NP-MRD: Showing NP-Card for methyl 11,15,18,23-tetrahydroxy-20-methyl-9,14,16-trioxo-7-(5-oxooxolan-2-yl)-6-oxahexacyclo[11.10.2.0¹,¹⁵.0³,¹².0⁵,¹⁰.0¹⁷,²²]pentacosa-3,5(10),11,17,19,21,24-heptaene-7-carboxylate (NP0188426)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-04 04:45:29 UTC

Updated at

2022-09-04 04:45:29 UTC

NP-MRD ID

NP0188426

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 11,15,18,23-tetrahydroxy-20-methyl-9,14,16-trioxo-7-(5-oxooxolan-2-yl)-6-oxahexacyclo[11.10.2.0¹,¹⁵.0³,¹².0⁵,¹⁰.0¹⁷,²²]pentacosa-3,5(10),11,17,19,21,24-heptaene-7-carboxylate

Description

Methyl 11,15,18,23-tetrahydroxy-20-methyl-9,14,16-trioxo-7-(5-oxooxolan-2-yl)-6-oxahexacyclo[11.10.2.0¹,¹⁵.0³,¹².0⁵,¹⁰.0¹⁷,²²]Pentacosa-3,5(10),11,17(22),18,20,24-heptaene-7-carboxylate belongs to the class of organic compounds known as chromones. Chromones are compounds containing a benzopyran-4-one moiety. methyl 11,15,18,23-tetrahydroxy-20-methyl-9,14,16-trioxo-7-(5-oxooxolan-2-yl)-6-oxahexacyclo[11.10.2.0¹,¹⁵.0³,¹².0⁵,¹⁰.0¹⁷,²²]pentacosa-3,5(10),11,17,19,21,24-heptaene-7-carboxylate is found in Cytospora eugeniae. Based on a literature review very few articles have been published on methyl 11,15,18,23-tetrahydroxy-20-methyl-9,14,16-trioxo-7-(5-oxooxolan-2-yl)-6-oxahexacyclo[11.10.2.0¹,¹⁵.0³,¹².0⁵,¹⁰.0¹⁷,²²]Pentacosa-3,5(10),11,17(22),18,20,24-heptaene-7-carboxylate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042206452D          

 43 49  0  0  0  0            999 V2000
   10.0372    2.4418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9293    1.6239    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5837    1.1215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3460    1.4371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4759    0.3036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3001    0.3395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8136   -0.3063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5864   -0.0175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5506    0.8067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1963    1.3202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7556    1.0273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6543   -0.5019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0460   -1.0591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2244   -1.8646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2592   -0.8109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0808   -0.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2940    0.2428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6857   -0.3144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8641   -1.1199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6508   -1.3681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8292   -2.1736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3848   -1.9243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9236   -1.3071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8778   -0.5373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1257   -0.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9265    0.1646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4124    0.2030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5536    1.0159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5905   -0.0020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9798    0.5526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1941    0.3010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5833    0.8556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0192   -0.5053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6299   -1.0599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4550   -1.8661    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4156   -0.8083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0952   -1.3177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9034   -2.1201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9395   -1.1695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7451   -0.9917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4808   -1.8976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0995   -2.6292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6891    0.5518    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
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
  6 11  1  0  0  0  0
  5 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 20  1  0  0  0  0
 20 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 18 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  2  0  0  0  0
 29 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
 25 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
 22 41  1  0  0  0  0
 41 42  2  0  0  0  0
 16 43  1  0  0  0  0
  5 43  1  0  0  0  0
M  END

