NP-MRD: Showing NP-Card for pharbinilic acid (NP0043568)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

1.0

Created at

2021-06-21 00:56:23 UTC

Updated at

2021-06-30 00:19:19 UTC

NP-MRD ID

NP0043568

Secondary Accession Numbers

None

Natural Product Identification

Common Name

pharbinilic acid

Provided By

JEOL Database JEOL Logo

Description

Pharbinilic acid, also known as pharbinilate, belongs to the class of organic compounds known as fluorenes. Fluorenes are compounds containing a fluorene moiety, which consists of two benzene rings connected through either a cyclopentane, cyclopentene, or cyclopenta-1,3-diene. pharbinilic acid is found in Pharbitis nil. It was first documented in 2013 (PMID: 23815260). Based on a literature review very few articles have been published on Pharbinilic acid (PMID: 25932702).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212102563D          

 47 51  0  0  0  0            999 V2000
    0.3313   -4.9781   -3.9708 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7405   -3.8785   -3.3241 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6763   -2.8385   -3.9077 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6174   -1.7119   -2.8621 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5164   -2.5362   -1.5600 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3738   -3.4799   -1.9057 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3453   -4.5861   -1.0293 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9395   -2.6947   -1.8200 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9950   -1.5145   -2.7945 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3490   -0.8162   -3.0572 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7331    0.3701   -2.2075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1007    1.3336   -1.6491 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5029    2.3908   -0.9358 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0294    3.5418   -0.2266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3091    4.0232    0.0085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5971    5.0329    0.6357 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2920    3.2651   -0.5242 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1599    4.1796    0.2426 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2834    3.5179   -0.1211 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8958    2.4274   -0.8422 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7759    1.4892   -1.4038 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2632    1.5734   -1.2807 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1358    0.4519   -2.0931 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7991   -0.7196   -2.8013 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3259   -0.3548   -4.1749 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9239    0.5147   -4.9286 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3414   -1.1583   -4.5583 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6488   -5.1893   -4.9871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3429   -5.6873   -3.4982 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3549   -2.5065   -4.8999 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6858   -3.2603   -3.9738 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3064   -1.9393   -0.6647 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4451   -3.0868   -1.3539 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0754   -5.1754   -1.2837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0724   -2.3247   -0.7944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7947   -3.3597   -1.9968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3417   -1.9164   -3.7571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7731   -0.8104   -2.4824 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3203   -0.4402   -4.0908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1781    1.2859   -1.7624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1057    3.7434   -0.2640 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3149    5.0779    0.8253 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7247    1.6212   -2.2719 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5723    2.4652   -0.7267 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6489    0.6987   -0.7478 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6215   -1.1057   -2.1881 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5873   -0.8168   -5.4449 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 20  1  0  0  0  0
 13 14  1  0  0  0  0
 24  4  1  0  0  0  0
 10  9  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
 10 11  1  0  0  0  0
 14 15  1  0  0  0  0
 13 20  1  0  0  0  0
 21 22  1  0  0  0  0
 24 25  1  0  0  0  0
 20 21  2  0  0  0  0
  4  3  1  6  0  0  0
 21 23  1  0  0  0  0
  6  2  1  0  0  0  0
  3  2  1  0  0  0  0
 11 23  2  0  0  0  0
  2  1  2  3  0  0  0
 11 12  1  0  0  0  0
  6  7  1  1  0  0  0
 12 13  2  0  0  0  0
 15 16  2  0  0  0  0
 10  4  1  0  0  0  0
 15 17  1  0  0  0  0
 23 24  1  0  0  0  0
 25 26  2  0  0  0  0
 14 18  2  0  0  0  0
 25 27  1  0  0  0  0
 18 19  1  0  0  0  0
 10 39  1  6  0  0  0
 24 46  1  1  0  0  0
 18 42  1  0  0  0  0
 12 40  1  0  0  0  0
  5 32  1  0  0  0  0
  5 33  1  0  0  0  0
  8 35  1  0  0  0  0
  8 36  1  0  0  0  0
  9 37  1  0  0  0  0
  9 38  1  0  0  0  0
 22 43  1  0  0  0  0
 22 44  1  0  0  0  0
 22 45  1  0  0  0  0
  3 30  1  0  0  0  0
  3 31  1  0  0  0  0
  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
  7 34  1  0  0  0  0
 17 41  1  0  0  0  0
 27 47  1  0  0  0  0
M  END

