NP-MRD: Showing NP-Card for 5-hydroxyselaginellic acid (NP0034514)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-20 18:13:22 UTC

Updated at

2021-06-30 00:04:56 UTC

NP-MRD ID

NP0034514

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-hydroxyselaginellic acid

Provided By

JEOL Database JEOL Logo

Description

(3AS,8aR)-3a-[(2E)-3-carboxylato-3-methylprop-2-en-1-yl]-5-hydroxy-1,8,8-trimethyl-1H,2H,3H,3aH,8H,8aH-pyrrolo[2,3-b]indol-8-ium belongs to the class of organic compounds known as alkaloids and derivatives. These are naturally occurring chemical compounds that contain mostly basic nitrogen atoms. This group also includes some related compounds with neutral and even weakly acidic properties. Also some synthetic compounds of similar structure are attributed to alkaloids. In addition to carbon, hydrogen and nitrogen, alkaloids may also contain oxygen, sulfur and more rarely other elements such as chlorine, bromine, and phosphorus. 5-hydroxyselaginellic acid is found in Selaginella moellendorfii. 5-hydroxyselaginellic acid was first documented in 2009 (Wang, Y. -H., et al.). Based on a literature review very few articles have been published on (3aS,8aR)-3a-[(2E)-3-carboxylato-3-methylprop-2-en-1-yl]-5-hydroxy-1,8,8-trimethyl-1H,2H,3H,3aH,8H,8aH-pyrrolo[2,3-b]indol-8-ium.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202120133D          

 47 49  0  0  0  0            999 V2000
    2.4011    1.8440    2.9348 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5698    2.3314    1.5339 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5691    1.6388    0.3786 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2186    0.1906    0.2187 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8378    0.0005   -0.4667 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3100   -1.4231   -0.2400 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5461   -1.2750    1.0028 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2544   -0.0103    0.7730 N   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7624    0.5222    2.0393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2872    0.9087    0.1433 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8914    1.7455   -1.0277 N   0  3  2  0  0  4  0  0  0  0  0  0
   -0.5898    3.2245   -0.7897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3630    1.5177   -1.2331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1360    1.3054   -2.2160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3154    1.7760   -3.5117 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4918    1.2580   -4.5258 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4589    0.2955   -4.2282 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2173   -0.1682   -5.2603 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6405   -0.1707   -2.9288 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8302    0.3509   -1.9235 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5885    3.8620    1.3888 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6778    4.4238    1.6504 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4717    4.3267    1.0044 O   0  5  0  0  0  1  0  0  0  0  0  0
    1.4848    2.2539    3.3724 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2483    2.1651    3.5498 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3431    0.7558    3.0062 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7303    2.2006   -0.5438 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0102   -0.2981   -0.3624 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2173   -0.3132    1.1900 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1089   -2.1597   -0.1028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3133   -1.7679   -1.0763 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0912   -1.2364    1.8954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2439   -2.1113    1.1107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9661    0.6848    2.7752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2786    1.4750    1.8834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4939   -0.1688    2.4723 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0946    1.6142    0.8845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9500    3.4909    0.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1285    3.8142   -1.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4822    3.3841   -0.9073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8983    1.8299   -0.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7114    2.1327   -2.0697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5462    0.4610   -1.4547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0508    2.5357   -3.7514 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3798    1.6084   -5.5495 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9267   -0.7343   -4.9116 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3920   -0.9199   -2.7012 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0  0  0  0
 20 19  1  0  0  0  0
 19 17  2  0  0  0  0
  5  4  1  1  0  0  0
  5 10  1  0  0  0  0
  4  3  1  0  0  0  0
 20 14  2  0  0  0  0
  3  2  2  0  0  0  0
 14 11  1  0  0  0  0
  2 21  1  0  0  0  0
 11 10  1  0  0  0  0
 21 22  2  0  0  0  0
  5 20  1  0  0  0  0
 10 37  1  1  0  0  0
 10  8  1  0  0  0  0
  2  1  1  0  0  0  0
  8  7  1  0  0  0  0
 21 23  1  0  0  0  0
 17 16  1  0  0  0  0
  8  9  1  0  0  0  0
  6  5  1  0  0  0  0
 11 12  1  1  0  0  0
 16 15  2  0  0  0  0
 11 13  1  0  0  0  0
 15 14  1  0  0  0  0
 17 18  1  0  0  0  0
  7 32  1  0  0  0  0
  7 33  1  0  0  0  0
  6 30  1  0  0  0  0
  6 31  1  0  0  0  0
 16 45  1  0  0  0  0
 15 44  1  0  0  0  0
 19 47  1  0  0  0  0
  4 28  1  0  0  0  0
  4 29  1  0  0  0  0
  3 27  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  9 34  1  0  0  0  0
  9 35  1  0  0  0  0
  9 36  1  0  0  0  0
 12 38  1  0  0  0  0
 12 39  1  0  0  0  0
 12 40  1  0  0  0  0
 13 41  1  0  0  0  0
 13 42  1  0  0  0  0
 13 43  1  0  0  0  0
 18 46  1  0  0  0  0
M  CHG  2  11   1  23  -1
M  END

