NP-MRD: Showing NP-Card for Penicimarin D (NP0011580)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-01-05 21:13:12 UTC

Updated at

2026-02-06 08:00:58 UTC

NP-MRD ID

NP0011580

Natural Product DOI

https://doi.org/10.57994/5504

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Penicimarin D

Provided By

NPAtlas

Description

Penicimarin D is found in Penicillium. Penicimarin D was first documented in 2013 (PMID: 23477451). Based on a literature review very few articles have been published on [(2R,3S,4S,5R,6S)-6-[(6,8-dihydroxy-3-methyl-1-oxo-1H-isochromen-4-yl)methoxy]-3,4,5-trihydroxyoxan-2-yl]methyl acetate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242116573D          

 52 54  0  0  0  0            999 V2000
   -5.5165    2.8754   -0.0129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5479    1.7216    0.1524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4605    1.9403    0.6732 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0099    0.5181   -0.3382 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2743   -0.6452   -0.3021 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9681   -0.7197   -1.0369 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0025    0.0631   -0.6775 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0056   -0.2310    0.2839 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2514   -0.3535   -0.2687 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8440    0.8885   -0.4751 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2471    0.8620   -0.7922 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7360    1.3966   -1.9680 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7484    1.8895   -2.9540 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0149    1.4722   -2.2215 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9678    1.0509   -1.4086 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1757    1.1485   -1.6977 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6004    0.4932   -0.1892 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5820    0.1343    0.7065 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9304    0.2062    0.4339 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1868   -0.3212    1.9745 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8503   -0.4008    2.2987 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4328   -0.8297    3.5732 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9400   -0.0393    1.3376 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2316    0.4180    0.0897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4173   -1.3701    1.1139 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3229   -1.9410    1.8183 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0633   -2.5348    0.3954 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0441   -3.0463    1.2076 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5538   -2.2160   -0.9942 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6724   -2.4795   -1.9633 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3081    3.6839    0.6873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5377    2.4602    0.2379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5634    3.2193   -1.0724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9776   -1.4522   -0.7093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1761   -0.9592    0.7868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2536   -0.5781   -2.1128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0714    0.7536    0.8817 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2686    1.4098   -1.2671 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5765    1.4273    0.4855 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3234    2.3504   -3.8321 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2615    0.9804   -3.4689 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0415    2.6220   -2.6232 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5976   -0.0858    1.1662 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9162   -0.6129    2.7058 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3183   -0.1086    4.3008 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8317   -0.0767    1.5185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1355   -1.0292    1.8791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4016   -1.7177    2.7741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2774   -3.3295    0.2670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0058   -2.7188    2.1213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4799   -2.7996   -1.1557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8280   -3.3889   -2.3292 H   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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
  8 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29  6  1  0  0  0  0
 24 11  1  0  0  0  0
 24 17  1  0  0  0  0
  1 31  1  0  0  0  0
  1 32  1  0  0  0  0
  1 33  1  0  0  0  0
  5 34  1  0  0  0  0
  5 35  1  0  0  0  0
  6 36  1  6  0  0  0
  8 37  1  1  0  0  0
 10 38  1  0  0  0  0
 10 39  1  0  0  0  0
 13 40  1  0  0  0  0
 13 41  1  0  0  0  0
 13 42  1  0  0  0  0
 19 43  1  0  0  0  0
 20 44  1  0  0  0  0
 22 45  1  0  0  0  0
 23 46  1  0  0  0  0
 25 47  1  1  0  0  0
 26 48  1  0  0  0  0
 27 49  1  6  0  0  0
 28 50  1  0  0  0  0
 29 51  1  6  0  0  0
 30 52  1  0  0  0  0
M  END

