NP-MRD: Showing NP-Card for {4-[5-methyl-5-(4-methyltetradecyl)furan-2-ylidene]-3,5-dioxooxolan-2-yl}acetic acid (NP0303704)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-10 18:17:13 UTC

Updated at

2022-09-10 18:17:13 UTC

NP-MRD ID

NP0303704

Secondary Accession Numbers

None

Natural Product Identification

Common Name

{4-[5-methyl-5-(4-methyltetradecyl)furan-2-ylidene]-3,5-dioxooxolan-2-yl}acetic acid

Description

2-{4-[5-Methyl-5-(4-methyltetradecyl)-2,5-dihydrofuran-2-ylidene]-3,5-dioxooxolan-2-yl}acetic acid belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom. 2-{4-[5-Methyl-5-(4-methyltetradecyl)-2,5-dihydrofuran-2-ylidene]-3,5-dioxooxolan-2-yl}acetic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004181503332D          

 32 33  0  0  0  0            999 V2000
    3.8974   -9.7994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6119  -10.2119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3264   -9.7994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0409  -10.2119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7553   -9.7994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4698  -10.2119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1843   -9.7994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8987  -10.2119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6132   -9.7994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3277  -10.2119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0422   -9.7994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0422   -8.9744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7566  -10.2119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4711   -9.7994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1856  -10.2119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1856  -11.0369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3651  -10.9507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0060  -10.9507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3416  -11.7044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1486  -11.8759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7617  -11.3239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6754  -10.5034    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4761  -11.7364    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3046  -12.5433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8566  -13.1564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6017  -13.9411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1537  -14.5542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7947  -14.1126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4841  -12.6296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0716  -13.3441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7285  -12.2564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0140  -11.8439    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
  6  7  1  0  0  0  0
  7  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
 11 13  1  0  0  0  0
 13 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
 16 18  1  0  0  0  0
 19 18  1  4  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 24 29  1  0  0  0  0
 20 29  1  0  0  0  0
 29 30  2  0  0  0  0
 19 31  1  0  0  0  0
 31 32  2  0  0  0  0
 16 32  1  0  0  0  0
M  END

     RDKit          3D

 72 73  0  0  0  0  0  0  0  0999 V2000
   -8.9157    0.4517   -0.3976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6596    1.5992   -1.2961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3208    2.2454   -1.2615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1293    1.4628   -1.6656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9000    0.2567   -0.8064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6092   -0.4665   -1.2637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3605   -1.7035   -0.4180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1848   -1.4316    1.0344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0861   -0.5466    1.4331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6847   -0.8966    1.1777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1085   -2.0881    1.8721 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7681   -3.3995    1.6077 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3409   -2.2406    1.3822 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2011   -1.0620    1.6776 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6053   -1.3907    1.1402 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4791   -0.2139    1.4368 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5485    0.0552    2.9236 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0440    0.9354    0.6440 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0533    1.3266   -0.1535 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2012    0.4790    0.0549 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3767    0.5584   -0.5500 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5422   -0.3042   -0.3369 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5712   -1.2617    0.4766 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5629    0.1445   -1.1900 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3082    1.4841   -1.4746 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.9508    1.9782   -2.7447 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4083    1.8136   -2.6125 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0667    2.6207   -1.9344 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0359    0.7662   -3.2403 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8139    1.5091   -1.5699 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0599    2.1654   -2.3220 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8301   -0.4435    1.0208 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9643    0.5595    0.0786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2555    0.3824    0.4858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0122   -0.5275   -0.9280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4411    2.3987   -1.0888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8780    1.3249   -2.3721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3432    3.1927   -1.9103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1245    2.6604   -0.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2262    2.1267   -1.6735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2581    1.0743   -2.7187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9017    0.4685    0.2588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7239   -0.4751   -1.0202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7750    0.2375   -1.1981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8141   -0.8138   -2.3004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6335   -2.3731   -0.8810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3411   -2.2797   -0.4933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1456   -0.9569    1.4055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1986   -2.4239    1.5491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1776   -0.4046    2.5620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2826    0.5138    1.0683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0691   -0.0149    1.5628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4008   -0.9268    0.0989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0341   -1.9078    2.9788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9751   -4.1949    1.5716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4622   -3.7048    2.4250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2200   -3.3890    0.6073 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2600   -2.3398    0.2799 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7950   -3.1777    1.7522 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2215   -0.8506    2.7440 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8560   -0.1405    1.1505 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5668   -1.5244    0.0516 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0169   -2.2737    1.6620 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6698   -0.9227    3.4365 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4436    0.6638    3.1879 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6703    0.5867    3.3058 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0715    1.4025    0.6868 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0231    2.1575   -0.8570 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5900    2.1051   -0.6201 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6111    1.4550   -3.6375 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6927    3.0768   -2.8037 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.8973    0.4146   -2.8434 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 16 15  1  1
 16 17  1  0
 16 32  1  0
 32 20  1  0
 20 19  1  0
 19 18  2  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 29  1  0
 27 28  2  0
 25 30  1  0
 30 31  2  0
 18 16  1  0
 30 21  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  0
  2 37  1  0
  3 38  1  0
  3 39  1  0
  4 40  1  0
  4 41  1  0
  5 42  1  0
  5 43  1  0
  6 44  1  0
  6 45  1  0
  7 46  1  0
  7 47  1  0
  8 48  1  0
  8 49  1  0
  9 50  1  0
  9 51  1  0
 10 52  1  0
 10 53  1  0
 11 54  1  1
 12 55  1  0
 12 56  1  0
 12 57  1  0
 13 58  1  0
 13 59  1  0
 14 60  1  0
 14 61  1  0
 15 62  1  0
 15 63  1  0
 17 64  1  0
 17 65  1  0
 17 66  1  0
 19 68  1  0
 18 67  1  0
 25 69  1  1
 26 70  1  0
 26 71  1  0
 29 72  1  0
M  END