     RDKit          3D

 47 49  0  0  0  0  0  0  0  0999 V2000
    2.4011    1.8440    2.9348 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5698    2.3314    1.5339 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5691    1.6388    0.3786 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2186    0.1906    0.2187 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8378    0.0005   -0.4667 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3100   -1.4231   -0.2400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5461   -1.2750    1.0028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2544   -0.0103    0.7730 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7624    0.5222    2.0393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2872    0.9087    0.1433 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8914    1.7455   -1.0277 N   0  0  2  0  0  4  0  0  0  0  0  0
   -0.5898    3.2245   -0.7897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3630    1.5177   -1.2331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1360    1.3054   -2.2160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3154    1.7760   -3.5117 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4918    1.2580   -4.5258 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4589    0.2955   -4.2282 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2173   -0.1682   -5.2603 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6405   -0.1707   -2.9288 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8302    0.3509   -1.9235 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5885    3.8620    1.3888 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6778    4.4238    1.6504 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4717    4.3267    1.0044 O   0  0  0  0  0  1  0  0  0  0  0  0
    1.4848    2.2539    3.3724 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2483    2.1651    3.5498 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3431    0.7558    3.0062 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7303    2.2006   -0.5438 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0102   -0.2981   -0.3624 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2173   -0.3132    1.1900 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1089   -2.1597   -0.1028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3133   -1.7679   -1.0763 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0912   -1.2364    1.8954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2439   -2.1113    1.1107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9661    0.6848    2.7752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2786    1.4750    1.8834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4939   -0.1688    2.4723 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0946    1.6142    0.8845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9500    3.4909    0.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1285    3.8142   -1.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4822    3.3841   -0.9073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8983    1.8299   -0.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7114    2.1327   -2.0697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5462    0.4610   -1.4547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0508    2.5357   -3.7514 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3798    1.6084   -5.5495 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9267   -0.7343   -4.9116 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3920   -0.9199   -2.7012 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0
 20 19  1  0
 19 17  2  0
  5  4  1  1
  5 10  1  0
  4  3  1  0
 20 14  2  0
  3  2  2  0
 14 11  1  0
  2 21  1  0
 11 10  1  0
 21 22  2  0
  5 20  1  0
 10 37  1  1
 10  8  1  0
  2  1  1  0
  8  7  1  0
 21 23  1  0
 17 16  1  0
  8  9  1  0
  6  5  1  0
 11 12  1  1
 16 15  2  0
 11 13  1  0
 15 14  1  0
 17 18  1  0
  7 32  1  0
  7 33  1  0
  6 30  1  0
  6 31  1  0
 16 45  1  0
 15 44  1  0
 19 47  1  0
  4 28  1  0
  4 29  1  0
  3 27  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  9 34  1  0
  9 35  1  0
  9 36  1  0
 12 38  1  0
 12 39  1  0
 12 40  1  0
 13 41  1  0
 13 42  1  0
 13 43  1  0
 18 46  1  0
M  CHG  2  11   1  23  -1
M  END


