NP-MRD: Showing NP-Card for (3s)-7,7',10'-trihydroxy-4,4'-dimethoxy-2h-spiro[cyclopenta[a]naphthalene-3,3'-phenanthro[2,1-b]furan]-1,2'-dione (NP0226424)

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Record Information

Version

2.0

Created at

2022-09-06 05:27:44 UTC

Updated at

2022-09-06 05:27:44 UTC

NP-MRD ID

NP0226424

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3s)-7,7',10'-trihydroxy-4,4'-dimethoxy-2h-spiro[cyclopenta[a]naphthalene-3,3'-phenanthro[2,1-b]furan]-1,2'-dione

Description

(3S)-5',7,17'-trihydroxy-4,9'-dimethoxy-1,2-dihydro-14'-oxaspiro[cyclopenta[a]naphthalene-3,12'-tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecane]-1'(10'),2',4',6',8',11'(15'),16'-heptaene-1,13'-dione belongs to the class of organic compounds known as phenanthrols. Phenanthrols are compounds containing a phenanthrene (or its hydrogenated derivative) to which a hydroxyl group is attached. (3s)-7,7',10'-trihydroxy-4,4'-dimethoxy-2h-spiro[cyclopenta[a]naphthalene-3,3'-phenanthro[2,1-b]furan]-1,2'-dione is found in Dendrobium chrysanthum. Based on a literature review very few articles have been published on (3S)-5',7,17'-trihydroxy-4,9'-dimethoxy-1,2-dihydro-14'-oxaspiro[cyclopenta[a]naphthalene-3,12'-tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecane]-1'(10'),2',4',6',8',11'(15'),16'-heptaene-1,13'-dione.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309062207272D          

 38 44  0  0  1  0            999 V2000
    2.6353    1.9575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6377    2.1310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8922    1.3796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9143    1.6453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4727    1.0379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2778    1.2178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8362    0.6104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6962    0.7702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5893   -0.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7842   -0.3566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2688    0.1422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4207    0.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8624    0.6782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2675    1.3969    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0762    1.2337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1709    0.4142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0659    0.1886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6726    2.1156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5551    2.6551    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1142    2.7230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3641    2.3797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6070    2.7074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9446    2.2156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2671    2.8185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0393    1.3961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7964    1.0683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8911    0.2488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6387   -0.1996    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6981   -1.0551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2287   -0.2430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4716    0.0847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8092   -0.4070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0521   -0.0793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6400   -0.5921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0426    0.7403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6198    1.2320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3769    0.9043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4588    1.5601    0.0000 C   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
  4  5  2  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
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
  5 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
  3 13  2  0  0  0  0
 14 13  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 12 16  1  0  0  0  0
 16 17  2  0  0  0  0
 14 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 27 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 31 37  1  0  0  0  0
 25 37  1  0  0  0  0
 26 38  2  0  0  0  0
 21 38  1  0  0  0  0
 14 38  1  0  0  0  0
M  END


  Mrv1652309062207272D          

 38 44  0  0  1  0            999 V2000
    2.6353    1.9575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6377    2.1310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8922    1.3796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9143    1.6453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4727    1.0379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2778    1.2178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8362    0.6104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6962    0.7702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5893   -0.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7842   -0.3566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2688    0.1422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4207    0.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8624    0.6782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2675    1.3969    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0762    1.2337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1709    0.4142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0659    0.1886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6726    2.1156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5551    2.6551    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1142    2.7230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3641    2.3797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6070    2.7074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9446    2.2156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2671    2.8185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0393    1.3961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7964    1.0683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8911    0.2488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6387   -0.1996    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6981   -1.0551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2287   -0.2430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4716    0.0847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8092   -0.4070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0521   -0.0793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6400   -0.5921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0426    0.7403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6198    1.2320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3769    0.9043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4588    1.5601    0.0000 C   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
  4  5  2  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
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
  5 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
  3 13  2  0  0  0  0
 14 13  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 12 16  1  0  0  0  0
 16 17  2  0  0  0  0
 14 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 27 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 31 37  1  0  0  0  0
 25 37  1  0  0  0  0
 26 38  2  0  0  0  0
 21 38  1  0  0  0  0
 14 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0226424

