NP-MRD: Showing NP-Card for 3-{[4-(hex-4-enoyl)-5,7-dihydroxy-3,6,7a-trimethyl-2-oxo-3ah-1-benzofuran-3-yl]-c-hydroxycarbonimidoyl}prop-2-enoic acid (NP0160406)

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Record Information

Version

2.0

Created at

2022-09-02 18:21:24 UTC

Updated at

2022-09-02 18:21:24 UTC

NP-MRD ID

NP0160406

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-{[4-(hex-4-enoyl)-5,7-dihydroxy-3,6,7a-trimethyl-2-oxo-3ah-1-benzofuran-3-yl]-c-hydroxycarbonimidoyl}prop-2-enoic acid

Description

3-{[4-(Hex-4-enoyl)-5,7-dihydroxy-3,6,7a-trimethyl-2-oxo-2,3,3a,7a-tetrahydro-1-benzofuran-3-yl]-C-hydroxycarbonimidoyl}prop-2-enoic acid belongs to the class of organic compounds known as n-acyl-alpha amino acids and derivatives. N-acyl-alpha amino acids and derivatives are compounds containing an alpha amino acid (or a derivative thereof) which bears an acyl group at its terminal nitrogen atom. 3-{[4-(hex-4-enoyl)-5,7-dihydroxy-3,6,7a-trimethyl-2-oxo-3ah-1-benzofuran-3-yl]-c-hydroxycarbonimidoyl}prop-2-enoic acid is found in Penicillium chrysogenum. Based on a literature review very few articles have been published on 3-{[4-(hex-4-enoyl)-5,7-dihydroxy-3,6,7a-trimethyl-2-oxo-2,3,3a,7a-tetrahydro-1-benzofuran-3-yl]-C-hydroxycarbonimidoyl}prop-2-enoic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022220212D          

 30 31  0  0  0  0            999 V2000
    6.1368    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4782   -0.8205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4699    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0654    1.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1154    1.8336    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6305    2.5011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9660    3.2547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8100    2.4148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3251    3.0823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4954    2.9960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8310    2.2423    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9803    3.6635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  4  0  0  0
  2  3  2  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
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 22 20  1  4  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 25 23  1  4  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 20 30  1  0  0  0  0
  8 30  1  0  0  0  0
 15 30  1  0  0  0  0
M  END

     RDKit          3D

 55 56  0  0  0  0  0  0  0  0999 V2000
   -2.8945    2.9891    4.0763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7591    2.0554    4.2987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4805    1.1597    3.3734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2929    1.0998    2.1417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3430    1.3446    0.9600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2835    0.3630    0.8695 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7973    0.6463    1.4911 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2879   -0.9296    0.1481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3240   -1.3750   -0.5149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4744   -0.5529   -0.5292 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3789   -2.6467   -1.2221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5937   -3.0678   -1.9414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3148   -3.3909   -1.1793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3219   -4.6178   -1.8474 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9112   -3.0258   -0.4618 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1681   -4.1398    0.5738 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0526   -3.1098   -1.3278 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2258   -1.8149   -1.8613 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5130   -1.4491   -3.0207 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9867   -0.9086   -0.7167 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2622   -0.5967    0.0288 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3654    0.3228   -1.0887 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0352    1.2967   -1.5374 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4365    1.2911   -1.7221 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3712    2.5412   -1.9103 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9920    3.5840   -2.3742 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3101    4.8131   -2.7393 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9049    5.8133   -3.1837 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0732    4.8851   -2.5885 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0008   -1.6969    0.1320 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8243    2.3671    3.9680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7066    3.5287    3.1339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9936    3.6797    4.9485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1604    2.1066    5.2130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6537    0.4564    3.5006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7067    0.0894    2.0625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1181    1.8116    2.1410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9108    2.3971    1.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9768    1.4498    0.0680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3582   -0.8885   -0.1728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2133   -3.7110   -1.2692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3883   -3.5801   -2.9017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2150   -2.1539   -2.1076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8547   -5.3596   -1.3910 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7860   -3.7758    1.4007 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5266   -5.0571    0.0768 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1742   -4.3887    1.0048 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3073    0.4154    0.4611 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1580   -0.6430   -0.6663 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5024   -1.3813    0.7917 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0301    1.9441   -1.2351 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2780    2.6148   -1.7956 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0634    3.5546   -2.5010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6540    5.3855   -3.2768 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3978   -1.7446    1.2013 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  1
 15 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 20 22  1  6
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
 27 29  1  0
 27 28  2  0
 20 30  1  0
 30  8  1  0
 30 15  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
 10 40  1  0
 12 41  1  0
 12 42  1  0
 12 43  1  0
 14 44  1  0
 16 45  1  0
 16 46  1  0
 16 47  1  0
 21 48  1  0
 21 49  1  0
 21 50  1  0
 24 51  1  0
 25 52  1  0
 26 53  1  0
 29 54  1  0
 30 55  1  1
M  END