     RDKit          3D

 69 75  0  0  0  0  0  0  0  0999 V2000
   -7.2742    1.9844   -2.8904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6059    1.3831   -1.7759 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2458    1.1032   -1.8239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6086    1.3835   -2.8568 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5988    0.4691   -0.6169 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3192   -0.8717   -0.4582 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6710   -1.7509    0.5640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0305   -3.1582    0.1297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3003   -2.9760   -1.3355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5379   -3.9399   -2.1045 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2402   -1.6288   -1.6513 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9291    1.3479    0.5376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7512    1.6675    1.3831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9620    2.2725    2.4615 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4043    1.3198    1.0261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1634    0.6312   -0.1283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8806    0.2894   -0.4860 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1958    0.6338    0.3130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0394    1.3354    1.4910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3135    1.6727    1.8420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6339    2.3622    2.9806 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0331    1.7580    2.4178 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8100    2.8016    1.6370 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3340    2.3735    0.4983 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6503    0.9291    0.2539 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4874    0.1480   -0.2938 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7814    0.7811   -0.7109 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5636    1.9541   -0.6052 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6140   -0.4064   -0.5593 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5583   -0.6961   -1.5581 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3773   -1.7998   -1.4744 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3595   -2.0334   -2.5937 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3019   -2.6659   -0.4037 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3758   -2.3864    0.5808 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2238   -3.2019    1.7027 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5364   -1.2664    0.5071 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5625   -0.9801    1.5426 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2025   -1.9133    2.3027 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0506    0.4003    1.6398 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0976    1.2267    2.0666 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9356    0.5549    2.5620 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7168   -0.2520    3.4346 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2606    0.2959   -0.9153 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0931    3.0937   -2.8938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3491    1.7832   -2.7929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8090    1.5983   -3.8014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3699   -0.6986   -0.1724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5726   -1.6636    0.5247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0739   -1.5162    1.5677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9734   -3.5093    0.5803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1826   -3.8472    0.2725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4025    2.3055    0.2573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6600    0.8343    1.2271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7611   -0.2569   -1.4146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0133    2.6907    3.6546 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7298    2.1343    3.3829 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8967    3.7987    2.0260 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5534    3.0919   -0.2965 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5891   -0.9067    0.0990 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4101    0.1734   -1.3802 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4253    0.7885   -1.7807 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4403    1.8385   -1.0105 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6576   -0.0446   -2.4235 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0572   -1.1802   -2.7015 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9610   -2.9272   -2.3208 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8168   -2.1834   -3.5531 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9422   -3.5287   -0.3374 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8243   -4.0255    1.7800 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9590    1.0055    1.6757 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 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 43  1  0
 16 17  2  0
 17 18  1  0
 18 26  1  0
 26 25  1  0
 25 24  1  1
 24 23  2  0
 23 22  1  0
 22 41  1  0
 41 42  2  0
 41 39  1  0
 39 40  1  1
 39 37  1  0
 37 38  2  0
 37 36  1  0
 36 34  2  0
 34 35  1  0
 34 33  1  0
 33 31  2  0
 31 32  1  0
 31 30  1  0
 30 29  2  0
 29 27  1  0
 27 28  1  0
 22 19  1  0
 19 20  1  0
 20 21  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 43  5  1  0
 19 18  2  0
 11  6  1  0
 20 15  2  0
 39 25  1  0
 29 36  1  0
 27 25  1  0
  1 44  1  0
  1 45  1  0
  1 46  1  0
 12 52  1  0
 12 53  1  0
 17 54  1  0
 26 59  1  0
 26 60  1  0
 24 58  1  0
 23 57  1  0
 22 56  1  1
 40 69  1  0
 35 68  1  0
 33 67  1  0
 32 64  1  0
 32 65  1  0
 32 66  1  0
 30 63  1  0
 27 61  1  6
 28 62  1  0
 21 55  1  0
  6 47  1  1
  7 48  1  0
  7 49  1  0
  8 50  1  0
  8 51  1  0
M  END