  Mrv1652306202120133D          

 47 49  0  0  0  0            999 V2000
    2.4011    1.8440    2.9348 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5698    2.3314    1.5339 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5691    1.6388    0.3786 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2186    0.1906    0.2187 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8378    0.0005   -0.4667 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3100   -1.4231   -0.2400 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5461   -1.2750    1.0028 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2544   -0.0103    0.7730 N   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7624    0.5222    2.0393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2872    0.9087    0.1433 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8914    1.7455   -1.0277 N   0  3  2  0  0  4  0  0  0  0  0  0
   -0.5898    3.2245   -0.7897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3630    1.5177   -1.2331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1360    1.3054   -2.2160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3154    1.7760   -3.5117 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4918    1.2580   -4.5258 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4589    0.2955   -4.2282 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2173   -0.1682   -5.2603 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6405   -0.1707   -2.9288 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8302    0.3509   -1.9235 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5885    3.8620    1.3888 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6778    4.4238    1.6504 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4717    4.3267    1.0044 O   0  5  0  0  0  1  0  0  0  0  0  0
    1.4848    2.2539    3.3724 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2483    2.1651    3.5498 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3431    0.7558    3.0062 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7303    2.2006   -0.5438 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0102   -0.2981   -0.3624 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2173   -0.3132    1.1900 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1089   -2.1597   -0.1028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3133   -1.7679   -1.0763 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0912   -1.2364    1.8954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2439   -2.1113    1.1107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9661    0.6848    2.7752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2786    1.4750    1.8834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4939   -0.1688    2.4723 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0946    1.6142    0.8845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9500    3.4909    0.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1285    3.8142   -1.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4822    3.3841   -0.9073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8983    1.8299   -0.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7114    2.1327   -2.0697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5462    0.4610   -1.4547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0508    2.5357   -3.7514 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3798    1.6084   -5.5495 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9267   -0.7343   -4.9116 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3920   -0.9199   -2.7012 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0  0  0  0
 20 19  1  0  0  0  0
 19 17  2  0  0  0  0
  5  4  1  1  0  0  0
  5 10  1  0  0  0  0
  4  3  1  0  0  0  0
 20 14  2  0  0  0  0
  3  2  2  0  0  0  0
 14 11  1  0  0  0  0
  2 21  1  0  0  0  0
 11 10  1  0  0  0  0
 21 22  2  0  0  0  0
  5 20  1  0  0  0  0
 10 37  1  1  0  0  0
 10  8  1  0  0  0  0
  2  1  1  0  0  0  0
  8  7  1  0  0  0  0
 21 23  1  0  0  0  0
 17 16  1  0  0  0  0
  8  9  1  0  0  0  0
  6  5  1  0  0  0  0
 11 12  1  1  0  0  0
 16 15  2  0  0  0  0
 11 13  1  0  0  0  0
 15 14  1  0  0  0  0
 17 18  1  0  0  0  0
  7 32  1  0  0  0  0
  7 33  1  0  0  0  0
  6 30  1  0  0  0  0
  6 31  1  0  0  0  0
 16 45  1  0  0  0  0
 15 44  1  0  0  0  0
 19 47  1  0  0  0  0
  4 28  1  0  0  0  0
  4 29  1  0  0  0  0
  3 27  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  9 34  1  0  0  0  0
  9 35  1  0  0  0  0
  9 36  1  0  0  0  0
 12 38  1  0  0  0  0
 12 39  1  0  0  0  0
 12 40  1  0  0  0  0
 13 41  1  0  0  0  0
 13 42  1  0  0  0  0
 13 43  1  0  0  0  0
 18 46  1  0  0  0  0
M  CHG  2  11   1  23  -1
M  END
> <DATABASE_ID>
NP0034514

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C2=C(C([H])=C1[H])[N+](C([H])([H])[H])(C([H])([H])[H])[C@@]1([H])N(C([H])([H])[H])C([H])([H])C([H])([H])[C@@]21C([H])([H])C(\[H])=C(\C([O-])=O)C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C18H24N2O3/c1-12(16(22)23)7-8-18-9-10-19(2)17(18)20(3,4)15-6-5-13(21)11-14(15)18/h5-7,11,17H,8-10H2,1-4H3,(H-,21,22,23)/b12-7+/t17-,18+/m1/s1

