NP-MRD: Showing NP-Card for 3,13,13,17-tetramethyl-21-oxa-12-azahexacyclo[10.7.1.1²,¹⁷.0⁵,²⁰.0⁶,¹¹.0¹⁴,¹⁹]henicosa-1,3,5(20),6(11),7,9-hexaen-16-ol (NP0154644)

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Record Information

Version

2.0

Created at

2022-09-02 11:35:29 UTC

Updated at

2022-09-02 11:35:29 UTC

NP-MRD ID

NP0154644

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3,13,13,17-tetramethyl-21-oxa-12-azahexacyclo[10.7.1.1²,¹⁷.0⁵,²⁰.0⁶,¹¹.0¹⁴,¹⁹]henicosa-1,3,5(20),6(11),7,9-hexaen-16-ol

Description

Murrayazolinol belongs to the class of organic compounds known as phenanthridines and derivatives. These are polycyclic compounds containing a phenanthridine moiety, which is a tricyclic system with two benzene rings joined by a pyridine forming a non-linear skeleton. Hydrogenated derivatives are also included. Murrayazolinol is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, murrayazolinol has been detected, but not quantified in, herbs and spices. 3,13,13,17-tetramethyl-21-oxa-12-azahexacyclo[10.7.1.1²,¹⁷.0⁵,²⁰.0⁶,¹¹.0¹⁴,¹⁹]henicosa-1,3,5(20),6(11),7,9-hexaen-16-ol is found in Murraya koenigii and Murraya paniculata. This could make murrayazolinol a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 05061310412D          

 26 31  0  0  0  0            999 V2000
    4.9161   -0.6910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0717    3.7641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0560    3.5398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6485    1.1773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5842    2.0434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8120    2.8363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1571    1.4497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6125    3.0356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9163    0.3298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3918    3.0198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3279    1.7252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7447    0.1160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9576    1.6489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6561    1.1417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5777    2.0186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5519    2.8023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1854    2.4419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0437    2.4031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0848    1.4160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2840    1.6763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4279    0.6585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7020    3.0266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8839    1.4869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0414    2.4783    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8268    2.6627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3608    0.7169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  2  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
 12  1  1  0  0  0  0
 12  9  2  0  0  0  0
 13  7  2  0  0  0  0
 14  9  1  0  0  0  0
 14 13  1  0  0  0  0
 15 11  1  0  0  0  0
 16 10  1  0  0  0  0
 16 15  1  0  0  0  0
 17  8  2  0  0  0  0
 17 13  1  0  0  0  0
 18 10  1  0  0  0  0
 19 15  1  0  0  0  0
 20 14  2  0  0  0  0
 20 19  1  0  0  0  0
 21 12  1  0  0  0  0
 21 19  2  0  0  0  0
 22  2  1  0  0  0  0
 22  3  1  0  0  0  0
 22 16  1  0  0  0  0
 23  4  1  0  0  0  0
 23 11  1  0  0  0  0
 23 18  1  0  0  0  0
 24 17  1  0  0  0  0
 24 20  1  0  0  0  0
 24 22  1  0  0  0  0
 25 18  1  0  0  0  0
 26 21  1  0  0  0  0
 26 23  1  0  0  0  0
M  END