  Mrv1652309042206452D          

 43 49  0  0  0  0            999 V2000
   10.0372    2.4418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9293    1.6239    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5837    1.1215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3460    1.4371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4759    0.3036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3001    0.3395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8136   -0.3063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5864   -0.0175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5506    0.8067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1963    1.3202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7556    1.0273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6543   -0.5019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0460   -1.0591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2244   -1.8646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2592   -0.8109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0808   -0.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2940    0.2428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6857   -0.3144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8641   -1.1199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6508   -1.3681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8292   -2.1736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3848   -1.9243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9236   -1.3071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8778   -0.5373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1257   -0.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9265    0.1646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4124    0.2030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5536    1.0159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5905   -0.0020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9798    0.5526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1941    0.3010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5833    0.8556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0192   -0.5053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6299   -1.0599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4550   -1.8661    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4156   -0.8083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0952   -1.3177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9034   -2.1201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9395   -1.1695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7451   -0.9917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4808   -1.8976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0995   -2.6292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6891    0.5518    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
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
  6 11  1  0  0  0  0
  5 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 20  1  0  0  0  0
 20 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 18 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  2  0  0  0  0
 29 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
 25 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
 22 41  1  0  0  0  0
 41 42  2  0  0  0  0
 16 43  1  0  0  0  0
  5 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0188426

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1(CC(=O)C2=C(O1)C=C1CC34C=CC(C(=O)C3(O)C(=O)C3=C(O)C=C(C)C=C3C4O)C1=C2O)C1CCC(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C31H26O12/c1-12-7-15-22(16(32)8-12)27(38)31(40)26(37)14-5-6-29(31,25(15)36)10-13-9-18-23(24(35)21(13)14)17(33)11-30(43-18,28(39)41-2)19-3-4-20(34)42-19/h5-9,14,19,25,32,35-36,40H,3-4,10-11H2,1-2H3

> <INCHI_KEY>
YGYBUOGEBPBGTN-UHFFFAOYSA-N

> <FORMULA>
C31H26O12

> <MOLECULAR_WEIGHT>
590.537

> <EXACT_MASS>
590.142426277

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
69

> <JCHEM_AVERAGE_POLARIZABILITY>
57.78242772048792

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 11,15,18,23-tetrahydroxy-20-methyl-9,14,16-trioxo-7-(5-oxooxolan-2-yl)-6-oxahexacyclo[11.10.2.0^{1,15}.0^{3,12}.0^{5,10}.0^{17,22}]pentacosa-3,5(10),11,17,19,21,24-heptaene-7-carboxylate

> <JCHEM_LOGP>
2.9170731486666677

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.68848733982357

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.069396816437441

> <JCHEM_PKA_STRONGEST_BASIC>
-3.408511249359764

> <JCHEM_POLAR_SURFACE_AREA>
193.95999999999998

> <JCHEM_REFRACTIVITY>
145.6318

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
methyl 11,15,18,23-tetrahydroxy-20-methyl-9,14,16-trioxo-7-(5-oxooxolan-2-yl)-6-oxahexacyclo[11.10.2.0^{1,15}.0^{3,12}.0^{5,10}.0^{17,22}]pentacosa-3,5(10),11,17,19,21,24-heptaene-7-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0      18.736   4.558   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      18.535   3.031   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      19.756   2.094   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      21.179   2.683   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      19.555   0.567   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      21.094   0.634   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      22.052  -0.572   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      23.495  -0.033   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      23.428   1.506   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      24.633   2.464   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      21.944   1.918   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      19.888  -0.937   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      18.752  -1.977   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      19.086  -3.481   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      17.284  -1.514   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      16.951  -0.010   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      15.482   0.453   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      14.347  -0.587   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      14.680  -2.090   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      16.148  -2.554   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      16.481  -4.057   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      13.785  -3.592   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      12.924  -2.440   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      12.838  -1.003   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      11.435  -0.510   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      12.930   0.307   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      10.103   0.379   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      10.367   1.896   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       8.569  -0.004   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       7.429   1.032   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.962   0.562   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       4.822   1.597   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       5.636  -0.943   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       6.776  -1.978   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       6.449  -3.483   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       8.242  -1.509   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       9.511  -2.460   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       9.153  -3.957   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      11.087  -2.183   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      12.591  -1.851   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      12.098  -3.542   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      11.386  -4.908   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0      18.086   1.030   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   12   43                                             
CONECT    6    5    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9    6                                                       
CONECT   12    5   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   20                                                  
CONECT   16   15   17   43                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   26                                                  
CONECT   19   18   20   22                                                  
CONECT   20   19   15   21                                                  
CONECT   21   20                                                            
CONECT   22   19   23   41                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27   39                                             
CONECT   26   25   18                                                       
CONECT   27   25   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   36                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   29   37                                                  
CONECT   37   36   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   25   40   41                                             
CONECT   40   39                                                            
CONECT   41   39   22   42                                                  
CONECT   42   41                                                            
CONECT   43   16    5                                                       
MASTER        0    0    0    0    0    0    0    0   43    0   98    0
END

