NP-MRD: Showing NP-Card for Austalide I (NP0084950)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-29 05:33:35 UTC

Updated at

2022-04-29 05:33:35 UTC

NP-MRD ID

NP0084950

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Austalide I

Description

Austalide I, also known as gly-leu-tyr, belongs to the class of organic compounds known as xanthenes. These are polycyclic aromatic compounds containing a xanthene moiety, which consists of two benzene rings joined to each other by a pyran ring. Austalide I is an extremely weak basic (essentially neutral) compound (based on its pKa). Austalide I is found in Aspergillus ustus. Mycotoxin from the food storage mould (Aspergillus ustus).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 05061305022D          

 35 39  0  0  0  0            999 V2000
    5.1700    2.3443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4591    4.0735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4556    2.0404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4196    1.4998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3775    0.1766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9941    2.5174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8702   -1.4244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9557   -0.5330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6576   -0.0995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1337    0.3391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1956    2.3100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3534    0.9981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9504    1.5491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0379    3.4857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9322    0.5465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5292    0.9613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3971    2.1026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5548    0.9270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1792   -0.2546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3096    0.1661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1518    1.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5110   -0.0413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1775    1.3074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9980   -0.2886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3570    1.2214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7563    0.7196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7745    1.7222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8364    3.6931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4087   -0.8334    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0348   -1.1128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2914   -0.8365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6431    0.2256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8183    2.6905    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0873    0.5262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5730    1.9296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0  0  0  0
 13  1  1  0  0  0  0
 14  2  1  0  0  0  0
 15 10  1  0  0  0  0
 16 12  1  0  0  0  0
 16 13  2  0  0  0  0
 17 11  1  0  0  0  0
 18 10  1  0  0  0  0
 19  8  1  0  0  0  0
 20 16  1  0  0  0  0
 21 13  1  0  0  0  0
 21 15  2  0  0  0  0
 22 15  1  0  0  0  0
 22 20  2  0  0  0  0
 23 17  1  0  0  0  0
 24 20  1  0  0  0  0
 25  3  1  0  0  0  0
 25  4  1  0  0  0  0
 25 23  1  0  0  0  0
 26  5  1  0  0  0  0
 26  9  1  0  0  0  0
 26 18  1  0  0  0  0
 26 23  1  0  0  0  0
 27  6  1  0  0  0  0
 27 11  1  0  0  0  0
 27 18  1  0  0  0  0
 28 14  2  0  0  0  0
 29 19  2  0  0  0  0
 30 24  2  0  0  0  0
 31  7  1  0  0  0  0
 31 22  1  0  0  0  0
 32 12  1  0  0  0  0
 32 24  1  0  0  0  0
 33 14  1  0  0  0  0
 33 17  1  0  0  0  0
 34 19  1  0  0  0  0
 34 25  1  0  0  0  0
 35 21  1  0  0  0  0
 35 27  1  0  0  0  0
M  END

