NP-MRD: Showing NP-Card for Palmarin (NP0052034)

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Record Information

Version

2.0

Created at

2022-04-27 23:13:15 UTC

Updated at

2022-04-27 23:13:15 UTC

NP-MRD ID

NP0052034

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Palmarin

Description

Palmarin, also known as tinosporide, 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. Palmarin is found in Fibraurea chloroleuca, Jateorhiza palmata and Vateria indica. Palmarin was first documented in 2006 (PMID: 17446158). Based on a literature review very few articles have been published on Palmarin (PMID: 34825625).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282201132D          

 27 32  0  0  1  0            999 V2000
    0.1361    0.1179    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1701    0.8839    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3402    1.5321    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1568    1.4143    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4630    0.6482    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9526   -0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8762    0.5617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6720    1.0725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1073    0.4710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2795    0.5304    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7898    1.1786    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4836    1.9446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6671    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6064    1.0607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1167    1.7089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9126    0.2946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4022   -0.3536    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5857   -0.2357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7084   -1.1196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5082   -1.3222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5627   -2.1454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7966   -2.4516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2687   -1.8177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7692   -0.1179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6464    0.7661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0340    2.2982    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6804    0.2357    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  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  6  0  0  0
  7  8  1  0  0  0  0
  3  8  1  0  0  0  0
  8  9  2  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
 12 13  1  0  0  0  0
  4 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 10 18  1  0  0  0  0
 17 19  1  1  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 19 23  1  0  0  0  0
 10 24  1  6  0  0  0
  4 25  1  1  0  0  0
  3 26  1  6  0  0  0
  2 27  1  6  0  0  0
  1 27  1  6  0  0  0
M  END

     RDKit          3D

 49 54  0  0  0  0  0  0  0  0999 V2000
    0.2842    1.4129   -1.7965 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2648    0.4969   -0.5652 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4990   -0.3919   -0.7122 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7681    0.3456   -0.7437 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8765   -0.4798   -0.1470 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1734   -0.0844    0.1081 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8433   -1.1583    0.6560 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0041   -2.1622    0.7346 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8193   -1.7997    0.2660 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7935    1.5826   -0.1150 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6488    2.2280    0.3749 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6308    3.4705    0.5338 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5182    1.3321    0.6705 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7489    2.0545    1.0204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7323    1.0426    1.4915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7510   -0.2437    0.7568 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3737   -1.4297    1.6567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9892   -0.2967   -0.5186 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9106   -0.0093   -1.7122 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8170    1.0598   -1.3926 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6282    0.7750   -0.2718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5577    1.4940    0.1150 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2258   -0.5021    0.3900 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9823   -0.7970    1.4889 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3514   -1.6149   -0.6121 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0679   -1.3047   -1.7972 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7192   -1.2401   -1.9596 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5923    0.8624   -2.7001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6385    1.9902   -1.8968 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1014    2.1685   -1.6174 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3381   -1.0180   -1.6152 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4391   -1.1075    0.1557 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0780    0.4972   -1.8164 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6062    0.8795   -0.0778 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8784   -1.2037    0.9771 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9777   -2.4449    0.2271 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7931    0.6954    1.5234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1371    2.6788    0.1936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5376    2.7520    1.8595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4737    0.8100    2.5667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7283    1.5521    1.5647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2500   -1.8498    2.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9811   -2.2144    0.9600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5631   -1.1643    2.3519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6960   -1.3820   -0.6604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3415    0.2191   -2.6234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2045   -1.7650    1.5762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2403   -2.6586   -0.3311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2811   -2.0768   -2.5499 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  2  3  1  0
  3  4  1  0
  4 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  1
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  1
 23 25  1  0
 25 26  1  0
 26 27  1  0
  4  5  1  0
  5  9  2  0
  9  8  1  0
  8  7  1  0
  7  6  2  0
 13  2  1  0
 23 16  1  0
 27 25  1  0
  6  5  1  0
 18  2  1  0
 27 19  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  6
 13 37  1  1
 14 38  1  0
 14 39  1  0
 15 40  1  0
 15 41  1  0
 17 42  1  0
 17 43  1  0
 17 44  1  0
 18 45  1  6
 19 46  1  6
 24 47  1  0
 25 48  1  1
 27 49  1  6
  9 36  1  0
  7 35  1  0
  6 34  1  0
M  END


