NP-MRD: Showing NP-Card for methyl 12,19-dihydroxy-2,7,7,13,18,21-hexamethyl-5,17-dioxo-6,11,14,16-tetraoxahexacyclo[16.3.1.0³,⁸.0¹⁰,²¹.0¹²,²⁰.0¹⁵,¹⁹]docosa-3,8-diene-20-carboxylate (NP0293161)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-10 01:01:39 UTC

Updated at

2022-09-10 01:01:39 UTC

NP-MRD ID

NP0293161

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 12,19-dihydroxy-2,7,7,13,18,21-hexamethyl-5,17-dioxo-6,11,14,16-tetraoxahexacyclo[16.3.1.0³,⁸.0¹⁰,²¹.0¹²,²⁰.0¹⁵,¹⁹]docosa-3,8-diene-20-carboxylate

Description

Methyl 12,19-dihydroxy-2,7,7,13,18,21-hexamethyl-5,17-dioxo-6,11,14,16-tetraoxahexacyclo[16.3.1.0³,⁸.0¹⁰,²¹.0¹²,²⁰.0¹⁵,¹⁹]Docosa-3,8-diene-20-carboxylate belongs to the class of organic compounds known as furopyrans. These are organic polycyclic compounds containing a furan ring fused to a pyran ring. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom. Pyran a six-membered heterocyclic, non-aromatic ring, made up of five carbon atoms and one oxygen atom and containing two double bonds. methyl 12,19-dihydroxy-2,7,7,13,18,21-hexamethyl-5,17-dioxo-6,11,14,16-tetraoxahexacyclo[16.3.1.0³,⁸.0¹⁰,²¹.0¹²,²⁰.0¹⁵,¹⁹]docosa-3,8-diene-20-carboxylate is found in Talaromyces minioluteus. Methyl 12,19-dihydroxy-2,7,7,13,18,21-hexamethyl-5,17-dioxo-6,11,14,16-tetraoxahexacyclo[16.3.1.0³,⁸.0¹⁰,²¹.0¹²,²⁰.0¹⁵,¹⁹]Docosa-3,8-diene-20-carboxylate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004191514272D          

 36 41  0  0  0  0            999 V2000
    4.2388    3.2367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6023    2.7118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7387    1.8981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7015    1.4740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1022    1.3732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8751    1.0845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6673    0.8543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4262    1.6984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9329    2.4181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9659    2.1869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0165    3.0103    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1930    2.4756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0567    3.2892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5566    1.9506    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6930    1.1370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2819    0.2316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8705   -0.3465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7488   -1.1625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6022    0.0346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6528   -0.7888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3750   -0.2541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0115    0.2708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7326   -0.1298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6845   -0.9534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4955    0.1842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0666   -0.4113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8677   -0.2145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4388   -0.8099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0979    0.5778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5269    1.1732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2124    1.6322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1939    1.9281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7257    0.9764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2498    1.6503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4658    0.8483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2386    0.5596    0.0000 O   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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  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
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 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
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
  6 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  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
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 30 33  1  0  0  0  0
 25 33  1  0  0  0  0
 33 34  2  0  0  0  0
  8 34  1  0  0  0  0
 19 35  1  0  0  0  0
  5 35  1  0  0  0  0
 15 35  1  0  0  0  0
 35 36  1  0  0  0  0
M  END

