NP-MRD: Showing NP-Card for methyl 2-{3',4',9-trihydroxy-6'-methyl-5,10-dioxo-3,4-dihydrospiro[naphtho[2,3-c]pyran-1,2'-oxan]-3-yl}acetate (NP0296480)

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Record Information

Version

2.0

Created at

2022-09-10 06:04:48 UTC

Updated at

2022-09-10 06:04:48 UTC

NP-MRD ID

NP0296480

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 2-{3',4',9-trihydroxy-6'-methyl-5,10-dioxo-3,4-dihydrospiro[naphtho[2,3-c]pyran-1,2'-oxan]-3-yl}acetate

Description

Methyl 2-{3',4',9-trihydroxy-6'-methyl-5,10-dioxo-3,4,5,10-tetrahydrospiro[naphtho[2,3-c]pyran-1,2'-oxane]-3-yl}acetate belongs to the class of organic compounds known as benzoisochromanequinones. These are benzo derivatives of isochromanequinones. Isochromanequinones are structurally characterized by a quinone fused to an isochromane, and forming a naphtho[2,3-c]pyran-6,9-dione skeleton. Based on a literature review very few articles have been published on methyl 2-{3',4',9-trihydroxy-6'-methyl-5,10-dioxo-3,4,5,10-tetrahydrospiro[naphtho[2,3-c]pyran-1,2'-oxane]-3-yl}acetate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102208042D          

 30 33  0  0  0  0            999 V2000
    2.3645   -7.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -6.4599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -6.4599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -7.1743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.7454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -5.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -5.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -3.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6120   -2.6400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -2.1730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -2.1730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895   -1.4586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270   -2.1730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270   -3.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -3.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895   -4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -5.0309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -3.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -3.6020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -2.1730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -2.1730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -1.4586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -4.3164    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  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 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
 12 18  1  0  0  0  0
 18 19  1  0  0  0  0
  8 19  1  0  0  0  0
 19 20  2  0  0  0  0
  9 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 21 28  1  0  0  0  0
 28 29  1  0  0  0  0
 21 30  1  0  0  0  0
  6 30  1  0  0  0  0
M  END

     RDKit          3D

 52 55  0  0  0  0  0  0  0  0999 V2000
    5.3828    1.2768    0.8619 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1395    0.6365    0.6537 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1005   -0.6184    0.1027 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2016   -1.1921   -0.2157 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8845   -1.3813   -0.1597 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5939   -0.6462    0.0896 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5630    0.5641   -0.8360 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2812    1.2494   -0.5518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7674    0.5268   -0.2511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0318    1.1806    0.0408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0644    0.4940    0.3368 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1726    2.6280    0.0087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3681    3.2847    0.2819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5064    2.6492    0.6018 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3770    4.6896    0.2175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2599    5.4172   -0.1015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0852    4.7480   -0.3689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0438    3.3743   -0.3142 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1924    2.6878   -0.5968 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2314    3.3767   -0.8939 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7026   -0.9514   -0.2046 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3482   -1.4302    0.9131 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1961   -2.7859    1.1035 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2028   -2.9543    2.2592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6894   -3.5673   -0.0379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9772   -3.0400   -1.3984 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9370   -3.8103   -2.0818 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4323   -1.5887   -1.4001 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8044   -1.6214   -1.1854 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5584   -1.4827   -0.2254 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9362    0.6631    1.5997 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8812    1.3623   -0.1101 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1481    2.2768    1.2971 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9190   -2.2917    0.5051 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8474   -1.7923   -1.1968 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5402   -0.2446    1.1267 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4233    1.2198   -0.7365 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5223    0.2320   -1.8987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7983    1.7365    0.7195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3080    5.1890    0.4309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2591    6.5008   -0.1531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1678    5.2859   -0.6277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1664   -3.1808    1.4965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2210   -4.0226    2.5853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4758   -2.3126    3.1252 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8213   -2.7226    1.9639 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4121   -3.7937    0.0763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1618   -4.5943    0.0175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0599   -3.0823   -2.0211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6935   -4.7667   -1.9576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2029   -1.0746   -2.3398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0993   -2.3015   -0.5500 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
  9 21  1  0
 21 22  1  1
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 21 30  1  0
 30  6  1  0
 19  8  1  0
 28 21  1  0
 18 12  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  1
  7 37  1  0
  7 38  1  0
 14 39  1  0
 15 40  1  0
 16 41  1  0
 17 42  1  0
 23 43  1  1
 24 44  1  0
 24 45  1  0
 24 46  1  0
 25 47  1  0
 25 48  1  0
 26 49  1  6
 27 50  1  0
 28 51  1  6
 29 52  1  0
M  END