  Mrv1652304282201132D          

 27 32  0  0  1  0            999 V2000
    0.1361    0.1179    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1701    0.8839    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3402    1.5321    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1568    1.4143    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4630    0.6482    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9526   -0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8762    0.5617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6720    1.0725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1073    0.4710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2795    0.5304    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7898    1.1786    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4836    1.9446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6671    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6064    1.0607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1167    1.7089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9126    0.2946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4022   -0.3536    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5857   -0.2357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7084   -1.1196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5082   -1.3222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5627   -2.1454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7966   -2.4516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2687   -1.8177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7692   -0.1179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6464    0.7661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0340    2.2982    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6804    0.2357    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  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  6  0  0  0
  7  8  1  0  0  0  0
  3  8  1  0  0  0  0
  8  9  2  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
 12 13  1  0  0  0  0
  4 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 10 18  1  0  0  0  0
 17 19  1  1  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 19 23  1  0  0  0  0
 10 24  1  6  0  0  0
  4 25  1  1  0  0  0
  3 26  1  6  0  0  0
  2 27  1  6  0  0  0
  1 27  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0052034

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@]12C[C@@H](OC(=O)[C@H]1CC[C@]1(C)[C@H]2[C@@H]2OC(=O)[C@@]1(O)[C@H]1O[C@@H]21)C1=COC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H22O7/c1-18-7-11(9-4-6-24-8-9)25-16(21)10(18)3-5-19(2)14(18)12-13-15(26-13)20(19,23)17(22)27-12/h4,6,8,10-15,23H,3,5,7H2,1-2H3/t10-,11-,12-,13+,14+,15+,18-,19-,20+/m1/s1

> <INCHI_KEY>
TXOMRNMZLZXJQP-ZQTGRHRJSA-N

> <FORMULA>
C20H22O7

> <MOLECULAR_WEIGHT>
374.389

> <EXACT_MASS>
374.136553048

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
36.374181321853555

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2S,3S,5R,8S,11R,12S,13S,15S)-5-(furan-3-yl)-12-hydroxy-3,11-dimethyl-6,14,16-trioxapentacyclo[10.3.2.0^{2,11}.0^{3,8}.0^{13,15}]heptadecane-7,17-dione

> <ALOGPS_LOGP>
1.68

> <JCHEM_LOGP>
1.5283033366666663

> <ALOGPS_LOGS>
-3.05

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.07585755758986

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8699831582241426

> <JCHEM_POLAR_SURFACE_AREA>
95.20000000000002

> <JCHEM_REFRACTIVITY>
88.32050000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.34e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,3S,5R,8S,11R,12S,13S,15S)-5-(furan-3-yl)-12-hydroxy-3,11-dimethyl-6,14,16-trioxapentacyclo[10.3.2.0^{2,11}.0^{3,8}.0^{13,15}]heptadecane-7,17-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       0.254   0.220   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.318   1.650   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.635   2.860   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.159   2.640   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.731   1.210   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.778  -0.000   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       1.636   1.049   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       1.254   2.002   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.200   0.879   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       4.255   0.990   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.208   2.200   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.636   3.630   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.112   3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.732   1.980   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       7.685   3.190   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       7.303   0.550   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       6.351  -0.660   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.827  -0.440   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.922  -2.090   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.415  -2.468   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       8.517  -4.005   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       7.087  -4.576   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.101  -3.393   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.302  -0.220   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.207   1.430   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       0.064   4.290   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -1.270   0.440   0.000  0.00  0.00           O+0
CONECT    1    2    6   27                                                  
CONECT    2    1    3   27                                                  
CONECT    3    2    4    8   26                                             
CONECT    4    3    5   13   25                                             
CONECT    5    4    6   10                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    3    9                                                  
CONECT    9    8                                                            
CONECT   10    5   11   18   24                                             
CONECT   11   10   12   14                                                  
CONECT   12   11   13                                                       
CONECT   13   12    4                                                       
CONECT   14   11   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17   10                                                       
CONECT   19   17   20   23                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   19                                                       
CONECT   24   10                                                            
CONECT   25    4                                                            
CONECT   26    3                                                            
CONECT   27    2    1                                                       
MASTER        0    0    0    0    0    0    0    0   27    0   64    0
END