     RDKit          3D

 69 73  0  0  0  0  0  0  0  0999 V2000
    3.3270   -3.6409   -0.5337 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4933   -2.8933    0.6558 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6858   -1.5268    0.5315 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5857   -0.7119    0.5323 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7722    0.6455    0.4091 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0490    1.1525    0.2885 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2238    2.6064    0.1580 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1736    0.3282    0.2869 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9711   -1.0272    0.4110 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2867   -1.6279    0.3792 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5672   -2.8492    0.4625 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2624   -0.6435    0.2380 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6429    0.6019    0.1737 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6743    1.5103    0.4057 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3476    0.9878    0.6001 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0017    0.9697    2.0418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5437    1.9388   -0.2141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9426    1.4307    0.1891 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9281    2.3494   -0.2391 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6705    3.1321    0.6146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6835    4.0673    0.0631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4682    3.0313    1.8361 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1731    0.1154   -0.4515 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5618   -0.3614   -0.1312 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5642    0.3869   -0.9989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0077   -0.1202    1.2712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7180   -1.7251   -0.4836 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2535   -2.3270   -1.6381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8673   -3.3706   -1.9815 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1239   -1.8459   -2.4675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8756   -1.6328   -1.6962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0821   -0.9064   -0.3461 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4051   -2.0276    0.6212 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2807   -0.3159   -0.1007 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2208   -1.2569    0.6620 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7263   -4.5589   -0.3683 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8799   -2.9890   -1.3013 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3458   -3.9271   -0.9114 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8007    2.8911   -0.8473 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2743    2.9113    0.1395 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6369    3.1591    0.9009 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8932    1.1920   -0.7161 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9241    1.2267    1.0591 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9450    0.7471    2.6164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7221    0.2099    2.3454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2795    2.0062    2.3731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3967    2.9811    0.0609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3271    1.7048   -1.2759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9177    1.4715    1.2770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3798    4.3632    0.8865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3006    3.6027   -0.7120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2126    4.9851   -0.3007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2183    0.3569   -1.5645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2980    0.9775   -0.4094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1836   -0.3330   -1.5700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0566    0.9996   -1.7696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2844    0.1812    2.0074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4705   -1.0800    1.6501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8676    0.6078    1.3640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9055   -2.6894   -3.1885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3617   -0.9831   -3.0922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4109   -2.6290   -1.5015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1609   -1.0862   -2.3412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6734   -2.9951    0.1022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2246   -1.8293    1.3007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5510   -2.3344    1.2578 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8555   -0.1400   -1.0674 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0043   -1.1742    1.7700 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2241   -2.2695    0.2773 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13  8  1  0
  8  6  2  0
  6  7  1  0
  6  5  1  0
  5  4  2  0
  4 35  1  0
 35 34  1  0
 34 15  1  0
 15 16  1  1
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 18 23  1  0
 23 32  1  0
 32 33  1  1
 32 31  1  0
 31 30  1  0
 30 28  1  0
 28 29  2  0
 28 27  1  0
 27 24  1  0
 24 25  1  6
 24 26  1  0
 15 14  1  0
  4  3  1  0
 32 34  1  0
  8  9  1  0
 14  5  1  0
 24 23  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
 13 42  1  0
 13 43  1  0
  7 39  1  0
  7 40  1  0
  7 41  1  0
 35 68  1  0
 35 69  1  0
 34 67  1  6
 16 44  1  0
 16 45  1  0
 16 46  1  0
 17 47  1  0
 17 48  1  0
 18 49  1  1
 21 50  1  0
 21 51  1  0
 21 52  1  0
 23 53  1  6
 33 64  1  0
 33 65  1  0
 33 66  1  0
 31 62  1  0
 31 63  1  0
 30 60  1  0
 30 61  1  0
 25 54  1  0
 25 55  1  0
 25 56  1  0
 26 57  1  0
 26 58  1  0
 26 59  1  0
M  END


  Mrv0541 05061305022D          

 35 39  0  0  0  0            999 V2000
    5.1700    2.3443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4591    4.0735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4556    2.0404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4196    1.4998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3775    0.1766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9941    2.5174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8702   -1.4244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9557   -0.5330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6576   -0.0995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1337    0.3391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1956    2.3100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3534    0.9981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9504    1.5491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0379    3.4857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9322    0.5465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5292    0.9613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3971    2.1026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5548    0.9270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1792   -0.2546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3096    0.1661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1518    1.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5110   -0.0413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1775    1.3074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9980   -0.2886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3570    1.2214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7563    0.7196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7745    1.7222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8364    3.6931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4087   -0.8334    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0348   -1.1128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2914   -0.8365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6431    0.2256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8183    2.6905    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0873    0.5262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5730    1.9296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0  0  0  0
 13  1  1  0  0  0  0
 14  2  1  0  0  0  0
 15 10  1  0  0  0  0
 16 12  1  0  0  0  0
 16 13  2  0  0  0  0
 17 11  1  0  0  0  0
 18 10  1  0  0  0  0
 19  8  1  0  0  0  0
 20 16  1  0  0  0  0
 21 13  1  0  0  0  0
 21 15  2  0  0  0  0
 22 15  1  0  0  0  0
 22 20  2  0  0  0  0
 23 17  1  0  0  0  0
 24 20  1  0  0  0  0
 25  3  1  0  0  0  0
 25  4  1  0  0  0  0
 25 23  1  0  0  0  0
 26  5  1  0  0  0  0
 26  9  1  0  0  0  0
 26 18  1  0  0  0  0
 26 23  1  0  0  0  0
 27  6  1  0  0  0  0
 27 11  1  0  0  0  0
 27 18  1  0  0  0  0
 28 14  2  0  0  0  0
 29 19  2  0  0  0  0
 30 24  2  0  0  0  0
 31  7  1  0  0  0  0
 31 22  1  0  0  0  0
 32 12  1  0  0  0  0
 32 24  1  0  0  0  0
 33 14  1  0  0  0  0
 33 17  1  0  0  0  0
 34 19  1  0  0  0  0
 34 25  1  0  0  0  0
 35 21  1  0  0  0  0
 35 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0084950

