NP-MRD: Showing NP-Card for Acetosellin (NP0083853)

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Record Information

Version

1.0

Created at

2022-04-29 04:46:02 UTC

Updated at

2022-04-29 04:46:02 UTC

NP-MRD ID

NP0083853

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Acetosellin

Description

Acetosellin belongs to the class of organic compounds known as naphthopyrans. Naphthopyrans are compounds containing a pyran ring fused to a naphthalene moiety. Furan is a 6 membered-ring non-aromatic ring with five carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings. Acetosellin is found in Cercosporella acetosella Ell. It was first documented in 2017 (PMID: 28081580). Based on a literature review a significant number of articles have been published on Acetosellin (PMID: 35501128) (PMID: 35501127) (PMID: 35501126) (PMID: 35501125).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292206462D          

 29 32  0  0  1  0            999 V2000
   -0.6053    2.1418    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1794    1.8869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7925    2.4389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5771    2.1840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1902    2.7360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9748    2.4811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5879    3.0331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3725    2.7782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9856    3.3302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7702    3.0753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3833    3.6273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3509    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7486    1.3770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0493   -0.8205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3509   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7079    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1340    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9590    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
  2 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  4 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  6  0  0  0
 18 20  1  0  0  0  0
 17 21  2  0  0  0  0
 16 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  1  0  0  0
 25 26  1  0  0  0  0
 24 27  1  0  0  0  0
 15 27  1  0  0  0  0
 12 28  1  0  0  0  0
 20 28  1  0  0  0  0
 28 29  2  0  0  0  0
M  END

     RDKit          3D

 51 54  0  0  0  0  0  0  0  0999 V2000
    8.0776   -1.3665    0.2470 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9224   -0.4546    0.0296 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6842   -0.7869    0.3309 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5616    0.0965    0.1208 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3151   -0.2119    0.4135 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2060    0.7370    0.1748 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9366    0.3845    0.4885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1369    1.3164    0.2546 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1968    2.6856    0.1592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7362    3.6373   -0.0600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4127    4.9957   -0.1544 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0765    3.2940   -0.2022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3333    1.9717   -0.1117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4477    0.9667    0.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9152   -0.4207    0.2409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2461   -0.5951    0.1418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7852   -1.9554    0.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8396   -2.6981   -0.6599 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6821   -2.8854    0.0262 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9551   -3.6949    1.2742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4754   -4.8950    0.8565 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9866   -1.5381    0.3865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1841    0.5730    0.1474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2738    0.3944    0.7235 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7669    1.8038   -0.5043 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6845    1.5676   -2.0456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3413    3.0158   -0.2386 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3491    4.0426   -0.2975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4752    5.2625   -0.4017 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7591   -2.1606    0.9624 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9389   -0.8145    0.7053 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3490   -1.8684   -0.6874 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1136    0.5081   -0.3888 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5184   -1.7663    0.7527 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7486    1.0728   -0.3026 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1206   -1.1871    0.8374 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4659    1.6655   -0.2569 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8906   -0.5258    0.9634 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2148    2.9726    0.2771 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5233    5.3402   -0.0657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0769   -2.3640    1.0067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7202   -2.0304   -0.5948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0176   -3.5283   -0.5874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9574   -3.9110    1.7432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5514   -3.1983    2.0316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2628   -4.8096    0.2687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6546   -1.7439    1.3928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2524   -1.4787   -0.4445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1038    0.6516   -2.1650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7063    1.4914   -2.4477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1363    2.4424   -2.4510 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 28  1  0
 28 29  2  0
 28 27  1  0
 27 25  1  0
 25 26  1  6
 25 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  1  0
 16 23  1  0
 23 24  2  0
 14  8  1  0
 22 15  1  0
 13 12  1  0
 23 25  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  3 34  1  0
  4 35  1  0
  5 36  1  0
  6 37  1  0
  7 38  1  0
  9 39  1  0
 11 40  1  0
 26 49  1  0
 26 50  1  0
 26 51  1  0
 17 41  1  0
 17 42  1  0
 19 43  1  6
 20 44  1  0
 20 45  1  0
 21 46  1  0
 22 47  1  0
 22 48  1  0
M  END