> <INCHI_KEY>
PYWQARTUKYQVMX-JVGUAYRASA-N

> <FORMULA>
C18H24N2O3

> <MOLECULAR_WEIGHT>
316.401

> <EXACT_MASS>
316.178692641

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
33.874761658768676

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3aS,8aR)-3a-[(2E)-3-carboxy-3-methylprop-2-en-1-yl]-5-hydroxy-1,8,8-trimethyl-1H,2H,3H,3aH,8H,8aH-pyrrolo[2,3-b]indol-8-ium

> <ALOGPS_LOGP>
-0.61

> <JCHEM_LOGP>
-1.1386490292645446

> <ALOGPS_LOGS>
-3.97

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.959463685529116

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7132650926827893

> <JCHEM_PKA_STRONGEST_BASIC>
4.479017766434946

> <JCHEM_POLAR_SURFACE_AREA>
63.599999999999994

> <JCHEM_REFRACTIVITY>
112.62049999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.95e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3aS,8aR)-3a-[(2E)-3-carboxy-3-methylprop-2-en-1-yl]-5-hydroxy-1,8,8-trimethyl-2H,3H,8aH-pyrrolo[2,3-b]indol-8-ium

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 47 49  0  0  0  0  0  0  0  0999 V2000
    2.4011    1.8440    2.9348 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5698    2.3314    1.5339 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5691    1.6388    0.3786 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2186    0.1906    0.2187 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8378    0.0005   -0.4667 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3100   -1.4231   -0.2400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5461   -1.2750    1.0028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2544   -0.0103    0.7730 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7624    0.5222    2.0393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2872    0.9087    0.1433 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8914    1.7455   -1.0277 N   0  0  2  0  0  4  0  0  0  0  0  0
   -0.5898    3.2245   -0.7897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3630    1.5177   -1.2331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1360    1.3054   -2.2160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3154    1.7760   -3.5117 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4918    1.2580   -4.5258 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4589    0.2955   -4.2282 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2173   -0.1682   -5.2603 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6405   -0.1707   -2.9288 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8302    0.3509   -1.9235 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5885    3.8620    1.3888 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6778    4.4238    1.6504 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4717    4.3267    1.0044 O   0  0  0  0  0  1  0  0  0  0  0  0
    1.4848    2.2539    3.3724 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2483    2.1651    3.5498 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3431    0.7558    3.0062 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7303    2.2006   -0.5438 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0102   -0.2981   -0.3624 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2173   -0.3132    1.1900 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1089   -2.1597   -0.1028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3133   -1.7679   -1.0763 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0912   -1.2364    1.8954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2439   -2.1113    1.1107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9661    0.6848    2.7752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2786    1.4750    1.8834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4939   -0.1688    2.4723 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0946    1.6142    0.8845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9500    3.4909    0.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1285    3.8142   -1.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4822    3.3841   -0.9073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8983    1.8299   -0.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7114    2.1327   -2.0697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5462    0.4610   -1.4547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0508    2.5357   -3.7514 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3798    1.6084   -5.5495 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9267   -0.7343   -4.9116 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3920   -0.9199   -2.7012 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0
 20 19  1  0
 19 17  2  0
  5  4  1  1
  5 10  1  0
  4  3  1  0
 20 14  2  0
  3  2  2  0
 14 11  1  0
  2 21  1  0
 11 10  1  0
 21 22  2  0
  5 20  1  0
 10 37  1  1
 10  8  1  0
  2  1  1  0
  8  7  1  0
 21 23  1  0
 17 16  1  0
  8  9  1  0
  6  5  1  0
 11 12  1  1
 16 15  2  0
 11 13  1  0
 15 14  1  0
 17 18  1  0
  7 32  1  0
  7 33  1  0
  6 30  1  0
  6 31  1  0
 16 45  1  0
 15 44  1  0
 19 47  1  0
  4 28  1  0
  4 29  1  0
  3 27  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  9 34  1  0
  9 35  1  0
  9 36  1  0
 12 38  1  0
 12 39  1  0
 12 40  1  0
 13 41  1  0
 13 42  1  0
 13 43  1  0
 18 46  1  0
M  CHG  2  11   1  23  -1
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0       2.401   1.844   2.935  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.570   2.331   1.534  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.569   1.639   0.379  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.219   0.191   0.219  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.838   0.001  -0.467  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.310  -1.423  -0.240  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.546  -1.275   1.003  0.00  0.00           C+0
HETATM    8  N   UNK     0      -1.254  -0.010   0.773  0.00  0.00           N+0
HETATM    9  C   UNK     0      -1.762   0.522   2.039  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.287   0.909   0.143  0.00  0.00           C+0
HETATM   11  N   UNK     0      -0.891   1.746  -1.028  0.00  0.00           N+1