  Mrv1652309102208042D          

 30 33  0  0  0  0            999 V2000
    2.3645   -7.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -6.4599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -6.4599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -7.1743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.7454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -5.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -5.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -3.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6120   -2.6400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -2.1730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -2.1730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895   -1.4586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270   -2.1730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270   -3.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -3.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895   -4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -5.0309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -3.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -3.6020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -2.1730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -2.1730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -1.4586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -4.3164    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  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 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
 12 18  1  0  0  0  0
 18 19  1  0  0  0  0
  8 19  1  0  0  0  0
 19 20  2  0  0  0  0
  9 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 21 28  1  0  0  0  0
 28 29  1  0  0  0  0
 21 30  1  0  0  0  0
  6 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0296480

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)CC1CC2=C(C(=O)C3=C(O)C=CC=C3C2=O)C2(OC(C)CC(O)C2O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C21H22O9/c1-9-6-14(23)20(27)21(29-9)17-12(7-10(30-21)8-15(24)28-2)18(25)11-4-3-5-13(22)16(11)19(17)26/h3-5,9-10,14,20,22-23,27H,6-8H2,1-2H3

> <INCHI_KEY>
FCQDOFMWLSTZJE-UHFFFAOYSA-N

> <FORMULA>
C21H22O9

> <MOLECULAR_WEIGHT>
418.398

> <EXACT_MASS>
418.126382288

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
41.24438146902103

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 2-{3',4',9-trihydroxy-6'-methyl-5,10-dioxo-3,4,5,10-tetrahydrospiro[naphtho[2,3-c]pyran-1,2'-oxane]-3-yl}acetate

> <JCHEM_LOGP>
0.9988827106666676

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.222990918407607

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.189236952837

> <JCHEM_PKA_STRONGEST_BASIC>
-3.26243885915179

> <JCHEM_POLAR_SURFACE_AREA>
139.59

> <JCHEM_REFRACTIVITY>
102.02480000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
methyl 3',4',9-trihydroxy-6'-methyl-5,10-dioxo-3,4-dihydrospiro[naphtho[2,3-c]pyran-1,2'-oxane]-3-ylacetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0       4.414 -13.392   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       3.644 -12.058   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.104 -12.058   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       1.334 -13.392   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.334 -10.725   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.104  -9.391   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.644  -9.391   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.414  -8.057   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.644  -6.724   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.876  -4.928   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       3.644  -4.056   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       5.954  -5.390   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.724  -4.056   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       5.954  -2.723   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       8.264  -4.056   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.034  -5.390   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.264  -6.724   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.724  -6.724   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.954  -8.057   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       6.724  -9.391   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       2.104  -6.724   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       0.564  -6.724   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -0.206  -5.390   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.746  -5.390   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.564  -4.056   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.104  -4.056   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       2.874  -2.723   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       2.874  -5.390   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       4.414  -5.390   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       1.334  -8.057   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                                                       
CONECT    6    5    7   30                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   19                                                  
CONECT    9    8   10   21                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   18                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   12   19                                                  
CONECT   19   18    8   20                                                  
CONECT   20   19                                                            
CONECT   21    9   22   28   30                                             
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   21   29                                                  
CONECT   29   28                                                            
CONECT   30   21    6                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

View in JSmol

Synonyms

Value	Source
Methyl 2-{3',4',9-trihydroxy-6'-methyl-5,10-dioxo-3,4,5,10-tetrahydrospiro[naphtho[2,3-c]pyran-1,2'-oxane]-3-yl}acetic acid	Generator

Chemical Formula

C₂₁H₂₂O₉

Average Mass

418.3980 Da

Monoisotopic Mass

418.12638 Da

IUPAC Name

methyl 2-{3',4',9-trihydroxy-6'-methyl-5,10-dioxo-3,4,5,10-tetrahydrospiro[naphtho[2,3-c]pyran-1,2'-oxane]-3-yl}acetate

Traditional Name

methyl 3',4',9-trihydroxy-6'-methyl-5,10-dioxo-3,4-dihydrospiro[naphtho[2,3-c]pyran-1,2'-oxane]-3-ylacetate