     RDKit          3D

 51 56  0  0  0  0  0  0  0  0999 V2000
   -1.9129    3.8741    0.0941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9913    2.7214   -0.0349 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3848    2.8704    0.2389 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2103    1.7572    0.1113 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5383    1.4604    0.3943 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5841    2.2344    0.8238 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8258    1.6900    1.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9990    0.3406    0.8068 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9333   -0.4340    0.3722 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6967    0.0850    0.1559 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5352   -0.4566   -0.2536 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6763    0.5723   -0.2762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6297    0.4931   -0.5412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5246    1.5249   -0.4247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8725    1.2060   -0.6905 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0551   -0.2247   -0.2708 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5232   -0.3991   -0.1210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4854   -0.9253   -1.5120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0273   -0.7434   -1.3626 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5209   -1.8215   -0.3981 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0458   -1.3706    0.9191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3354   -0.6125    0.9426 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1255    0.5595    1.7142 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9900   -1.7626   -0.4946 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4227   -2.2294   -1.8881 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5048   -2.8100    0.4703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0503    4.3989   -0.8760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9054    3.5214    0.4772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5042    4.6361    0.8033 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8119    3.7900    0.5367 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4328    3.2885    0.9993 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6733    2.2775    1.3759 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9793   -0.1070    0.9709 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1146   -1.4794    0.2081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9511    0.4533    0.4496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0563   -0.5750   -1.0765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6858   -1.3286    0.5009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9214   -0.4412   -2.3805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7131   -2.0189   -1.4611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4977   -0.7050   -2.3031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8878   -2.8190   -0.6531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1844   -2.3085    1.5312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2695   -0.8086    1.5193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0590   -1.2314    1.5791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0860    0.2862    2.6788 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2257   -2.9905   -1.8320 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5824   -2.6921   -2.4409 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8755   -1.3685   -2.4557 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5387   -2.4716    1.5042 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4861   -3.2369    0.1101 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8001   -3.6691    0.4233 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 12  1  0
 12 11  1  0
 11 10  1  0
 10  9  2  0
  9  8  1  0
  8  7  2  0
  7  6  1  0
  6  5  2  0
 11 24  1  0
 24 25  1  0
 24 26  1  0
 24 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 16  1  0
 16 17  1  1
 16 18  1  0
 18 19  1  0
 19 13  1  0
 13 14  1  0
 14 15  1  0
 14  2  2  0
  5  4  1  0
 19 20  1  0
 13 12  2  0
  5 10  1  0
 15 16  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  9 34  1  0
  8 33  1  0
  7 32  1  0
  6 31  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
 20 41  1  6
 21 42  1  0
 21 43  1  0
 22 44  1  1
 23 45  1  0
 17 35  1  0
 17 36  1  0
 17 37  1  0
 18 38  1  0
 18 39  1  0
 19 40  1  6
M  END


  Mrv0541 05061310412D          

 26 31  0  0  0  0            999 V2000
    4.9161   -0.6910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0717    3.7641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0560    3.5398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6485    1.1773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5842    2.0434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8120    2.8363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1571    1.4497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6125    3.0356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9163    0.3298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3918    3.0198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3279    1.7252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7447    0.1160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9576    1.6489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6561    1.1417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5777    2.0186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5519    2.8023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1854    2.4419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0437    2.4031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0848    1.4160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2840    1.6763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4279    0.6585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7020    3.0266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8839    1.4869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0414    2.4783    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8268    2.6627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3608    0.7169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  2  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
 12  1  1  0  0  0  0
 12  9  2  0  0  0  0
 13  7  2  0  0  0  0
 14  9  1  0  0  0  0
 14 13  1  0  0  0  0
 15 11  1  0  0  0  0
 16 10  1  0  0  0  0
 16 15  1  0  0  0  0
 17  8  2  0  0  0  0
 17 13  1  0  0  0  0
 18 10  1  0  0  0  0
 19 15  1  0  0  0  0
 20 14  2  0  0  0  0
 20 19  1  0  0  0  0
 21 12  1  0  0  0  0
 21 19  2  0  0  0  0
 22  2  1  0  0  0  0
 22  3  1  0  0  0  0
 22 16  1  0  0  0  0
 23  4  1  0  0  0  0
 23 11  1  0  0  0  0
 23 18  1  0  0  0  0
 24 17  1  0  0  0  0
 24 20  1  0  0  0  0
 24 22  1  0  0  0  0
 25 18  1  0  0  0  0
 26 21  1  0  0  0  0
 26 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0154644

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=CC2=C3N(C4=CC=CC=C24)C(C)(C)C2CC(O)C4(C)CC2C3=C1O4

> <INCHI_IDENTIFIER>
InChI=1S/C23H25NO2/c1-12-9-14-13-7-5-6-8-17(13)24-20(14)19-15-11-23(4,26-21(12)19)18(25)10-16(15)22(24,2)3/h5-9,15-16,18,25H,10-11H2,1-4H3