HETATM   12  C   UNK     0      -0.590   3.224  -0.790  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.363   1.518  -1.233  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.136   1.305  -2.216  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.315   1.776  -3.512  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.492   1.258  -4.526  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.459   0.296  -4.228  0.00  0.00           C+0
HETATM   18  O   UNK     0       2.217  -0.168  -5.260  0.00  0.00           O+0
HETATM   19  C   UNK     0       1.641  -0.171  -2.929  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.830   0.351  -1.924  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.588   3.862   1.389  0.00  0.00           C+0
HETATM   22  O   UNK     0       3.678   4.424   1.650  0.00  0.00           O+0
HETATM   23  O   UNK     0       1.472   4.327   1.004  0.00  0.00           O-1
HETATM   24  H   UNK     0       1.485   2.254   3.372  0.00  0.00           H+0
HETATM   25  H   UNK     0       3.248   2.165   3.550  0.00  0.00           H+0
HETATM   26  H   UNK     0       2.343   0.756   3.006  0.00  0.00           H+0
HETATM   27  H   UNK     0       2.730   2.201  -0.544  0.00  0.00           H+0
HETATM   28  H   UNK     0       3.010  -0.298  -0.362  0.00  0.00           H+0
HETATM   29  H   UNK     0       2.217  -0.313   1.190  0.00  0.00           H+0
HETATM   30  H   UNK     0       1.109  -2.160  -0.103  0.00  0.00           H+0
HETATM   31  H   UNK     0      -0.313  -1.768  -1.076  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.091  -1.236   1.895  0.00  0.00           H+0
HETATM   33  H   UNK     0      -1.244  -2.111   1.111  0.00  0.00           H+0
HETATM   34  H   UNK     0      -0.966   0.685   2.775  0.00  0.00           H+0
HETATM   35  H   UNK     0      -2.279   1.475   1.883  0.00  0.00           H+0
HETATM   36  H   UNK     0      -2.494  -0.169   2.472  0.00  0.00           H+0
HETATM   37  H   UNK     0       0.095   1.614   0.885  0.00  0.00           H+0
HETATM   38  H   UNK     0      -0.950   3.491   0.208  0.00  0.00           H+0
HETATM   39  H   UNK     0      -1.129   3.814  -1.539  0.00  0.00           H+0
HETATM   40  H   UNK     0       0.482   3.384  -0.907  0.00  0.00           H+0
HETATM   41  H   UNK     0      -2.898   1.830  -0.332  0.00  0.00           H+0
HETATM   42  H   UNK     0      -2.711   2.133  -2.070  0.00  0.00           H+0
HETATM   43  H   UNK     0      -2.546   0.461  -1.455  0.00  0.00           H+0
HETATM   44  H   UNK     0      -1.051   2.536  -3.751  0.00  0.00           H+0
HETATM   45  H   UNK     0       0.380   1.608  -5.550  0.00  0.00           H+0
HETATM   46  H   UNK     0       2.927  -0.734  -4.912  0.00  0.00           H+0
HETATM   47  H   UNK     0       2.392  -0.920  -2.701  0.00  0.00           H+0
CONECT    1    2   24   25   26                                             
CONECT    2    3   21    1                                                  
CONECT    3    4    2   27                                                  
CONECT    4    5    3   28   29                                             
CONECT    5    4   10   20    6                                             
CONECT    6    7    5   30   31                                             
CONECT    7    6    8   32   33                                             
CONECT    8   10    7    9                                                  
CONECT    9    8   34   35   36                                             
CONECT   10    5   11   37    8                                             
CONECT   11   14   10   12   13                                             
CONECT   12   11   38   39   40                                             
CONECT   13   11   41   42   43                                             
CONECT   14   20   11   15                                                  
CONECT   15   16   14   44                                                  
CONECT   16   17   15   45                                                  
CONECT   17   19   16   18                                                  
CONECT   18   17   46                                                       
CONECT   19   20   17   47                                                  
CONECT   20   19   14    5                                                  
CONECT   21    2   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24    1                                                            
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    3                                                            
CONECT   28    4                                                            
CONECT   29    4                                                            
CONECT   30    6                                                            
CONECT   31    6                                                            
CONECT   32    7                                                            
CONECT   33    7                                                            
CONECT   34    9                                                            
CONECT   35    9                                                            
CONECT   36    9                                                            
CONECT   37   10                                                            
CONECT   38   12                                                            
CONECT   39   12                                                            
CONECT   40   12                                                            
CONECT   41   13                                                            
CONECT   42   13                                                            
CONECT   43   13                                                            
CONECT   44   15                                                            
CONECT   45   16                                                            
CONECT   46   18                                                            
CONECT   47   19                                                            
MASTER        0    0    0    0    0    0    0    0   47    0   98    0
END

