NP-MRD: Showing NP-Card for Gerontoxanthone A (NP0066597)

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Record Information

Version

1.0

Created at

2022-04-28 10:50:07 UTC

Updated at

2022-04-28 10:50:07 UTC

NP-MRD ID

NP0066597

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Gerontoxanthone A

Description

(7S)-10,21-dihydroxy-7,8,8,18,18-pentamethyl-2,6,19-trioxapentacyclo[11.8.0.0³,¹¹.0⁵,⁹.0¹⁵,²⁰]Henicosa-1(13),3,5(9),10,14,16,20-heptaen-12-one 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. Gerontoxanthone A is found in Cudrania cochinchinensis (LOUR.) KUDO & MASAMUNE var.gerontogea (S.& Z.) KUDO & MASAMUNE , Maclura cochinchinensis, Maclura tricuspidata and Rheedia brasiliensis. It was first documented in 2022 (PMID: 35487686). Based on a literature review a significant number of articles have been published on (7S)-10,21-dihydroxy-7,8,8,18,18-pentamethyl-2,6,19-trioxapentacyclo[11.8.0.0³,¹¹.0⁵,⁹.0¹⁵,²⁰]Henicosa-1(13),3,5(9),10,14,16,20-heptaen-12-one (PMID: 35487685) (PMID: 35487684) (PMID: 35487683) (PMID: 35487682).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282212502D          

 29 33  0  0  1  0            999 V2000
    7.6391    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6391    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9246    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9246    0.6979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    0.6979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3018    2.9991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5314    2.7488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957   -0.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4636    1.0817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0763    0.4108    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
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  5  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
  4 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  8 15  1  0  0  0  0
 14 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 13 19  2  0  0  0  0
 19 20  1  0  0  0  0
 18 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 17 23  1  0  0  0  0
 22 24  1  1  0  0  0
 21 25  1  0  0  0  0
 21 26  1  0  0  0  0
  7 27  1  0  0  0  0
  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
M  END

     RDKit          3D

 51 55  0  0  0  0  0  0  0  0999 V2000
   -6.4627   -0.1492    1.1318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5630   -0.9645    0.2440 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5974   -1.6865    0.9584 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3453   -1.1659    0.6242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0910   -1.4224    1.1951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9435   -0.8015    0.7196 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2302   -1.0726    1.2903 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3254   -0.4982    0.8576 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5184   -0.8195    1.4911 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6014   -1.7096    2.5475 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6781   -0.1970    1.0163 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6222    0.6927   -0.0338 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4209    0.9859   -0.6363 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2508    0.3900   -0.1948 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0680    0.7074   -0.8215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0448    1.5010   -1.7718 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0803    0.0744   -0.3319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3126    0.3208   -0.8863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3687    1.2142   -1.9424 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4562   -0.2858   -0.4261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9034   -0.1954   -0.8360 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1262   -0.8028   -2.1847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2631    1.2714   -0.8415 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8170    1.3542   -0.5464 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9556    1.0671    0.0354 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0742    0.1298    1.1547 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.0678   -0.9500    0.7402 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6393    0.9292    2.3304 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9002   -0.4629    1.5914 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9838    0.7161    1.5916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7527   -0.8294    1.9864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4240    0.0794    0.6225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2242   -1.7388   -0.2461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9958   -2.1135    2.0218 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7266   -2.1372    2.8568 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3368    1.6830   -1.4679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1671    1.4988   -2.4538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1873   -1.1356   -2.2557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4701   -1.6799   -2.2919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8992   -0.0725   -2.9931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2285    1.4539   -0.2935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4866    1.5557   -1.8888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4523    1.9020   -0.4801 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7264    2.0438   -1.3706 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8532    1.5399   -0.3216 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0881   -0.5569    0.6982 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7830   -1.2696   -0.2885 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9476   -1.8364    1.3982 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3046    0.4777    3.3006 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7274    1.0277    2.2770 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1670    1.9374    2.3044 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4 20  2  0
 20 18  1  0
 18 19  1  0
 18 17  2  0
 17  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  6
 26 28  1  0
 26 29  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
  6  5  2  0
 20 21  1  0
 21 22  1  6
 21 23  1  0
 21  2  1  0
  5  4  1  0
 15 17  1  0
 14  8  1  0
 29 11  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  6
 19 37  1  0
 10 35  1  0
 24 44  1  0
 25 45  1  0
 27 46  1  0
 27 47  1  0
 27 48  1  0
 28 49  1  0
 28 50  1  0
 28 51  1  0
 13 36  1  0
  5 34  1  0
 22 38  1  0
 22 39  1  0
 22 40  1  0
 23 41  1  0
 23 42  1  0
 23 43  1  0
M  END