     RDKit          3D

 52 54  0  0  0  0  0  0  0  0999 V2000
   -5.5165    2.8754   -0.0129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5479    1.7216    0.1524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4605    1.9403    0.6732 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0099    0.5181   -0.3382 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2743   -0.6452   -0.3021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9681   -0.7197   -1.0369 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0025    0.0631   -0.6775 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0056   -0.2310    0.2839 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2514   -0.3535   -0.2687 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8440    0.8885   -0.4751 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2471    0.8620   -0.7922 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7360    1.3966   -1.9680 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7484    1.8895   -2.9540 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0149    1.4722   -2.2215 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9678    1.0509   -1.4086 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1757    1.1485   -1.6977 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6004    0.4932   -0.1892 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5820    0.1343    0.7065 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9304    0.2062    0.4339 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1868   -0.3212    1.9745 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8503   -0.4008    2.2987 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4328   -0.8297    3.5732 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9400   -0.0393    1.3376 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2316    0.4180    0.0897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4173   -1.3701    1.1139 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3229   -1.9410    1.8183 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0633   -2.5348    0.3954 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0441   -3.0463    1.2076 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5538   -2.2160   -0.9942 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6724   -2.4795   -1.9633 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3081    3.6839    0.6873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5377    2.4602    0.2379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5634    3.2193   -1.0724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9776   -1.4522   -0.7093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1761   -0.9592    0.7868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2536   -0.5781   -2.1128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0714    0.7536    0.8817 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2686    1.4098   -1.2671 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5765    1.4273    0.4855 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3234    2.3504   -3.8321 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2615    0.9804   -3.4689 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0415    2.6220   -2.6232 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5976   -0.0858    1.1662 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9162   -0.6129    2.7058 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3183   -0.1086    4.3008 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8317   -0.0767    1.5185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1355   -1.0292    1.8791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4016   -1.7177    2.7741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2774   -3.3295    0.2670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0058   -2.7188    2.1213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4799   -2.7996   -1.1557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8280   -3.3889   -2.3292 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
  8 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 29  6  1  0
 24 11  1  0
 24 17  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  6
  8 37  1  1
 10 38  1  0
 10 39  1  0
 13 40  1  0
 13 41  1  0
 13 42  1  0
 19 43  1  0
 20 44  1  0
 22 45  1  0
 23 46  1  0
 25 47  1  1
 26 48  1  0
 27 49  1  6
 28 50  1  0
 29 51  1  6
 30 52  1  0
M  END


  Mrv1652306242116573D          

 52 54  0  0  0  0            999 V2000
   -5.5165    2.8754   -0.0129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5479    1.7216    0.1524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4605    1.9403    0.6732 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0099    0.5181   -0.3382 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2743   -0.6452   -0.3021 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9681   -0.7197   -1.0369 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0025    0.0631   -0.6775 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0056   -0.2310    0.2839 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2514   -0.3535   -0.2687 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8440    0.8885   -0.4751 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2471    0.8620   -0.7922 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7360    1.3966   -1.9680 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7484    1.8895   -2.9540 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0149    1.4722   -2.2215 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9678    1.0509   -1.4086 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1757    1.1485   -1.6977 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6004    0.4932   -0.1892 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5820    0.1343    0.7065 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9304    0.2062    0.4339 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1868   -0.3212    1.9745 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8503   -0.4008    2.2987 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4328   -0.8297    3.5732 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9400   -0.0393    1.3376 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2316    0.4180    0.0897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4173   -1.3701    1.1139 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3229   -1.9410    1.8183 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0633   -2.5348    0.3954 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0441   -3.0463    1.2076 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5538   -2.2160   -0.9942 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6724   -2.4795   -1.9633 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3081    3.6839    0.6873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5377    2.4602    0.2379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5634    3.2193   -1.0724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9776   -1.4522   -0.7093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1761   -0.9592    0.7868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2536   -0.5781   -2.1128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0714    0.7536    0.8817 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2686    1.4098   -1.2671 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5765    1.4273    0.4855 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3234    2.3504   -3.8321 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2615    0.9804   -3.4689 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0415    2.6220   -2.6232 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5976   -0.0858    1.1662 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9162   -0.6129    2.7058 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3183   -0.1086    4.3008 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8317   -0.0767    1.5185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1355   -1.0292    1.8791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4016   -1.7177    2.7741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2774   -3.3295    0.2670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0058   -2.7188    2.1213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4799   -2.7996   -1.1557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8280   -3.3889   -2.3292 H   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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
  8 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29  6  1  0  0  0  0
 24 11  1  0  0  0  0
 24 17  1  0  0  0  0
  1 31  1  0  0  0  0
  1 32  1  0  0  0  0
  1 33  1  0  0  0  0
  5 34  1  0  0  0  0
  5 35  1  0  0  0  0
  6 36  1  6  0  0  0
  8 37  1  1  0  0  0
 10 38  1  0  0  0  0
 10 39  1  0  0  0  0
 13 40  1  0  0  0  0
 13 41  1  0  0  0  0
 13 42  1  0  0  0  0
 19 43  1  0  0  0  0
 20 44  1  0  0  0  0
 22 45  1  0  0  0  0
 23 46  1  0  0  0  0
 25 47  1  1  0  0  0
 26 48  1  0  0  0  0
 27 49  1  6  0  0  0
 28 50  1  0  0  0  0
 29 51  1  6  0  0  0
 30 52  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0011580