     RDKit          3D

 68 73  0  0  0  0  0  0  0  0999 V2000
   -3.0503    2.9522    1.7205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4021    1.8408    1.1965 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1776    1.5530   -0.1154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6154    2.4063   -0.9623 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4831    0.3496   -0.5252 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1379   -0.9467   -0.2528 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8270   -1.9742   -1.1682 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6008   -0.5772   -0.5678 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2221   -1.4703    0.2638 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5202   -1.4449    1.4690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9899   -1.3822    2.6438 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0806   -1.5086    1.0892 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7716   -3.0180    1.0506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1208   -0.8395    1.9798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0216   -0.0189    1.3860 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3535   -0.4760    1.9002 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4538   -0.2037    3.3818 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4733    0.1148    1.1468 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2639    0.9098    1.8484 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3849    1.5238    1.1638 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1983    2.3018    1.7565 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6172    1.2836   -0.1825 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1458    0.0623   -0.7143 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3555   -0.0483   -2.1910 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0058   -1.0298   -0.0596 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7541   -0.1142   -0.2739 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8912   -0.4663   -1.2071 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4335   -0.7117   -1.0274 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2659   -0.5832   -2.1883 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3579    0.2554   -2.0586 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0400    1.4921   -2.6142 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6252   -0.2682   -2.6630 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1328    0.7349   -3.7140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6796   -0.6070   -1.8959 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0703    0.2894   -0.0420 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5357    1.6549   -0.3431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5019    3.2386    2.6658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0327    3.7834    1.0131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1047    2.6889    2.0028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6330   -2.5514   -1.2744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8618    0.4401   -0.2070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2858   -3.3073    0.1097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6437   -3.6474    1.1915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0619   -3.2566    1.8873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7253   -0.2934    2.7670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6220   -1.6388    2.6117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1127    0.9951    1.9034 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3082   -1.6021    1.8104 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6867   -0.8298    3.9060 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2381    0.8249    3.6711 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4226   -0.6109    3.7418 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0801    1.0897    2.8738 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8013    0.6691   -2.7979 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4455    0.2014   -2.3622 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2611   -1.1021   -2.4796 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4664   -1.9719    0.0342 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9393   -1.1999   -0.6429 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3511   -0.6840    0.9506 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3191   -0.5777   -2.1807 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3985   -1.7406   -0.5662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5052    1.3356   -3.4332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3348   -1.1667   -3.2861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8046    0.1264   -4.3886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3240    1.1251   -4.3327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7942    1.4923   -3.2675 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9435    2.0905    0.6164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2561    2.4116   -0.6194 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2692    1.6318   -1.1480 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  5  3  1  6
  5 30  1  0
 30 31  1  6
 30 29  1  0
 29 28  1  0
 28 27  1  0
 27 26  2  0
 26 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 18 16  1  0
 16 17  1  0
 16 15  1  0
 15 14  1  0
 14 12  1  0
 12 13  1  6
 12 10  1  0
 10 11  2  0
 10  9  1  0
  9  8  1  0
  8 34  1  0
 34 32  1  0
 32 33  1  0
  8  6  1  0
  6  7  1  6
 15 35  1  0
 35 36  1  1
  6  5  1  0
 35  5  1  0
 32 30  1  0
 35 28  1  0
 23 26  1  0
  6 12  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
 31 61  1  0
 28 60  1  1
 27 59  1  0
 19 52  1  0
 24 53  1  0
 24 54  1  0
 24 55  1  0
 25 56  1  0
 25 57  1  0
 25 58  1  0
 16 48  1  1
 17 49  1  0
 17 50  1  0
 17 51  1  0
 15 47  1  1
 14 45  1  0
 14 46  1  0
 13 42  1  0
 13 43  1  0
 13 44  1  0
  8 41  1  1
 32 62  1  6
 33 63  1  0
 33 64  1  0
 33 65  1  0
  7 40  1  0
 36 66  1  0
 36 67  1  0
 36 68  1  0
M  END


  Mrv1533004191514272D          

 36 41  0  0  0  0            999 V2000
    4.2388    3.2367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6023    2.7118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7387    1.8981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7015    1.4740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1022    1.3732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8751    1.0845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6673    0.8543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4262    1.6984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9329    2.4181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9659    2.1869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0165    3.0103    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1930    2.4756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0567    3.2892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5566    1.9506    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6930    1.1370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2819    0.2316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8705   -0.3465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7488   -1.1625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6022    0.0346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6528   -0.7888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3750   -0.2541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0115    0.2708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7326   -0.1298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6845   -0.9534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4955    0.1842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0666   -0.4113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8677   -0.2145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4388   -0.8099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0979    0.5778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5269    1.1732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2124    1.6322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1939    1.9281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7257    0.9764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2498    1.6503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4658    0.8483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2386    0.5596    0.0000 O   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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  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
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 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
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
  6 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  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
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 30 33  1  0  0  0  0
 25 33  1  0  0  0  0
 33 34  2  0  0  0  0
  8 34  1  0  0  0  0
 19 35  1  0  0  0  0
  5 35  1  0  0  0  0
 15 35  1  0  0  0  0
 35 36  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0293161

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C12C3(O)OC4C=C5C(=CC(=O)OC5(C)C)C(C)C(CC5(C)C(=O)OC(OC3C)C15O)C24C

> <INCHI_IDENTIFIER>
InChI=1S/C26H32O10/c1-11-13-8-17(27)36-21(3,4)14(13)9-16-23(6)15(11)10-22(5)18(28)34-20-25(22,30)24(23,19(29)32-7)26(31,35-16)12(2)33-20/h8-9,11-12,15-16,20,30-31H,10H2,1-7H3

> <INCHI_KEY>
HDEUKSXFAHLYFI-UHFFFAOYSA-N

> <FORMULA>
C26H32O10

> <MOLECULAR_WEIGHT>
504.532

> <EXACT_MASS>
504.19954723

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
68

> <JCHEM_AVERAGE_POLARIZABILITY>
50.00088434464725

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 12,19-dihydroxy-2,7,7,13,18,21-hexamethyl-5,17-dioxo-6,11,14,16-tetraoxahexacyclo[16.3.1.0³,⁸.0¹⁰,²¹.0¹²,²⁰.0¹⁵,¹⁹]docosa-3,8-diene-20-carboxylate