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C2C(C(=O)C[C@@]22C(=O)OC3=CC(O)=C4C5=CC=C(O)C=C5C=C(OC)C4=C23)=C2C=CC(O)=CC2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C30H20O8/c1-36-21-9-13-7-15(31)3-5-17(13)24-19(33)11-23-28(26(21)24)30(29(35)38-23)12-20(34)25-18-6-4-16(32)8-14(18)10-22(37-2)27(25)30/h3-11,31-33H,12H2,1-2H3/t30-/m1/s1

> <INCHI_KEY>
UWWYZNJBKCPSCM-SSEXGKCCSA-N

> <FORMULA>
C30H20O8

> <MOLECULAR_WEIGHT>
508.482

> <EXACT_MASS>
508.115817604

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
51.35229208813993

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3S)-5',7,17'-trihydroxy-4,9'-dimethoxy-1,2-dihydro-14'-oxaspiro[cyclopenta[a]naphthalene-3,12'-tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane]-1'(17'),2',4',6',8',10',15'-heptaene-1,13'-dione

> <JCHEM_LOGP>
4.322117253666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.476291296313516

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.291306231101744

> <JCHEM_PKA_STRONGEST_BASIC>
-4.552521464613268

> <JCHEM_POLAR_SURFACE_AREA>
122.52000000000001

> <JCHEM_REFRACTIVITY>
137.14950000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(3S)-5',7,17'-trihydroxy-4,9'-dimethoxy-2H-14'-oxaspiro[cyclopenta[a]naphthalene-3,12'-tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane]-1'(17'),2',4',6',8',10',15'-heptaene-1,13'-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0       4.919   3.654   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       6.790   3.978   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       7.265   2.575   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.173   3.071   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.216   1.937   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.719   2.273   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.761   1.139   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      14.366   1.438   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      12.300  -0.330   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.797  -0.666   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.835   0.266   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.252   0.132   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.210   1.266   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.966   2.608   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.475   2.303   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.652   0.773   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      11.323   0.352   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       8.722   3.949   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      10.370   4.956   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       7.680   5.083   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       6.280   4.442   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.866   5.054   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.630   4.136   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       2.365   5.261   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       3.807   2.606   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.220   1.994   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.397   0.464   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       6.792  -0.373   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       6.903  -1.970   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.160  -0.454   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.747   0.158   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       1.510  -0.760   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       0.097  -0.148   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -1.195  -1.105   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      -0.080   1.382   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       1.157   2.300   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       2.570   1.688   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       6.456   2.912   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   13                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   11                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10    5   12                                                  
CONECT   12   11   13   16                                                  
CONECT   13   12    3   14                                                  
CONECT   14   13   15   18   38                                             
CONECT   15   14   16                                                       
CONECT   16   15   12   17                                                  
CONECT   17   16                                                            
CONECT   18   14   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22   38                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   37                                                  
CONECT   26   25   27   38                                                  
CONECT   27   26   28   30                                                  
CONECT   28   27   29                                                       
CONECT   29   28                                                            
CONECT   30   27   31                                                       
CONECT   31   30   32   37                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   31   25                                                  
CONECT   38   26   21   14                                                  
MASTER        0    0    0    0    0    0    0    0   38    0   88    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₀H₂₀O₈

Average Mass

508.4820 Da

Monoisotopic Mass

508.11582 Da

IUPAC Name

(3S)-5',7,17'-trihydroxy-4,9'-dimethoxy-1,2-dihydro-14'-oxaspiro[cyclopenta[a]naphthalene-3,12'-tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane]-1'(17'),2',4',6',8',10',15'-heptaene-1,13'-dione

Traditional Name

(3S)-5',7,17'-trihydroxy-4,9'-dimethoxy-2H-14'-oxaspiro[cyclopenta[a]naphthalene-3,12'-tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane]-1'(17'),2',4',6',8',10',15'-heptaene-1,13'-dione