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C(O[H])=C2C(=O)OC(=C(C2=C1[H])C([H])([H])O[C@@]1([H])O[C@]([H])(C([H])([H])OC(=O)C([H])([H])[H])[C@@]([H])(O[H])[C@]([H])(O[H])[C@@]1([H])O[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C19H22O11/c1-7-11(10-3-9(21)4-12(22)14(10)18(26)29-7)5-28-19-17(25)16(24)15(23)13(30-19)6-27-8(2)20/h3-4,13,15-17,19,21-25H,5-6H2,1-2H3/t13-,15-,16+,17-,19+/m1/s1

> <INCHI_KEY>
LYSRWWLDCUPVGA-YRHQEJDOSA-N

> <FORMULA>
C19H22O11

> <MOLECULAR_WEIGHT>
426.374

> <EXACT_MASS>
426.116211528

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
40.74884270554932

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[(2R,3S,4S,5R,6S)-6-[(6,8-dihydroxy-3-methyl-1-oxo-1H-isochromen-4-yl)methoxy]-3,4,5-trihydroxyoxan-2-yl]methyl acetate

> <ALOGPS_LOGP>
-0.16

> <JCHEM_LOGP>
-0.01275438900000013

> <ALOGPS_LOGS>
-2.23

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.197161009011161

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.363151158839063

> <JCHEM_PKA_STRONGEST_BASIC>
-3.649085022852714

> <JCHEM_POLAR_SURFACE_AREA>
172.20999999999998

> <JCHEM_REFRACTIVITY>
98.8884

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.53e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,3S,4S,5R,6S)-6-[(6,8-dihydroxy-3-methyl-1-oxoisochromen-4-yl)methoxy]-3,4,5-trihydroxyoxan-2-yl]methyl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 52 54  0  0  0  0  0  0  0  0999 V2000
   -5.5165    2.8754   -0.0129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5479    1.7216    0.1524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4605    1.9403    0.6732 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0099    0.5181   -0.3382 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2743   -0.6452   -0.3021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9681   -0.7197   -1.0369 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0025    0.0631   -0.6775 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0056   -0.2310    0.2839 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2514   -0.3535   -0.2687 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8440    0.8885   -0.4751 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2471    0.8620   -0.7922 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7360    1.3966   -1.9680 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7484    1.8895   -2.9540 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0149    1.4722   -2.2215 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9678    1.0509   -1.4086 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1757    1.1485   -1.6977 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6004    0.4932   -0.1892 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5820    0.1343    0.7065 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9304    0.2062    0.4339 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1868   -0.3212    1.9745 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8503   -0.4008    2.2987 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4328   -0.8297    3.5732 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9400   -0.0393    1.3376 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2316    0.4180    0.0897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4173   -1.3701    1.1139 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3229   -1.9410    1.8183 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0633   -2.5348    0.3954 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0441   -3.0463    1.2076 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5538   -2.2160   -0.9942 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6724   -2.4795   -1.9633 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3081    3.6839    0.6873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5377    2.4602    0.2379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5634    3.2193   -1.0724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9776   -1.4522   -0.7093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1761   -0.9592    0.7868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2536   -0.5781   -2.1128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0714    0.7536    0.8817 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2686    1.4098   -1.2671 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5765    1.4273    0.4855 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3234    2.3504   -3.8321 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2615    0.9804   -3.4689 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0415    2.6220   -2.6232 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5976   -0.0858    1.1662 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9162   -0.6129    2.7058 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3183   -0.1086    4.3008 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8317   -0.0767    1.5185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1355   -1.0292    1.8791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4016   -1.7177    2.7741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2774   -3.3295    0.2670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0058   -2.7188    2.1213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4799   -2.7996   -1.1557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8280   -3.3889   -2.3292 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
  8 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 29  6  1  0
 24 11  1  0
 24 17  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  6
  8 37  1  1
 10 38  1  0
 10 39  1  0
 13 40  1  0
 13 41  1  0
 13 42  1  0
 19 43  1  0
 20 44  1  0
 22 45  1  0
 23 46  1  0
 25 47  1  1
 26 48  1  0
 27 49  1  6
 28 50  1  0
 29 51  1  6
 30 52  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0      -5.516   2.875  -0.013  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.548   1.722   0.152  0.00  0.00           C+0
HETATM    3  O   UNK     0      -3.461   1.940   0.673  0.00  0.00           O+0
HETATM    4  O   UNK     0      -5.010   0.518  -0.338  0.00  0.00           O+0
HETATM    5  C   UNK     0      -4.274  -0.645  -0.302  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.968  -0.720  -1.037  0.00  0.00           C+0
HETATM    7  O   UNK     0      -2.002   0.063  -0.678  0.00  0.00           O+0
HETATM    8  C   UNK     0      -1.006  -0.231   0.284  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.251  -0.354  -0.269  0.00  0.00           O+0
HETATM   10  C   UNK     0       0.844   0.889  -0.475  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.247   0.862  -0.792  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.736   1.397  -1.968  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.748   1.890  -2.954  0.00  0.00           C+0