  Mrv1652309022220212D          

 30 31  0  0  0  0            999 V2000
    6.1368    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4782   -0.8205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4699    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0654    1.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1154    1.8336    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6305    2.5011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9660    3.2547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8100    2.4148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3251    3.0823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4954    2.9960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8310    2.2423    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9803    3.6635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  4  0  0  0
  2  3  2  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
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 22 20  1  4  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 25 23  1  4  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 20 30  1  0  0  0  0
  8 30  1  0  0  0  0
 15 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0160406

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC=CCCC(=O)C1=C(O)C(C)=C(O)C2(C)OC(=O)C(C)(N=C(O)C=CC(O)=O)C12

> <INCHI_IDENTIFIER>
InChI=1S/C21H25NO8/c1-5-6-7-8-12(23)15-16(27)11(2)18(28)21(4)17(15)20(3,19(29)30-21)22-13(24)9-10-14(25)26/h5-6,9-10,17,27-28H,7-8H2,1-4H3,(H,22,24)(H,25,26)

> <INCHI_KEY>
FBHQVVAZJLEQBG-UHFFFAOYSA-N

> <FORMULA>
C21H25NO8

> <MOLECULAR_WEIGHT>
419.43

> <EXACT_MASS>
419.158016769

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
42.533051643916956

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-{[4-(hex-4-enoyl)-5,7-dihydroxy-3,6,7a-trimethyl-2-oxo-2,3,3a,7a-tetrahydro-1-benzofuran-3-yl]-C-hydroxycarbonimidoyl}prop-2-enoic acid

> <ALOGPS_LOGP>
1.54

> <JCHEM_LOGP>
1.8030291899999997

> <ALOGPS_LOGS>
-3.77

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
5.698728334014945

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.785984763850971

> <JCHEM_PKA_STRONGEST_BASIC>
0.7930549381711506

> <JCHEM_POLAR_SURFACE_AREA>
153.72

> <JCHEM_REFRACTIVITY>
110.09509999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.15e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-{[4-(hex-4-enoyl)-5,7-dihydroxy-3,6,7a-trimethyl-2-oxo-3aH-1-benzofuran-3-yl]-C-hydroxycarbonimidoyl}prop-2-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0      11.455   6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.122   6.160   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.788   6.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.454   6.160   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.454   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.121   3.850   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       4.787   4.620   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       8.788   2.310   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.788  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       6.121  -2.310   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.626  -1.532   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       3.322  -0.476   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       2.417   0.770   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       0.877   0.770   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       3.322   2.016   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.989   2.786   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0       3.949   3.423   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0       3.044   4.669   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       3.670   6.075   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       1.512   4.508   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.607   5.754   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.925   5.593   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -1.551   4.186   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -1.830   6.838   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   30                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   17   30                                             
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22   30                                             
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   20    8   15                                                  
MASTER        0    0    0    0    0    0    0    0   30    0   62    0
END

View in JSmol

Synonyms

Value	Source
3-{[4-(hex-4-enoyl)-5,7-dihydroxy-3,6,7a-trimethyl-2-oxo-2,3,3a,7a-tetrahydro-1-benzofuran-3-yl]-C-hydroxycarbonimidoyl}prop-2-enoate	Generator

Chemical Formula

C₂₁H₂₅NO₈

Average Mass

419.4300 Da

Monoisotopic Mass

419.15802 Da

IUPAC Name

3-{[4-(hex-4-enoyl)-5,7-dihydroxy-3,6,7a-trimethyl-2-oxo-2,3,3a,7a-tetrahydro-1-benzofuran-3-yl]-C-hydroxycarbonimidoyl}prop-2-enoic acid

Traditional Name

3-{[4-(hex-4-enoyl)-5,7-dihydroxy-3,6,7a-trimethyl-2-oxo-3aH-1-benzofuran-3-yl]-C-hydroxycarbonimidoyl}prop-2-enoic acid