     RDKit          3D

 47 51  0  0  0  0  0  0  0  0999 V2000
    0.3313   -4.9781   -3.9708 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7405   -3.8785   -3.3241 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6763   -2.8385   -3.9077 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6174   -1.7119   -2.8621 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5164   -2.5362   -1.5600 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3738   -3.4799   -1.9057 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3453   -4.5861   -1.0293 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9395   -2.6947   -1.8200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9950   -1.5145   -2.7945 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3490   -0.8162   -3.0572 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7331    0.3701   -2.2075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1007    1.3336   -1.6491 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5029    2.3908   -0.9358 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0294    3.5418   -0.2266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3091    4.0232    0.0085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5971    5.0329    0.6357 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2920    3.2651   -0.5242 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1599    4.1796    0.2426 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2834    3.5179   -0.1211 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8958    2.4274   -0.8422 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7759    1.4892   -1.4038 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2632    1.5734   -1.2807 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1358    0.4519   -2.0931 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7991   -0.7196   -2.8013 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3259   -0.3548   -4.1749 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9239    0.5147   -4.9286 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3414   -1.1583   -4.5583 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6488   -5.1893   -4.9871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3429   -5.6873   -3.4982 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3549   -2.5065   -4.8999 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6858   -3.2603   -3.9738 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3064   -1.9393   -0.6647 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4451   -3.0868   -1.3539 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0754   -5.1754   -1.2837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0724   -2.3247   -0.7944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7947   -3.3597   -1.9968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3417   -1.9164   -3.7571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7731   -0.8104   -2.4824 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3203   -0.4402   -4.0908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1781    1.2859   -1.7624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1057    3.7434   -0.2640 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3149    5.0779    0.8253 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7247    1.6212   -2.2719 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5723    2.4652   -0.7267 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6489    0.6987   -0.7478 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6215   -1.1057   -2.1881 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5873   -0.8168   -5.4449 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 20  1  0
 13 14  1  0
 24  4  1  0
 10  9  1  0
  4  5  1  0
  5  6  1  0
  6  8  1  0
  8  9  1  0
 10 11  1  0
 14 15  1  0
 13 20  1  0
 21 22  1  0
 24 25  1  0
 20 21  2  0
  4  3  1  6
 21 23  1  0
  6  2  1  0
  3  2  1  0
 11 23  2  0
  2  1  2  3
 11 12  1  0
  6  7  1  1
 12 13  2  0
 15 16  2  0
 10  4  1  0
 15 17  1  0
 23 24  1  0
 25 26  2  0
 14 18  2  0
 25 27  1  0
 18 19  1  0
 10 39  1  6
 24 46  1  1
 18 42  1  0
 12 40  1  0
  5 32  1  0
  5 33  1  0
  8 35  1  0
  8 36  1  0
  9 37  1  0
  9 38  1  0
 22 43  1  0
 22 44  1  0
 22 45  1  0
  3 30  1  0
  3 31  1  0
  1 28  1  0
  1 29  1  0
  7 34  1  0
 17 41  1  0
 27 47  1  0
M  END