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C2C(=O)OCC2=C(C)C2=C1CC1C(C)(CC(OC(C)=O)C3C1(C)CCC(=O)OC3(C)C)O2

> <INCHI_IDENTIFIER>
InChI=1S/C27H34O8/c1-13-16-12-32-24(30)20(16)22(31-7)15-10-18-26(5)9-8-19(29)34-25(3,4)23(26)17(33-14(2)28)11-27(18,6)35-21(13)15/h17-18,23H,8-12H2,1-7H3

> <INCHI_KEY>
XBPVWACQUMEORV-UHFFFAOYSA-N

> <FORMULA>
C27H34O8

> <MOLECULAR_WEIGHT>
486.5541

> <EXACT_MASS>
486.225368064

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
52.1683180683042

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
10-methoxy-1,4,14,19,19-pentamethyl-8,17-dioxo-2,7,18-trioxapentacyclo[11.9.0.0³,¹¹.0⁵,⁹.0¹⁴,²⁰]docosa-3(11),4,9-trien-21-yl acetate

> <ALOGPS_LOGP>
4.30

> <JCHEM_LOGP>
3.245024200333334

> <ALOGPS_LOGS>
-5.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.189213655948052

> <JCHEM_PKA_STRONGEST_BASIC>
-4.5924761143475274

> <JCHEM_POLAR_SURFACE_AREA>
97.36000000000001

> <JCHEM_REFRACTIVITY>
125.90229999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.07e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
10-methoxy-1,4,14,19,19-pentamethyl-8,17-dioxo-2,7,18-trioxapentacyclo[11.9.0.0³,¹¹.0⁵,⁹.0¹⁴,²⁰]docosa-3(11),4,9-trien-21-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       9.651   4.376   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.857   7.604   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.850   3.809   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.783   2.800   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.438   0.330   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.589   4.699   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.091  -2.659   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.784  -0.995   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.094  -0.186   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.850   0.633   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.098   4.312   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.860   1.863   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.241   2.892   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.937   6.507   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.340   1.020   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.321   1.794   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.608   3.925   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.769   1.730   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.335  -0.475   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.911   0.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.750   2.505   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.421  -0.077   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.198   2.440   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      11.196  -0.539   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.666   2.280   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.278   1.343   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.179   3.215   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       3.428   6.894   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -0.763  -1.556   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      11.265  -2.077   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       8.011  -1.561   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      12.400   0.421   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       1.527   5.022   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      -0.163   0.982   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       6.670   3.602   0.000  0.00  0.00           O+0
CONECT    1   13                                                            
CONECT    2   14                                                            
CONECT    3   25                                                            
CONECT    4   25                                                            
CONECT    5   26                                                            
CONECT    6   27                                                            
CONECT    7   31                                                            
CONECT    8    9   19                                                       
CONECT    9    8   26                                                       
CONECT   10   15   18                                                       
CONECT   11   17   27                                                       
CONECT   12   16   32                                                       
CONECT   13    1   16   21                                                  
CONECT   14    2   28   33                                                  
CONECT   15   10   21   22                                                  
CONECT   16   12   13   20                                                  
CONECT   17   11   23   33                                                  
CONECT   18   10   26   27                                                  
CONECT   19    8   29   34                                                  
CONECT   20   16   22   24                                                  
CONECT   21   13   15   35                                                  
CONECT   22   15   20   31                                                  
CONECT   23   17   25   26                                                  
CONECT   24   20   30   32                                                  
CONECT   25    3    4   23   34                                             
CONECT   26    5    9   18   23                                             
CONECT   27    6   11   18   35                                             
CONECT   28   14                                                            
CONECT   29   19                                                            
CONECT   30   24                                                            
CONECT   31    7   22                                                       
CONECT   32   12   24                                                       
CONECT   33   14   17                                                       
CONECT   34   19   25                                                       
CONECT   35   21   27                                                       
MASTER        0    0    0    0    0    0    0    0   35    0   78    0
END