View in JSmol

Synonyms

Value	Source
Methyl 11,15,18,23-tetrahydroxy-20-methyl-9,14,16-trioxo-7-(5-oxooxolan-2-yl)-6-oxahexacyclo[11.10.2.0,.0,.0,.0,]pentacosa-3,5(10),11,17(22),18,20,24-heptaene-7-carboxylic acid	Generator

Chemical Formula

C₃₁H₂₆O₁₂

Average Mass

590.5370 Da

Monoisotopic Mass

590.14243 Da

IUPAC Name

methyl 11,15,18,23-tetrahydroxy-20-methyl-9,14,16-trioxo-7-(5-oxooxolan-2-yl)-6-oxahexacyclo[11.10.2.0^{1,15}.0^{3,12}.0^{5,10}.0^{17,22}]pentacosa-3,5(10),11,17,19,21,24-heptaene-7-carboxylate

Traditional Name

methyl 11,15,18,23-tetrahydroxy-20-methyl-9,14,16-trioxo-7-(5-oxooxolan-2-yl)-6-oxahexacyclo[11.10.2.0^{1,15}.0^{3,12}.0^{5,10}.0^{17,22}]pentacosa-3,5(10),11,17,19,21,24-heptaene-7-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C1(CC(=O)C2=C(O1)C=C1CC34C=CC(C(=O)C3(O)C(=O)C3=C(O)C=C(C)C=C3C4O)C1=C2O)C1CCC(=O)O1

InChI Identifier

InChI=1S/C31H26O12/c1-12-7-15-22(16(32)8-12)27(38)31(40)26(37)14-5-6-29(31,25(15)36)10-13-9-18-23(24(35)21(13)14)17(33)11-30(43-18,28(39)41-2)19-3-4-20(34)42-19/h5-9,14,19,25,32,35-36,40H,3-4,10-11H2,1-2H3

InChI Key

YGYBUOGEBPBGTN-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
Cytospora eugeniae	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as chromones. Chromones are compounds containing a benzopyran-4-one moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

Chromones

Alternative Parents

Substituents

Chromone
Tetralin
Aryl alkyl ketone
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Cyclohexenone
Alkyl aryl ether
Benzenoid
Gamma butyrolactone
Dicarboxylic acid or derivatives
Vinylogous acid
Methyl ester
Tetrahydrofuran
Tertiary alcohol
Secondary alcohol
Lactone
Ketone
Carboxylic acid ester
Oxacycle
Polyol
Ether
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
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	2.92	ChemAxon
pKa (Strongest Acidic)	8.07	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	193.96 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	145.63 m³·mol⁻¹	ChemAxon
Polarizability	57.78 Å³	ChemAxon
Number of Rings	7	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

162981958

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 11,15,18,23-tetrahydroxy-20-methyl-9,14,16-trioxo-7-(5-oxooxolan-2-yl)-6-oxahexacyclo[11.10.2.0¹,¹⁵.0³,¹².0⁵,¹⁰.0¹⁷,²²]pentacosa-3,5(10),11,17,19,21,24-heptaene-7-carboxylate (NP0188426)