  Mrv1652306212102563D          

 47 51  0  0  0  0            999 V2000
    0.3313   -4.9781   -3.9708 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7405   -3.8785   -3.3241 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6763   -2.8385   -3.9077 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6174   -1.7119   -2.8621 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5164   -2.5362   -1.5600 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3738   -3.4799   -1.9057 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3453   -4.5861   -1.0293 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9395   -2.6947   -1.8200 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9950   -1.5145   -2.7945 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3490   -0.8162   -3.0572 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7331    0.3701   -2.2075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1007    1.3336   -1.6491 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5029    2.3908   -0.9358 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0294    3.5418   -0.2266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3091    4.0232    0.0085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5971    5.0329    0.6357 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2920    3.2651   -0.5242 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1599    4.1796    0.2426 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2834    3.5179   -0.1211 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8958    2.4274   -0.8422 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7759    1.4892   -1.4038 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2632    1.5734   -1.2807 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1358    0.4519   -2.0931 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7991   -0.7196   -2.8013 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3259   -0.3548   -4.1749 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9239    0.5147   -4.9286 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3414   -1.1583   -4.5583 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6488   -5.1893   -4.9871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3429   -5.6873   -3.4982 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3549   -2.5065   -4.8999 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6858   -3.2603   -3.9738 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3064   -1.9393   -0.6647 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4451   -3.0868   -1.3539 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0754   -5.1754   -1.2837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0724   -2.3247   -0.7944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7947   -3.3597   -1.9968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3417   -1.9164   -3.7571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7731   -0.8104   -2.4824 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3203   -0.4402   -4.0908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1781    1.2859   -1.7624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1057    3.7434   -0.2640 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3149    5.0779    0.8253 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7247    1.6212   -2.2719 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5723    2.4652   -0.7267 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6489    0.6987   -0.7478 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6215   -1.1057   -2.1881 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5873   -0.8168   -5.4449 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 20  1  0  0  0  0
 13 14  1  0  0  0  0
 24  4  1  0  0  0  0
 10  9  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
 10 11  1  0  0  0  0
 14 15  1  0  0  0  0
 13 20  1  0  0  0  0
 21 22  1  0  0  0  0
 24 25  1  0  0  0  0
 20 21  2  0  0  0  0
  4  3  1  6  0  0  0
 21 23  1  0  0  0  0
  6  2  1  0  0  0  0
  3  2  1  0  0  0  0
 11 23  2  0  0  0  0
  2  1  2  3  0  0  0
 11 12  1  0  0  0  0
  6  7  1  1  0  0  0
 12 13  2  0  0  0  0
 15 16  2  0  0  0  0
 10  4  1  0  0  0  0
 15 17  1  0  0  0  0
 23 24  1  0  0  0  0
 25 26  2  0  0  0  0
 14 18  2  0  0  0  0
 25 27  1  0  0  0  0
 18 19  1  0  0  0  0
 10 39  1  6  0  0  0
 24 46  1  1  0  0  0
 18 42  1  0  0  0  0
 12 40  1  0  0  0  0
  5 32  1  0  0  0  0
  5 33  1  0  0  0  0
  8 35  1  0  0  0  0
  8 36  1  0  0  0  0
  9 37  1  0  0  0  0
  9 38  1  0  0  0  0
 22 43  1  0  0  0  0
 22 44  1  0  0  0  0
 22 45  1  0  0  0  0
  3 30  1  0  0  0  0
  3 31  1  0  0  0  0
  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
  7 34  1  0  0  0  0
 17 41  1  0  0  0  0
 27 47  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0043568

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C1=C([H])OC2=C(C3=C(C([H])=C12)[C@]1([H])C([H])([H])C([H])([H])[C@@]2(O[H])C(=C([H])[H])C([H])([H])[C@@]1(C2([H])[H])[C@@]3([H])C(=O)O[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C21H20O6/c1-9-6-20-8-21(9,26)4-3-14(20)12-5-11-13(18(22)23)7-27-17(11)10(2)15(12)16(20)19(24)25/h5,7,14,16,26H,1,3-4,6,8H2,2H3,(H,22,23)(H,24,25)/t14-,16+,20-,21-/m0/s1

> <INCHI_KEY>
BFGDXTPDNVNFIQ-LJQHDNKASA-N

> <FORMULA>
C21H20O6

> <MOLECULAR_WEIGHT>
368.385

> <EXACT_MASS>
368.125988364

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
38.38472848991698

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2R,12R,15S)-15-hydroxy-4-methyl-16-methylidene-6-oxapentacyclo[13.2.1.0^{1,12}.0^{3,11}.0^{5,9}]octadeca-3(11),4,7,9-tetraene-2,8-dicarboxylic acid

