NP-MRD: Showing NP-Card for methyl 3,8,10'-trihydroxy-5,7-dimethoxy-4,9,9'-trioxo-3',4'-dihydro-3h-spiro[naphtho[2,3-b]furan-2,2'-pyrano[3,2-g]isochromene]-7'-carboxylate (NP0212958)

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Record Information

Version

2.0

Created at

2022-09-05 11:46:50 UTC

Updated at

2022-09-05 11:46:50 UTC

NP-MRD ID

NP0212958

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 3,8,10'-trihydroxy-5,7-dimethoxy-4,9,9'-trioxo-3',4'-dihydro-3h-spiro[naphtho[2,3-b]furan-2,2'-pyrano[3,2-g]isochromene]-7'-carboxylate

Description

AC1NUL5R belongs to the class of organic compounds known as stigmastanes and derivatives. These are sterol lipids with a structure based on the stigmastane skeleton, which consists of a cholestane moiety bearing an ethyl group at the carbon atom C24. AC1NUL5R is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004161501522D          

 40 45  0  0  0  0            999 V2000
    2.3355   -4.7843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1424   -4.9560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6946   -4.3431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4399   -3.5584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5015   -4.5149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0537   -3.9019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8607   -4.0737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4129   -3.4608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2198   -3.6325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7720   -3.0196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5789   -3.1914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8336   -3.9760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1690   -4.7298    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9895   -4.6438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1612   -3.8369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4469   -3.4242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3609   -2.6037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9459   -3.5822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1177   -2.7753    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5589   -4.1344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3436   -3.8797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5153   -3.0728    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3000   -2.8181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9565   -4.4319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7847   -5.2388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3977   -5.7910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1824   -5.5363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0000   -5.4935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8283   -6.3005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3871   -4.9413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6024   -5.1960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4307   -6.0030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2814   -4.5890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4745   -4.4172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9223   -5.0301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1770   -5.8148    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1154   -4.8584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5632   -5.4713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8179   -6.2560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7562   -5.2996    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 12 16  1  0  0  0  0
 16 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  2  0  0  0  0
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 22 23  1  0  0  0  0
 21 24  1  0  0  0  0
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 20 30  1  0  0  0  0
 30 31  1  0  0  0  0
 14 31  1  0  0  0  0
 31 32  2  0  0  0  0
 12 33  1  0  0  0  0
 33 34  1  0  0  0  0
  9 34  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  2  0  0  0  0
  7 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38 40  1  0  0  0  0
  5 40  1  0  0  0  0
M  END

     RDKit          3D

 60 65  0  0  0  0  0  0  0  0999 V2000
   11.0926    0.4654   -1.5099 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8173    0.0410   -1.1133 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6698    0.7943   -1.1816 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7677    1.9630   -1.6375 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3727    0.2761   -0.7459 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2441    1.0593   -0.8295 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0151    0.5862   -0.4237 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9022    1.3988   -0.5221 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6902    0.8977   -0.1101 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5733   -0.3704    0.3865 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6911   -1.2289    0.5015 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5279   -2.4811    1.0009 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9102   -0.6901    0.0739 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0665   -1.4324    0.1370 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0623   -2.6180    0.5823 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2152   -0.9136   -0.2710 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.6575   -0.3420   -2.0393 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7242   -0.3073   -2.9188 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.8330   -0.5307    1.4667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0168   -0.5782    2.1958 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2729   -0.5567    1.5467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6583   -0.5571    2.1802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6222   -0.6276    3.5574 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4896   -0.5099    1.4517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2107   -0.5361    2.1786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1724   -0.6003    3.4342 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6118   -0.3779   -0.4306 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3311   -1.6434   -0.9255 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1009    1.0066   -2.4783 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.5961    1.1214   -0.7745 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.7398   -0.4571   -1.5660 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3143    2.0695   -1.2208 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0414    2.3830   -0.9167 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.3708    1.9959    0.9334 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0801    1.5410    1.8611 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0586    1.6385   -1.2152 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7562    2.8373   -0.1228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4910   -0.9329   -3.8287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6450   -0.6830   -2.4316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9203    0.7558   -3.2350 H   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
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  5  6  2  0
  6  7  1  0
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  9 10  2  0
 10 17  1  0
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 37 22  1  0
 39 18  1  0
 36 26  1  0
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  6 44  1  0
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 19 47  1  0
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 35 58  1  0
 12 46  1  0
M  END


  Mrv1533004161501522D          

 40 45  0  0  0  0            999 V2000
    2.3355   -4.7843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1424   -4.9560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6946   -4.3431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4399   -3.5584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    6.4129   -3.4608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2198   -3.6325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.9895   -4.6438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1612   -3.8369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4469   -3.4242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.2814   -4.5890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  9 34  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  2  0  0  0  0
  7 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38 40  1  0  0  0  0
  5 40  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0212958

