NP-MRD: Showing NP-Card for Xanthoplanine (NP0136996)

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Record Information

Version

2.0

Created at

2022-05-30 16:38:28 UTC

Updated at

2022-05-30 16:38:28 UTC

NP-MRD ID

NP0136996

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Xanthoplanine

Description

Xanthoplanine belongs to the class of organic compounds known as aporphines. These are quinoline alkaloids containing the dibenzo[de,g]quinoline ring system or a dehydrogenated derivative thereof. Xanthoplanine is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, xanthoplanine has been detected, but not quantified in, fruits. Xanthoplanine is found in Cryptocarya mandioccana, Dehaasia incrassata and Thalictrum foliolosum. This could make xanthoplanine a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 05061307042D          

 26 29  0  0  0  0            999 V2000
    0.8986   -2.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9592   -2.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    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
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    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
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    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
    4.2868    0.0000    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
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    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
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    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
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    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   -1.6500    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    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
  7  6  1  0  0  0  0
 12  6  1  0  0  0  0
 12 10  2  0  0  0  0
 13  8  1  0  0  0  0
 13  9  2  0  0  0  0
 14 11  2  0  0  0  0
 14 13  1  0  0  0  0
 15  8  1  0  0  0  0
 16  9  1  0  0  0  0
 17 11  1  0  0  0  0
 17 16  2  0  0  0  0
 18 10  1  0  0  0  0
 19 12  1  0  0  0  0
 19 15  1  0  0  0  0
 20 14  1  0  0  0  0
 20 19  2  0  0  0  0
 21 18  2  0  0  0  0
 21 20  1  0  0  0  0
 22  1  1  0  0  0  0
 22  2  1  0  0  0  0
 22  7  1  0  0  0  0
 22 15  1  0  0  0  0
 23 16  1  0  0  0  0
 24  3  1  0  0  0  0
 24 17  1  0  0  0  0
 25  4  1  0  0  0  0
 25 18  1  0  0  0  0
 26  5  1  0  0  0  0
 26 21  1  0  0  0  0
M  CHG  1  22   1
M  END

     RDKit          3D

 52 55  0  0  0  0  0  0  0  0999 V2000
    5.2812   -1.1390    0.0407 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4855   -2.3125    0.1680 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1082   -2.2621    0.2532 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4807   -1.0043    0.2120 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1118   -0.9617    0.2951 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3591   -2.0935    0.4175 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0261   -3.3286    0.4558 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3868   -3.4143    0.3741 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9917   -4.6643    0.4163 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1075   -2.1096    0.5037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8080   -0.8274    0.6052 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9484    0.3679    0.5035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6540    1.5740    0.5802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9447    2.7502    0.4789 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4191    2.7121    0.3050 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0839    3.9136    0.2088 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4732    5.1686    0.2749 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1470    1.5126    0.2234 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5135    1.6385    0.0248 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8625    1.8588   -1.3785 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4355    0.3477    0.3305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1153    1.4940    0.7757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7611    0.4281   -0.0365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9659   -0.7241   -0.2789 N   0  0  0  0  0  4  0  0  0  0  0  0
   -3.7950   -1.9071   -0.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5367   -0.6628   -1.6778 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9184   -0.5062   -0.8074 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1686   -0.5301    0.9530 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3282   -1.4151   -0.1872 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0928   -0.1563    0.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4003   -4.2149    0.5543 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4089   -5.4821    0.5068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4861   -2.7722   -0.3244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3194   -2.7704    1.4154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2651   -0.7543    1.6407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4969    3.6920    0.5409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0479    5.3514    1.2406 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2634    5.9355    0.1463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2440    5.3161   -0.5755 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9248    1.5648   -1.5006 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8037    2.9435   -1.6066 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2410    1.2292   -2.0248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5540    2.4763    0.4250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3972    1.4419    1.8479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6624    0.0938    0.5584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1883    0.8050   -0.9842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4676   -2.7182   -0.8407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6733   -2.2892    0.8801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8546   -1.7022   -0.3666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6178   -0.0718   -1.7962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4734   -1.6838   -2.1103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3315   -0.1376   -2.2577 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  8  2  0
  8  9  1  0
  8  7  1  0
  7  6  2  0
  6 10  1  0
 10 11  1  0
 11 12  1  0
 12 21  2  0
 21 18  1  0
 18 19  1  0
 19 20  1  0
 18 15  2  0
 15 16  1  0
 16 17  1  0
 15 14  1  0
 14 13  2  0
 13 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 21  5  1  0
  5  4  2  0
  4  3  1  0
  5  6  1  0
 24 11  1  0
 13 12  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  9 32  1  0
  7 31  1  0
 10 33  1  0
 10 34  1  0
 11 35  1  1
 20 40  1  0
 20 41  1  0
 20 42  1  0
 17 37  1  0
 17 38  1  0
 17 39  1  0
 14 36  1  0
 22 43  1  0
 22 44  1  0
 23 45  1  0
 23 46  1  0
 25 47  1  0
 25 48  1  0
 25 49  1  0
 26 50  1  0
 26 51  1  0
 26 52  1  0
  4 30  1  0
M  CHG  1  24   1
M  END