CAS Registry Number

Not Available

SMILES

COC1=C2C(C(=O)C[C@@]22C(=O)OC3=CC(O)=C4C5=CC=C(O)C=C5C=C(OC)C4=C23)=C2C=CC(O)=CC2=C1

InChI Identifier

InChI=1S/C30H20O8/c1-36-21-9-13-7-15(31)3-5-17(13)24-19(33)11-23-28(26(21)24)30(29(35)38-23)12-20(34)25-18-6-4-16(32)8-14(18)10-22(37-2)27(25)30/h3-11,31-33H,12H2,1-2H3/t30-/m1/s1

InChI Key

UWWYZNJBKCPSCM-SSEXGKCCSA-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

Species Name	Source	Reference
Dendrobium chrysanthum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenanthrols. Phenanthrols are compounds containing a phenanthrene (or its hydrogenated derivative) to which a hydroxyl group is attached.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenanthrenes and derivatives

Sub Class

Phenanthrols

Direct Parent

Phenanthrols

Alternative Parents

Substituents

Phenanthrol
Naphthofuran
Indanone
2-naphthol
1-naphthol
Naphthalene
Benzofuran
Indane
Coumaran
Anisole
Aryl alkyl ketone
Aryl ketone
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Lactone
Ketone
Carboxylic acid ester
Organoheterocyclic compound
Oxacycle
Polyol
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Ether
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Organic oxide
Organooxygen compound
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	4.32	ChemAxon
pKa (Strongest Acidic)	8.29	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	122.52 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	137.15 m³·mol⁻¹	ChemAxon
Polarizability	51.35 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

162980049

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (3s)-7,7',10'-trihydroxy-4,4'-dimethoxy-2h-spiro[cyclopenta[a]naphthalene-3,3'-phenanthro[2,1-b]furan]-1,2'-dione (NP0226424)

MOL for NP0226424 ((3s)-7,7',10'-trihydroxy-4,4'-dimethoxy-2h-spiro[cyclopenta[a]naphthalene-3,3'-phenanthro[2,1-b]furan]-1,2'-dione)

3D MOL for NP0226424 ((3s)-7,7',10'-trihydroxy-4,4'-dimethoxy-2h-spiro[cyclopenta[a]naphthalene-3,3'-phenanthro[2,1-b]furan]-1,2'-dione)

3D SDF for NP0226424 ((3s)-7,7',10'-trihydroxy-4,4'-dimethoxy-2h-spiro[cyclopenta[a]naphthalene-3,3'-phenanthro[2,1-b]furan]-1,2'-dione)

3D-SDF for NP0226424 ((3s)-7,7',10'-trihydroxy-4,4'-dimethoxy-2h-spiro[cyclopenta[a]naphthalene-3,3'-phenanthro[2,1-b]furan]-1,2'-dione)

PDB for NP0226424 ((3s)-7,7',10'-trihydroxy-4,4'-dimethoxy-2h-spiro[cyclopenta[a]naphthalene-3,3'-phenanthro[2,1-b]furan]-1,2'-dione)

3D PDB for NP0226424 ((3s)-7,7',10'-trihydroxy-4,4'-dimethoxy-2h-spiro[cyclopenta[a]naphthalene-3,3'-phenanthro[2,1-b]furan]-1,2'-dione)

SMILES for NP0226424 ((3s)-7,7',10'-trihydroxy-4,4'-dimethoxy-2h-spiro[cyclopenta[a]naphthalene-3,3'-phenanthro[2,1-b]furan]-1,2'-dione)

INCHI for NP0226424 ((3s)-7,7',10'-trihydroxy-4,4'-dimethoxy-2h-spiro[cyclopenta[a]naphthalene-3,3'-phenanthro[2,1-b]furan]-1,2'-dione)

Structure for NP0226424 ((3s)-7,7',10'-trihydroxy-4,4'-dimethoxy-2h-spiro[cyclopenta[a]naphthalene-3,3'-phenanthro[2,1-b]furan]-1,2'-dione)

3D Structure for NP0226424 ((3s)-7,7',10'-trihydroxy-4,4'-dimethoxy-2h-spiro[cyclopenta[a]naphthalene-3,3'-phenanthro[2,1-b]furan]-1,2'-dione)