> <INCHI_KEY>
SIYXICWJEWHFMI-UHFFFAOYSA-N

> <FORMULA>
C23H25NO2

> <MOLECULAR_WEIGHT>
347.4501

> <EXACT_MASS>
347.188529049

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
39.741103539432814

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,13,13,17-tetramethyl-21-oxa-12-azahexacyclo[10.7.1.1²,¹⁷.0⁵,²⁰.0⁶,¹¹.0¹⁴,¹⁹]henicosa-1,3,5(20),6,8,10-hexaen-16-ol

> <ALOGPS_LOGP>
4.78

> <JCHEM_LOGP>
4.2668556959999995

> <ALOGPS_LOGS>
-4.73

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.970467017647923

> <JCHEM_PKA_STRONGEST_BASIC>
-3.249117726480799

> <JCHEM_POLAR_SURFACE_AREA>
34.39

> <JCHEM_REFRACTIVITY>
102.66879999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.48e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,13,13,17-tetramethyl-21-oxa-12-azahexacyclo[10.7.1.1²,¹⁷.0⁵,²⁰.0⁶,¹¹.0¹⁴,¹⁹]henicosa-1,3,5(20),6,8,10-hexaen-16-ol

> <JCHEM_VEBER_RULE>
1

$$$$

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       9.177  -1.290   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.467   7.026   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.571   6.608   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      14.277   2.198   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.957   3.814   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.382   5.294   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.027   2.706   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.877   5.666   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.310   0.616   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.931   5.637   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.812   3.220   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.857   0.217   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.521   3.078   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.825   2.131   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.412   3.768   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.364   5.231   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.946   4.558   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      13.148   4.486   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.492   2.643   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.997   3.129   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.132   1.229   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.777   5.650   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      12.850   2.776   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0       7.544   4.626   0.000  0.00  0.00           N+0
HETATM   25  O   UNK     0      14.610   4.970   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      11.873   1.338   0.000  0.00  0.00           O+0
CONECT    1   12                                                            
CONECT    2   22                                                            
CONECT    3   22                                                            
CONECT    4   23                                                            
CONECT    5    6    7                                                       
CONECT    6    5    8                                                       
CONECT    7    5   13                                                       
CONECT    8    6   17                                                       
CONECT    9   12   14                                                       
CONECT   10   16   18                                                       
CONECT   11   15   23                                                       
CONECT   12    1    9   21                                                  
CONECT   13    7   14   17                                                  
CONECT   14    9   13   20                                                  
CONECT   15   11   16   19                                                  
CONECT   16   10   15   22                                                  
CONECT   17    8   13   24                                                  
CONECT   18   10   23   25                                                  
CONECT   19   15   20   21                                                  
CONECT   20   14   19   24                                                  
CONECT   21   12   19   26                                                  
CONECT   22    2    3   16   24                                             
CONECT   23    4   11   18   26                                             
CONECT   24   17   20   22                                                  
CONECT   25   18                                                            
CONECT   26   21   23                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₂₅NO₂

Average Mass

347.4501 Da

Monoisotopic Mass

347.18853 Da

IUPAC Name

3,13,13,17-tetramethyl-21-oxa-12-azahexacyclo[10.7.1.1²,¹⁷.0⁵,²⁰.0⁶,¹¹.0¹⁴,¹⁹]henicosa-1,3,5(20),6,8,10-hexaen-16-ol

Traditional Name

3,13,13,17-tetramethyl-21-oxa-12-azahexacyclo[10.7.1.1²,¹⁷.0⁵,²⁰.0⁶,¹¹.0¹⁴,¹⁹]henicosa-1,3,5(20),6,8,10-hexaen-16-ol

CAS Registry Number

Not Available

SMILES

CC1=CC2=C3N(C4=CC=CC=C24)C(C)(C)C2CC(O)C4(C)CC2C3=C1O4

InChI Identifier

InChI=1S/C23H25NO2/c1-12-9-14-13-7-5-6-8-17(13)24-20(14)19-15-11-23(4,26-21(12)19)18(25)10-16(15)22(24,2)3/h5-9,15-16,18,25H,10-11H2,1-4H3

InChI Key

SIYXICWJEWHFMI-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
Murraya koenigii	LOTUS Database	35616633
Murraya paniculata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenanthridines and derivatives. These are polycyclic compounds containing a phenanthridine moiety, which is a tricyclic system with two benzene rings joined by a pyridine forming a non-linear skeleton. Hydrogenated derivatives are also included.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Benzoquinolines

