NP-MRD: Showing NP-Card for (1's,2s,2's,4'r,9's,11'e,15'r)-2',20'-dihydroxy-1',3,9',13',13',18'-hexamethyl-5-oxo-8',23'-dioxaspiro[furan-2,6'-tetracyclo[13.8.0.0⁴,⁹.0¹⁷,²²]tricosane]-11',17',19',21'-tetraen-7'-ylideneacetic acid (NP0156547)

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Record Information

Version

2.0

Created at

2022-09-02 13:46:16 UTC

Updated at

2022-09-02 13:46:16 UTC

NP-MRD ID

NP0156547

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1's,2s,2's,4'r,9's,11'e,15'r)-2',20'-dihydroxy-1',3,9',13',13',18'-hexamethyl-5-oxo-8',23'-dioxaspiro[furan-2,6'-tetracyclo[13.8.0.0⁴,⁹.0¹⁷,²²]tricosane]-11',17',19',21'-tetraen-7'-ylideneacetic acid

Description

Phomanolide A belongs to the class of organic compounds known as 1-benzopyrans. These are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 1-position. Based on a literature review very few articles have been published on Phomanolide A.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022215462D          

 40 44  0  0  1  0            999 V2000
    3.6933   -1.2626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4153   -0.8636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2589   -0.0535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9810    0.3456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0825    1.1643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5836   -0.2178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2341   -0.9651    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0589   -0.9805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4580   -1.7026    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.2829   -1.7180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7086   -1.0113    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.3096   -0.2893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5335   -1.0267    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.1344   -0.3047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9593   -0.3201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7841   -0.3355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2099    0.3712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0348    0.3558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4605    1.0624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4338   -0.3663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0081   -1.0729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4072   -1.7950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1832   -1.0575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7574   -1.7642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9326   -1.7488    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.5007   -2.5416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6571   -3.3516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4464   -3.1113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9785   -4.1114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9351   -3.7507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3324   -3.1873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4313   -3.1313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0322   -2.4092    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6065   -3.1158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2074   -2.3938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8083   -1.6717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9834   -1.6563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5577   -2.3630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9568   -3.0850    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7328   -2.3476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  7  6  1  6  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
 11 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 16 23  1  0  0  0  0
 23 24  1  0  0  0  0
 25 24  1  1  0  0  0
 13 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 27 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
  9 33  1  0  0  0  0
 33 34  1  1  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
  7 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38 40  1  0  0  0  0
M  END

     RDKit          3D

 80 84  0  0  0  0  0  0  0  0999 V2000
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    4.9552   -1.9321   -0.7231 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8147   -2.5979   -1.8766 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6361   -2.1289   -2.5822 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1796   -2.5107   -3.6900 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0751   -1.1523   -1.8022 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8497   -0.9896   -0.6380 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0623   -1.2388    0.6278 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7872   -0.3747    0.6417 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8101   -0.9077    1.5867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4144   -1.5722    1.1657 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0801   -2.9069    0.7758 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4215   -1.1215    0.2244 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0120   -1.2611   -1.2574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3593   -2.2400    0.2633 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6690   -2.2008    0.0097 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.3654   -1.0915    0.5059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4979   -0.1557    1.2349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2034    0.1043    0.4345 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5722    1.3119    0.9825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6403    2.5970    0.2295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9186    3.3583    0.7003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8421    2.5351   -1.2386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4638    3.4649    0.5356 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8058    3.1784    0.3586 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4463    1.9783   -0.1697 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2023    1.0932    0.7762 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2268    1.5676    2.1954 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5413    1.1939    0.3364 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2825    0.4353   -0.4663 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3539    0.8865   -1.0955 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7982    2.2557   -0.9512 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1420    3.0385   -0.2024 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9107    2.7417   -1.5987 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8920   -2.6690   -0.2016 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6024   -2.7055    1.1106 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4382   -1.1659    0.6424 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.8021   -2.2892    0.7026 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6873   -0.8818    1.4735 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4415   -0.4572   -0.4247 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6879   -0.2861    2.5414 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3506   -1.7705    2.1443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9879   -1.7842    2.1327 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5886   -2.9326    0.0777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5684   -0.3577   -1.6671 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.4956   -3.8619   -2.6385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4686   -1.8688   -0.5983 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.4903   -0.0469    0.9571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3306    1.0133    0.0876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2632   -0.6050    2.2227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0219    0.7846    1.4042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6247    0.3896   -0.5835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5234    1.2049    1.2862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0587    1.5457    1.9933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8214    4.3512    0.1993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9175    3.4669    1.7830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8118    2.8827    0.2661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6662    3.5971   -1.6026 H   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
  2  3  2  0
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  4  5  2  0
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  7  6  1  6
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  9 10  1  0
 10 11  1  0
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 31 32  1  0
 32 33  1  0
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 33 35  1  0
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 36  7  1  0
 33  9  1  0
 25 13  1  0
 23 16  1  0
  1 41  1  0
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 32 74  1  0
 32 75  1  0
 34 76  1  0
 34 77  1  0
 34 78  1  0
 37 79  1  0
 40 80  1  0
M  END