> <ALOGPS_LOGP>
1.79

> <JCHEM_LOGP>
2.4366670223333333

> <ALOGPS_LOGS>
-3.65

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.855155426654958

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.065351270613661

> <JCHEM_PKA_STRONGEST_BASIC>
-3.111156303101358

> <JCHEM_POLAR_SURFACE_AREA>
107.97000000000001

> <JCHEM_REFRACTIVITY>
95.89029999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.20e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,12R,15S)-15-hydroxy-4-methyl-16-methylidene-6-oxapentacyclo[13.2.1.0^{1,12}.0^{3,11}.0^{5,9}]octadeca-3(11),4,7,9-tetraene-2,8-dicarboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 47 51  0  0  0  0  0  0  0  0999 V2000
    0.3313   -4.9781   -3.9708 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7405   -3.8785   -3.3241 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6763   -2.8385   -3.9077 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6174   -1.7119   -2.8621 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5164   -2.5362   -1.5600 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3738   -3.4799   -1.9057 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3453   -4.5861   -1.0293 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9395   -2.6947   -1.8200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9950   -1.5145   -2.7945 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3490   -0.8162   -3.0572 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7331    0.3701   -2.2075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1007    1.3336   -1.6491 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5029    2.3908   -0.9358 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0294    3.5418   -0.2266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3091    4.0232    0.0085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5971    5.0329    0.6357 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2920    3.2651   -0.5242 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1599    4.1796    0.2426 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2834    3.5179   -0.1211 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8958    2.4274   -0.8422 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7759    1.4892   -1.4038 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2632    1.5734   -1.2807 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1358    0.4519   -2.0931 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7991   -0.7196   -2.8013 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3259   -0.3548   -4.1749 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9239    0.5147   -4.9286 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3414   -1.1583   -4.5583 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6488   -5.1893   -4.9871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3429   -5.6873   -3.4982 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3549   -2.5065   -4.8999 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6858   -3.2603   -3.9738 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3064   -1.9393   -0.6647 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4451   -3.0868   -1.3539 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0754   -5.1754   -1.2837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0724   -2.3247   -0.7944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7947   -3.3597   -1.9968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3417   -1.9164   -3.7571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7731   -0.8104   -2.4824 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3203   -0.4402   -4.0908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1781    1.2859   -1.7624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1057    3.7434   -0.2640 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3149    5.0779    0.8253 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7247    1.6212   -2.2719 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5723    2.4652   -0.7267 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6489    0.6987   -0.7478 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6215   -1.1057   -2.1881 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5873   -0.8168   -5.4449 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 20  1  0
 13 14  1  0
 24  4  1  0
 10  9  1  0
  4  5  1  0
  5  6  1  0
  6  8  1  0
  8  9  1  0
 10 11  1  0
 14 15  1  0
 13 20  1  0
 21 22  1  0
 24 25  1  0
 20 21  2  0
  4  3  1  6
 21 23  1  0
  6  2  1  0
  3  2  1  0
 11 23  2  0
  2  1  2  3
 11 12  1  0
  6  7  1  1
 12 13  2  0
 15 16  2  0
 10  4  1  0
 15 17  1  0
 23 24  1  0
 25 26  2  0
 14 18  2  0
 25 27  1  0
 18 19  1  0
 10 39  1  6
 24 46  1  1
 18 42  1  0
 12 40  1  0
  5 32  1  0
  5 33  1  0
  8 35  1  0
  8 36  1  0
  9 37  1  0
  9 38  1  0
 22 43  1  0
 22 44  1  0
 22 45  1  0
  3 30  1  0
  3 31  1  0
  1 28  1  0
  1 29  1  0
  7 34  1  0
 17 41  1  0
 27 47  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0       0.331  -4.978  -3.971  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.741  -3.878  -3.324  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.676  -2.838  -3.908  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.617  -1.712  -2.862  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.516  -2.536  -1.560  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.374  -3.480  -1.906  0.00  0.00           C+0
HETATM    7  O   UNK     0       0.345  -4.586  -1.029  0.00  0.00           O+0
HETATM    8  C   UNK     0      -0.940  -2.695  -1.820  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.995  -1.515  -2.795  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.349  -0.816  -3.057  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.733   0.370  -2.208  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.101   1.334  -1.649  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.503   2.391  -0.936  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.029   3.542  -0.227  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.309   4.023   0.009  0.00  0.00           C+0
