NP-MRD: Showing NP-Card for (2s,2'r,4'as,8'as)-5-hydroxy-2',5',5',8'a-tetramethyl-6-oxo-3',4',4'a,6',7',8'-hexahydro-2'h-spiro[1-benzofuran-2,1'-naphthalene]-7-carbaldehyde (NP0144452)

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Record Information

Version

2.0

Created at

2022-09-01 23:25:45 UTC

Updated at

2022-09-01 23:25:45 UTC

NP-MRD ID

NP0144452

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s,2'r,4'as,8'as)-5-hydroxy-2',5',5',8'a-tetramethyl-6-oxo-3',4',4'a,6',7',8'-hexahydro-2'h-spiro[1-benzofuran-2,1'-naphthalene]-7-carbaldehyde

Description

Corallidictyal B belongs to the class of organic compounds known as benzofurans. These are organic compounds containing a benzene ring fused to a furan. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom. (2s,2'r,4'as,8'as)-5-hydroxy-2',5',5',8'a-tetramethyl-6-oxo-3',4',4'a,6',7',8'-hexahydro-2'h-spiro[1-benzofuran-2,1'-naphthalene]-7-carbaldehyde is found in Siphonodictyon coralliphagum. Based on a literature review a small amount of articles have been published on Corallidictyal B.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022201252D          

 26 29  0  0  1  0            999 V2000
    1.8349    2.5857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5266    2.1359    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2619    2.5100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9535    2.0602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9098    1.2363    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6014    0.7866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4051    0.6004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9242    1.5458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5577   -0.0373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8223   -0.4113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1307    0.0384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1744    0.8623    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5907    0.2793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4828    1.3121    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3532    0.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5383    0.3688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0885   -0.3228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2647   -0.2791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1851   -0.9707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1094    0.4562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9332    0.4999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3404    1.1478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0336    1.8832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8575    1.9269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1643    1.1041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7480    1.6871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  6  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
  5 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
  2 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 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
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 22 25  2  0  0  0  0
 16 25  1  0  0  0  0
 25 26  1  0  0  0  0
 14 26  1  6  0  0  0
M  END

     RDKit          3D

 54 57  0  0  0  0  0  0  0  0999 V2000
    2.7896   -1.6609    0.8525 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3030   -1.7278    0.7512 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8583   -2.4522   -0.5003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6599   -2.5016   -0.5182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1872   -1.0890   -0.5199 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6391   -0.9912   -0.8384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7947   -1.4345   -2.3045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5045   -1.9387   -0.0406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1041    0.4208   -0.7708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7061    1.1735    0.4480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2139    1.0911    0.6052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7678   -0.3282    0.7157 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2195   -0.9341    1.9952 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7664   -0.3193    0.6823 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3554    0.5509    1.6989 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0166    1.5388    1.1195 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7892    2.6852    1.6466 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3703    3.5550    0.8368 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1014    4.6398    1.3237 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2165    3.3352   -0.6045 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7544    4.1405   -1.3962 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4588    2.2109   -1.1365 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3031    1.9880   -2.5744 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8561    2.8157   -3.3439 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8796    1.3438   -0.3132 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1203    0.2152   -0.5776 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1870   -0.6161    0.8802 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1451   -2.2538    1.7180 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2926   -2.1267   -0.0425 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9049   -2.2553    1.6341 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2312   -1.9229   -1.3801 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3001   -3.4629   -0.4869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0213   -3.1250    0.2973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9250   -2.9269   -1.5309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6444   -0.5764   -1.3728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9475   -2.5342   -2.3249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6440   -0.8789   -2.7504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8549   -1.2165   -2.8640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0411   -2.9067    0.1370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8166   -1.4478    0.9047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4683   -2.1575   -0.5894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6659    0.9605   -1.6563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2156    0.4644   -0.9547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2726    0.9205    1.3512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9361    2.2617    0.2470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7769    1.5007   -0.3513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8452    1.7275    1.4122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3314   -2.0166    1.9773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1649   -0.4726    2.3440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4610   -0.6470    2.7816 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2726    0.4207    2.7600 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8727    2.8034    2.7264 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9366    4.9928    0.8749 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7479    1.1646   -2.9784 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  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  1
 12 14  1  0
 14 26  1  6
 26 25  1  0
 25 22  2  0
 22 23  1  0
 23 24  2  0
 22 20  1  0
 20 21  2  0
 20 18  1  0
 18 19  1  0
 18 17  2  0
 17 16  1  0
 16 15  2  0
 14  2  1  0
 15 14  1  0
 12  5  1  0
 16 25  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  1
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  6
  7 36  1  0
  7 37  1  0
  7 38  1  0
  8 39  1  0
  8 40  1  0
  8 41  1  0
  9 42  1  0
  9 43  1  0
 10 44  1  0
 10 45  1  0
 11 46  1  0
 11 47  1  0
 13 48  1  0
 13 49  1  0
 13 50  1  0
 23 54  1  0
 19 53  1  0
 17 52  1  0
 15 51  1  0
M  END