RDKit          3D

47 49  0  0  0  0  0  0  0  0999 V2000
    2.4011    1.8440    2.9348 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5698    2.3314    1.5339 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5691    1.6388    0.3786 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2186    0.1906    0.2187 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8378    0.0005   -0.4667 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3100   -1.4231   -0.2400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5461   -1.2750    1.0028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2544   -0.0103    0.7730 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7624    0.5222    2.0393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2872    0.9087    0.1433 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8914    1.7455   -1.0277 N   0  0  2  0  0  4  0  0  0  0  0  0
   -0.5898    3.2245   -0.7897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3630    1.5177   -1.2331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1360    1.3054   -2.2160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3154    1.7760   -3.5117 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4918    1.2580   -4.5258 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4589    0.2955   -4.2282 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2173   -0.1682   -5.2603 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6405   -0.1707   -2.9288 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8302    0.3509   -1.9235 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5885    3.8620    1.3888 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6778    4.4238    1.6504 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4717    4.3267    1.0044 O   0  0  0  0  0  1  0  0  0  0  0  0
    1.4848    2.2539    3.3724 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2483    2.1651    3.5498 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3431    0.7558    3.0062 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7303    2.2006   -0.5438 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0102   -0.2981   -0.3624 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2173   -0.3132    1.1900 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1089   -2.1597   -0.1028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3133   -1.7679   -1.0763 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0912   -1.2364    1.8954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2439   -2.1113    1.1107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9661    0.6848    2.7752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2786    1.4750    1.8834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4939   -0.1688    2.4723 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0946    1.6142    0.8845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9500    3.4909    0.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1285    3.8142   -1.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4822    3.3841   -0.9073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8983    1.8299   -0.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7114    2.1327   -2.0697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5462    0.4610   -1.4547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0508    2.5357   -3.7514 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3798    1.6084   -5.5495 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9267   -0.7343   -4.9116 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3920   -0.9199   -2.7012 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0
 20 19  1  0
 19 17  2  0
  5  4  1  1
  5 10  1  0
  4  3  1  0
 20 14  2  0
  3  2  2  0
 14 11  1  0
  2 21  1  0
 11 10  1  0
 21 22  2  0
  5 20  1  0
 10 37  1  1
 10  8  1  0
  2  1  1  0
  8  7  1  0
 21 23  1  0
 17 16  1  0
  8  9  1  0
  6  5  1  0
 11 12  1  1
 16 15  2  0
 11 13  1  0
 15 14  1  0
 17 18  1  0
  7 32  1  0
  7 33  1  0
  6 30  1  0
  6 31  1  0
 16 45  1  0
 15 44  1  0
 19 47  1  0
  4 28  1  0
  4 29  1  0
  3 27  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  9 34  1  0
  9 35  1  0
  9 36  1  0
 12 38  1  0
 12 39  1  0
 12 40  1  0
 13 41  1  0
 13 42  1  0
 13 43  1  0
 18 46  1  0
M  CHG  2  11   1  23  -1
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₂₄N₂O₃