HETATM   16  O   UNK     0      -1.597   5.033   0.636  0.00  0.00           O+0
HETATM   17  O   UNK     0      -2.292   3.265  -0.524  0.00  0.00           O+0
HETATM   18  C   UNK     0       1.160   4.180   0.243  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.283   3.518  -0.121  0.00  0.00           O+0
HETATM   20  C   UNK     0       1.896   2.427  -0.842  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.776   1.489  -1.404  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.263   1.573  -1.281  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.136   0.452  -2.093  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.799  -0.720  -2.801  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.326  -0.355  -4.175  0.00  0.00           C+0
HETATM   26  O   UNK     0       2.924   0.515  -4.929  0.00  0.00           O+0
HETATM   27  O   UNK     0       4.341  -1.158  -4.558  0.00  0.00           O+0
HETATM   28  H   UNK     0       0.649  -5.189  -4.987  0.00  0.00           H+0
HETATM   29  H   UNK     0      -0.343  -5.687  -3.498  0.00  0.00           H+0
HETATM   30  H   UNK     0       1.355  -2.506  -4.900  0.00  0.00           H+0
HETATM   31  H   UNK     0       2.686  -3.260  -3.974  0.00  0.00           H+0
HETATM   32  H   UNK     0       1.306  -1.939  -0.665  0.00  0.00           H+0
HETATM   33  H   UNK     0       2.445  -3.087  -1.354  0.00  0.00           H+0
HETATM   34  H   UNK     0       1.075  -5.175  -1.284  0.00  0.00           H+0
HETATM   35  H   UNK     0      -1.072  -2.325  -0.794  0.00  0.00           H+0
HETATM   36  H   UNK     0      -1.795  -3.360  -1.997  0.00  0.00           H+0
HETATM   37  H   UNK     0      -1.342  -1.916  -3.757  0.00  0.00           H+0
HETATM   38  H   UNK     0      -1.773  -0.810  -2.482  0.00  0.00           H+0
HETATM   39  H   UNK     0       0.320  -0.440  -4.091  0.00  0.00           H+0
HETATM   40  H   UNK     0      -1.178   1.286  -1.762  0.00  0.00           H+0
HETATM   41  H   UNK     0      -3.106   3.743  -0.264  0.00  0.00           H+0
HETATM   42  H   UNK     0       1.315   5.078   0.825  0.00  0.00           H+0
HETATM   43  H   UNK     0       4.725   1.621  -2.272  0.00  0.00           H+0
HETATM   44  H   UNK     0       4.572   2.465  -0.727  0.00  0.00           H+0
HETATM   45  H   UNK     0       4.649   0.699  -0.748  0.00  0.00           H+0
HETATM   46  H   UNK     0       3.622  -1.106  -2.188  0.00  0.00           H+0
HETATM   47  H   UNK     0       4.587  -0.817  -5.445  0.00  0.00           H+0
CONECT    1    2   28   29                                                  
CONECT    2    6    3    1                                                  
CONECT    3    4    2   30   31                                             
CONECT    4   24    5    3   10                                             
CONECT    5    4    6   32   33                                             
CONECT    6    5    8    2    7                                             
CONECT    7    6   34                                                       
CONECT    8    6    9   35   36                                             
CONECT    9   10    8   37   38                                             
CONECT   10    9   11    4   39                                             
CONECT   11   10   23   12                                                  
CONECT   12   11   13   40                                                  
CONECT   13   14   20   12                                                  
CONECT   14   13   15   18                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   41                                                       
CONECT   18   14   19   42                                                  
CONECT   19   20   18                                                       
CONECT   20   19   13   21                                                  
CONECT   21   22   20   23                                                  
CONECT   22   21   43   44   45                                             
CONECT   23   21   11   24                                                  
CONECT   24    4   25   23   46                                             
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   47                                                       
CONECT   28    1                                                            
CONECT   29    1                                                            
CONECT   30    3                                                            
CONECT   31    3                                                            
CONECT   32    5                                                            
CONECT   33    5                                                            
CONECT   34    7                                                            
CONECT   35    8                                                            
CONECT   36    8                                                            
CONECT   37    9                                                            
CONECT   38    9                                                            
CONECT   39   10                                                            
CONECT   40   12                                                            
CONECT   41   17                                                            
CONECT   42   18                                                            
CONECT   43   22                                                            
CONECT   44   22                                                            
CONECT   45   22                                                            
CONECT   46   24                                                            
CONECT   47   27                                                            
MASTER        0    0    0    0    0    0    0    0   47    0  102    0
END

