NP-MRD: Showing NP-Card for 10-hydroxy-5-methoxy-8,8-dimethyl-2-oxo-9h,10h-pyrano[2,3-h]chromen-9-yl 3-methylbutanoate (NP0307705)

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Record Information

Version

2.0

Created at

2022-09-11 01:01:11 UTC

Updated at

2022-09-11 01:01:11 UTC

NP-MRD ID

NP0307705

Secondary Accession Numbers

None

Natural Product Identification

Common Name

10-hydroxy-5-methoxy-8,8-dimethyl-2-oxo-9h,10h-pyrano[2,3-h]chromen-9-yl 3-methylbutanoate

Description

Trans-Grandmarin isovalerate belongs to the class of organic compounds known as angular pyranocoumarins. These are organic compounds containing a pyran (or a hydrogenated derivative) angularly fused to a coumarin moiety. Trans-Grandmarin isovalerate is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, trans-Grandmarin isovalerate has been detected, but not quantified in, citrus. 10-hydroxy-5-methoxy-8,8-dimethyl-2-oxo-9h,10h-pyrano[2,3-h]chromen-9-yl 3-methylbutanoate is found in Citrus hassaku. This could make trans-grandmarin isovalerate a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 05061310482D          

 27 29  0  0  0  0            999 V2000
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1888    1.3808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7191    0.4623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  2  0  0  0  0
 10  1  1  0  0  0  0
 10  2  1  0  0  0  0
 10  8  1  0  0  0  0
 11  6  1  0  0  0  0
 12  9  2  0  0  0  0
 12 11  1  0  0  0  0
 13  9  1  0  0  0  0
 14  7  1  0  0  0  0
 15  8  1  0  0  0  0
 16 13  2  0  0  0  0
 17 16  1  0  0  0  0
 18 11  2  0  0  0  0
 18 16  1  0  0  0  0
 19 17  1  0  0  0  0
 20  3  1  0  0  0  0
 20  4  1  0  0  0  0
 20 19  1  0  0  0  0
 21 14  2  0  0  0  0
 22 15  2  0  0  0  0
 23 17  1  0  0  0  0
 24  5  1  0  0  0  0
 24 12  1  0  0  0  0
 25 14  1  0  0  0  0
 25 18  1  0  0  0  0
 26 15  1  0  0  0  0
 26 19  1  0  0  0  0
 27 13  1  0  0  0  0
 27 20  1  0  0  0  0
M  END

     RDKit          3D

 51 53  0  0  0  0  0  0  0  0999 V2000
    6.0541    1.9586   -0.1659 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6028    0.6833    0.1718 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2919    0.2608    0.0562 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3122    1.1061   -0.4180 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9877    0.7161   -0.5471 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6231   -0.5587   -0.1926 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5779   -1.4244    0.2835 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2421   -2.6601    0.6305 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1372   -3.4896    1.0828 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8099   -4.6797    1.4163 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4772   -3.1466    1.2307 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8773   -1.8748    0.8842 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9093   -1.0167    0.4080 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1935   -0.9141   -0.3536 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1384   -2.0813    0.3221 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6028    0.2732    0.1208 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9481   -0.0089    0.3430 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5607    0.0679    1.5954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8123    0.4162    2.5437 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0027   -0.2419    1.7936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6636   -0.6353    0.4898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1194   -0.9527    0.6672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5239    0.4879   -0.5090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3633    1.4470   -0.7810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0876    1.3469   -2.0949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8543    2.6897   -0.0353 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0078    1.5970   -1.0332 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1534    1.9574   -0.3657 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5448    2.3544   -1.0937 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7775    2.6567    0.6574 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5573    2.1140   -0.7066 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1618   -3.8906    1.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9159   -1.6166    1.0013 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0249   -1.0586   -1.4427 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0194   -2.8310   -0.2915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1637    0.5563    1.1233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5014    0.6987    2.1258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1735   -0.9988    2.5843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1608   -1.5727    0.1330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3101   -2.0342    0.8220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6177   -0.3270    1.4145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6178   -0.7109   -0.3165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4469    0.5623   -1.0803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2928    1.4623    0.0046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6662    0.3113   -1.2066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0661    1.8703   -2.0802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4782    1.8601   -2.8585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1652    0.2945   -2.3956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6507    2.4390    0.6833 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0221    3.1028    0.5175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2932    3.4343   -0.7417 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
  4  5  1  0
  5  6  2  0
  6 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 16 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
  6  7  1  0
  7 13  2  0
 13 12  1  0
 12 11  2  0
 11  9  1  0
  9 10  2  0
  9  8  1  0
 13  3  1  0
 27  5  1  0
  8  7  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  4 31  1  0
 14 34  1  6
 15 35  1  0
 16 36  1  1
 20 37  1  0
 20 38  1  0
 21 39  1  0
 22 40  1  0
 22 41  1  0
 22 42  1  0
 23 43  1  0
 23 44  1  0
 23 45  1  0
 25 46  1  0
 25 47  1  0
 25 48  1  0
 26 49  1  0
 26 50  1  0
 26 51  1  0
 12 33  1  0
 11 32  1  0
M  END


