NP-MRD: Showing NP-Card for (-)-Margrapine B (NP0083385)

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Record Information

Version

2.0

Created at

2022-04-29 04:27:08 UTC

Updated at

2022-04-29 04:27:08 UTC

NP-MRD ID

NP0083385

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(-)-Margrapine B

Description

Margrapine B belongs to the class of organic compounds known as acridones. These are acridines containing a ketone group attached to the C9 carbon atom of the acridine moiety. Margrapine B is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Margrapine B has been detected, but not quantified in, citrus. (-)-Margrapine B is found in Citrus aurantium and Citrus paradisi . This could make margrapine b a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 05061305512D          

 30 33  0  0  0  0            999 V2000
    0.9340    4.9573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3300    4.9573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    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
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   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
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    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
    1.4289    2.4750    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
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   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
    4.2868    2.4750    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
    0.3020    4.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  2  0  0  0  0
 10  7  1  0  0  0  0
 11  9  2  0  0  0  0
 12  8  1  0  0  0  0
 13  9  1  0  0  0  0
 14 11  1  0  0  0  0
 15 13  2  0  0  0  0
 16 10  2  0  0  0  0
 17 14  2  0  0  0  0
 17 15  1  0  0  0  0
 18 10  1  0  0  0  0
 18 14  1  0  0  0  0
 19 15  1  0  0  0  0
 20 12  2  0  0  0  0
 20 16  1  0  0  0  0
 21 19  1  0  0  0  0
 22  1  1  0  0  0  0
 22  2  1  0  0  0  0
 22 21  1  0  0  0  0
 23  3  1  0  0  0  0
 23 16  1  0  0  0  0
 23 17  1  0  0  0  0
 24 11  1  0  0  0  0
 25 18  2  0  0  0  0
 26 19  1  0  0  0  0
 27  4  1  0  0  0  0
 27 12  1  0  0  0  0
 28  5  1  0  0  0  0
 28 13  1  0  0  0  0
 29  6  1  0  0  0  0
 29 20  1  0  0  0  0
 30 21  1  0  0  0  0
 30 22  1  0  0  0  0
M  END

     RDKit          3D

 55 58  0  0  0  0  0  0  0  0999 V2000
    6.7678    1.8785   -0.1012 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4600    1.7411    0.4244 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5176    0.8840   -0.1074 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8449    0.1152   -1.1994 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8584   -0.7172   -1.6829 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5917   -0.8093   -1.1283 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6510   -1.6236   -1.6932 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9194   -2.3454   -2.7056 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3824   -1.6722   -1.1668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5759   -2.4287   -1.8167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2169   -3.1932   -2.9171 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8584   -2.4298   -1.3863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1612   -1.6611   -0.2970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4917   -1.6404    0.1967 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5045   -2.3965   -0.4358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2307   -0.8591    0.4223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6241   -0.1118    1.5821 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2919   -1.3877    2.1859 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9863    0.5878    1.5784 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9982    1.9574    1.2410 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6790    0.9975    0.4244 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2411    1.2327   -0.9856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2258    1.1274    0.5252 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0693   -0.8799   -0.0332 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0174   -0.0936    0.5081 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8297    0.5014    1.7838 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2864   -0.0116   -0.0068 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2540    0.8363    0.4953 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0178    1.6684    1.5837 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5726    3.0110    1.2839 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2127    2.8274    0.3308 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7065    1.9842   -1.2108 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4254    1.0243    0.1193 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8185    0.1585   -1.6587 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0409   -1.3670   -2.5507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8982   -3.7556   -3.4094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6398   -2.9927   -1.8510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2777   -3.4608   -0.2258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5865   -2.1735   -1.5065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4677   -2.1673    0.0575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1819   -0.0818    2.5500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5819   -2.0350    2.2370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4930    0.5622    2.5623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9697    0.7602   -1.7077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3722    2.3371   -1.1896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1975    1.0308   -1.2172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5845    0.8664    1.5220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6199    0.3978   -0.2016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5250    2.1349    0.1708 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3649    1.4309    1.8823 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8404    0.5141    2.3192 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6047   -0.2826    2.6103 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4317    3.6902    1.4478 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1596    3.0477    0.2675 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8357    3.2720    2.0804 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 28  2  0
 28 29  1  0
 29 30  1  0
 28 27  1  0
 27  6  2  0
  6  5  1  0
  5  4  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 24  2  0
 24 25  1  0
 25 26  1  0
 24 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  6
 21 23  1  0
 16 13  2  0
 13 14  1  0
 14 15  1  0
 13 12  1  0
 12 10  2  0
 10 11  1  0
  4  3  1  0
 10  9  1  0
 25 27  1  0
 21 19  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
 30 53  1  0
 30 54  1  0
 30 55  1  0
  5 35  1  0
  4 34  1  0
 26 50  1  0
 26 51  1  0
 26 52  1  0
 17 41  1  1
 18 42  1  0
 19 43  1  1
 22 44  1  0
 22 45  1  0
 22 46  1  0
 23 47  1  0
 23 48  1  0
 23 49  1  0
 15 38  1  0
 15 39  1  0
 15 40  1  0
 12 37  1  0
 11 36  1  0
M  END


