NP-MRD: Showing NP-Card for (4as,14cr)-11,13-dihydroxy-2,5,5-trimethyl-3h,4h,4ah,14ch-isochromeno[4,3-a]xanthen-14-one (NP0218413)

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Record Information

Version

2.0

Created at

2022-09-05 19:04:33 UTC

Updated at

2022-09-05 19:04:33 UTC

NP-MRD ID

NP0218413

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(4as,14cr)-11,13-dihydroxy-2,5,5-trimethyl-3h,4h,4ah,14ch-isochromeno[4,3-a]xanthen-14-one

Description

Calozeyloxanthone belongs to the class of organic compounds known as pyranoxanthones. These are organic aromatic compounds containing a pyran or a hydrogenated derivative fused to a xanthone ring system. (4as,14cr)-11,13-dihydroxy-2,5,5-trimethyl-3h,4h,4ah,14ch-isochromeno[4,3-a]xanthen-14-one was first documented in 2003 (PMID: 14750030). Based on a literature review a small amount of articles have been published on Calozeyloxanthone (PMID: 32901512) (PMID: 15474559).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052221042D          

 28 32  0  0  1  0            999 V2000
    4.8269   -2.3841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5569   -1.6046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0970   -0.9809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8269   -0.2014    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3670    0.4223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0970    1.2018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6370    1.8255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4472    1.6696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7172    0.8900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5274    0.7341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7974   -0.0454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6075   -0.2014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8776   -0.9809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6877   -1.1368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3375   -1.6046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5274   -1.4486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9873   -2.0723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2573   -0.6691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4472   -0.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9071   -1.1368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1771    0.2664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    1.3577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7467    0.7341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2264    1.3743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0259    0.3328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0168   -0.0454    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4767   -0.6691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7467   -1.4486    0.0000 C   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
  4  3  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  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
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 11 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
  5 21  2  0  0  0  0
  9 21  1  0  0  0  0
  6 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 23 26  1  0  0  0  0
  4 26  1  0  0  0  0
 26 27  1  6  0  0  0
 27 28  1  0  0  0  0
  2 28  1  0  0  0  0
M  END

     RDKit          3D

 50 54  0  0  0  0  0  0  0  0999 V2000
   -1.6107    3.5531   -1.5256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6331    2.2648   -0.7806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1604    1.1615   -1.3879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1717   -0.0638   -0.7128 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2845   -1.0730   -0.3165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9041   -2.3364   -0.1016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1884   -3.4394    0.2452 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1711   -3.3812    0.4060 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7803   -2.1668    0.2044 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0905   -2.0624    0.3525 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7508   -0.9506    0.1855 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1322   -0.9048    0.3559 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8384    0.2859    0.1771 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2120    0.2384    0.3677 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1624    1.4348   -0.1730 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8055    1.4123   -0.3456 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0558    2.5233   -0.6967 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1337    0.2190   -0.1617 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7493    0.1772   -0.3344 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1443    1.2059   -0.6443 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0900   -0.9974   -0.1550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2681   -2.3925   -0.2581 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0607   -1.3530    0.3499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2641   -1.6492    1.8140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4186   -1.4932   -0.3090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5155   -0.0209    0.1251 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3289    0.9289    1.2403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1512    2.2965    0.5940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6890    4.4269   -0.8812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3751    3.5370   -2.3348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6188    3.6239   -2.0613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7966    1.3047   -2.4171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7085   -0.6584   -1.6164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6959   -4.4203    0.4027 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7854   -4.2001    0.6723 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6297   -1.8308    0.6319 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8228    1.0196    0.2697 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7177    2.3506   -0.3089 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4829    3.4361   -0.8487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4400   -1.3213    2.4546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3451   -2.7561    1.9156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2486   -1.2333    2.1066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0660   -0.6139   -0.1281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8570   -2.4464    0.0215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2069   -1.6070   -1.4125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2490    0.5208   -0.5610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2578    0.9794    1.8274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4683    0.7006    1.9027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4691    2.9040    1.2599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1032    2.8667    0.5907 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 26  1  0
 26 27  1  0
 27 28  1  0
 26 23  1  0
 23 24  1  0
 23 25  1  0
 23 22  1  0
 22  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21  5  2  0
 28  2  1  0
  5  6  1  0
  5  4  1  0
 21  9  1  0
 18 11  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  4 33  1  6
 26 46  1  6
 27 47  1  0
 27 48  1  0
 28 49  1  0
 28 50  1  0
 24 40  1  0
 24 41  1  0
 24 42  1  0
 25 43  1  0
 25 44  1  0
 25 45  1  0
  7 34  1  0
  8 35  1  0
 12 36  1  0
 14 37  1  0
 15 38  1  0
 17 39  1  0
M  END