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1=CC2=CC3=C(OC4(CC3)OC3=C(C4O)C(=O)C4=C(OC)C=C(OC)C(O)=C4C3=O)C(O)=C2C(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C27H20O13/c1-35-11-8-12(36-2)18(28)16-15(11)19(29)17-23(21(16)31)40-27(24(17)32)5-4-9-6-10-7-13(25(33)37-3)38-26(34)14(10)20(30)22(9)39-27/h6-8,24,28,30,32H,4-5H2,1-3H3

> <INCHI_KEY>
ALEFWKBEHYAYBG-UHFFFAOYSA-N

> <FORMULA>
C27H20O13

> <MOLECULAR_WEIGHT>
552.444

> <EXACT_MASS>
552.090390704

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
54.41115922983029

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 3,8,10'-trihydroxy-5,7-dimethoxy-4,9,9'-trioxo-4,4',9,9'-tetrahydro-3H,3'H-spiro[naphtho[2,3-b]furan-2,2'-pyrano[3,2-g]isochromene]-7'-carboxylate

> <ALOGPS_LOGP>
2.38

> <JCHEM_LOGP>
3.0160246996666666

> <ALOGPS_LOGS>
-3.56

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.053461627300814

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.068408478068287

> <JCHEM_PKA_STRONGEST_BASIC>
-3.468351712604121

> <JCHEM_POLAR_SURFACE_AREA>
184.35

> <JCHEM_REFRACTIVITY>
134.54379999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.52e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 3,8,10'-trihydroxy-5,7-dimethoxy-4,9,9'-trioxo-3',4'-dihydro-3H-spiro[naphtho[2,3-b]furan-2,2'-pyrano[3,2-g]isochromene]-7'-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0       4.360  -8.931   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       5.866  -9.251   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       6.897  -8.107   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       6.421  -6.642   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       8.403  -8.428   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.434  -7.284   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.940  -7.604   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.971  -6.460   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.477  -6.781   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      14.508  -5.637   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      16.014  -5.957   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      16.489  -7.422   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      17.115  -8.829   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      18.647  -8.668   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      18.968  -7.162   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      17.634  -6.392   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      17.474  -4.860   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      20.432  -6.687   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      20.753  -5.181   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      21.577  -7.718   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      23.041  -7.242   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      23.362  -5.736   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      24.827  -5.260   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      24.185  -8.273   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      23.865  -9.779   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      25.009 -10.810   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      26.474 -10.334   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      22.400 -10.255   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      22.079 -11.761   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      21.256  -9.224   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      19.791  -9.699   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      19.471 -11.206   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      15.459  -8.566   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      13.952  -8.245   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      12.922  -9.390   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      13.397 -10.854   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      11.415  -9.069   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      10.385 -10.213   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      10.860 -11.678   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       8.878  -9.892   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   40                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   37                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   34                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   16   33                                             
CONECT   13   12   14                                                       
CONECT   14   13   15   31                                                  
CONECT   15   14   16   18                                                  
CONECT   16   15   12   17                                                  
CONECT   17   16                                                            
CONECT   18   15   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   30                                                  
CONECT   21   20   22   24                                                  
CONECT   22   21   23                                                       
CONECT   23   22                                                            
CONECT   24   21   25                                                       
CONECT   25   24   26   28                                                  
CONECT   26   25   27                                                       
CONECT   27   26                                                            
CONECT   28   25   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   20   31                                                  
CONECT   31   30   14   32                                                  
CONECT   32   31                                                            
CONECT   33   12   34                                                       
CONECT   34   33    9   35                                                  
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35    7   38                                                  
CONECT   38   37   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38    5                                                       
MASTER        0    0    0    0    0    0    0    0   40    0   90    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₇H₂₀O₁₃

Average Mass

552.4440 Da

Monoisotopic Mass

552.09039 Da

IUPAC Name

methyl 3,8,10'-trihydroxy-5,7-dimethoxy-4,9,9'-trioxo-4,4',9,9'-tetrahydro-3H,3'H-spiro[naphtho[2,3-b]furan-2,2'-pyrano[3,2-g]isochromene]-7'-carboxylate

Traditional Name

methyl 3,8,10'-trihydroxy-5,7-dimethoxy-4,9,9'-trioxo-3',4'-dihydro-3H-spiro[naphtho[2,3-b]furan-2,2'-pyrano[3,2-g]isochromene]-7'-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C1=CC2=CC3=C(OC4(CC3)OC3=C(C4O)C(=O)C4=C(OC)C=C(OC)C(O)=C4C3=O)C(O)=C2C(=O)O1