HETATM   14  O   UNK     0       4.015   1.472  -2.221  0.00  0.00           O+0
HETATM   15  C   UNK     0       4.968   1.051  -1.409  0.00  0.00           C+0
HETATM   16  O   UNK     0       6.176   1.149  -1.698  0.00  0.00           O+0
HETATM   17  C   UNK     0       4.600   0.493  -0.189  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.582   0.134   0.707  0.00  0.00           C+0
HETATM   19  O   UNK     0       6.930   0.206   0.434  0.00  0.00           O+0
HETATM   20  C   UNK     0       5.187  -0.321   1.974  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.850  -0.401   2.299  0.00  0.00           C+0
HETATM   22  O   UNK     0       3.433  -0.830   3.573  0.00  0.00           O+0
HETATM   23  C   UNK     0       2.940  -0.039   1.338  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.232   0.418   0.090  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.417  -1.370   1.114  0.00  0.00           C+0
HETATM   26  O   UNK     0      -0.323  -1.941   1.818  0.00  0.00           O+0
HETATM   27  C   UNK     0      -2.063  -2.535   0.395  0.00  0.00           C+0
HETATM   28  O   UNK     0      -3.044  -3.046   1.208  0.00  0.00           O+0
HETATM   29  C   UNK     0      -2.554  -2.216  -0.994  0.00  0.00           C+0
HETATM   30  O   UNK     0      -1.672  -2.479  -1.963  0.00  0.00           O+0
HETATM   31  H   UNK     0      -5.308   3.684   0.687  0.00  0.00           H+0
HETATM   32  H   UNK     0      -6.538   2.460   0.238  0.00  0.00           H+0
HETATM   33  H   UNK     0      -5.563   3.219  -1.072  0.00  0.00           H+0
HETATM   34  H   UNK     0      -4.978  -1.452  -0.709  0.00  0.00           H+0
HETATM   35  H   UNK     0      -4.176  -0.959   0.787  0.00  0.00           H+0
HETATM   36  H   UNK     0      -3.254  -0.578  -2.113  0.00  0.00           H+0
HETATM   37  H   UNK     0      -1.071   0.754   0.882  0.00  0.00           H+0
HETATM   38  H   UNK     0       0.269   1.410  -1.267  0.00  0.00           H+0
HETATM   39  H   UNK     0       0.577   1.427   0.486  0.00  0.00           H+0
HETATM   40  H   UNK     0       2.323   2.350  -3.832  0.00  0.00           H+0
HETATM   41  H   UNK     0       1.262   0.980  -3.469  0.00  0.00           H+0
HETATM   42  H   UNK     0       1.042   2.622  -2.623  0.00  0.00           H+0
HETATM   43  H   UNK     0       7.598  -0.086   1.166  0.00  0.00           H+0
HETATM   44  H   UNK     0       5.916  -0.613   2.706  0.00  0.00           H+0
HETATM   45  H   UNK     0       3.318  -0.109   4.301  0.00  0.00           H+0
HETATM   46  H   UNK     0       1.832  -0.077   1.519  0.00  0.00           H+0
HETATM   47  H   UNK     0      -2.135  -1.029   1.879  0.00  0.00           H+0
HETATM   48  H   UNK     0      -0.402  -1.718   2.774  0.00  0.00           H+0
HETATM   49  H   UNK     0      -1.277  -3.329   0.267  0.00  0.00           H+0
HETATM   50  H   UNK     0      -3.006  -2.719   2.121  0.00  0.00           H+0
HETATM   51  H   UNK     0      -3.480  -2.800  -1.156  0.00  0.00           H+0
HETATM   52  H   UNK     0      -1.828  -3.389  -2.329  0.00  0.00           H+0
CONECT    1    2   31   32   33                                             
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   34   35                                             
CONECT    6    5    7   29   36                                             
CONECT    7    6    8                                                       
CONECT    8    7    9   25   37                                             
CONECT    9    8   10                                                       
CONECT   10    9   11   38   39                                             
CONECT   11   10   12   24                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12   40   41   42                                             
CONECT   14   12   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   24                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18   43                                                       
CONECT   20   18   21   44                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21   45                                                       
CONECT   23   21   24   46                                                  
CONECT   24   23   11   17                                                  
CONECT   25    8   26   27   47                                             
CONECT   26   25   48                                                       
CONECT   27   25   28   29   49                                             
CONECT   28   27   50                                                       
CONECT   29   27   30    6   51                                             
CONECT   30   29   52                                                       
CONECT   31    1                                                            
CONECT   32    1                                                            
CONECT   33    1                                                            
CONECT   34    5                                                            
CONECT   35    5                                                            
CONECT   36    6                                                            
CONECT   37    8                                                            
CONECT   38   10                                                            
CONECT   39   10                                                            
CONECT   40   13                                                            
CONECT   41   13                                                            
CONECT   42   13                                                            
CONECT   43   19                                                            
CONECT   44   20                                                            
CONECT   45   22                                                            
CONECT   46   23                                                            
CONECT   47   25                                                            
CONECT   48   26                                                            
CONECT   49   27                                                            
CONECT   50   28                                                            
CONECT   51   29                                                            
CONECT   52   30                                                            
MASTER        0    0    0    0    0    0    0    0   52    0  108    0
END