  Mrv1652309022201252D          

 26 29  0  0  1  0            999 V2000
    1.8349    2.5857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5266    2.1359    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2619    2.5100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9535    2.0602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9098    1.2363    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6014    0.7866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4051    0.6004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9242    1.5458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5577   -0.0373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8223   -0.4113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1307    0.0384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1744    0.8623    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5907    0.2793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4828    1.3121    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3532    0.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5383    0.3688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0885   -0.3228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2647   -0.2791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1851   -0.9707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1094    0.4562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9332    0.4999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3404    1.1478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0336    1.8832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8575    1.9269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1643    1.1041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7480    1.6871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  6  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
  5 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
  2 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 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
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 22 25  2  0  0  0  0
 16 25  1  0  0  0  0
 25 26  1  0  0  0  0
 14 26  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0144452

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1CC[C@H]2C(C)(C)CCC[C@]2(C)[C@]11OC2=C(C=O)C(=O)C(O)=CC2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C22H28O4/c1-13-6-7-17-20(2,3)8-5-9-21(17,4)22(13)11-14-10-16(24)18(25)15(12-23)19(14)26-22/h10-13,17,24H,5-9H2,1-4H3/t13-,17+,21+,22-/m1/s1

> <INCHI_KEY>
XVRIRQMQGOSIKV-DTLARAGXSA-N

> <FORMULA>
C22H28O4

> <MOLECULAR_WEIGHT>
356.462

> <EXACT_MASS>
356.198759382

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
39.290085676936236

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,2'R,4'aS,8'aS)-5-hydroxy-2',5',5',8'a-tetramethyl-6-oxo-3',4',4'a,5',6',7',8',8'a-octahydro-2'H,6H-spiro[1-benzofuran-2,1'-naphthalene]-7-carbaldehyde

> <ALOGPS_LOGP>
4.28

> <JCHEM_LOGP>
3.530087569000001

> <ALOGPS_LOGS>
-4.89

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.908204682453162

> <JCHEM_PKA_STRONGEST_BASIC>
-3.831811271898567

> <JCHEM_POLAR_SURFACE_AREA>
63.599999999999994

> <JCHEM_REFRACTIVITY>
102.92399999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.60e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,2'R,4'aS,8'aS)-5-hydroxy-2',5',5',8'a-tetramethyl-6-oxo-3',4',4'a,6',7',8'-hexahydro-2'H-spiro[1-benzofuran-2,1'-naphthalene]-7-carbaldehyde

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0       3.425   4.827   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.716   3.987   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.089   4.685   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.380   3.846   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.298   2.308   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.589   1.468   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.090   1.121   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.192   2.885   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.508  -0.070   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.135  -0.768   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.844   0.072   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.926   1.610   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.836   0.521   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.635   2.449   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.393   0.928   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.872   0.688   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.032  -0.603   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.494  -0.521   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -0.346  -1.812   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -0.204   0.852   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -1.742   0.933   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       0.635   2.143   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.063   3.515   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -1.601   3.597   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       2.173   2.061   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       3.263   3.149   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   14                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   12                                                  
CONECT    6    5    7    8    9                                             
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    6   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11    5   13   14                                             
CONECT   13   12                                                            
CONECT   14   12    2   15   26                                             
CONECT   15   14   16                                                       
CONECT   16   15   17   25                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   25                                                  
CONECT   23   22   24                                                       
CONECT   24   23                                                            
CONECT   25   22   16   26                                                  
CONECT   26   25   14                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

View in JSmol

Synonyms

Value	Source
Corallidictyal a	MeSH

Chemical Formula

C₂₂H₂₈O₄

Average Mass

356.4620 Da

Monoisotopic Mass

356.19876 Da

IUPAC Name

(2S,2'R,4'aS,8'aS)-5-hydroxy-2',5',5',8'a-tetramethyl-6-oxo-3',4',4'a,5',6',7',8',8'a-octahydro-2'H,6H-spiro[1-benzofuran-2,1'-naphthalene]-7-carbaldehyde

Traditional Name

(2S,2'R,4'aS,8'aS)-5-hydroxy-2',5',5',8'a-tetramethyl-6-oxo-3',4',4'a,6',7',8'-hexahydro-2'H-spiro[1-benzofuran-2,1'-naphthalene]-7-carbaldehyde