  Mrv0541 05061305512D          

 30 33  0  0  0  0            999 V2000
    0.9340    4.9573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3300    4.9573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    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
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   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
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    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
    1.4289    2.4750    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
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   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
    4.2868    2.4750    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
    0.3020    4.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  2  0  0  0  0
 10  7  1  0  0  0  0
 11  9  2  0  0  0  0
 12  8  1  0  0  0  0
 13  9  1  0  0  0  0
 14 11  1  0  0  0  0
 15 13  2  0  0  0  0
 16 10  2  0  0  0  0
 17 14  2  0  0  0  0
 17 15  1  0  0  0  0
 18 10  1  0  0  0  0
 18 14  1  0  0  0  0
 19 15  1  0  0  0  0
 20 12  2  0  0  0  0
 20 16  1  0  0  0  0
 21 19  1  0  0  0  0
 22  1  1  0  0  0  0
 22  2  1  0  0  0  0
 22 21  1  0  0  0  0
 23  3  1  0  0  0  0
 23 16  1  0  0  0  0
 23 17  1  0  0  0  0
 24 11  1  0  0  0  0
 25 18  2  0  0  0  0
 26 19  1  0  0  0  0
 27  4  1  0  0  0  0
 27 12  1  0  0  0  0
 28  5  1  0  0  0  0
 28 13  1  0  0  0  0
 29  6  1  0  0  0  0
 29 20  1  0  0  0  0
 30 21  1  0  0  0  0
 30 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0083385

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(OC)C2=C(C=C1)C(=O)C1=C(N2C)C(C(O)C2OC2(C)C)=C(OC)C=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C22H25NO7/c1-22(2)21(30-22)19(26)15-13(28-5)9-11(24)14-17(15)23(3)16-10(18(14)25)7-8-12(27-4)20(16)29-6/h7-9,19,21,24,26H,1-6H3

> <INCHI_KEY>
IPKWOZPFADULKT-UHFFFAOYSA-N

> <FORMULA>
C22H25NO7

> <MOLECULAR_WEIGHT>
415.4364

> <EXACT_MASS>
415.163102159

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
42.71908415099481

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[(3,3-dimethyloxiran-2-yl)(hydroxy)methyl]-1-hydroxy-3,5,6-trimethoxy-10-methyl-9,10-dihydroacridin-9-one

> <ALOGPS_LOGP>
2.61

> <JCHEM_LOGP>
2.8272113736666658

> <ALOGPS_LOGS>
-2.87

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.114050990302708

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.97157129798143

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6633792958747535

> <JCHEM_POLAR_SURFACE_AREA>
100.99000000000001

> <JCHEM_REFRACTIVITY>
109.61669999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.63e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[(3,3-dimethyloxiran-2-yl)(hydroxy)methyl]-1-hydroxy-3,5,6-trimethoxy-10-methylacridin-9-one