CAS Registry Number

Not Available

SMILES

CC=CCCC(=O)C1=C(O)C(C)=C(O)C2(C)OC(=O)C(C)(N=C(O)C=CC(O)=O)C12

InChI Identifier

InChI=1S/C21H25NO8/c1-5-6-7-8-12(23)15-16(27)11(2)18(28)21(4)17(15)20(3,19(29)30-21)22-13(24)9-10-14(25)26/h5-6,9-10,17,27-28H,7-8H2,1-4H3,(H,22,24)(H,25,26)

InChI Key

FBHQVVAZJLEQBG-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 chrysogenum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-alpha amino acids and derivatives. N-acyl-alpha amino acids and derivatives are compounds containing an alpha amino acid (or a derivative thereof) which bears an acyl group at its terminal nitrogen atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-alpha amino acids and derivatives

Alternative Parents

Substituents

N-acyl-alpha amino acid or derivatives
Benzofuran
Hydroxy fatty acid
Heterocyclic fatty acid
Fatty acyl
Fatty acid
Unsaturated fatty acid
N-acyl-amine
Gamma butyrolactone
Dicarboxylic acid or derivatives
Vinylogous acid
Tetrahydrofuran
Secondary carboxylic acid amide
Lactone
Ketone
Carboxylic acid ester
Carboxamide group
Oxacycle
Organoheterocyclic compound
Enol
Carboxylic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
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	1.54	ALOGPS
logP	1.8	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	3.79	ChemAxon
pKa (Strongest Basic)	0.79	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	153.72 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	110.1 m³·mol⁻¹	ChemAxon
Polarizability	42.53 Å³	ChemAxon
Number of Rings	2	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

72953898

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-{[4-(hex-4-enoyl)-5,7-dihydroxy-3,6,7a-trimethyl-2-oxo-3ah-1-benzofuran-3-yl]-c-hydroxycarbonimidoyl}prop-2-enoic acid (NP0160406)

MOL for NP0160406 (3-{[4-(hex-4-enoyl)-5,7-dihydroxy-3,6,7a-trimethyl-2-oxo-3ah-1-benzofuran-3-yl]-c-hydroxycarbonimidoyl}prop-2-enoic acid)

3D MOL for NP0160406 (3-{[4-(hex-4-enoyl)-5,7-dihydroxy-3,6,7a-trimethyl-2-oxo-3ah-1-benzofuran-3-yl]-c-hydroxycarbonimidoyl}prop-2-enoic acid)

3D SDF for NP0160406 (3-{[4-(hex-4-enoyl)-5,7-dihydroxy-3,6,7a-trimethyl-2-oxo-3ah-1-benzofuran-3-yl]-c-hydroxycarbonimidoyl}prop-2-enoic acid)

3D-SDF for NP0160406 (3-{[4-(hex-4-enoyl)-5,7-dihydroxy-3,6,7a-trimethyl-2-oxo-3ah-1-benzofuran-3-yl]-c-hydroxycarbonimidoyl}prop-2-enoic acid)

PDB for NP0160406 (3-{[4-(hex-4-enoyl)-5,7-dihydroxy-3,6,7a-trimethyl-2-oxo-3ah-1-benzofuran-3-yl]-c-hydroxycarbonimidoyl}prop-2-enoic acid)

3D PDB for NP0160406 (3-{[4-(hex-4-enoyl)-5,7-dihydroxy-3,6,7a-trimethyl-2-oxo-3ah-1-benzofuran-3-yl]-c-hydroxycarbonimidoyl}prop-2-enoic acid)

SMILES for NP0160406 (3-{[4-(hex-4-enoyl)-5,7-dihydroxy-3,6,7a-trimethyl-2-oxo-3ah-1-benzofuran-3-yl]-c-hydroxycarbonimidoyl}prop-2-enoic acid)

INCHI for NP0160406 (3-{[4-(hex-4-enoyl)-5,7-dihydroxy-3,6,7a-trimethyl-2-oxo-3ah-1-benzofuran-3-yl]-c-hydroxycarbonimidoyl}prop-2-enoic acid)

Structure for NP0160406 (3-{[4-(hex-4-enoyl)-5,7-dihydroxy-3,6,7a-trimethyl-2-oxo-3ah-1-benzofuran-3-yl]-c-hydroxycarbonimidoyl}prop-2-enoic acid)

3D Structure for NP0160406 (3-{[4-(hex-4-enoyl)-5,7-dihydroxy-3,6,7a-trimethyl-2-oxo-3ah-1-benzofuran-3-yl]-c-hydroxycarbonimidoyl}prop-2-enoic acid)