  Mrv1652304292206462D          

 29 32  0  0  1  0            999 V2000
   -0.6053    2.1418    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1794    1.8869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7925    2.4389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5771    2.1840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1902    2.7360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9748    2.4811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5879    3.0331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3725    2.7782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9856    3.3302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7702    3.0753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3833    3.6273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3509    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7486    1.3770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0493   -0.8205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3509   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7079    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1340    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9590    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
  2 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  4 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  6  0  0  0
 18 20  1  0  0  0  0
 17 21  2  0  0  0  0
 16 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  1  0  0  0
 25 26  1  0  0  0  0
 24 27  1  0  0  0  0
 15 27  1  0  0  0  0
 12 28  1  0  0  0  0
 20 28  1  0  0  0  0
 28 29  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0083853

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C\C=C\C=C\C=C\C1=CC(O)=C2C(=O)O[C@@]3(C)C2=C1C1=C(CO[C@H](CO)C1)C3=O

> <INCHI_IDENTIFIER>
InChI=1S/C23H22O6/c1-3-4-5-6-7-8-13-9-17(25)19-20-18(13)15-10-14(11-24)28-12-16(15)21(26)23(20,2)29-22(19)27/h3-9,14,24-25H,10-12H2,1-2H3/b4-3+,6-5+,8-7+/t14-,23-/m0/s1

> <INCHI_KEY>
ORBXWZSWCVYENA-FKWVPTGZSA-N

> <FORMULA>
C23H22O6

> <MOLECULAR_WEIGHT>
394.423

> <EXACT_MASS>
394.141638428

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
42.3365067259961

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4S,9S)-15-[(1E,3E,5E)-hepta-1,3,5-trien-1-yl]-13-hydroxy-4-(hydroxymethyl)-9-methyl-5,10-dioxatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(16),2(7),12,14-tetraene-8,11-dione

> <ALOGPS_LOGP>
3.33

> <JCHEM_LOGP>
3.8441029483333327

> <ALOGPS_LOGS>
-4.12

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.665221468362944

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.94191495699094

> <JCHEM_PKA_STRONGEST_BASIC>
-2.945232489010449

> <JCHEM_POLAR_SURFACE_AREA>
93.06

> <JCHEM_REFRACTIVITY>
112.46419999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.98e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4S,9S)-15-[(1E,3E,5E)-hepta-1,3,5-trien-1-yl]-13-hydroxy-4-(hydroxymethyl)-9-methyl-5,10-dioxatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(16),2(7),12,14-tetraene-8,11-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  O   UNK     0      -1.130   3.998   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       0.335   3.522   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.479   4.553   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.944   4.077   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.088   5.107   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.553   4.631   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.697   5.662   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.162   5.186   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.306   6.216   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.771   5.741   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.916   6.771   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.655   2.016   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.120   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.264   2.570   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.787  -0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.453  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.120   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.959  -1.532   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       0.655  -0.476   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       3.453  -2.310   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       7.454  -0.000   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.788   2.310   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       8.788   3.850   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -0.250   0.770   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -1.790   0.770   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   12                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   14                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10                                                            
CONECT   12    2   13   28                                                  
CONECT   13   12   14   18                                                  
CONECT   14   13    4   15                                                  
CONECT   15   14   16   27                                                  
CONECT   16   15   17   22                                                  
CONECT   17   16   18   21                                                  
CONECT   18   17   13   19   20                                             
CONECT   19   18                                                            
CONECT   20   18   28                                                       
CONECT   21   17                                                            
CONECT   22   16   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   27                                                  
CONECT   25   24   26                                                       
CONECT   26   25                                                            
CONECT   27   24   15                                                       
CONECT   28   12   20   29                                                  
CONECT   29   28                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   64    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₂₂O₆

Average Mass

394.4230 Da

Monoisotopic Mass

394.14164 Da

IUPAC Name

(4S,9S)-15-[(1E,3E,5E)-hepta-1,3,5-trien-1-yl]-13-hydroxy-4-(hydroxymethyl)-9-methyl-5,10-dioxatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(16),2(7),12,14-tetraene-8,11-dione

Traditional Name

(4S,9S)-15-[(1E,3E,5E)-hepta-1,3,5-trien-1-yl]-13-hydroxy-4-(hydroxymethyl)-9-methyl-5,10-dioxatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(16),2(7),12,14-tetraene-8,11-dione

