NP-MRD: Showing NP-Card for 4,6,6'-trihydroxy-2',5',5',8'a-tetramethyl-3',4',4'a,6',7',8'-hexahydro-2'h,3h-spiro[furo[2,3-e]isoindole-2,1'-naphthalen]-8-one (NP0158530)

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Record Information

Version

2.0

Created at

2022-09-02 16:08:29 UTC

Updated at

2022-09-02 16:08:29 UTC

NP-MRD ID

NP0158530

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4,6,6'-trihydroxy-2',5',5',8'a-tetramethyl-3',4',4'a,6',7',8'-hexahydro-2'h,3h-spiro[furo[2,3-e]isoindole-2,1'-naphthalen]-8-one

Description

Chartarlactam A belongs to the class of organic compounds known as phthalimides. These are aromatic heterocyclic compounds containing a 1,3-dioxoisoindoline moiety. They are imide derivatives of phthalic anhydrides. Based on a literature review very few articles have been published on Chartarlactam A.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022218082D          

 29 33  0  0  0  0            999 V2000
    3.2810    3.3356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0367    3.0047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7012    3.4937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4569    3.1628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5482    2.3429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3039    2.0120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4986    2.8137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1273    1.9595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3952    1.1920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1510    0.8612    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7308    0.7030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9751    1.0339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8838    1.8538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4030    1.1834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1280    2.1847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1331    1.3597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3501    1.1000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0192    0.3442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5082   -0.3202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1993    0.2529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7102    0.9174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0411    1.6731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8611    1.7644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3418    2.4348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4246    2.2213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5058    3.0423    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7127    1.8044    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8892    0.9985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3410    0.3820    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  1  0  0  0  0
  4  5  1  0  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
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  5 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
  2 15  1  0  0  0  0
 15 16  1  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
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 17 23  1  0  0  0  0
 23 24  1  0  0  0  0
 15 24  1  0  0  0  0
 22 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  2  0  0  0  0
 21 28  1  0  0  0  0
 28 29  1  0  0  0  0
M  END

     RDKit          3D

 58 62  0  0  0  0  0  0  0  0999 V2000
    0.6334    1.7377   -1.8061 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5617    0.2636   -1.4984 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4629   -0.4325   -2.3104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8104   -0.5578   -1.7337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0729    0.1835   -0.4539 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3957   -0.2781    0.0787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7286   -1.7079   -0.3029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5157    0.5318   -0.6110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6185   -0.0965    1.5288 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3306    1.0866    1.8430 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4152   -0.1759    2.4023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1868   -0.7182    1.7111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9489    0.2018    0.5159 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8614    1.5941    1.1794 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4057   -0.0496   -0.0415 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9692   -1.4118    0.2097 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4300   -1.1870    0.1440 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5203   -2.0278   -0.1156 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2399   -3.3564   -0.3812 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7864   -1.4896   -0.0911 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0131   -0.1577    0.1791 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9310    0.6749    0.4361 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6406    0.1412    0.4143 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4123    0.7431    0.6309 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4631    2.0153    0.6862 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7512    2.9974    0.9487 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8732    1.9013    0.5601 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1997    0.6865    0.2753 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5018    0.2525    0.0882 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4344    2.2134   -1.1998 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0156    1.8048   -2.8689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3189    2.2580   -1.8009 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5785   -0.1384   -1.7915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0469   -1.4511   -2.5797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4778    0.0883   -3.3175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5508   -0.1527   -2.4898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0813   -1.6330   -1.6614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2350    1.2616   -0.7640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9884   -2.4479   -0.0333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6537   -1.9591    0.3001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0909   -1.7766   -1.3658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0651    1.5111   -0.8425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8272    0.0432   -1.5561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4083    0.6058    0.0406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3212   -0.9090    1.8897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1904    1.7827    1.1709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1921    0.8199    2.8111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5693   -0.8375    3.3054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2524   -1.7662    1.4619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3273   -0.5130    2.4087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8198    2.1084    1.1864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3787    1.5103    2.1871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1580    2.2409    0.5918 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6860   -2.1576   -0.5575 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7663   -1.7999    1.2296 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0411   -3.9635   -0.5696 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6437   -2.1211   -0.2888 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8027   -0.5584    0.6174 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
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  1
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 21 28  1  0
 28 29  1  0
 28 27  2  0
 27 25  1  0
 25 26  2  0
 25 22  1  0
 22 23  2  0
 23 24  1  0
 15  2  1  0
 15 24  1  1
 13  5  1  0
 23 17  1  0
 22 21  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  6
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  6
  7 39  1  0
  7 40  1  0
  7 41  1  0
  8 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  1
 10 46  1  0
 11 47  1  0
 11 48  1  0
 12 49  1  0
 12 50  1  0
 14 51  1  0
 14 52  1  0
 14 53  1  0
 16 54  1  0
 16 55  1  0
 19 56  1  0
 20 57  1  0
 29 58  1  0
M  END