  Mrv1533004181503332D          

 32 33  0  0  0  0            999 V2000
    3.8974   -9.7994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6119  -10.2119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3264   -9.7994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0409  -10.2119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7553   -9.7994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4698  -10.2119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1843   -9.7994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8987  -10.2119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6132   -9.7994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3277  -10.2119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0422   -9.7994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0422   -8.9744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7566  -10.2119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4711   -9.7994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1856  -10.2119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1856  -11.0369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3651  -10.9507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0060  -10.9507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3416  -11.7044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1486  -11.8759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7617  -11.3239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6754  -10.5034    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4761  -11.7364    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3046  -12.5433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8566  -13.1564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6017  -13.9411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1537  -14.5542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7947  -14.1126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4841  -12.6296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0716  -13.3441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7285  -12.2564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0140  -11.8439    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
  6  7  1  0  0  0  0
  7  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
 11 13  1  0  0  0  0
 13 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
 16 18  1  0  0  0  0
 19 18  1  4  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 24 29  1  0  0  0  0
 20 29  1  0  0  0  0
 29 30  2  0  0  0  0
 19 31  1  0  0  0  0
 31 32  2  0  0  0  0
 16 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0303704

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCCC(C)CCCC1(C)OC(C=C1)=C1C(=O)OC(CC(O)=O)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C26H40O6/c1-4-5-6-7-8-9-10-11-13-19(2)14-12-16-26(3)17-15-20(32-26)23-24(29)21(18-22(27)28)31-25(23)30/h15,17,19,21H,4-14,16,18H2,1-3H3,(H,27,28)

> <INCHI_KEY>
GTHQWTZYJQZCCN-UHFFFAOYSA-N

> <FORMULA>
C26H40O6

> <MOLECULAR_WEIGHT>
448.6

> <EXACT_MASS>
448.282489008

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
72

> <JCHEM_AVERAGE_POLARIZABILITY>
53.021833575755615

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-{4-[5-methyl-5-(4-methyltetradecyl)-2,5-dihydrofuran-2-ylidene]-3,5-dioxooxolan-2-yl}acetic acid