CAS Registry Number

Not Available

SMILES

C\C=C\C=C\C=C\C1=CC(O)=C2C(=O)O[C@@]3(C)C2=C1C1=C(CO[C@H](CO)C1)C3=O

InChI Identifier

InChI=1S/C23H22O6/c1-3-4-5-6-7-8-13-9-17(25)19-20-18(13)15-10-14(11-24)28-12-16(15)21(26)23(20,2)29-22(19)27/h3-9,14,24-25H,10-12H2,1-2H3/b4-3+,6-5+,8-7+/t14-,23-/m0/s1

InChI Key

ORBXWZSWCVYENA-FKWVPTGZSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, 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

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Cercosporella acetosella Ell	-	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthopyrans. Naphthopyrans are compounds containing a pyran ring fused to a naphthalene moiety. Furan is a 6 membered-ring non-aromatic ring with five carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Naphthopyrans

Sub Class

Not Available

Direct Parent

Naphthopyrans

Alternative Parents

Substituents

Naphthopyran
Benzofuranone
Naphthalene
Isobenzofuranone
Phthalide
Isocoumaran
Styrene
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Pyran
Vinylogous acid
Lactone
Ketone
Carboxylic acid ester
Oxacycle
Ether
Dialkyl ether
Carboxylic acid derivative
Alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Primary alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	3.33	ALOGPS
logP	3.84	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	8.94	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	93.06 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	112.46 m³·mol⁻¹	ChemAxon
Polarizability	42.34 Å³	ChemAxon
Number of Rings	4	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

C00052794

Chemspider ID

9059008

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10883740

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Booke F, Fauser D, Reims N, Bethge M: Unemployment due to the SARS-CoV-2-pandemic among people with and without severe disabilities: a difference-in-differences analysis. Occup Environ Med. 2022 May 2. pii: oemed-2021-108125. doi: 10.1136/oemed-2021-108125. [PubMed:35501128 ]
Ritonja JA, Aronson KJ, Leung M, Flaten L, Topouza DG, Duan QL, Durocher F, Tranmer JE, Bhatti P: Investigating the relationship between melatonin patterns and methylation in circadian genes among day shift and night shift workers. Occup Environ Med. 2022 May 2. pii: oemed-2021-108111. doi: 10.1136/oemed-2021-108111. [PubMed:35501127 ]
Kelly-Reif K, Bertke SJ, Samet J, Sood A, Schubauer-Berigan MK: Health burdens of uranium miners will extend beyond the radiation exposure compensation act deadline. Occup Environ Med. 2022 May 2. pii: oemed-2022-108311. doi: 10.1136/oemed-2022-108311. [PubMed:35501126 ]
Guseva Canu I, Gaillen-Guedy A, Antilla A, Charles S, Fraize-Frontier S, Luce D, McElvenny DM, Merletti F, Michel C, Pukkala E, Schubauer-Berigan MK, Straif K, Wild P, Richardson DB: Lung cancer mortality in the European cohort of titanium dioxide workers: a reanalysis of the exposure-response relationship. Occup Environ Med. 2022 May 2. pii: oemed-2021-108030. doi: 10.1136/oemed-2021-108030. [PubMed:35501125 ]
Hufendiek P, Stolben SSM, Kehraus S, Merten N, Harms H, Crusemann M, Arslan I, Gutschow M, Schneider T, Konig GM: Biosynthetic Studies on Acetosellin and Structure Elucidation of a New Acetosellin Derivative. Planta Med. 2017 Aug;83(12-13):1044-1052. doi: 10.1055/s-0042-124493. Epub 2017 Jan 12. [PubMed:28081580 ]

Showing NP-Card for Acetosellin (NP0083853)

MOL for NP0083853 (Acetosellin)

3D MOL for NP0083853 (Acetosellin)

3D SDF for NP0083853 (Acetosellin)

3D-SDF for NP0083853 (Acetosellin)

PDB for NP0083853 (Acetosellin)

3D PDB for NP0083853 (Acetosellin)

SMILES for NP0083853 (Acetosellin)

INCHI for NP0083853 (Acetosellin)

Structure for NP0083853 (Acetosellin)

3D Structure for NP0083853 (Acetosellin)