                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14   15                                             
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   12   16   25                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   23                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   18   24   25                                             
CONECT   24   23                                                            
CONECT   25   23    9   15   26                                             
CONECT   26   25                                                            
CONECT   27    5   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₃₃NO₆

Average Mass

407.5070 Da

Monoisotopic Mass

407.23079 Da

IUPAC Name

N-[1-({9b-hydroxy-6,6,9a-trimethyl-3-oxo-1H,3H,5H,5aH,6H,7H,8H,9H,9aH,9bH-naphtho[1,2-c]furan-9-yl}oxy)-3-methyl-1-oxobutan-2-yl]ethanimidic acid

Traditional Name

N-[1-({9b-hydroxy-6,6,9a-trimethyl-3-oxo-1H,5H,5aH,7H,8H,9H-naphtho[1,2-c]furan-9-yl}oxy)-3-methyl-1-oxobutan-2-yl]ethanimidic acid

CAS Registry Number

Not Available

SMILES

CC(C)C(N=C(C)O)C(=O)OC1CCC(C)(C)C2CC=C3C(=O)OCC3(O)C12C

InChI Identifier

InChI=1S/C22H33NO6/c1-12(2)17(23-13(3)24)19(26)29-16-9-10-20(4,5)15-8-7-14-18(25)28-11-22(14,27)21(15,16)6/h7,12,15-17,27H,8-11H2,1-6H3,(H,23,24)

InChI Key

DFGYGTWTXGTQIC-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 solitum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthofurans. Naphthofurans are compounds containing a furan ring fused to a naphthalene moiety. Furan is a 5 membered- ring aromatic ring with four carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Naphthofurans

Sub Class

Not Available

Direct Parent

Naphthofurans

Alternative Parents

Substituents

Alpha-amino acid ester
Valine or derivatives
N-acyl-alpha amino acid or derivatives
Naphthofuran
Alpha-amino acid or derivatives
Fatty acid ester
Dicarboxylic acid or derivatives
Gamma butyrolactone
Fatty acyl
Acetamide
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tertiary alcohol
Oxolane
Carboxamide group
Carboxylic acid ester
Lactone
Secondary carboxylic acid amide
Oxacycle
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Alcohol
Carbonyl group
Organic nitrogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
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	3.06	ChemAxon
pKa (Strongest Acidic)	5.89	ChemAxon
pKa (Strongest Basic)	1.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	105.42 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	106.25 m³·mol⁻¹	ChemAxon
Polarizability	43.83 Å³	ChemAxon
Number of Rings	3	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

22943272

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

45782853

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for n-[1-({9b-hydroxy-6,6,9a-trimethyl-3-oxo-1h,5h,5ah,7h,8h,9h-naphtho[1,2-c]furan-9-yl}oxy)-3-methyl-1-oxobutan-2-yl]ethanimidic acid (NP0308880)

MOL for NP0308880 (n-[1-({9b-hydroxy-6,6,9a-trimethyl-3-oxo-1h,5h,5ah,7h,8h,9h-naphtho[1,2-c]furan-9-yl}oxy)-3-methyl-1-oxobutan-2-yl]ethanimidic acid)

3D MOL for NP0308880 (n-[1-({9b-hydroxy-6,6,9a-trimethyl-3-oxo-1h,5h,5ah,7h,8h,9h-naphtho[1,2-c]furan-9-yl}oxy)-3-methyl-1-oxobutan-2-yl]ethanimidic acid)

3D SDF for NP0308880 (n-[1-({9b-hydroxy-6,6,9a-trimethyl-3-oxo-1h,5h,5ah,7h,8h,9h-naphtho[1,2-c]furan-9-yl}oxy)-3-methyl-1-oxobutan-2-yl]ethanimidic acid)

3D-SDF for NP0308880 (n-[1-({9b-hydroxy-6,6,9a-trimethyl-3-oxo-1h,5h,5ah,7h,8h,9h-naphtho[1,2-c]furan-9-yl}oxy)-3-methyl-1-oxobutan-2-yl]ethanimidic acid)

PDB for NP0308880 (n-[1-({9b-hydroxy-6,6,9a-trimethyl-3-oxo-1h,5h,5ah,7h,8h,9h-naphtho[1,2-c]furan-9-yl}oxy)-3-methyl-1-oxobutan-2-yl]ethanimidic acid)

3D PDB for NP0308880 (n-[1-({9b-hydroxy-6,6,9a-trimethyl-3-oxo-1h,5h,5ah,7h,8h,9h-naphtho[1,2-c]furan-9-yl}oxy)-3-methyl-1-oxobutan-2-yl]ethanimidic acid)

SMILES for NP0308880 (n-[1-({9b-hydroxy-6,6,9a-trimethyl-3-oxo-1h,5h,5ah,7h,8h,9h-naphtho[1,2-c]furan-9-yl}oxy)-3-methyl-1-oxobutan-2-yl]ethanimidic acid)

INCHI for NP0308880 (n-[1-({9b-hydroxy-6,6,9a-trimethyl-3-oxo-1h,5h,5ah,7h,8h,9h-naphtho[1,2-c]furan-9-yl}oxy)-3-methyl-1-oxobutan-2-yl]ethanimidic acid)

Structure for NP0308880 (n-[1-({9b-hydroxy-6,6,9a-trimethyl-3-oxo-1h,5h,5ah,7h,8h,9h-naphtho[1,2-c]furan-9-yl}oxy)-3-methyl-1-oxobutan-2-yl]ethanimidic acid)

3D Structure for NP0308880 (n-[1-({9b-hydroxy-6,6,9a-trimethyl-3-oxo-1h,5h,5ah,7h,8h,9h-naphtho[1,2-c]furan-9-yl}oxy)-3-methyl-1-oxobutan-2-yl]ethanimidic acid)