View in JSmol

Synonyms

Value	Source
GLY-leu-tyr	HMDB
GLYCYL-L-leucyl-L-tyrosine	HMDB
GLYCYL-leucyl-tyrosine	HMDB
N-(N-GLYCYL-L-leucyl)-L-tyrosine	HMDB
10-Methoxy-1,4,14,19,19-pentamethyl-8,17-dioxo-2,7,18-trioxapentacyclo[11.9.0.0³,¹¹.0⁵,⁹.0¹⁴,²⁰]docosa-3(11),4,9-trien-21-yl acetic acid	Generator

Chemical Formula

C₂₇H₃₄O₈

Average Mass

486.5541 Da

Monoisotopic Mass

486.22537 Da

IUPAC Name

10-methoxy-1,4,14,19,19-pentamethyl-8,17-dioxo-2,7,18-trioxapentacyclo[11.9.0.0³,¹¹.0⁵,⁹.0¹⁴,²⁰]docosa-3(11),4,9-trien-21-yl acetate

Traditional Name

10-methoxy-1,4,14,19,19-pentamethyl-8,17-dioxo-2,7,18-trioxapentacyclo[11.9.0.0³,¹¹.0⁵,⁹.0¹⁴,²⁰]docosa-3(11),4,9-trien-21-yl acetate

CAS Registry Number

Not Available

SMILES

COC1=C2C(=O)OCC2=C(C)C2=C1CC1C(C)(CC(OC(C)=O)C3C1(C)CCC(=O)OC3(C)C)O2

InChI Identifier

InChI=1S/C27H34O8/c1-13-16-12-32-24(30)20(16)22(31-7)15-10-18-26(5)9-8-19(29)34-25(3,4)23(26)17(33-14(2)28)11-27(18,6)35-21(13)15/h17-18,23H,8-12H2,1-7H3

InChI Key

XBPVWACQUMEORV-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Aspergillus ustus	Fungi	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as xanthenes. These are polycyclic aromatic compounds containing a xanthene moiety, which consists of two benzene rings joined to each other by a pyran ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

Xanthenes

Alternative Parents

Substituents

Xanthene
Isobenzofuranone
Phthalide
Isocoumaran
Tricarboxylic acid or derivatives
Anisole
Caprolactone
Alkyl aryl ether
Oxepane
Benzenoid
Carboxylic acid ester
Lactone
Carboxylic acid derivative
Oxacycle
Ether
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	4.3	ALOGPS
logP	3.25	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	15.19	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	97.36 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	125.9 m³·mol⁻¹	ChemAxon
Polarizability	52.17 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0030155

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB001964

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

131750972

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Austalide I (NP0084950)

MOL for NP0084950 (Austalide I)

3D MOL for NP0084950 (Austalide I)

3D SDF for NP0084950 (Austalide I)

3D-SDF for NP0084950 (Austalide I)

PDB for NP0084950 (Austalide I)

3D PDB for NP0084950 (Austalide I)

SMILES for NP0084950 (Austalide I)

INCHI for NP0084950 (Austalide I)

Structure for NP0084950 (Austalide I)

3D Structure for NP0084950 (Austalide I)