> <ALOGPS_LOGP>
6.55

> <JCHEM_LOGP>
6.8924788826666665

> <ALOGPS_LOGS>
-7.04

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
10.670514326838315

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.8352966065138245

> <JCHEM_PKA_STRONGEST_BASIC>
-4.919197992268435

> <JCHEM_POLAR_SURFACE_AREA>
89.9

> <JCHEM_REFRACTIVITY>
125.14669999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.12e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{4-[5-methyl-5-(4-methyltetradecyl)furan-2-ylidene]-3,5-dioxooxolan-2-yl}acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 18-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   18-APR-15         0                                  
HETATM    1  C   UNK     0       7.275 -18.292   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.609 -19.062   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.943 -18.292   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.276 -19.062   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.610 -18.292   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.944 -19.062   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      15.277 -18.292   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      16.611 -19.062   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      17.945 -18.292   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      19.278 -19.062   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      20.612 -18.292   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      20.612 -16.752   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      21.946 -19.062   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      23.279 -18.292   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      24.613 -19.062   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      24.613 -20.602   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      23.081 -20.441   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      26.145 -20.441   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      26.771 -21.848   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      28.277 -22.168   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      29.422 -21.138   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      29.261 -19.606   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      30.755 -21.908   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      30.435 -23.414   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      31.466 -24.559   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      30.990 -26.023   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      32.020 -27.168   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      29.484 -26.343   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      28.904 -23.575   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      28.134 -24.909   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      25.627 -22.879   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      24.293 -22.109   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                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18   32                                             
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20   31                                                  
CONECT   20   19   21   29                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25   29                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   24   20   30                                                  
CONECT   30   29                                                            
CONECT   31   19   32                                                       
CONECT   32   31   16                                                       
MASTER        0    0    0    0    0    0    0    0   32    0   66    0
END

View in JSmol

Synonyms

Value	Source
2-{4-[5-methyl-5-(4-methyltetradecyl)-2,5-dihydrofuran-2-ylidene]-3,5-dioxooxolan-2-yl}acetate	Generator

Chemical Formula

C₂₆H₄₀O₆

Average Mass

448.6000 Da

Monoisotopic Mass

448.28249 Da

IUPAC Name

2-{4-[5-methyl-5-(4-methyltetradecyl)-2,5-dihydrofuran-2-ylidene]-3,5-dioxooxolan-2-yl}acetic acid

Traditional Name

{4-[5-methyl-5-(4-methyltetradecyl)furan-2-ylidene]-3,5-dioxooxolan-2-yl}acetic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCC(C)CCCC1(C)OC(C=C1)=C1C(=O)OC(CC(O)=O)C1=O

InChI Identifier

InChI=1S/C26H40O6/c1-4-5-6-7-8-9-10-11-13-19(2)14-12-16-26(3)17-15-20(32-26)23-24(29)21(18-22(27)28)31-25(23)30/h15,17,19,21H,4-14,16,18H2,1-3H3,(H,27,28)

InChI Key

GTHQWTZYJQZCCN-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactones

Sub Class

Gamma butyrolactones

Direct Parent

Gamma butyrolactones

Alternative Parents

Substituents

Dicarboxylic acid or derivatives
3-furanone
Gamma butyrolactone
Dihydrofuran
Oxolane
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Vinylogous ester
Ketone
Cyclic ketone
Carboxylic acid ester
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Carbonyl group
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic 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	6.55	ALOGPS
logP	6.89	ChemAxon
logS	-7	ALOGPS
pKa (Strongest Acidic)	3.84	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	89.9 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	125.15 m³·mol⁻¹	ChemAxon
Polarizability	53.02 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	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 {4-[5-methyl-5-(4-methyltetradecyl)furan-2-ylidene]-3,5-dioxooxolan-2-yl}acetic acid (NP0303704)

MOL for NP0303704 ({4-[5-methyl-5-(4-methyltetradecyl)furan-2-ylidene]-3,5-dioxooxolan-2-yl}acetic acid)

3D MOL for NP0303704 ({4-[5-methyl-5-(4-methyltetradecyl)furan-2-ylidene]-3,5-dioxooxolan-2-yl}acetic acid)

3D SDF for NP0303704 ({4-[5-methyl-5-(4-methyltetradecyl)furan-2-ylidene]-3,5-dioxooxolan-2-yl}acetic acid)

3D-SDF for NP0303704 ({4-[5-methyl-5-(4-methyltetradecyl)furan-2-ylidene]-3,5-dioxooxolan-2-yl}acetic acid)

PDB for NP0303704 ({4-[5-methyl-5-(4-methyltetradecyl)furan-2-ylidene]-3,5-dioxooxolan-2-yl}acetic acid)

3D PDB for NP0303704 ({4-[5-methyl-5-(4-methyltetradecyl)furan-2-ylidene]-3,5-dioxooxolan-2-yl}acetic acid)

SMILES for NP0303704 ({4-[5-methyl-5-(4-methyltetradecyl)furan-2-ylidene]-3,5-dioxooxolan-2-yl}acetic acid)

INCHI for NP0303704 ({4-[5-methyl-5-(4-methyltetradecyl)furan-2-ylidene]-3,5-dioxooxolan-2-yl}acetic acid)

Structure for NP0303704 ({4-[5-methyl-5-(4-methyltetradecyl)furan-2-ylidene]-3,5-dioxooxolan-2-yl}acetic acid)

3D Structure for NP0303704 ({4-[5-methyl-5-(4-methyltetradecyl)furan-2-ylidene]-3,5-dioxooxolan-2-yl}acetic acid)