RDKit          3D

47 51  0  0  0  0  0  0  0  0999 V2000
    0.3313   -4.9781   -3.9708 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7405   -3.8785   -3.3241 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6763   -2.8385   -3.9077 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6174   -1.7119   -2.8621 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5164   -2.5362   -1.5600 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3738   -3.4799   -1.9057 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3453   -4.5861   -1.0293 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9395   -2.6947   -1.8200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9950   -1.5145   -2.7945 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3490   -0.8162   -3.0572 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7331    0.3701   -2.2075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1007    1.3336   -1.6491 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5029    2.3908   -0.9358 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0294    3.5418   -0.2266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3091    4.0232    0.0085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5971    5.0329    0.6357 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2920    3.2651   -0.5242 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1599    4.1796    0.2426 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2834    3.5179   -0.1211 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8958    2.4274   -0.8422 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7759    1.4892   -1.4038 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2632    1.5734   -1.2807 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1358    0.4519   -2.0931 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7991   -0.7196   -2.8013 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3259   -0.3548   -4.1749 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9239    0.5147   -4.9286 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3414   -1.1583   -4.5583 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6488   -5.1893   -4.9871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3429   -5.6873   -3.4982 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3549   -2.5065   -4.8999 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6858   -3.2603   -3.9738 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3064   -1.9393   -0.6647 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4451   -3.0868   -1.3539 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0754   -5.1754   -1.2837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0724   -2.3247   -0.7944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7947   -3.3597   -1.9968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3417   -1.9164   -3.7571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7731   -0.8104   -2.4824 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3203   -0.4402   -4.0908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1781    1.2859   -1.7624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1057    3.7434   -0.2640 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3149    5.0779    0.8253 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7247    1.6212   -2.2719 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5723    2.4652   -0.7267 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6489    0.6987   -0.7478 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6215   -1.1057   -2.1881 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5873   -0.8168   -5.4449 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 20  1  0
 13 14  1  0
 24  4  1  0
 10  9  1  0
  4  5  1  0
  5  6  1  0
  6  8  1  0
  8  9  1  0
 10 11  1  0
 14 15  1  0
 13 20  1  0
 21 22  1  0
 24 25  1  0
 20 21  2  0
  4  3  1  6
 21 23  1  0
  6  2  1  0
  3  2  1  0
 11 23  2  0
  2  1  2  3
 11 12  1  0
  6  7  1  1
 12 13  2  0
 15 16  2  0
 10  4  1  0
 15 17  1  0
 23 24  1  0
 25 26  2  0
 14 18  2  0
 25 27  1  0
 18 19  1  0
 10 39  1  6
 24 46  1  1
 18 42  1  0
 12 40  1  0
  5 32  1  0
  5 33  1  0
  8 35  1  0
  8 36  1  0
  9 37  1  0
  9 38  1  0
 22 43  1  0
 22 44  1  0
 22 45  1  0
  3 30  1  0
  3 31  1  0
  1 28  1  0
  1 29  1  0
  7 34  1  0
 17 41  1  0
 27 47  1  0
M  END