CAS Registry Number

Not Available

SMILES

C[C@@H]1CC[C@H]2C(C)(C)CCC[C@]2(C)[C@]11OC2=C(C=O)C(=O)C(O)=CC2=C1

InChI Identifier

InChI=1S/C22H28O4/c1-13-6-7-17-20(2,3)8-5-9-21(17,4)22(13)11-14-10-16(24)18(25)15(12-23)19(14)26-22/h10-13,17,24H,5-9H2,1-4H3/t13-,17+,21+,22-/m1/s1

InChI Key

XVRIRQMQGOSIKV-DTLARAGXSA-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
Siphonodictyon coralliphagum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzofurans. These are organic compounds containing a benzene ring fused to a furan. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzofurans

Sub Class

Not Available

Direct Parent

Benzofurans

Alternative Parents

Substituents

Benzofuran
Vinylogous ester
Dihydrofuran
Cyclic ketone
Ketone
Oxacycle
Enol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aldehyde
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	4.28	ALOGPS
logP	3.53	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	8.91	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	63.6 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	102.92 m³·mol⁻¹	ChemAxon
Polarizability	39.29 Å³	ChemAxon
Number of Rings	4	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

C00038836

Chemspider ID

8196760

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10021187

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s,2'r,4'as,8'as)-5-hydroxy-2',5',5',8'a-tetramethyl-6-oxo-3',4',4'a,6',7',8'-hexahydro-2'h-spiro[1-benzofuran-2,1'-naphthalene]-7-carbaldehyde (NP0144452)

MOL for NP0144452 ((2s,2'r,4'as,8'as)-5-hydroxy-2',5',5',8'a-tetramethyl-6-oxo-3',4',4'a,6',7',8'-hexahydro-2'h-spiro[1-benzofuran-2,1'-naphthalene]-7-carbaldehyde)

3D MOL for NP0144452 ((2s,2'r,4'as,8'as)-5-hydroxy-2',5',5',8'a-tetramethyl-6-oxo-3',4',4'a,6',7',8'-hexahydro-2'h-spiro[1-benzofuran-2,1'-naphthalene]-7-carbaldehyde)

3D SDF for NP0144452 ((2s,2'r,4'as,8'as)-5-hydroxy-2',5',5',8'a-tetramethyl-6-oxo-3',4',4'a,6',7',8'-hexahydro-2'h-spiro[1-benzofuran-2,1'-naphthalene]-7-carbaldehyde)

3D-SDF for NP0144452 ((2s,2'r,4'as,8'as)-5-hydroxy-2',5',5',8'a-tetramethyl-6-oxo-3',4',4'a,6',7',8'-hexahydro-2'h-spiro[1-benzofuran-2,1'-naphthalene]-7-carbaldehyde)

PDB for NP0144452 ((2s,2'r,4'as,8'as)-5-hydroxy-2',5',5',8'a-tetramethyl-6-oxo-3',4',4'a,6',7',8'-hexahydro-2'h-spiro[1-benzofuran-2,1'-naphthalene]-7-carbaldehyde)

3D PDB for NP0144452 ((2s,2'r,4'as,8'as)-5-hydroxy-2',5',5',8'a-tetramethyl-6-oxo-3',4',4'a,6',7',8'-hexahydro-2'h-spiro[1-benzofuran-2,1'-naphthalene]-7-carbaldehyde)

SMILES for NP0144452 ((2s,2'r,4'as,8'as)-5-hydroxy-2',5',5',8'a-tetramethyl-6-oxo-3',4',4'a,6',7',8'-hexahydro-2'h-spiro[1-benzofuran-2,1'-naphthalene]-7-carbaldehyde)

INCHI for NP0144452 ((2s,2'r,4'as,8'as)-5-hydroxy-2',5',5',8'a-tetramethyl-6-oxo-3',4',4'a,6',7',8'-hexahydro-2'h-spiro[1-benzofuran-2,1'-naphthalene]-7-carbaldehyde)

Structure for NP0144452 ((2s,2'r,4'as,8'as)-5-hydroxy-2',5',5',8'a-tetramethyl-6-oxo-3',4',4'a,6',7',8'-hexahydro-2'h-spiro[1-benzofuran-2,1'-naphthalene]-7-carbaldehyde)

3D Structure for NP0144452 ((2s,2'r,4'as,8'as)-5-hydroxy-2',5',5',8'a-tetramethyl-6-oxo-3',4',4'a,6',7',8'-hexahydro-2'h-spiro[1-benzofuran-2,1'-naphthalene]-7-carbaldehyde)