  Mrv1652309052221042D          

 28 32  0  0  1  0            999 V2000
    4.8269   -2.3841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5569   -1.6046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0970   -0.9809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8269   -0.2014    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3670    0.4223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0970    1.2018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6370    1.8255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4472    1.6696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7172    0.8900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5274    0.7341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7974   -0.0454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6075   -0.2014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8776   -0.9809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6877   -1.1368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3375   -1.6046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5274   -1.4486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9873   -2.0723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2573   -0.6691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4472   -0.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9071   -1.1368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1771    0.2664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    1.3577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7467    0.7341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2264    1.3743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0259    0.3328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0168   -0.0454    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4767   -0.6691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7467   -1.4486    0.0000 C   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
  4  3  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  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
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 11 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
  5 21  2  0  0  0  0
  9 21  1  0  0  0  0
  6 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 23 26  1  0  0  0  0
  4 26  1  0  0  0  0
 26 27  1  6  0  0  0
 27 28  1  0  0  0  0
  2 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0218413

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=C[C@@H]2[C@H](CC1)C(C)(C)OC1=CC=C3OC4=CC(O)=CC(O)=C4C(=O)C3=C21

> <INCHI_IDENTIFIER>
InChI=1S/C23H22O5/c1-11-4-5-14-13(8-11)19-17(28-23(14,2)3)7-6-16-21(19)22(26)20-15(25)9-12(24)10-18(20)27-16/h6-10,13-14,24-25H,4-5H2,1-3H3/t13-,14+/m1/s1

> <INCHI_KEY>
RBXROYGIOKBJIU-KGLIPLIRSA-N

> <FORMULA>
C23H22O5

> <MOLECULAR_WEIGHT>
378.424

> <EXACT_MASS>
378.146723808

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
40.680696627691304

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3R,8S)-18,20-dihydroxy-5,9,9-trimethyl-10,15-dioxapentacyclo[12.8.0.0^{2,11}.0^{3,8}.0^{16,21}]docosa-1,4,11,13,16,18,20-heptaen-22-one

> <JCHEM_LOGP>
4.985290140666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.141707261031634

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.541741475260698

> <JCHEM_PKA_STRONGEST_BASIC>
-3.7297412783855077

> <JCHEM_POLAR_SURFACE_AREA>
75.99

> <JCHEM_REFRACTIVITY>
106.0275

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(3R,8S)-18,20-dihydroxy-5,9,9-trimethyl-10,15-dioxapentacyclo[12.8.0.0^{2,11}.0^{3,8}.0^{16,21}]docosa-1,4,11,13,16,18,20-heptaen-22-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0       9.010  -4.450   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.506  -2.995   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.514  -1.831   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.010  -0.376   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.018   0.788   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.514   2.243   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.522   3.408   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.035   3.117   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.539   1.661   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      14.051   1.370   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      14.555  -0.085   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      16.067  -0.376   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      16.571  -1.831   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      18.084  -2.122   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      15.563  -2.995   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      14.051  -2.704   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      13.043  -3.868   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      13.547  -1.249   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.035  -0.958   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      11.027  -2.122   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      11.531   0.497   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       8.002   2.534   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       6.994   1.370   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.023   2.565   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.648   0.621   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.498  -0.085   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.490  -1.249   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.994  -2.704   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   28                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   26                                                  
CONECT    5    4    6   21                                                  
CONECT    6    5    7   22                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   21                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   18                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   11   19                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19    5    9                                                  
CONECT   22    6   23                                                       
CONECT   23   22   24   25   26                                             
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   23    4   27                                                  
CONECT   27   26   28                                                       
CONECT   28   27    2                                                       
MASTER        0    0    0    0    0    0    0    0   28    0   64    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₂₂O₅

Average Mass

378.4240 Da

Monoisotopic Mass

378.14672 Da

IUPAC Name

(3R,8S)-18,20-dihydroxy-5,9,9-trimethyl-10,15-dioxapentacyclo[12.8.0.0^{2,11}.0^{3,8}.0^{16,21}]docosa-1,4,11,13,16,18,20-heptaen-22-one

Traditional Name

(3R,8S)-18,20-dihydroxy-5,9,9-trimethyl-10,15-dioxapentacyclo[12.8.0.0^{2,11}.0^{3,8}.0^{16,21}]docosa-1,4,11,13,16,18,20-heptaen-22-one