  Mrv1652304282212502D          

 29 33  0  0  1  0            999 V2000
    7.6391    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6391    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9246    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9246    0.6979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    0.6979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3018    2.9991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5314    2.7488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957   -0.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4636    1.0817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0763    0.4108    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
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  5  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
  4 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  8 15  1  0  0  0  0
 14 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 13 19  2  0  0  0  0
 19 20  1  0  0  0  0
 18 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 17 23  1  0  0  0  0
 22 24  1  1  0  0  0
 21 25  1  0  0  0  0
 21 26  1  0  0  0  0
  7 27  1  0  0  0  0
  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0066597

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1OC2=C(C(O)=C3C(OC4=C(O)C5=C(C=CC(C)(C)O5)C=C4C3=O)=C2)C1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C23H22O6/c1-10-23(4,5)16-14(27-10)9-13-15(18(16)25)17(24)12-8-11-6-7-22(2,3)29-20(11)19(26)21(12)28-13/h6-10,25-26H,1-5H3/t10-/m0/s1

> <INCHI_KEY>
YNHZDINWEJCMRF-JTQLQIEISA-N

> <FORMULA>
C23H22O6

> <MOLECULAR_WEIGHT>
394.423

> <EXACT_MASS>
394.141638428

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
42.72217283273018

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(7S)-10,21-dihydroxy-7,8,8,18,18-pentamethyl-2,6,19-trioxapentacyclo[11.8.0.0^{3,11}.0^{5,9}.0^{15,20}]henicosa-1(21),3,5(9),10,13,15(20),16-heptaen-12-one

> <ALOGPS_LOGP>
4.61

> <JCHEM_LOGP>
4.944898920666667

> <ALOGPS_LOGS>
-4.48

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.989251182995634

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.251592937802506

> <JCHEM_PKA_STRONGEST_BASIC>
-3.7498614226001767

> <JCHEM_POLAR_SURFACE_AREA>
85.22000000000001

> <JCHEM_REFRACTIVITY>
108.2328

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.32e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(7S)-10,21-dihydroxy-7,8,8,18,18-pentamethyl-2,6,19-trioxapentacyclo[11.8.0.0^{3,11}.0^{5,9}.0^{15,20}]henicosa-1(21),3,5(9),10,13,15(20),16-heptaen-12-one

> <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      14.260   2.073   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.260   3.613   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.926   4.383   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.592   3.613   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.592   2.073   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      12.926   1.303   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      10.259   1.303   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.925   2.073   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.925   3.613   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.259   4.383   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.591   4.383   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       7.591   5.923   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       7.591   1.303   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       4.924   5.923   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       2.126   4.089   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       2.126   1.597   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -0.320   2.843   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.430   5.598   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.992   5.131   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      10.259  -0.237   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      15.799   2.019   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      15.076   0.767   0.000  0.00  0.00           C+0
CONECT    1    2    6   28   29                                             
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8   27                                                  
CONECT    8    7    9   15                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9    4                                                       
CONECT   11    9   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   19                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14    8                                                       
CONECT   16   14   17                                                       
CONECT   17   16   18   23                                                  
CONECT   18   17   19   21                                                  
CONECT   19   18   13   20                                                  
CONECT   20   19                                                            
CONECT   21   18   22   25   26                                             
CONECT   22   21   23   24                                                  
CONECT   23   22   17                                                       
CONECT   24   22                                                            
CONECT   25   21                                                            
CONECT   26   21                                                            
CONECT   27    7                                                            
CONECT   28    1                                                            
CONECT   29    1                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   66    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₂₂O₆

Average Mass

394.4230 Da

Monoisotopic Mass

394.14164 Da

IUPAC Name

(7S)-10,21-dihydroxy-7,8,8,18,18-pentamethyl-2,6,19-trioxapentacyclo[11.8.0.0^{3,11}.0^{5,9}.0^{15,20}]henicosa-1(21),3,5(9),10,13,15(20),16-heptaen-12-one