  Mrv0541 05061310482D          

 27 29  0  0  0  0            999 V2000
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1888    1.3808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7191    0.4623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  2  0  0  0  0
 10  1  1  0  0  0  0
 10  2  1  0  0  0  0
 10  8  1  0  0  0  0
 11  6  1  0  0  0  0
 12  9  2  0  0  0  0
 12 11  1  0  0  0  0
 13  9  1  0  0  0  0
 14  7  1  0  0  0  0
 15  8  1  0  0  0  0
 16 13  2  0  0  0  0
 17 16  1  0  0  0  0
 18 11  2  0  0  0  0
 18 16  1  0  0  0  0
 19 17  1  0  0  0  0
 20  3  1  0  0  0  0
 20  4  1  0  0  0  0
 20 19  1  0  0  0  0
 21 14  2  0  0  0  0
 22 15  2  0  0  0  0
 23 17  1  0  0  0  0
 24  5  1  0  0  0  0
 24 12  1  0  0  0  0
 25 14  1  0  0  0  0
 25 18  1  0  0  0  0
 26 15  1  0  0  0  0
 26 19  1  0  0  0  0
 27 13  1  0  0  0  0
 27 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0307705

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC2=C(C(O)C(OC(=O)CC(C)C)C(C)(C)O2)C2=C1C=CC(=O)O2

> <INCHI_IDENTIFIER>
InChI=1S/C20H24O7/c1-10(2)8-15(22)26-19-17(23)16-13(27-20(19,3)4)9-12(24-5)11-6-7-14(21)25-18(11)16/h6-7,9-10,17,19,23H,8H2,1-5H3

> <INCHI_KEY>
KULKFALUVSLOHX-UHFFFAOYSA-N

> <FORMULA>
C20H24O7

> <MOLECULAR_WEIGHT>
376.4004

> <EXACT_MASS>
376.152203122

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
39.37554792542305

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
14-hydroxy-8-methoxy-12,12-dimethyl-4-oxo-3,11-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(10),2(7),5,8-tetraen-13-yl 3-methylbutanoate

> <ALOGPS_LOGP>
2.89

> <JCHEM_LOGP>
2.5289752130000007

> <ALOGPS_LOGS>
-3.30

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.845632776392623

> <JCHEM_PKA_STRONGEST_BASIC>
-3.741120223605866

> <JCHEM_POLAR_SURFACE_AREA>
91.29000000000002

> <JCHEM_REFRACTIVITY>
96.93959999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.90e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
14-hydroxy-8-methoxy-12,12-dimethyl-4-oxo-3,11-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(10),2(7),5,8-tetraen-13-yl 3-methylbutanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.819   2.577   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.809   0.863   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      17.338   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      16.004   4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      16.004   6.160   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.337   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.671   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      14.671   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.003   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.671   6.930   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.003   3.850   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      13.337   4.620   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      14.671   8.470   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       6.668   2.310   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      10.669   6.160   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      16.004   1.540   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      13.337   6.160   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       8.002   4.620   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      10.669   1.540   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   10                                                            
CONECT    3   20                                                            
CONECT    4   20                                                            
CONECT    5   24                                                            
CONECT    6    7   11                                                       
CONECT    7    6   14                                                       
CONECT    8   10   15                                                       
CONECT    9   12   13                                                       
CONECT   10    1    2    8                                                  
CONECT   11    6   12   18                                                  
CONECT   12    9   11   24                                                  
CONECT   13    9   16   27                                                  
CONECT   14    7   21   25                                                  
CONECT   15    8   22   26                                                  
CONECT   16   13   17   18                                                  
CONECT   17   16   19   23                                                  
CONECT   18   11   16   25                                                  
CONECT   19   17   20   26                                                  
CONECT   20    3    4   19   27                                             
CONECT   21   14                                                            
CONECT   22   15                                                            
CONECT   23   17                                                            
CONECT   24    5   12                                                       
CONECT   25   14   18                                                       
CONECT   26   15   19                                                       
CONECT   27   13   20                                                       
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