  Mrv1652309022215462D          

 40 44  0  0  1  0            999 V2000
    3.6933   -1.2626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4153   -0.8636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.9810    0.3456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.4580   -1.7026    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.2829   -1.7180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7086   -1.0113    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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    8.5335   -1.0267    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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    8.9593   -0.3201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7841   -0.3355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2099    0.3712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0348    0.3558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4605    1.0624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   11.0081   -1.0729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.1832   -1.0575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.5007   -2.5416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6571   -3.3516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4464   -3.1113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9785   -4.1114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9351   -3.7507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3324   -3.1873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4313   -3.1313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0322   -2.4092    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6065   -3.1158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2074   -2.3938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8083   -1.6717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9834   -1.6563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5577   -2.3630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9568   -3.0850    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7328   -2.3476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  7  6  1  6  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
 11 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 16 23  1  0  0  0  0
 23 24  1  0  0  0  0
 25 24  1  1  0  0  0
 13 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 27 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
  9 33  1  0  0  0  0
 33 34  1  1  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
  7 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38 40  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0156547

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=CC(=O)O[C@@]11C[C@H]2C[C@H](O)[C@@]3(C)OC4=CC(O)=CC(C)=C4C[C@H]3CC(C)(C)\C=C\C[C@]2(C)O\C1=C/C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C32H40O8/c1-18-10-22(33)14-24-23(18)12-21-16-29(3,4)8-7-9-30(5)20(13-25(34)31(21,6)38-24)17-32(19(2)11-28(37)40-32)26(39-30)15-27(35)36/h7-8,10-11,14-15,20-21,25,33-34H,9,12-13,16-17H2,1-6H3,(H,35,36)/b8-7+,26-15-/t20-,21+,25+,30+,31+,32+/m1/s1

> <INCHI_KEY>
OXSJMQHDCNTXLE-CJFYNQMGSA-N

> <FORMULA>
C32H40O8

> <MOLECULAR_WEIGHT>
552.664

> <EXACT_MASS>
552.272318248

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
80

> <JCHEM_AVERAGE_POLARIZABILITY>
59.11315132122869

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(1'S,2S,2'S,4'R,9'S,11'E,15'R)-2',20'-dihydroxy-1',3,9',13',13',18'-hexamethyl-5-oxo-5H-8',23'-dioxaspiro[furan-2,6'-tetracyclo[13.8.0.0^{4,9}.0^{17,22}]tricosane]-11',17'(22'),18',20'-tetraen-7'-ylidene]acetic acid