CAS Registry Number

Not Available

SMILES

CC1=C[C@@H]2[C@H](CC1)C(C)(C)OC1=CC=C3OC4=CC(O)=CC(O)=C4C(=O)C3=C21

InChI Identifier

InChI=1S/C23H22O5/c1-11-4-5-14-13(8-11)19-17(28-23(14,2)3)7-6-16-21(19)22(26)20-15(25)9-12(24)10-18(20)27-16/h6-10,13-14,24-25H,4-5H2,1-3H3/t13-,14+/m1/s1

InChI Key

RBXROYGIOKBJIU-KGLIPLIRSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyranoxanthones. These are organic aromatic compounds containing a pyran or a hydrogenated derivative fused to a xanthone ring system.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

Pyranoxanthones

Alternative Parents

Substituents

Pyranoxanthone
2,2-dimethyl-1-benzopyran
Chromone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Pyranone
Pyran
Benzenoid
Heteroaromatic compound
Vinylogous acid
Ether
Oxacycle
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Organic oxide
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	4.99	ChemAxon
pKa (Strongest Acidic)	7.54	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.99 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	106.03 m³·mol⁻¹	ChemAxon
Polarizability	40.68 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4593032

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5495849

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Daud S, Karunakaran T, Santhanam R, Nagaratnam SR, Jong VYM, Ee GCL: Cytotoxicity and nitric oxide inhibitory activities of Xanthones isolated from Calophyllum hosei Ridl. Nat Prod Res. 2021 Dec;35(24):6067-6072. doi: 10.1080/14786419.2020.1819273. Epub 2020 Sep 9. [PubMed:32901512 ]
Hay AE, Helesbeux JJ, Duval O, Labaied M, Grellier P, Richomme P: Antimalarial xanthones from Calophyllum caledonicum and Garcinia vieillardii. Life Sci. 2004 Nov 5;75(25):3077-85. doi: 10.1016/j.lfs.2004.07.009. [PubMed:15474559 ]
Hay AE, Guilet D, Morel C, Larcher G, Macherel D, Le Ray AM, Litaudon M, Richomme P: Antifungal chromans inhibiting the mitochondrial respiratory chain of pea seeds and new xanthones from Calophyllum caledonicum. Planta Med. 2003 Dec;69(12):1130-5. doi: 10.1055/s-2003-818004. [PubMed:14750030 ]
LOTUS database [Link]

Showing NP-Card for (4as,14cr)-11,13-dihydroxy-2,5,5-trimethyl-3h,4h,4ah,14ch-isochromeno[4,3-a]xanthen-14-one (NP0218413)

MOL for NP0218413 ((4as,14cr)-11,13-dihydroxy-2,5,5-trimethyl-3h,4h,4ah,14ch-isochromeno[4,3-a]xanthen-14-one)

3D MOL for NP0218413 ((4as,14cr)-11,13-dihydroxy-2,5,5-trimethyl-3h,4h,4ah,14ch-isochromeno[4,3-a]xanthen-14-one)

3D SDF for NP0218413 ((4as,14cr)-11,13-dihydroxy-2,5,5-trimethyl-3h,4h,4ah,14ch-isochromeno[4,3-a]xanthen-14-one)

3D-SDF for NP0218413 ((4as,14cr)-11,13-dihydroxy-2,5,5-trimethyl-3h,4h,4ah,14ch-isochromeno[4,3-a]xanthen-14-one)

PDB for NP0218413 ((4as,14cr)-11,13-dihydroxy-2,5,5-trimethyl-3h,4h,4ah,14ch-isochromeno[4,3-a]xanthen-14-one)

3D PDB for NP0218413 ((4as,14cr)-11,13-dihydroxy-2,5,5-trimethyl-3h,4h,4ah,14ch-isochromeno[4,3-a]xanthen-14-one)

SMILES for NP0218413 ((4as,14cr)-11,13-dihydroxy-2,5,5-trimethyl-3h,4h,4ah,14ch-isochromeno[4,3-a]xanthen-14-one)

INCHI for NP0218413 ((4as,14cr)-11,13-dihydroxy-2,5,5-trimethyl-3h,4h,4ah,14ch-isochromeno[4,3-a]xanthen-14-one)

Structure for NP0218413 ((4as,14cr)-11,13-dihydroxy-2,5,5-trimethyl-3h,4h,4ah,14ch-isochromeno[4,3-a]xanthen-14-one)

3D Structure for NP0218413 ((4as,14cr)-11,13-dihydroxy-2,5,5-trimethyl-3h,4h,4ah,14ch-isochromeno[4,3-a]xanthen-14-one)