NP-MRD: Showing NP-Card for (2r)-3-hydroxy-1-({4-methoxy-7-oxofuro[3,2-g]chromen-9-yl}oxy)-3-methylbutan-2-yl acetate (NP0232803)

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Record Information

Version

2.0

Created at

2022-09-06 14:09:29 UTC

Updated at

2022-09-06 14:09:29 UTC

NP-MRD ID

NP0232803

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r)-3-hydroxy-1-({4-methoxy-7-oxofuro[3,2-g]chromen-9-yl}oxy)-3-methylbutan-2-yl acetate

Description

Sec-O-acetylbyakangelicin belongs to the class of organic compounds known as 5-methoxypsoralens. These are psoralens containing a methoxy group attached at the C5 position of the psoralen group. (2r)-3-hydroxy-1-({4-methoxy-7-oxofuro[3,2-g]chromen-9-yl}oxy)-3-methylbutan-2-yl acetate is found in Angelica dahurica. Based on a literature review very few articles have been published on Sec-O-acetylbyakangelicin.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309062216092D          

 27 29  0  0  1  0            999 V2000
   -2.8579   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7565   -3.1605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4209   -2.4068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6005   -2.4930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -1.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   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
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  4  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 12 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 17 20  1  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  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
  3 27  1  0  0  0  0
 21 27  2  0  0  0  0
M  END

     RDKit          3D

 47 49  0  0  0  0  0  0  0  0999 V2000
   -6.0099   -0.4242    1.1364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1509   -0.8363    0.0670 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7977   -0.5441    0.1278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9547   -1.4591    0.7246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0891   -2.6910    1.3315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8215   -3.1106    1.7417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9755   -2.1702    1.3936 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5961   -1.1807    0.7932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1114    0.0056    0.2638 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2204    0.3049    0.3177 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1554   -0.0475   -0.6842 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5267    0.4180   -0.3378 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0573   -0.0824    0.8373 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4568    0.6333    1.9375 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0069   -0.0781    3.1180 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3308    1.8758    1.8796 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4645    0.1487   -1.4841 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6758   -1.3209   -1.7169 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8080    0.8104   -1.2927 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8758    0.6751   -2.6372 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9623    0.9226   -0.3352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4841    2.0546   -0.8380 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2605    2.9427   -1.4108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8058    4.0296   -1.8942 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6216    2.7515   -1.5242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1287    1.5696   -1.0005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3119    0.6430   -0.4018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0478   -0.3457    0.7850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7032    0.5940    1.4934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9779   -1.1415    1.9755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0174   -3.2251    1.4599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6203   -4.0476    2.2503 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1098   -1.1199   -0.9454 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8398    0.5028   -1.6047 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4777    1.5411   -0.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6115   -1.1044    3.2123 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7441    0.4439    4.0711 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1139   -0.0602    3.0472 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7104   -1.7580   -2.0377 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4343   -1.4087   -2.5373 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0805   -1.8436   -0.8318 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6516    1.8700   -1.0268 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4207    0.2762   -0.5348 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3569    0.7870   -2.2559 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7870   -0.0026   -3.3607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2721    3.4670   -1.9895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1962    1.3393   -1.0485 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  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 12 17  1  0
 17 18  1  0
 17 19  1  0
 17 20  1  0
  9 21  1  0
 21 27  2  0
 27 26  1  0
 26 25  2  0
 25 23  1  0
 23 24  2  0
 23 22  1  0
 27  3  1  0
  8  4  1  0
 22 21  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  5 31  1  0
  6 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  1
 15 36  1  0
 15 37  1  0
 15 38  1  0
 18 39  1  0
 18 40  1  0
 18 41  1  0
 19 42  1  0
 19 43  1  0
 19 44  1  0
 20 45  1  0
 26 47  1  0
 25 46  1  0
M  END


  Mrv1652309062216092D          

 27 29  0  0  1  0            999 V2000
   -2.8579   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7565   -3.1605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4209   -2.4068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6005   -2.4930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -1.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   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
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  4  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 12 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 17 20  1  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  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
  3 27  1  0  0  0  0
 21 27  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0232803

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C2C=COC2=C(OC[C@@H](OC(C)=O)C(C)(C)O)C2=C1C=CC(=O)O2

> <INCHI_IDENTIFIER>
InChI=1S/C19H20O8/c1-10(20)26-13(19(2,3)22)9-25-18-16-12(7-8-24-16)15(23-4)11-5-6-14(21)27-17(11)18/h5-8,13,22H,9H2,1-4H3/t13-/m1/s1

> <INCHI_KEY>
LCMMQFCZXXSQDH-CYBMUJFWSA-N

> <FORMULA>
C19H20O8

> <MOLECULAR_WEIGHT>
376.361

> <EXACT_MASS>
376.115817604

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
37.446198145616535

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R)-3-hydroxy-1-({4-methoxy-7-oxo-7H-furo[3,2-g]chromen-9-yl}oxy)-3-methylbutan-2-yl acetate