RDKit          3D

52 54  0  0  0  0  0  0  0  0999 V2000
   -5.5165    2.8754   -0.0129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5479    1.7216    0.1524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4605    1.9403    0.6732 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0099    0.5181   -0.3382 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2743   -0.6452   -0.3021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9681   -0.7197   -1.0369 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0025    0.0631   -0.6775 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0056   -0.2310    0.2839 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2514   -0.3535   -0.2687 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8440    0.8885   -0.4751 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2471    0.8620   -0.7922 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7360    1.3966   -1.9680 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7484    1.8895   -2.9540 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0149    1.4722   -2.2215 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9678    1.0509   -1.4086 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1757    1.1485   -1.6977 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6004    0.4932   -0.1892 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5820    0.1343    0.7065 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9304    0.2062    0.4339 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1868   -0.3212    1.9745 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8503   -0.4008    2.2987 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4328   -0.8297    3.5732 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9400   -0.0393    1.3376 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2316    0.4180    0.0897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4173   -1.3701    1.1139 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3229   -1.9410    1.8183 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0633   -2.5348    0.3954 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0441   -3.0463    1.2076 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5538   -2.2160   -0.9942 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6724   -2.4795   -1.9633 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3081    3.6839    0.6873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5377    2.4602    0.2379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5634    3.2193   -1.0724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9776   -1.4522   -0.7093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1761   -0.9592    0.7868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2536   -0.5781   -2.1128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0714    0.7536    0.8817 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2686    1.4098   -1.2671 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5765    1.4273    0.4855 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3234    2.3504   -3.8321 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2615    0.9804   -3.4689 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0415    2.6220   -2.6232 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5976   -0.0858    1.1662 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9162   -0.6129    2.7058 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3183   -0.1086    4.3008 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8317   -0.0767    1.5185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1355   -1.0292    1.8791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4016   -1.7177    2.7741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2774   -3.3295    0.2670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0058   -2.7188    2.1213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4799   -2.7996   -1.1557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8280   -3.3889   -2.3292 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
  8 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 29  6  1  0
 24 11  1  0
 24 17  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  6
  8 37  1  1
 10 38  1  0
 10 39  1  0
 13 40  1  0
 13 41  1  0
 13 42  1  0
 19 43  1  0
 20 44  1  0
 22 45  1  0
 23 46  1  0
 25 47  1  1
 26 48  1  0
 27 49  1  6
 28 50  1  0
 29 51  1  6
 30 52  1  0
M  END