CAS Registry Number

Not Available

SMILES

COC(=O)CC1CC2=C(C(=O)C3=C(O)C=CC=C3C2=O)C2(OC(C)CC(O)C2O)O1

InChI Identifier

InChI=1S/C21H22O9/c1-9-6-14(23)20(27)21(29-9)17-12(7-10(30-21)8-15(24)28-2)18(25)11-4-3-5-13(22)16(11)19(17)26/h3-5,9-10,14,20,22-23,27H,6-8H2,1-2H3

InChI Key

FCQDOFMWLSTZJE-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 benzoisochromanequinones. These are benzo derivatives of isochromanequinones. Isochromanequinones are structurally characterized by a quinone fused to an isochromane, and forming a naphtho[2,3-c]pyran-6,9-dione skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isochromanequinones

Sub Class

Benzoisochromanequinones

Direct Parent

Benzoisochromanequinones

Alternative Parents

Substituents

Benzoisochromanequinone
Naphthopyranone
Naphthopyran
Naphthoquinone
Naphthalene
Aryl ketone
Quinone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Ketal
Pyranone
Benzenoid
Oxane
Pyran
Vinylogous acid
Methyl ester
1,2-diol
Carboxylic acid ester
Ketone
Secondary alcohol
Oxacycle
Monocarboxylic acid or derivatives
Acetal
Carboxylic acid derivative
Organoheterocyclic compound
Polyol
Hydrocarbon derivative
Organic oxide
Alcohol
Carbonyl group
Organic oxygen compound
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	1	ChemAxon
pKa (Strongest Acidic)	8.19	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	139.59 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	102.02 m³·mol⁻¹	ChemAxon
Polarizability	41.24 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

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

76416195

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 2-{3',4',9-trihydroxy-6'-methyl-5,10-dioxo-3,4-dihydrospiro[naphtho[2,3-c]pyran-1,2'-oxan]-3-yl}acetate (NP0296480)

MOL for NP0296480 (methyl 2-{3',4',9-trihydroxy-6'-methyl-5,10-dioxo-3,4-dihydrospiro[naphtho[2,3-c]pyran-1,2'-oxan]-3-yl}acetate)

3D MOL for NP0296480 (methyl 2-{3',4',9-trihydroxy-6'-methyl-5,10-dioxo-3,4-dihydrospiro[naphtho[2,3-c]pyran-1,2'-oxan]-3-yl}acetate)

3D SDF for NP0296480 (methyl 2-{3',4',9-trihydroxy-6'-methyl-5,10-dioxo-3,4-dihydrospiro[naphtho[2,3-c]pyran-1,2'-oxan]-3-yl}acetate)

3D-SDF for NP0296480 (methyl 2-{3',4',9-trihydroxy-6'-methyl-5,10-dioxo-3,4-dihydrospiro[naphtho[2,3-c]pyran-1,2'-oxan]-3-yl}acetate)

PDB for NP0296480 (methyl 2-{3',4',9-trihydroxy-6'-methyl-5,10-dioxo-3,4-dihydrospiro[naphtho[2,3-c]pyran-1,2'-oxan]-3-yl}acetate)

3D PDB for NP0296480 (methyl 2-{3',4',9-trihydroxy-6'-methyl-5,10-dioxo-3,4-dihydrospiro[naphtho[2,3-c]pyran-1,2'-oxan]-3-yl}acetate)

SMILES for NP0296480 (methyl 2-{3',4',9-trihydroxy-6'-methyl-5,10-dioxo-3,4-dihydrospiro[naphtho[2,3-c]pyran-1,2'-oxan]-3-yl}acetate)

INCHI for NP0296480 (methyl 2-{3',4',9-trihydroxy-6'-methyl-5,10-dioxo-3,4-dihydrospiro[naphtho[2,3-c]pyran-1,2'-oxan]-3-yl}acetate)

Structure for NP0296480 (methyl 2-{3',4',9-trihydroxy-6'-methyl-5,10-dioxo-3,4-dihydrospiro[naphtho[2,3-c]pyran-1,2'-oxan]-3-yl}acetate)

3D Structure for NP0296480 (methyl 2-{3',4',9-trihydroxy-6'-methyl-5,10-dioxo-3,4-dihydrospiro[naphtho[2,3-c]pyran-1,2'-oxan]-3-yl}acetate)