View in JSmol

Synonyms

Value	Source
trans-Grandmarin isovaleric acid	Generator
10-Hydroxy-5-methoxy-8,8-dimethyl-2-oxo-2H,8H,9H,10H-pyrano[2,3-H]chromen-9-yl 3-methylbutanoic acid	Generator

Chemical Formula

C₂₀H₂₄O₇

Average Mass

376.4004 Da

Monoisotopic Mass

376.15220 Da

IUPAC Name

14-hydroxy-8-methoxy-12,12-dimethyl-4-oxo-3,11-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(10),2(7),5,8-tetraen-13-yl 3-methylbutanoate

Traditional Name

14-hydroxy-8-methoxy-12,12-dimethyl-4-oxo-3,11-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(10),2(7),5,8-tetraen-13-yl 3-methylbutanoate

CAS Registry Number

Not Available

SMILES

COC1=CC2=C(C(O)C(OC(=O)CC(C)C)C(C)(C)O2)C2=C1C=CC(=O)O2

InChI Identifier

InChI=1S/C20H24O7/c1-10(2)8-15(22)26-19-17(23)16-13(27-20(19,3)4)9-12(24-5)11-6-7-14(21)25-18(11)16/h6-7,9-10,17,19,23H,8H2,1-5H3

InChI Key

KULKFALUVSLOHX-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

Species Name	Source	Reference
Citrus hassaku	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as angular pyranocoumarins. These are organic compounds containing a pyran (or a hydrogenated derivative) angularly fused to a coumarin moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Pyranocoumarins

Direct Parent

Angular pyranocoumarins

Alternative Parents

Substituents

Angular pyranocoumarin
Pyranochromene
2,2-dimethyl-1-benzopyran
Chromane
Benzopyran
1-benzopyran
Anisole
Alkyl aryl ether
Fatty acid ester
Pyranone
Fatty acyl
Pyran
Benzenoid
Heteroaromatic compound
Lactone
Carboxylic acid ester
Secondary alcohol
Monocarboxylic acid or derivatives
Oxacycle
Ether
Carboxylic acid derivative
Organoheterocyclic compound
Organic oxygen compound
Alcohol
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
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	2.89	ALOGPS
logP	2.53	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	12.85	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	91.29 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	96.94 m³·mol⁻¹	ChemAxon
Polarizability	39.38 Å³	ChemAxon
Number of Rings	3	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

HMDB0039032

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB018528

KNApSAcK ID

C00019882

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

14213973

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 10-hydroxy-5-methoxy-8,8-dimethyl-2-oxo-9h,10h-pyrano[2,3-h]chromen-9-yl 3-methylbutanoate (NP0307705)

MOL for NP0307705 (10-hydroxy-5-methoxy-8,8-dimethyl-2-oxo-9h,10h-pyrano[2,3-h]chromen-9-yl 3-methylbutanoate)

3D MOL for NP0307705 (10-hydroxy-5-methoxy-8,8-dimethyl-2-oxo-9h,10h-pyrano[2,3-h]chromen-9-yl 3-methylbutanoate)

3D SDF for NP0307705 (10-hydroxy-5-methoxy-8,8-dimethyl-2-oxo-9h,10h-pyrano[2,3-h]chromen-9-yl 3-methylbutanoate)

3D-SDF for NP0307705 (10-hydroxy-5-methoxy-8,8-dimethyl-2-oxo-9h,10h-pyrano[2,3-h]chromen-9-yl 3-methylbutanoate)

PDB for NP0307705 (10-hydroxy-5-methoxy-8,8-dimethyl-2-oxo-9h,10h-pyrano[2,3-h]chromen-9-yl 3-methylbutanoate)

3D PDB for NP0307705 (10-hydroxy-5-methoxy-8,8-dimethyl-2-oxo-9h,10h-pyrano[2,3-h]chromen-9-yl 3-methylbutanoate)

SMILES for NP0307705 (10-hydroxy-5-methoxy-8,8-dimethyl-2-oxo-9h,10h-pyrano[2,3-h]chromen-9-yl 3-methylbutanoate)

INCHI for NP0307705 (10-hydroxy-5-methoxy-8,8-dimethyl-2-oxo-9h,10h-pyrano[2,3-h]chromen-9-yl 3-methylbutanoate)

Structure for NP0307705 (10-hydroxy-5-methoxy-8,8-dimethyl-2-oxo-9h,10h-pyrano[2,3-h]chromen-9-yl 3-methylbutanoate)

3D Structure for NP0307705 (10-hydroxy-5-methoxy-8,8-dimethyl-2-oxo-9h,10h-pyrano[2,3-h]chromen-9-yl 3-methylbutanoate)