View in JSmol View NMR Assignments View DFT Assignments 3D Conformers

Synonyms

Value	Source
[(2R,3S,4S,5R,6S)-6-[(6,8-Dihydroxy-3-methyl-1-oxo-1H-isochromen-4-yl)methoxy]-3,4,5-trihydroxyoxan-2-yl]methyl acetic acid	Generator

Chemical Formula

C₁₉H₂₂O₁₁

Average Mass

426.3740 Da

Monoisotopic Mass

426.11621 Da

IUPAC Name

[(2R,3S,4S,5R,6S)-6-[(6,8-dihydroxy-3-methyl-1-oxo-1H-isochromen-4-yl)methoxy]-3,4,5-trihydroxyoxan-2-yl]methyl acetate

Traditional Name

[(2R,3S,4S,5R,6S)-6-[(6,8-dihydroxy-3-methyl-1-oxoisochromen-4-yl)methoxy]-3,4,5-trihydroxyoxan-2-yl]methyl acetate

CAS Registry Number

Not Available

SMILES

CC(=O)OC[C@H]1O[C@H](OCC2=C(C)OC(=O)C3=C(O)C=C(O)C=C23)[C@H](O)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C19H22O11/c1-7-11(10-3-9(21)4-12(22)14(10)18(26)29-7)5-28-19-17(25)16(24)15(23)13(30-19)6-27-8(2)20/h3-4,13,15-17,19,21-25H,5-6H2,1-2H3/t13-,15-,16+,17-,19+/m1/s1

InChI Key

LYSRWWLDCUPVGA-YRHQEJDOSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 600.0, Dimethylsulfoxide-d6, simulated)	[email protected]	Not Available	Not Available	2026-02-06	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150.0, Dimethylsulfoxide-d6, simulated)	[email protected]	Not Available	Not Available	2026-02-06	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
Penicillium	NPAtlas	23477451
Penicillium sp. MWZ14-4		Not Available

Chemical Taxonomy

Classification

Not classified

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	-0.16	ALOGPS
logP	-0.013	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	8.36	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	172.21 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	98.89 m³·mol⁻¹	ChemAxon
Polarizability	40.75 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

NPAtlas ID

NPA003031

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

30770825

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71664847

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Qi J, Shao CL, Li ZY, Gan LS, Fu XM, Bian WT, Zhao HY, Wang CY: Isocoumarin derivatives and benzofurans from a sponge-derived Penicillium sp. fungus. J Nat Prod. 2013 Apr 26;76(4):571-9. doi: 10.1021/np3007556. Epub 2013 Mar 11. [PubMed:23477451 ]
DOI: 10.1021/np3007556
PMID: 23477451

Showing NP-Card for Penicimarin D (NP0011580)

MOL for NP0011580 (Penicimarin D)

3D MOL for NP0011580 (Penicimarin D)

3D SDF for NP0011580 (Penicimarin D)

3D-SDF for NP0011580 (Penicimarin D)

PDB for NP0011580 (Penicimarin D)

3D PDB for NP0011580 (Penicimarin D)

SMILES for NP0011580 (Penicimarin D)

INCHI for NP0011580 (Penicimarin D)

Structure for NP0011580 (Penicimarin D)

3D Structure for NP0011580 (Penicimarin D)