> <ALOGPS_LOGP>
1.75

> <JCHEM_LOGP>
1.9863431483333323

> <ALOGPS_LOGS>
-2.82

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.840963476853

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.386387130167776

> <JCHEM_PKA_STRONGEST_BASIC>
-4.103344531265503

> <JCHEM_POLAR_SURFACE_AREA>
137.82000000000002

> <JCHEM_REFRACTIVITY>
121.40409999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.72e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 12,19-dihydroxy-2,7,7,13,18,21-hexamethyl-5,17-dioxo-6,11,14,16-tetraoxahexacyclo[16.3.1.0³,⁸.0¹⁰,²¹.0¹²,²⁰.0¹⁵,¹⁹]docosa-3,8-diene-20-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
HETATM    1  C   UNK     0       7.912   6.042   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       6.724   5.062   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       6.979   3.543   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       8.776   2.751   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       5.791   2.563   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.233   2.024   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.712   1.595   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.262   3.170   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       7.342   4.514   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       5.536   4.082   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       5.631   5.619   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       4.094   4.621   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.839   6.140   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       2.906   3.641   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       3.160   2.122   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.393   0.432   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       3.492  -0.647   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       3.264  -2.170   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       4.857   0.065   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.952  -1.472   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.300  -0.474   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.488   0.506   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.834  -0.242   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.744  -1.780   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      10.258   0.344   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      11.324  -0.768   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      12.820  -0.400   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      13.886  -1.512   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      13.249   1.079   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      12.183   2.190   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      13.463   3.047   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      11.562   3.599   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      10.688   1.823   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       9.800   3.081   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       4.603   1.583   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       6.045   1.045   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   10   35                                             
CONECT    6    5    7    8   22                                             
CONECT    7    6                                                            
CONECT    8    6    9   34                                                  
CONECT    9    8   10                                                       
CONECT   10    9    5   11   12                                             
CONECT   11   10                                                            
CONECT   12   10   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   35                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   21   35                                             
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21    6   23                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   33                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   31   32   33                                             
CONECT   31   30                                                            
CONECT   32   30                                                            
CONECT   33   30   25   34                                                  
CONECT   34   33    8                                                       
CONECT   35   19    5   15   36                                             
CONECT   36   35                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   82    0
END

View in JSmol

Synonyms

Value	Source
Methyl 12,19-dihydroxy-2,7,7,13,18,21-hexamethyl-5,17-dioxo-6,11,14,16-tetraoxahexacyclo[16.3.1.0,.0,.0,.0,]docosa-3,8-diene-20-carboxylic acid	Generator
Methyl 12,19-dihydroxy-2,7,7,13,18,21-hexamethyl-5,17-dioxo-6,11,14,16-tetraoxahexacyclo[16.3.1.0³,⁸.0¹⁰,²¹.0¹²,²⁰.0¹⁵,¹⁹]docosa-3,8-diene-20-carboxylic acid	Generator

Chemical Formula

C₂₆H₃₂O₁₀

Average Mass

504.5320 Da

Monoisotopic Mass

504.19955 Da

IUPAC Name

methyl 12,19-dihydroxy-2,7,7,13,18,21-hexamethyl-5,17-dioxo-6,11,14,16-tetraoxahexacyclo[16.3.1.0³,⁸.0¹⁰,²¹.0¹²,²⁰.0¹⁵,¹⁹]docosa-3,8-diene-20-carboxylate

Traditional Name

methyl 12,19-dihydroxy-2,7,7,13,18,21-hexamethyl-5,17-dioxo-6,11,14,16-tetraoxahexacyclo[16.3.1.0³,⁸.0¹⁰,²¹.0¹²,²⁰.0¹⁵,¹⁹]docosa-3,8-diene-20-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C12C3(O)OC4C=C5C(=CC(=O)OC5(C)C)C(C)C(CC5(C)C(=O)OC(OC3C)C15O)C24C

InChI Identifier

InChI=1S/C26H32O10/c1-11-13-8-17(27)36-21(3,4)14(13)9-16-23(6)15(11)10-22(5)18(28)34-20-25(22,30)24(23,19(29)32-7)26(31,35-16)12(2)33-20/h8-9,11-12,15-16,20,30-31H,10H2,1-7H3

InChI Key

HDEUKSXFAHLYFI-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
Talaromyces minioluteus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as furopyrans. These are organic polycyclic compounds containing a furan ring fused to a pyran ring. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom. Pyran a six-membered heterocyclic, non-aromatic ring, made up of five carbon atoms and one oxygen atom and containing two double bonds.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Furopyrans