> <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       1.743   9.254   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.616   9.254   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.669   6.160   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.668   6.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.564   8.264   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0       5.335   4.620   0.000  0.00  0.00           N+0
HETATM   24  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       4.001   6.930   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      10.669   4.620   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       0.000   4.620   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       8.002   6.160   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -0.206   6.930   0.000  0.00  0.00           O+0
CONECT    1   22                                                            
CONECT    2   22                                                            
CONECT    3   23                                                            
CONECT    4   27                                                            
CONECT    5   28                                                            
CONECT    6   29                                                            
CONECT    7    8   10                                                       
CONECT    8    7   12                                                       
CONECT    9   11   13                                                       
CONECT   10    7   16   18                                                  
CONECT   11    9   14   24                                                  
CONECT   12    8   20   27                                                  
CONECT   13    9   15   28                                                  
CONECT   14   11   17   18                                                  
CONECT   15   13   17   19                                                  
CONECT   16   10   20   23                                                  
CONECT   17   14   15   23                                                  
CONECT   18   10   14   25                                                  
CONECT   19   15   21   26                                                  
CONECT   20   12   16   29                                                  
CONECT   21   19   22   30                                                  
CONECT   22    1    2   21   30                                             
CONECT   23    3   16   17                                                  
CONECT   24   11                                                            
CONECT   25   18                                                            
CONECT   26   19                                                            
CONECT   27    4   12                                                       
CONECT   28    5   13                                                       
CONECT   29    6   20                                                       
CONECT   30   21   22                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₂₅NO₇

Average Mass

415.4364 Da

Monoisotopic Mass

415.16310 Da

IUPAC Name

4-[(3,3-dimethyloxiran-2-yl)(hydroxy)methyl]-1-hydroxy-3,5,6-trimethoxy-10-methyl-9,10-dihydroacridin-9-one

Traditional Name

4-[(3,3-dimethyloxiran-2-yl)(hydroxy)methyl]-1-hydroxy-3,5,6-trimethoxy-10-methylacridin-9-one

CAS Registry Number

Not Available

SMILES

COC1=C(OC)C2=C(C=C1)C(=O)C1=C(N2C)C(C(O)C2OC2(C)C)=C(OC)C=C1O

InChI Identifier

InChI=1S/C22H25NO7/c1-22(2)21(30-22)19(26)15-13(28-5)9-11(24)14-17(15)23(3)16-10(18(14)25)7-8-12(27-4)20(16)29-6/h7-9,19,21,24,26H,1-6H3

InChI Key

IPKWOZPFADULKT-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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 aurantium	LOTUS Database	35616633
Citrus paradisi	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acridones. These are acridines containing a ketone group attached to the C9 carbon atom of the acridine moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Benzoquinolines

Direct Parent

Acridones

Alternative Parents

Substituents

Acridone
Dihydroquinolone
Dihydroquinoline
Anisole
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Pyridine
Benzenoid
Heteroaromatic compound
Vinylogous amide
Vinylogous acid
Secondary alcohol
Dialkyl ether
Oxirane
Ether
Oxacycle
Azacycle
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Organopnictogen compound
Aromatic 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	2.61	ALOGPS
logP	2.83	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	9.97	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	100.99 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	109.62 m³·mol⁻¹	ChemAxon
Polarizability	42.72 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

HMDB0031279

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB003323

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

102003359

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (-)-Margrapine B (NP0083385)

MOL for NP0083385 ((-)-Margrapine B)

3D MOL for NP0083385 ((-)-Margrapine B)

3D SDF for NP0083385 ((-)-Margrapine B)

3D-SDF for NP0083385 ((-)-Margrapine B)

PDB for NP0083385 ((-)-Margrapine B)

3D PDB for NP0083385 ((-)-Margrapine B)

SMILES for NP0083385 ((-)-Margrapine B)

INCHI for NP0083385 ((-)-Margrapine B)

Structure for NP0083385 ((-)-Margrapine B)

3D Structure for NP0083385 ((-)-Margrapine B)