View in JSmol

Synonyms

Value	Source
Pharbinilate	Generator

Chemical Formula

C₂₁H₂₀O₆

Average Mass

368.3850 Da

Monoisotopic Mass

368.12599 Da

IUPAC Name

(1S,2R,12R,15S)-15-hydroxy-4-methyl-16-methylidene-6-oxapentacyclo[13.2.1.0^{1,12}.0^{3,11}.0^{5,9}]octadeca-3(11),4,7,9-tetraene-2,8-dicarboxylic acid

Traditional Name

(1S,2R,12R,15S)-15-hydroxy-4-methyl-16-methylidene-6-oxapentacyclo[13.2.1.0^{1,12}.0^{3,11}.0^{5,9}]octadeca-3(11),4,7,9-tetraene-2,8-dicarboxylic acid

CAS Registry Number

Not Available

SMILES

[H]OC(=O)C1=C([H])OC2=C(C3=C(C([H])=C12)[C@]1([H])C([H])([H])C([H])([H])[C@@]2(O[H])C(=C([H])[H])C([H])([H])[C@@]1(C2([H])[H])[C@@]3([H])C(=O)O[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C21H20O6/c1-9-6-20-8-21(9,26)4-3-14(20)12-5-11-13(18(22)23)7-27-17(11)10(2)15(12)16(20)19(24)25/h5,7,14,16,26H,1,3-4,6,8H2,2H3,(H,22,23)(H,24,25)/t14-,16+,20-,21-/m0/s1

InChI Key

BFGDXTPDNVNFIQ-LJQHDNKASA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Ipomoea nil	JEOL database	Kim, K. -H., et al, J. Nat. Prod. 76, 1376 (2013)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fluorenes. Fluorenes are compounds containing a fluorene moiety, which consists of two benzene rings connected through either a cyclopentane, cyclopentene, or cyclopenta-1,3-diene.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Fluorenes

Sub Class

Not Available

Direct Parent

Fluorenes

Alternative Parents

Substituents

Fluorene
Benzofuran
Indane
Furoic acid or derivatives
Furan-3-carboxylic acid
Furan-3-carboxylic acid or derivatives
Furoic acid
Dicarboxylic acid or derivatives
Cyclic alcohol
Furan
Heteroaromatic compound
Tertiary alcohol
Carboxylic acid
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Alcohol
Organooxygen compound
Carbonyl group
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	1.79	ALOGPS
logP	2.44	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	4.07	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	107.97 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	95.89 m³·mol⁻¹	ChemAxon
Polarizability	38.38 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

29784878

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71747151

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Annand JR, Bruno PA, Mapp AK, Schindler CS: Synthesis and biological evaluation of pharbinilic acid and derivatives as NF-kappaB pathway inhibitors. Chem Commun (Camb). 2015 May 28;51(43):8990-3. doi: 10.1039/c5cc02918j. [PubMed:25932702 ]
Kim KH, Choi SU, Son MW, Choi SZ, Clardy J, Lee KR: Pharbinilic acid, an allogibberic acid from morning glory (Pharbitis nil). J Nat Prod. 2013 Jul 26;76(7):1376-9. doi: 10.1021/np400326e. Epub 2013 Jul 1. [PubMed:23815260 ]
Kim, K. -H., et al. (2013). Kim, K. -H., et al, J. Nat. Prod. 76, 1376 (2013). J. Nat. Prod..

Showing NP-Card for pharbinilic acid (NP0043568)

MOL for NP0043568 (pharbinilic acid)

3D MOL for NP0043568 (pharbinilic acid)

3D SDF for NP0043568 (pharbinilic acid)

3D-SDF for NP0043568 (pharbinilic acid)

PDB for NP0043568 (pharbinilic acid)

3D PDB for NP0043568 (pharbinilic acid)

SMILES for NP0043568 (pharbinilic acid)

INCHI for NP0043568 (pharbinilic acid)

Structure for NP0043568 (pharbinilic acid)

3D Structure for NP0043568 (pharbinilic acid)