> <ALOGPS_LOGP>
4.79

> <JCHEM_LOGP>
5.1152182306666685

> <ALOGPS_LOGS>
-5.48

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.925580835761506

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.392200830792169

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2528873042003923

> <JCHEM_POLAR_SURFACE_AREA>
122.52000000000002

> <JCHEM_REFRACTIVITY>
151.8095

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.84e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1'S,2S,2'S,4'R,9'S,11'E,15'R)-2',20'-dihydroxy-1',3,9',13',13',18'-hexamethyl-5-oxo-8',23'-dioxaspiro[furan-2,6'-tetracyclo[13.8.0.0^{4,9}.0^{17,22}]tricosane]-11',17'(22'),18',20'-tetraen-7'-ylideneacetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0       6.894  -2.357   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.242  -1.612   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.950  -0.100   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.298   0.645   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       9.487   2.173   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      10.423  -0.407   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       9.770  -1.802   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.310  -1.830   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.055  -3.178   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.595  -3.207   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.389  -1.888   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      13.645  -0.540   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      15.929  -1.917   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      15.184  -0.569   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      16.724  -0.597   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      18.264  -0.626   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      19.058   0.693   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      20.598   0.664   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      21.393   1.983   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      21.343  -0.684   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      20.548  -2.003   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      21.293  -3.351   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      19.009  -1.974   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      18.214  -3.293   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      16.674  -3.264   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      15.868  -4.744   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      16.160  -6.256   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      17.633  -5.808   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      16.760  -7.675   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      14.812  -7.001   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      13.687  -5.950   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      12.005  -5.845   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      11.260  -4.497   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      10.465  -5.816   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       9.720  -4.468   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       8.976  -3.121   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       7.436  -3.092   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       6.641  -4.411   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       7.386  -5.759   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       5.101  -4.382   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    2    8   36                                             
CONECT    8    7    9                                                       
CONECT    9    8   10   33                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   15   25                                             
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   23                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   16   24                                                  
CONECT   24   23   25                                                       
CONECT   25   24   13   26                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   29   30                                             
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   27   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32    9   34   35                                             
CONECT   34   33                                                            
CONECT   35   33   36                                                       
CONECT   36   35    7   37                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   88    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₂H₄₀O₈

Average Mass

552.6640 Da

Monoisotopic Mass

552.27232 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC1=CC(=O)O[C@@]11C[C@H]2C[C@H](O)[C@@]3(C)OC4=CC(O)=CC(C)=C4C[C@H]3CC(C)(C)\C=C\C[C@]2(C)O\C1=C/C(O)=O

InChI Identifier

InChI=1S/C32H40O8/c1-18-10-22(33)14-24-23(18)12-21-16-29(3,4)8-7-9-30(5)20(13-25(34)31(21,6)38-24)17-32(19(2)11-28(37)40-32)26(39-30)15-27(35)36/h7-8,10-11,14-15,20-21,25,33-34H,9,12-13,16-17H2,1-6H3,(H,35,36)/b8-7+,26-15-/t20-,21+,25+,30+,31+,32+/m1/s1

InChI Key

OXSJMQHDCNTXLE-CJFYNQMGSA-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 1-benzopyrans. These are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 1-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

1-benzopyrans

Alternative Parents

Substituents

1-benzopyran
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
2-furanone
Dicarboxylic acid or derivatives
Benzenoid
Oxane
Dihydrofuran
Vinylogous ester
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Lactone
Secondary alcohol
Ether
Oxacycle
Carboxylic acid
Carboxylic acid derivative
Hydrocarbon derivative
Alcohol
Carbonyl group
Organic oxide
Organic oxygen compound
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	4.79	ALOGPS
logS	-5.5	ALOGPS

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

44210714

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

127025232

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1's,2s,2's,4'r,9's,11'e,15'r)-2',20'-dihydroxy-1',3,9',13',13',18'-hexamethyl-5-oxo-8',23'-dioxaspiro[furan-2,6'-tetracyclo[13.8.0.0⁴,⁹.0¹⁷,²²]tricosane]-11',17',19',21'-tetraen-7'-ylideneacetic acid (NP0156547)