MOL for NP0188426 (methyl 11,15,18,23-tetrahydroxy-20-methyl-9,14,16-trioxo-7-(5-oxooxolan-2-yl)-6-oxahexacyclo[11.10.2.0¹,¹⁵.0³,¹².0⁵,¹⁰.0¹⁷,²²]pentacosa-3,5(10),11,17,19,21,24-heptaene-7-carboxylate)

3D MOL for NP0188426 (methyl 11,15,18,23-tetrahydroxy-20-methyl-9,14,16-trioxo-7-(5-oxooxolan-2-yl)-6-oxahexacyclo[11.10.2.0¹,¹⁵.0³,¹².0⁵,¹⁰.0¹⁷,²²]pentacosa-3,5(10),11,17,19,21,24-heptaene-7-carboxylate)

3D SDF for NP0188426 (methyl 11,15,18,23-tetrahydroxy-20-methyl-9,14,16-trioxo-7-(5-oxooxolan-2-yl)-6-oxahexacyclo[11.10.2.0¹,¹⁵.0³,¹².0⁵,¹⁰.0¹⁷,²²]pentacosa-3,5(10),11,17,19,21,24-heptaene-7-carboxylate)

3D-SDF for NP0188426 (methyl 11,15,18,23-tetrahydroxy-20-methyl-9,14,16-trioxo-7-(5-oxooxolan-2-yl)-6-oxahexacyclo[11.10.2.0¹,¹⁵.0³,¹².0⁵,¹⁰.0¹⁷,²²]pentacosa-3,5(10),11,17,19,21,24-heptaene-7-carboxylate)

PDB for NP0188426 (methyl 11,15,18,23-tetrahydroxy-20-methyl-9,14,16-trioxo-7-(5-oxooxolan-2-yl)-6-oxahexacyclo[11.10.2.0¹,¹⁵.0³,¹².0⁵,¹⁰.0¹⁷,²²]pentacosa-3,5(10),11,17,19,21,24-heptaene-7-carboxylate)

3D PDB for NP0188426 (methyl 11,15,18,23-tetrahydroxy-20-methyl-9,14,16-trioxo-7-(5-oxooxolan-2-yl)-6-oxahexacyclo[11.10.2.0¹,¹⁵.0³,¹².0⁵,¹⁰.0¹⁷,²²]pentacosa-3,5(10),11,17,19,21,24-heptaene-7-carboxylate)

SMILES for NP0188426 (methyl 11,15,18,23-tetrahydroxy-20-methyl-9,14,16-trioxo-7-(5-oxooxolan-2-yl)-6-oxahexacyclo[11.10.2.0¹,¹⁵.0³,¹².0⁵,¹⁰.0¹⁷,²²]pentacosa-3,5(10),11,17,19,21,24-heptaene-7-carboxylate)

INCHI for NP0188426 (methyl 11,15,18,23-tetrahydroxy-20-methyl-9,14,16-trioxo-7-(5-oxooxolan-2-yl)-6-oxahexacyclo[11.10.2.0¹,¹⁵.0³,¹².0⁵,¹⁰.0¹⁷,²²]pentacosa-3,5(10),11,17,19,21,24-heptaene-7-carboxylate)

Structure for NP0188426 (methyl 11,15,18,23-tetrahydroxy-20-methyl-9,14,16-trioxo-7-(5-oxooxolan-2-yl)-6-oxahexacyclo[11.10.2.0¹,¹⁵.0³,¹².0⁵,¹⁰.0¹⁷,²²]pentacosa-3,5(10),11,17,19,21,24-heptaene-7-carboxylate)

3D Structure for NP0188426 (methyl 11,15,18,23-tetrahydroxy-20-methyl-9,14,16-trioxo-7-(5-oxooxolan-2-yl)-6-oxahexacyclo[11.10.2.0¹,¹⁵.0³,¹².0⁵,¹⁰.0¹⁷,²²]pentacosa-3,5(10),11,17,19,21,24-heptaene-7-carboxylate)