View in JSmol

Synonyms

Value	Source
4-Hydroxy-2,3-15,16-diepoxycleroda-13(16),14-dieno-17,12-18-1-biscarbolactone	MeSH
Tinosporide	MeSH

Chemical Formula

C₂₀H₂₂O₇

Average Mass

374.3890 Da

Monoisotopic Mass

374.13655 Da

IUPAC Name

(1S,2S,3S,5R,8S,11R,12S,13S,15S)-5-(furan-3-yl)-12-hydroxy-3,11-dimethyl-6,14,16-trioxapentacyclo[10.3.2.0^{2,11}.0^{3,8}.0^{13,15}]heptadecane-7,17-dione

Traditional Name

(1S,2S,3S,5R,8S,11R,12S,13S,15S)-5-(furan-3-yl)-12-hydroxy-3,11-dimethyl-6,14,16-trioxapentacyclo[10.3.2.0^{2,11}.0^{3,8}.0^{13,15}]heptadecane-7,17-dione

CAS Registry Number

Not Available

SMILES

C[C@@]12C[C@@H](OC(=O)[C@H]1CC[C@]1(C)[C@H]2[C@@H]2OC(=O)[C@@]1(O)[C@H]1O[C@@H]21)C1=COC=C1

InChI Identifier

InChI=1S/C20H22O7/c1-18-7-11(9-4-6-24-8-9)25-16(21)10(18)3-5-19(2)14(18)12-13-15(26-13)20(19,23)17(22)27-12/h4,6,8,10-15,23H,3,5,7H2,1-2H3/t10-,11-,12-,13+,14+,15+,18-,19-,20+/m1/s1

InChI Key

TXOMRNMZLZXJQP-ZQTGRHRJSA-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
Fibraurea chloroleuca	LOTUS Database	35616633
Jateorhiza palmata	Plant	KNApSAcK
Vateria indica	LOTUS Database	35616633

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
Naphthalene
1,4-dioxepane
Delta valerolactone
Dioxepane
Delta_valerolactone
Oxepane
Oxane
Pyran
Dicarboxylic acid or derivatives
Heteroaromatic compound
Tertiary alcohol
Cyclic alcohol
Furan
Carboxylic acid ester
Lactone
Oxirane
Carboxylic acid derivative
Dialkyl ether
Oxacycle
Ether
Alcohol
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

organic heterotricyclic compound (CHEBI:7894 )
organooxygen compound (CHEBI:7894 )
Clerodanes (C09151 )

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	1.68	ALOGPS
logP	1.53	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	11.08	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	95.2 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	88.32 m³·mol⁻¹	ChemAxon
Polarizability	36.37 Å³	ChemAxon
Number of Rings	6	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

C00003463

Chemspider ID

30791194

KEGG Compound ID

C09151

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Palmarin

METLIN ID

Not Available

PubChem Compound

442068

PDB ID

Not Available

ChEBI ID

7894

Good Scents ID

Not Available

References

General References

Mall S, Srivastava R, Sharma N, Patel CN, Rolta R, Sourirajan A, Dev K, Ghosh A, Kumar V: Antihypertensive activity of phytocompounds from selected medicinal plants via inhibition of angiotensin-converting enzyme (ACE) protein: an in-silico approach. Nat Prod Res. 2021 Nov 26:1-4. doi: 10.1080/14786419.2021.1990917. [PubMed:34825625 ]
Diop A, Konate L, Molez JF, Diouf M, Gaye O, Fontenille D, Diagne M, Faye O: [Malaria in mangrove areas of the Saloum delta (Senegal)]. Sante. 2006 Oct-Dec;16(4):253-7. [PubMed:17446158 ]

Showing NP-Card for Palmarin (NP0052034)

MOL for NP0052034 (Palmarin)

3D MOL for NP0052034 (Palmarin)

3D SDF for NP0052034 (Palmarin)

3D-SDF for NP0052034 (Palmarin)

PDB for NP0052034 (Palmarin)

3D PDB for NP0052034 (Palmarin)

SMILES for NP0052034 (Palmarin)

INCHI for NP0052034 (Palmarin)

Structure for NP0052034 (Palmarin)

3D Structure for NP0052034 (Palmarin)