InChI Identifier

InChI=1S/C27H20O13/c1-35-11-8-12(36-2)18(28)16-15(11)19(29)17-23(21(16)31)40-27(24(17)32)5-4-9-6-10-7-13(25(33)37-3)38-26(34)14(10)20(30)22(9)39-27/h6-8,24,28,30,32H,4-5H2,1-3H3

InChI Key

ALEFWKBEHYAYBG-UHFFFAOYSA-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 stigmastanes and derivatives. These are sterol lipids with a structure based on the stigmastane skeleton, which consists of a cholestane moiety bearing an ethyl group at the carbon atom C24.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Stigmastanes and derivatives

Direct Parent

Stigmastanes and derivatives

Alternative Parents

Substituents

C24-propyl-sterol-skeleton
Triterpenoid
Stigmastane-skeleton
Tetrahydroxy bile acid, alcohol, or derivatives
Ecdysteroid
Hydroxy bile acid, alcohol, or derivatives
23-hydroxysteroid
Bile acid, alcohol, or derivatives
22-hydroxysteroid
3-hydroxysteroid
6-oxosteroid
Oxosteroid
2-hydroxysteroid
Hydroxysteroid
Cyclic alcohol
Secondary alcohol
Ketone
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

a brassinosteroids (CPD-11827 )

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	2.38	ALOGPS
logP	3.02	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	9.07	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	184.35 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	134.54 m³·mol⁻¹	ChemAxon
Polarizability	54.41 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	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

5481757

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 3,8,10'-trihydroxy-5,7-dimethoxy-4,9,9'-trioxo-3',4'-dihydro-3h-spiro[naphtho[2,3-b]furan-2,2'-pyrano[3,2-g]isochromene]-7'-carboxylate (NP0212958)

MOL for NP0212958 (methyl 3,8,10'-trihydroxy-5,7-dimethoxy-4,9,9'-trioxo-3',4'-dihydro-3h-spiro[naphtho[2,3-b]furan-2,2'-pyrano[3,2-g]isochromene]-7'-carboxylate)

3D MOL for NP0212958 (methyl 3,8,10'-trihydroxy-5,7-dimethoxy-4,9,9'-trioxo-3',4'-dihydro-3h-spiro[naphtho[2,3-b]furan-2,2'-pyrano[3,2-g]isochromene]-7'-carboxylate)

3D SDF for NP0212958 (methyl 3,8,10'-trihydroxy-5,7-dimethoxy-4,9,9'-trioxo-3',4'-dihydro-3h-spiro[naphtho[2,3-b]furan-2,2'-pyrano[3,2-g]isochromene]-7'-carboxylate)

3D-SDF for NP0212958 (methyl 3,8,10'-trihydroxy-5,7-dimethoxy-4,9,9'-trioxo-3',4'-dihydro-3h-spiro[naphtho[2,3-b]furan-2,2'-pyrano[3,2-g]isochromene]-7'-carboxylate)

PDB for NP0212958 (methyl 3,8,10'-trihydroxy-5,7-dimethoxy-4,9,9'-trioxo-3',4'-dihydro-3h-spiro[naphtho[2,3-b]furan-2,2'-pyrano[3,2-g]isochromene]-7'-carboxylate)

3D PDB for NP0212958 (methyl 3,8,10'-trihydroxy-5,7-dimethoxy-4,9,9'-trioxo-3',4'-dihydro-3h-spiro[naphtho[2,3-b]furan-2,2'-pyrano[3,2-g]isochromene]-7'-carboxylate)

SMILES for NP0212958 (methyl 3,8,10'-trihydroxy-5,7-dimethoxy-4,9,9'-trioxo-3',4'-dihydro-3h-spiro[naphtho[2,3-b]furan-2,2'-pyrano[3,2-g]isochromene]-7'-carboxylate)

INCHI for NP0212958 (methyl 3,8,10'-trihydroxy-5,7-dimethoxy-4,9,9'-trioxo-3',4'-dihydro-3h-spiro[naphtho[2,3-b]furan-2,2'-pyrano[3,2-g]isochromene]-7'-carboxylate)

Structure for NP0212958 (methyl 3,8,10'-trihydroxy-5,7-dimethoxy-4,9,9'-trioxo-3',4'-dihydro-3h-spiro[naphtho[2,3-b]furan-2,2'-pyrano[3,2-g]isochromene]-7'-carboxylate)

3D Structure for NP0212958 (methyl 3,8,10'-trihydroxy-5,7-dimethoxy-4,9,9'-trioxo-3',4'-dihydro-3h-spiro[naphtho[2,3-b]furan-2,2'-pyrano[3,2-g]isochromene]-7'-carboxylate)