  Mrv1652309022218082D          

 29 33  0  0  0  0            999 V2000
    3.2810    3.3356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0367    3.0047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7012    3.4937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4569    3.1628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5482    2.3429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3039    2.0120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4986    2.8137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1273    1.9595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3952    1.1920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1510    0.8612    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7308    0.7030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9751    1.0339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8838    1.8538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4030    1.1834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1280    2.1847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1331    1.3597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3501    1.1000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0192    0.3442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5082   -0.3202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1993    0.2529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7102    0.9174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0411    1.6731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8611    1.7644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3418    2.4348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4246    2.2213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5058    3.0423    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7127    1.8044    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8892    0.9985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3410    0.3820    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  1  0  0  0  0
  4  5  1  0  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
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  5 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
  2 15  1  0  0  0  0
 15 16  1  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
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 17 23  1  0  0  0  0
 23 24  1  0  0  0  0
 15 24  1  0  0  0  0
 22 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  2  0  0  0  0
 21 28  1  0  0  0  0
 28 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0158530

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1CCC2C(C)(C)C(O)CCC2(C)C11CC2=C(O)C=C3C(O)=NC(=O)C3=C2O1

> <INCHI_IDENTIFIER>
InChI=1S/C23H29NO5/c1-11-5-6-15-21(2,3)16(26)7-8-22(15,4)23(11)10-13-14(25)9-12-17(18(13)29-23)20(28)24-19(12)27/h9,11,15-16,25-26H,5-8,10H2,1-4H3,(H,24,27,28)

> <INCHI_KEY>
JGLXRTLGZYXTLO-UHFFFAOYSA-N

> <FORMULA>
C23H29NO5

> <MOLECULAR_WEIGHT>
399.487

> <EXACT_MASS>
399.204573038

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
42.95690581662342

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4,6,6'-trihydroxy-2',5',5',8'a-tetramethyl-3,3',4',4'a,5',6',7',8,8',8'a-decahydro-2'H-spiro[furo[2,3-e]isoindole-2,1'-naphthalene]-8-one

> <ALOGPS_LOGP>
4.01

> <JCHEM_LOGP>
3.5392471826666667

> <ALOGPS_LOGS>
-4.19

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.47877377582873

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.272452593176328

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8295662224147734

> <JCHEM_POLAR_SURFACE_AREA>
99.35

> <JCHEM_REFRACTIVITY>
108.12289999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.56e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4,6,6'-trihydroxy-2',5',5',8'a-tetramethyl-3',4',4'a,6',7',8'-hexahydro-2'H,3H-spiro[furo[2,3-e]isoindole-2,1'-naphthalene]-8-one

> <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       6.125   6.226   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.535   5.609   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.775   6.522   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.186   5.904   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.357   4.373   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.767   3.756   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.131   5.252   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.304   3.658   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.938   2.225   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      13.348   1.607   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      10.697   1.312   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.287   1.930   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.116   3.460   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.219   2.209   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.706   4.078   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.715   2.538   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.254   2.053   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.636   0.643   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       6.549  -0.598   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       4.105   0.472   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.192   1.712   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.810   3.123   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.341   3.294   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       6.238   4.545   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       2.659   4.146   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       2.811   5.679   0.000  0.00  0.00           O+0
HETATM   27  N   UNK     0       1.330   3.368   0.000  0.00  0.00           N+0
HETATM   28  C   UNK     0       1.660   1.864   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       0.637   0.713   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   15                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   13                                                  
CONECT    6    5    7    8    9                                             
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    6   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    5   14   15                                             
CONECT   14   13                                                            
CONECT   15   13    2   16   24                                             
CONECT   16   15   17                                                       
CONECT   17   16   18   23                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22   28                                                  
CONECT   22   21   23   25                                                  
CONECT   23   22   17   24                                                  
CONECT   24   23   15                                                       
CONECT   25   22   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   21   29                                                  
CONECT   29   28                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   66    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₂₉NO₅

Average Mass

399.4870 Da

Monoisotopic Mass

399.20457 Da

IUPAC Name

4,6,6'-trihydroxy-2',5',5',8'a-tetramethyl-3,3',4',4'a,5',6',7',8,8',8'a-decahydro-2'H-spiro[furo[2,3-e]isoindole-2,1'-naphthalene]-8-one