Sub Class

Not Available

Direct Parent

Furopyrans

Alternative Parents

Substituents

Furopyran
Tricarboxylic acid or derivatives
Dihydropyranone
Gamma butyrolactone
Monosaccharide
Oxane
Pyran
Alpha,beta-unsaturated carboxylic ester
Tetrahydrofuran
Tertiary alcohol
Enoate ester
Methyl ester
Cyclic alcohol
Furan
Carboxylic acid ester
Lactone
Hemiacetal
Oxacycle
Carboxylic acid derivative
Acetal
Alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Organic oxide
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	1.75	ALOGPS
logP	1.99	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	10.39	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	137.82 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	121.4 m³·mol⁻¹	ChemAxon
Polarizability	50 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	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

74322065

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 12,19-dihydroxy-2,7,7,13,18,21-hexamethyl-5,17-dioxo-6,11,14,16-tetraoxahexacyclo[16.3.1.0³,⁸.0¹⁰,²¹.0¹²,²⁰.0¹⁵,¹⁹]docosa-3,8-diene-20-carboxylate (NP0293161)

MOL for NP0293161 (methyl 12,19-dihydroxy-2,7,7,13,18,21-hexamethyl-5,17-dioxo-6,11,14,16-tetraoxahexacyclo[16.3.1.0³,⁸.0¹⁰,²¹.0¹²,²⁰.0¹⁵,¹⁹]docosa-3,8-diene-20-carboxylate)

3D MOL for NP0293161 (methyl 12,19-dihydroxy-2,7,7,13,18,21-hexamethyl-5,17-dioxo-6,11,14,16-tetraoxahexacyclo[16.3.1.0³,⁸.0¹⁰,²¹.0¹²,²⁰.0¹⁵,¹⁹]docosa-3,8-diene-20-carboxylate)

3D SDF for NP0293161 (methyl 12,19-dihydroxy-2,7,7,13,18,21-hexamethyl-5,17-dioxo-6,11,14,16-tetraoxahexacyclo[16.3.1.0³,⁸.0¹⁰,²¹.0¹²,²⁰.0¹⁵,¹⁹]docosa-3,8-diene-20-carboxylate)

3D-SDF for NP0293161 (methyl 12,19-dihydroxy-2,7,7,13,18,21-hexamethyl-5,17-dioxo-6,11,14,16-tetraoxahexacyclo[16.3.1.0³,⁸.0¹⁰,²¹.0¹²,²⁰.0¹⁵,¹⁹]docosa-3,8-diene-20-carboxylate)

PDB for NP0293161 (methyl 12,19-dihydroxy-2,7,7,13,18,21-hexamethyl-5,17-dioxo-6,11,14,16-tetraoxahexacyclo[16.3.1.0³,⁸.0¹⁰,²¹.0¹²,²⁰.0¹⁵,¹⁹]docosa-3,8-diene-20-carboxylate)

3D PDB for NP0293161 (methyl 12,19-dihydroxy-2,7,7,13,18,21-hexamethyl-5,17-dioxo-6,11,14,16-tetraoxahexacyclo[16.3.1.0³,⁸.0¹⁰,²¹.0¹²,²⁰.0¹⁵,¹⁹]docosa-3,8-diene-20-carboxylate)

SMILES for NP0293161 (methyl 12,19-dihydroxy-2,7,7,13,18,21-hexamethyl-5,17-dioxo-6,11,14,16-tetraoxahexacyclo[16.3.1.0³,⁸.0¹⁰,²¹.0¹²,²⁰.0¹⁵,¹⁹]docosa-3,8-diene-20-carboxylate)

INCHI for NP0293161 (methyl 12,19-dihydroxy-2,7,7,13,18,21-hexamethyl-5,17-dioxo-6,11,14,16-tetraoxahexacyclo[16.3.1.0³,⁸.0¹⁰,²¹.0¹²,²⁰.0¹⁵,¹⁹]docosa-3,8-diene-20-carboxylate)

Structure for NP0293161 (methyl 12,19-dihydroxy-2,7,7,13,18,21-hexamethyl-5,17-dioxo-6,11,14,16-tetraoxahexacyclo[16.3.1.0³,⁸.0¹⁰,²¹.0¹²,²⁰.0¹⁵,¹⁹]docosa-3,8-diene-20-carboxylate)

3D Structure for NP0293161 (methyl 12,19-dihydroxy-2,7,7,13,18,21-hexamethyl-5,17-dioxo-6,11,14,16-tetraoxahexacyclo[16.3.1.0³,⁸.0¹⁰,²¹.0¹²,²⁰.0¹⁵,¹⁹]docosa-3,8-diene-20-carboxylate)