  Mrv0541 05061307042D          

 26 29  0  0  0  0            999 V2000
    0.8986   -2.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9592   -2.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    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
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    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
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    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
    4.2868    0.0000    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
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    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
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    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
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    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   -1.6500    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    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
  7  6  1  0  0  0  0
 12  6  1  0  0  0  0
 12 10  2  0  0  0  0
 13  8  1  0  0  0  0
 13  9  2  0  0  0  0
 14 11  2  0  0  0  0
 14 13  1  0  0  0  0
 15  8  1  0  0  0  0
 16  9  1  0  0  0  0
 17 11  1  0  0  0  0
 17 16  2  0  0  0  0
 18 10  1  0  0  0  0
 19 12  1  0  0  0  0
 19 15  1  0  0  0  0
 20 14  1  0  0  0  0
 20 19  2  0  0  0  0
 21 18  2  0  0  0  0
 21 20  1  0  0  0  0
 22  1  1  0  0  0  0
 22  2  1  0  0  0  0
 22  7  1  0  0  0  0
 22 15  1  0  0  0  0
 23 16  1  0  0  0  0
 24  3  1  0  0  0  0
 24 17  1  0  0  0  0
 25  4  1  0  0  0  0
 25 18  1  0  0  0  0
 26  5  1  0  0  0  0
 26 21  1  0  0  0  0
M  CHG  1  22   1
M  END
> <DATABASE_ID>
NP0136996

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(O)C=C2CC3C4=C(C(OC)=C(OC)C=C4CC[N+]3(C)C)C2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H25NO4/c1-22(2)7-6-12-10-18(25-4)21(26-5)20-14-11-17(24-3)16(23)9-13(14)8-15(22)19(12)20/h9-11,15H,6-8H2,1-5H3/p+1

> <INCHI_KEY>
FGUCOPALAZXICJ-UHFFFAOYSA-O

> <FORMULA>
C21H26NO4

> <MOLECULAR_WEIGHT>
356.4354

> <EXACT_MASS>
356.186183325

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
39.791875030974786

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-hydroxy-4,15,16-trimethoxy-10,10-dimethyl-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,13,15-hexaen-10-ium

> <ALOGPS_LOGP>
0.80

> <JCHEM_LOGP>
-1.237503707471745

> <ALOGPS_LOGS>
-5.52

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.097711922655702

> <JCHEM_PKA_STRONGEST_BASIC>
-4.423959165774138

> <JCHEM_POLAR_SURFACE_AREA>
47.92

> <JCHEM_REFRACTIVITY>
113.3104

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.18e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-hydroxy-4,15,16-trimethoxy-10,10-dimethyl-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,13,15-hexaen-10-ium

> <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       1.677  -4.260   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.657  -4.260   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0       2.667  -3.080   0.000  0.00  0.00           N+1
HETATM   23  O   UNK     0      10.669  -3.080   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      10.669   0.000   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       6.668   2.310   0.000  0.00  0.00           O+0
CONECT    1   22                                                            
CONECT    2   22                                                            
CONECT    3   24                                                            
CONECT    4   25                                                            
CONECT    5   26                                                            
CONECT    6    7   12                                                       
CONECT    7    6   22                                                       
CONECT    8   13   15                                                       
CONECT    9   13   16                                                       
CONECT   10   12   18                                                       
CONECT   11   14   17                                                       
CONECT   12    6   10   19                                                  
CONECT   13    8    9   14                                                  
CONECT   14   11   13   20                                                  
CONECT   15    8   19   22                                                  
CONECT   16    9   17   23                                                  
CONECT   17   11   16   24                                                  
CONECT   18   10   21   25                                                  
CONECT   19   12   15   20                                                  
CONECT   20   14   19   21                                                  
CONECT   21   18   20   26                                                  
CONECT   22    1    2    7   15                                             
CONECT   23   16                                                            
CONECT   24    3   17                                                       
CONECT   25    4   18                                                       
CONECT   26    5   21                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

View in JSmol

Synonyms

Value	Source
(+)-Xanthoplanine	HMDB

Chemical Formula

C₂₁H₂₆NO₄

Average Mass

356.4354 Da

Monoisotopic Mass

356.18618 Da

IUPAC Name

5-hydroxy-4,15,16-trimethoxy-10,10-dimethyl-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,13,15-hexaen-10-ium

Traditional Name

5-hydroxy-4,15,16-trimethoxy-10,10-dimethyl-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,13,15-hexaen-10-ium

CAS Registry Number

Not Available

SMILES

COC1=C(O)C=C2CC3C4=C(C(OC)=C(OC)C=C4CC[N+]3(C)C)C2=C1

InChI Identifier

InChI=1S/C21H25NO4/c1-22(2)7-6-12-10-18(25-4)21(26-5)20-14-11-17(24-3)16(23)9-13(14)8-15(22)19(12)20/h9-11,15H,6-8H2,1-5H3/p+1

InChI Key

FGUCOPALAZXICJ-UHFFFAOYSA-O

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
Cryptocarya mandioccana	LOTUS Database	35616633
Dehaasia incrassata	LOTUS Database	35616633
Thalictrum foliolosum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aporphines. These are quinoline alkaloids containing the dibenzo[de,g]quinoline ring system or a dehydrogenated derivative thereof.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Aporphines

Sub Class

Not Available

Direct Parent

Aporphines

Alternative Parents

Not Available

Substituents

Not Available

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	0.8	ALOGPS
logP	-1.2	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	7.1	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	47.92 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	113.31 m³·mol⁻¹	ChemAxon
Polarizability	39.79 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0033356

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB011384

KNApSAcK ID

C00027170

Chemspider ID

4474684

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5315336

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Xanthoplanine (NP0136996)

MOL for NP0136996 (Xanthoplanine)

3D MOL for NP0136996 (Xanthoplanine)

3D SDF for NP0136996 (Xanthoplanine)

3D-SDF for NP0136996 (Xanthoplanine)

PDB for NP0136996 (Xanthoplanine)

3D PDB for NP0136996 (Xanthoplanine)

SMILES for NP0136996 (Xanthoplanine)

INCHI for NP0136996 (Xanthoplanine)

Structure for NP0136996 (Xanthoplanine)

3D Structure for NP0136996 (Xanthoplanine)