Average Mass

316.4010 Da

Monoisotopic Mass

316.17869 Da

IUPAC Name

(3aS,8aR)-3a-[(2E)-3-carboxy-3-methylprop-2-en-1-yl]-5-hydroxy-1,8,8-trimethyl-1H,2H,3H,3aH,8H,8aH-pyrrolo[2,3-b]indol-8-ium

Traditional Name

(3aS,8aR)-3a-[(2E)-3-carboxy-3-methylprop-2-en-1-yl]-5-hydroxy-1,8,8-trimethyl-2H,3H,8aH-pyrrolo[2,3-b]indol-8-ium

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C2=C(C([H])=C1[H])[N+](C([H])([H])[H])(C([H])([H])[H])[C@@]1([H])N(C([H])([H])[H])C([H])([H])C([H])([H])[C@@]21C([H])([H])C(\[H])=C(\C([O-])=O)C([H])([H])[H]

InChI Identifier

InChI=1S/C18H24N2O3/c1-12(16(22)23)7-8-18-9-10-19(2)17(18)20(3,4)15-6-5-13(21)11-14(15)18/h5-7,11,17H,8-10H2,1-4H3,(H-,21,22,23)/b12-7+/t17-,18+/m1/s1

InChI Key

PYWQARTUKYQVMX-JVGUAYRASA-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, 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
Selaginella moellendorffii	JEOL database	Wang, Y. -H., et al, J. Nat. Prod. 72, 1151 (2009)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkaloids and derivatives. These are naturally occurring chemical compounds that contain mostly basic nitrogen atoms. This group also includes some related compounds with neutral and even weakly acidic properties. Also some synthetic compounds of similar structure are attributed to alkaloids. In addition to carbon, hydrogen and nitrogen, alkaloids may also contain oxygen, sulfur and more rarely other elements such as chlorine, bromine, and phosphorus.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Not Available

Sub Class

Not Available

Direct Parent

Alkaloids and derivatives

Alternative Parents

Substituents

Pseudophrynamine skeleton
Pyrroloindole
Indole
Indole or derivatives
Alkaloid or derivatives
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
N-alkylpyrrolidine
Pyrrole
Pyrrolidine
Carboxylic acid salt
Aminal
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Azacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Amine
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Carbonyl group
Organic nitrogen compound
Organic salt
Organic zwitterion
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	-0.61	ALOGPS
logP	-1.1	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	3.71	ChemAxon
pKa (Strongest Basic)	4.48	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	63.6 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	112.62 m³·mol⁻¹	ChemAxon
Polarizability	33.87 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

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

44179581

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Wang, Y. -H., et al. (2009). Wang, Y. -H., et al, J. Nat. Prod. 72, 1151 (2009). J. Nat. Prod..

Showing NP-Card for 5-hydroxyselaginellic acid (NP0034514)

MOL for NP0034514 (5-hydroxyselaginellic acid)

3D MOL for NP0034514 (5-hydroxyselaginellic acid)

3D SDF for NP0034514 (5-hydroxyselaginellic acid)

3D-SDF for NP0034514 (5-hydroxyselaginellic acid)

PDB for NP0034514 (5-hydroxyselaginellic acid)

3D PDB for NP0034514 (5-hydroxyselaginellic acid)

SMILES for NP0034514 (5-hydroxyselaginellic acid)

INCHI for NP0034514 (5-hydroxyselaginellic acid)

Structure for NP0034514 (5-hydroxyselaginellic acid)

3D Structure for NP0034514 (5-hydroxyselaginellic acid)