Traditional Name

4,6,6'-trihydroxy-2',5',5',8'a-tetramethyl-3',4',4'a,6',7',8'-hexahydro-2'H,3H-spiro[furo[2,3-e]isoindole-2,1'-naphthalene]-8-one

CAS Registry Number

Not Available

SMILES

CC1CCC2C(C)(C)C(O)CCC2(C)C11CC2=C(O)C=C3C(O)=NC(=O)C3=C2O1

InChI Identifier

InChI=1S/C23H29NO5/c1-11-5-6-15-21(2,3)16(26)7-8-22(15,4)23(11)10-13-14(25)9-12-17(18(13)29-23)20(28)24-19(12)27/h9,11,15-16,25-26H,5-8,10H2,1-4H3,(H,24,27,28)

InChI Key

JGLXRTLGZYXTLO-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 phthalimides. These are aromatic heterocyclic compounds containing a 1,3-dioxoisoindoline moiety. They are imide derivatives of phthalic anhydrides.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Isoindoles and derivatives

Sub Class

Isoindolines

Direct Parent

Phthalimides

Alternative Parents

Substituents

Phthalimide
Coumaran
Isoindole
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Carboxylic acid imide, n-unsubstituted
Cyclic alcohol
Carboxylic acid imide
Secondary alcohol
Oxacycle
Azacycle
Ether
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Alcohol
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	4.01	ALOGPS
logP	3.54	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	6.27	ChemAxon
pKa (Strongest Basic)	-0.83	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	99.35 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	108.12 m³·mol⁻¹	ChemAxon
Polarizability	42.96 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

137796386

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 4,6,6'-trihydroxy-2',5',5',8'a-tetramethyl-3',4',4'a,6',7',8'-hexahydro-2'h,3h-spiro[furo[2,3-e]isoindole-2,1'-naphthalen]-8-one (NP0158530)

MOL for NP0158530 (4,6,6'-trihydroxy-2',5',5',8'a-tetramethyl-3',4',4'a,6',7',8'-hexahydro-2'h,3h-spiro[furo[2,3-e]isoindole-2,1'-naphthalen]-8-one)

3D MOL for NP0158530 (4,6,6'-trihydroxy-2',5',5',8'a-tetramethyl-3',4',4'a,6',7',8'-hexahydro-2'h,3h-spiro[furo[2,3-e]isoindole-2,1'-naphthalen]-8-one)

3D SDF for NP0158530 (4,6,6'-trihydroxy-2',5',5',8'a-tetramethyl-3',4',4'a,6',7',8'-hexahydro-2'h,3h-spiro[furo[2,3-e]isoindole-2,1'-naphthalen]-8-one)

3D-SDF for NP0158530 (4,6,6'-trihydroxy-2',5',5',8'a-tetramethyl-3',4',4'a,6',7',8'-hexahydro-2'h,3h-spiro[furo[2,3-e]isoindole-2,1'-naphthalen]-8-one)

PDB for NP0158530 (4,6,6'-trihydroxy-2',5',5',8'a-tetramethyl-3',4',4'a,6',7',8'-hexahydro-2'h,3h-spiro[furo[2,3-e]isoindole-2,1'-naphthalen]-8-one)

3D PDB for NP0158530 (4,6,6'-trihydroxy-2',5',5',8'a-tetramethyl-3',4',4'a,6',7',8'-hexahydro-2'h,3h-spiro[furo[2,3-e]isoindole-2,1'-naphthalen]-8-one)

SMILES for NP0158530 (4,6,6'-trihydroxy-2',5',5',8'a-tetramethyl-3',4',4'a,6',7',8'-hexahydro-2'h,3h-spiro[furo[2,3-e]isoindole-2,1'-naphthalen]-8-one)

INCHI for NP0158530 (4,6,6'-trihydroxy-2',5',5',8'a-tetramethyl-3',4',4'a,6',7',8'-hexahydro-2'h,3h-spiro[furo[2,3-e]isoindole-2,1'-naphthalen]-8-one)

Structure for NP0158530 (4,6,6'-trihydroxy-2',5',5',8'a-tetramethyl-3',4',4'a,6',7',8'-hexahydro-2'h,3h-spiro[furo[2,3-e]isoindole-2,1'-naphthalen]-8-one)

3D Structure for NP0158530 (4,6,6'-trihydroxy-2',5',5',8'a-tetramethyl-3',4',4'a,6',7',8'-hexahydro-2'h,3h-spiro[furo[2,3-e]isoindole-2,1'-naphthalen]-8-one)