Direct Parent

Phenanthridines and derivatives

Alternative Parents

Substituents

Phenanthridine
Carbazole
Chromane
Benzopyran
1-benzopyran
Indole
Indole or derivatives
Alkyl aryl ether
Benzenoid
Cyclic alcohol
Heteroaromatic compound
Pyrrole
Secondary alcohol
Oxacycle
Ether
Azacycle
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Alcohol
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	4.78	ALOGPS
logP	4.27	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	13.97	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	34.39 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	102.67 m³·mol⁻¹	ChemAxon
Polarizability	39.74 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0038827

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB018257

KNApSAcK ID

C00024742

Chemspider ID

156922

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

180314

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3,13,13,17-tetramethyl-21-oxa-12-azahexacyclo[10.7.1.1²,¹⁷.0⁵,²⁰.0⁶,¹¹.0¹⁴,¹⁹]henicosa-1,3,5(20),6(11),7,9-hexaen-16-ol (NP0154644)

MOL for NP0154644 (3,13,13,17-tetramethyl-21-oxa-12-azahexacyclo[10.7.1.1²,¹⁷.0⁵,²⁰.0⁶,¹¹.0¹⁴,¹⁹]henicosa-1,3,5(20),6(11),7,9-hexaen-16-ol)

3D MOL for NP0154644 (3,13,13,17-tetramethyl-21-oxa-12-azahexacyclo[10.7.1.1²,¹⁷.0⁵,²⁰.0⁶,¹¹.0¹⁴,¹⁹]henicosa-1,3,5(20),6(11),7,9-hexaen-16-ol)

3D SDF for NP0154644 (3,13,13,17-tetramethyl-21-oxa-12-azahexacyclo[10.7.1.1²,¹⁷.0⁵,²⁰.0⁶,¹¹.0¹⁴,¹⁹]henicosa-1,3,5(20),6(11),7,9-hexaen-16-ol)

3D-SDF for NP0154644 (3,13,13,17-tetramethyl-21-oxa-12-azahexacyclo[10.7.1.1²,¹⁷.0⁵,²⁰.0⁶,¹¹.0¹⁴,¹⁹]henicosa-1,3,5(20),6(11),7,9-hexaen-16-ol)

PDB for NP0154644 (3,13,13,17-tetramethyl-21-oxa-12-azahexacyclo[10.7.1.1²,¹⁷.0⁵,²⁰.0⁶,¹¹.0¹⁴,¹⁹]henicosa-1,3,5(20),6(11),7,9-hexaen-16-ol)

3D PDB for NP0154644 (3,13,13,17-tetramethyl-21-oxa-12-azahexacyclo[10.7.1.1²,¹⁷.0⁵,²⁰.0⁶,¹¹.0¹⁴,¹⁹]henicosa-1,3,5(20),6(11),7,9-hexaen-16-ol)

SMILES for NP0154644 (3,13,13,17-tetramethyl-21-oxa-12-azahexacyclo[10.7.1.1²,¹⁷.0⁵,²⁰.0⁶,¹¹.0¹⁴,¹⁹]henicosa-1,3,5(20),6(11),7,9-hexaen-16-ol)

INCHI for NP0154644 (3,13,13,17-tetramethyl-21-oxa-12-azahexacyclo[10.7.1.1²,¹⁷.0⁵,²⁰.0⁶,¹¹.0¹⁴,¹⁹]henicosa-1,3,5(20),6(11),7,9-hexaen-16-ol)

Structure for NP0154644 (3,13,13,17-tetramethyl-21-oxa-12-azahexacyclo[10.7.1.1²,¹⁷.0⁵,²⁰.0⁶,¹¹.0¹⁴,¹⁹]henicosa-1,3,5(20),6(11),7,9-hexaen-16-ol)

3D Structure for NP0154644 (3,13,13,17-tetramethyl-21-oxa-12-azahexacyclo[10.7.1.1²,¹⁷.0⁵,²⁰.0⁶,¹¹.0¹⁴,¹⁹]henicosa-1,3,5(20),6(11),7,9-hexaen-16-ol)