MOL for NP0156547 ((1's,2s,2's,4'r,9's,11'e,15'r)-2',20'-dihydroxy-1',3,9',13',13',18'-hexamethyl-5-oxo-8',23'-dioxaspiro[furan-2,6'-tetracyclo[13.8.0.0⁴,⁹.0¹⁷,²²]tricosane]-11',17',19',21'-tetraen-7'-ylideneacetic acid)

3D MOL for NP0156547 ((1's,2s,2's,4'r,9's,11'e,15'r)-2',20'-dihydroxy-1',3,9',13',13',18'-hexamethyl-5-oxo-8',23'-dioxaspiro[furan-2,6'-tetracyclo[13.8.0.0⁴,⁹.0¹⁷,²²]tricosane]-11',17',19',21'-tetraen-7'-ylideneacetic acid)

3D SDF for NP0156547 ((1's,2s,2's,4'r,9's,11'e,15'r)-2',20'-dihydroxy-1',3,9',13',13',18'-hexamethyl-5-oxo-8',23'-dioxaspiro[furan-2,6'-tetracyclo[13.8.0.0⁴,⁹.0¹⁷,²²]tricosane]-11',17',19',21'-tetraen-7'-ylideneacetic acid)

3D-SDF for NP0156547 ((1's,2s,2's,4'r,9's,11'e,15'r)-2',20'-dihydroxy-1',3,9',13',13',18'-hexamethyl-5-oxo-8',23'-dioxaspiro[furan-2,6'-tetracyclo[13.8.0.0⁴,⁹.0¹⁷,²²]tricosane]-11',17',19',21'-tetraen-7'-ylideneacetic acid)

PDB for NP0156547 ((1's,2s,2's,4'r,9's,11'e,15'r)-2',20'-dihydroxy-1',3,9',13',13',18'-hexamethyl-5-oxo-8',23'-dioxaspiro[furan-2,6'-tetracyclo[13.8.0.0⁴,⁹.0¹⁷,²²]tricosane]-11',17',19',21'-tetraen-7'-ylideneacetic acid)

3D PDB for NP0156547 ((1's,2s,2's,4'r,9's,11'e,15'r)-2',20'-dihydroxy-1',3,9',13',13',18'-hexamethyl-5-oxo-8',23'-dioxaspiro[furan-2,6'-tetracyclo[13.8.0.0⁴,⁹.0¹⁷,²²]tricosane]-11',17',19',21'-tetraen-7'-ylideneacetic acid)

SMILES for NP0156547 ((1's,2s,2's,4'r,9's,11'e,15'r)-2',20'-dihydroxy-1',3,9',13',13',18'-hexamethyl-5-oxo-8',23'-dioxaspiro[furan-2,6'-tetracyclo[13.8.0.0⁴,⁹.0¹⁷,²²]tricosane]-11',17',19',21'-tetraen-7'-ylideneacetic acid)

INCHI for NP0156547 ((1's,2s,2's,4'r,9's,11'e,15'r)-2',20'-dihydroxy-1',3,9',13',13',18'-hexamethyl-5-oxo-8',23'-dioxaspiro[furan-2,6'-tetracyclo[13.8.0.0⁴,⁹.0¹⁷,²²]tricosane]-11',17',19',21'-tetraen-7'-ylideneacetic acid)

Structure for NP0156547 ((1's,2s,2's,4'r,9's,11'e,15'r)-2',20'-dihydroxy-1',3,9',13',13',18'-hexamethyl-5-oxo-8',23'-dioxaspiro[furan-2,6'-tetracyclo[13.8.0.0⁴,⁹.0¹⁷,²²]tricosane]-11',17',19',21'-tetraen-7'-ylideneacetic acid)

3D Structure for NP0156547 ((1's,2s,2's,4'r,9's,11'e,15'r)-2',20'-dihydroxy-1',3,9',13',13',18'-hexamethyl-5-oxo-8',23'-dioxaspiro[furan-2,6'-tetracyclo[13.8.0.0⁴,⁹.0¹⁷,²²]tricosane]-11',17',19',21'-tetraen-7'-ylideneacetic acid)