> <JCHEM_LOGP>
1.4449806340000004

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.227494561740954

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8652876229028665

> <JCHEM_POLAR_SURFACE_AREA>
104.43

> <JCHEM_REFRACTIVITY>
93.7794

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-3-hydroxy-1-({4-methoxy-7-oxofuro[3,2-g]chromen-9-yl}oxy)-3-methylbutan-2-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0      -5.335 -10.780   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -5.335  -9.240   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -4.001  -8.470   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.145  -5.900   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.519  -4.493   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -2.988  -4.654   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -2.667  -6.160   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.000  -6.160   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -3.850   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       2.667  -1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.897  -5.954   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.437  -3.286   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       4.001  -5.390   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -1.334  -8.470   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       0.000  -9.240   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       0.000 -10.780   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       1.334 -11.550   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -1.334 -11.550   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -2.667 -10.780   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -2.667  -9.240   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   27                                                  
CONECT    4    3    5    8                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    4    9                                                  
CONECT    9    8   10   21                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   12   18   19   20                                             
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   17                                                            
CONECT   21    9   22   27                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26    3   21                                                  
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₂₀O₈

Average Mass

376.3610 Da

Monoisotopic Mass

376.11582 Da

IUPAC Name

(2R)-3-hydroxy-1-({4-methoxy-7-oxo-7H-furo[3,2-g]chromen-9-yl}oxy)-3-methylbutan-2-yl acetate

Traditional Name

(2R)-3-hydroxy-1-({4-methoxy-7-oxofuro[3,2-g]chromen-9-yl}oxy)-3-methylbutan-2-yl acetate

CAS Registry Number

Not Available

SMILES

COC1=C2C=COC2=C(OC[C@@H](OC(C)=O)C(C)(C)O)C2=C1C=CC(=O)O2

InChI Identifier

InChI=1S/C19H20O8/c1-10(20)26-13(19(2,3)22)9-25-18-16-12(7-8-24-16)15(23-4)11-5-6-14(21)27-17(11)18/h5-8,13,22H,9H2,1-4H3/t13-/m1/s1

InChI Key

LCMMQFCZXXSQDH-CYBMUJFWSA-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
Angelica dahurica	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 5-methoxypsoralens. These are psoralens containing a methoxy group attached at the C5 position of the psoralen group.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Furanocoumarins

Direct Parent

5-methoxypsoralens

Alternative Parents

Substituents

5-methoxypsoralen
Benzopyran
1-benzopyran
Benzofuran
Anisole
Alkyl aryl ether
Pyranone
Pyran
Benzenoid
Tertiary alcohol
Heteroaromatic compound
Furan
Carboxylic acid ester
Lactone
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Ether
Monocarboxylic acid or derivatives
Organic oxygen compound
Alcohol
Carbonyl group
Organic oxide
Organooxygen compound
Hydrocarbon derivative
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	1.44	ChemAxon
pKa (Strongest Acidic)	14.23	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	104.43 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	93.78 m³·mol⁻¹	ChemAxon
Polarizability	37.45 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	Yes	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

23326930

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44144309

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2r)-3-hydroxy-1-({4-methoxy-7-oxofuro[3,2-g]chromen-9-yl}oxy)-3-methylbutan-2-yl acetate (NP0232803)

MOL for NP0232803 ((2r)-3-hydroxy-1-({4-methoxy-7-oxofuro[3,2-g]chromen-9-yl}oxy)-3-methylbutan-2-yl acetate)

3D MOL for NP0232803 ((2r)-3-hydroxy-1-({4-methoxy-7-oxofuro[3,2-g]chromen-9-yl}oxy)-3-methylbutan-2-yl acetate)

3D SDF for NP0232803 ((2r)-3-hydroxy-1-({4-methoxy-7-oxofuro[3,2-g]chromen-9-yl}oxy)-3-methylbutan-2-yl acetate)

3D-SDF for NP0232803 ((2r)-3-hydroxy-1-({4-methoxy-7-oxofuro[3,2-g]chromen-9-yl}oxy)-3-methylbutan-2-yl acetate)

PDB for NP0232803 ((2r)-3-hydroxy-1-({4-methoxy-7-oxofuro[3,2-g]chromen-9-yl}oxy)-3-methylbutan-2-yl acetate)

3D PDB for NP0232803 ((2r)-3-hydroxy-1-({4-methoxy-7-oxofuro[3,2-g]chromen-9-yl}oxy)-3-methylbutan-2-yl acetate)

SMILES for NP0232803 ((2r)-3-hydroxy-1-({4-methoxy-7-oxofuro[3,2-g]chromen-9-yl}oxy)-3-methylbutan-2-yl acetate)

INCHI for NP0232803 ((2r)-3-hydroxy-1-({4-methoxy-7-oxofuro[3,2-g]chromen-9-yl}oxy)-3-methylbutan-2-yl acetate)

Structure for NP0232803 ((2r)-3-hydroxy-1-({4-methoxy-7-oxofuro[3,2-g]chromen-9-yl}oxy)-3-methylbutan-2-yl acetate)

3D Structure for NP0232803 ((2r)-3-hydroxy-1-({4-methoxy-7-oxofuro[3,2-g]chromen-9-yl}oxy)-3-methylbutan-2-yl acetate)