Traditional Name

(7S)-10,21-dihydroxy-7,8,8,18,18-pentamethyl-2,6,19-trioxapentacyclo[11.8.0.0^{3,11}.0^{5,9}.0^{15,20}]henicosa-1(21),3,5(9),10,13,15(20),16-heptaen-12-one

CAS Registry Number

Not Available

SMILES

C[C@@H]1OC2=C(C(O)=C3C(OC4=C(O)C5=C(C=CC(C)(C)O5)C=C4C3=O)=C2)C1(C)C

InChI Identifier

InChI=1S/C23H22O6/c1-10-23(4,5)16-14(27-10)9-13-15(18(16)25)17(24)12-8-11-6-7-22(2,3)29-20(11)19(26)21(12)28-13/h6-10,25-26H,1-5H3/t10-/m0/s1

InChI Key

YNHZDINWEJCMRF-JTQLQIEISA-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
Cudrania cochinchinensis (LOUR.) KUDO & MASAMUNE var.gerontogea (S.& Z.) KUDO & MASAMUNE	Plant	KNApSAcK
Maclura cochinchinensis	LOTUS Database	35616633
Maclura tricuspidata	LOTUS Database	35616633
Rheedia brasiliensis	Plant	KNApSAcK

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
Pyranochromene
Furanochromone
2,2-dimethyl-1-benzopyran
Chromone
Coumaran
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
Pyranone
Benzenoid
Pyran
Heteroaromatic compound
Vinylogous acid
Ether
Oxacycle
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
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	4.61	ALOGPS
logP	4.94	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	8.25	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	85.22 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	108.23 m³·mol⁻¹	ChemAxon
Polarizability	42.72 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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

163046372

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Ridge KM, Eriksson JE, Pekny M, Goldman RD: Roles of vimentin in health and disease. Genes Dev. 2022 Apr 1;36(7-8):391-407. doi: 10.1101/gad.349358.122. [PubMed:35487686 ]
Comabella M, Sastre-Garriga J, Carbonell-Mirabent P, Fissolo N, Tur C, Malhotra S, Pareto D, Aymerich FX, Rio J, Rovira A, Tintore M, Montalban X: Serum neurofilament light chain levels predict long-term disability progression in patients with progressive multiple sclerosis. J Neurol Neurosurg Psychiatry. 2022 Apr 29. pii: jnnp-2022-329020. doi: 10.1136/jnnp-2022-329020. [PubMed:35487685 ]
Wezenbeek E, Denolf S, Willems TM, Pieters D, Bourgois JG, Philippaerts RM, De Winne B, Wieme M, Van Hecke R, Markey L, Schuermans J, Witvrouw E, Verstockt S: Association between SARS-COV-2 infection and muscle strain injury occurrence in elite male football players: a prospective study of 29 weeks including three teams from the Belgian professional football league. Br J Sports Med. 2022 Apr 29. pii: bjsports-2021-104595. doi: 10.1136/bjsports-2021-104595. [PubMed:35487684 ]
Wagner JL, Smith KJ, Johnson C, Hilaire ML, Medina MS: Best Practices in Syllabus Design. Am J Pharm Educ. 2022 Apr 29:8995. doi: 10.5688/ajpe8995. [PubMed:35487683 ]
Ahlvik-Harju C: Finding more constructive ways forward in the debate over vaccines with increased disability cultural competence. Med Humanit. 2022 Apr 29. pii: medhum-2021-012342. doi: 10.1136/medhum-2021-012342. [PubMed:35487682 ]

Showing NP-Card for Gerontoxanthone A (NP0066597)

MOL for NP0066597 (Gerontoxanthone A)

3D MOL for NP0066597 (Gerontoxanthone A)

3D SDF for NP0066597 (Gerontoxanthone A)

3D-SDF for NP0066597 (Gerontoxanthone A)

PDB for NP0066597 (Gerontoxanthone A)

3D PDB for NP0066597 (Gerontoxanthone A)

SMILES for NP0066597 (Gerontoxanthone A)

INCHI for NP0066597 (Gerontoxanthone A)

Structure for NP0066597 (Gerontoxanthone A)

3D Structure for NP0066597 (Gerontoxanthone A)