NP-MRD: Showing NP-Card for (2r,3s,4s,5r,6s)-2-(hydroxymethyl)-6-({7-methoxy-1-methyl-9h-pyrido[3,4-b]indol-8-yl}oxy)oxane-3,4,5-triol (NP0194450)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-04 12:06:25 UTC

Updated at

2022-09-04 12:06:25 UTC

NP-MRD ID

NP0194450

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r,3s,4s,5r,6s)-2-(hydroxymethyl)-6-({7-methoxy-1-methyl-9h-pyrido[3,4-b]indol-8-yl}oxy)oxane-3,4,5-triol

Description

Ruine belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. (2r,3s,4s,5r,6s)-2-(hydroxymethyl)-6-({7-methoxy-1-methyl-9h-pyrido[3,4-b]indol-8-yl}oxy)oxane-3,4,5-triol is found in Peganum harmala. (2r,3s,4s,5r,6s)-2-(hydroxymethyl)-6-({7-methoxy-1-methyl-9h-pyrido[3,4-b]indol-8-yl}oxy)oxane-3,4,5-triol was first documented in 2014 (PMID: 24954979). Based on a literature review very few articles have been published on Ruine (PMID: 31153601).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042214062D          

 28 31  0  0  1  0            999 V2000
    5.0223   -0.7152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7674    0.0694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9604    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7054    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8985    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3464    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6014   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9339   -0.6855    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2665   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4595   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2046   -1.1567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0925    0.2410    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1624    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9694    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5214    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4084   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6633   -1.1567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1113   -1.7698    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3043   -1.5983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7523   -2.2114    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9453   -2.0399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3933   -2.6530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0072   -2.9960    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4552   -3.6091    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8142   -3.1676    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0691   -3.9522    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3662   -2.5545    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1732   -2.7260    0.0000 O   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  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
  9 15  2  0  0  0  0
  6 15  1  0  0  0  0
  7 16  1  0  0  0  0
  3 16  2  0  0  0  0
 16 17  1  0  0  0  0
 18 17  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  1  0  0  0
 21 22  1  0  0  0  0
 20 23  1  0  0  0  0
 23 24  1  6  0  0  0
 23 25  1  0  0  0  0
 25 26  1  1  0  0  0
 25 27  1  0  0  0  0
 18 27  1  0  0  0  0
 27 28  1  6  0  0  0
M  END

     RDKit          3D

 50 53  0  0  0  0  0  0  0  0999 V2000
   -0.0393    3.2879    3.2973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0531    2.0766    2.6050 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9128    1.7268    1.6719 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9399    2.6483    1.4300 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9332    2.3744    0.5202 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9162    1.1928   -0.1525 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8901    0.2696    0.0876 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1468   -0.7789   -0.7147 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2632   -0.5601   -1.4318 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9426   -1.3167   -2.3843 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4335   -2.6574   -2.7773 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0618   -0.8236   -2.9443 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5741    0.3791   -2.6339 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9400    1.1747   -1.6929 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7797    0.6769   -1.1045 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8917    0.5325    0.9949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1058   -0.3608    1.2308 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3349   -0.4408    0.5643 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3599   -0.1722    1.4704 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5278    0.0036    0.7316 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6122    0.4425    1.6952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7984    0.6316    1.0077 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9333   -1.2810    0.0223 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9560   -1.0748   -1.3662 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8839   -2.3392    0.3668 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8944   -2.4445    1.7616 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5542   -1.7693   -0.1169 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6773   -1.6050   -1.4954 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7962    3.3393    4.0313 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1019    4.1488    2.6158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9908    3.4275    3.8251 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9630    3.5865    1.9567 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7313    3.0829    0.3279 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5378   -1.6301   -0.7482 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3684   -2.5609   -3.0823 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4986   -3.3399   -1.9161 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0129   -3.0215   -3.6409 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4786    0.7644   -3.0941 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3000    2.1455   -1.4018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3740    0.3591   -0.2093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3701    0.7897   -0.0334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2864    1.3801    2.1632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7327   -0.3282    2.4873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3779   -0.1711    1.0953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9335   -1.5910    0.3793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5943   -0.3460   -1.5419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1532   -3.2730   -0.1323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7163   -3.3965    2.0059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7166   -2.4728    0.0500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4380   -0.6861   -1.7040 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 20 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 16  7  1  0
  7  6  2  0
  6  5  1  0
  5  4  2  0
  6 15  1  0
 15  9  2  0
  9  8  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  2  0
  4  3  1  0
 14 15  1  0
 27 18  1  0
  8  7  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
 18 40  1  6
 20 41  1  6
 21 42  1  0
 21 43  1  0
 22 44  1  0
 23 45  1  1
 24 46  1  0
 25 47  1  6
 26 48  1  0
 27 49  1  6
 28 50  1  0
  5 33  1  0
  4 32  1  0
  8 34  1  0
 11 35  1  0
 11 36  1  0
 11 37  1  0
 13 38  1  0
 14 39  1  0
M  END


  Mrv1652309042214062D          

 28 31  0  0  1  0            999 V2000
    5.0223   -0.7152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7674    0.0694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9604    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7054    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8985    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3464    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6014   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9339   -0.6855    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2665   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4595   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2046   -1.1567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0925    0.2410    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1624    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9694    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5214    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4084   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6633   -1.1567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1113   -1.7698    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3043   -1.5983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7523   -2.2114    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9453   -2.0399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3933   -2.6530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0072   -2.9960    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4552   -3.6091    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8142   -3.1676    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0691   -3.9522    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3662   -2.5545    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1732   -2.7260    0.0000 O   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  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
  9 15  2  0  0  0  0
  6 15  1  0  0  0  0
  7 16  1  0  0  0  0
  3 16  2  0  0  0  0
 16 17  1  0  0  0  0
 18 17  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  1  0  0  0
 21 22  1  0  0  0  0
 20 23  1  0  0  0  0
 23 24  1  6  0  0  0
 23 25  1  0  0  0  0
 25 26  1  1  0  0  0
 25 27  1  0  0  0  0
 18 27  1  0  0  0  0
 27 28  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0194450

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C2=C(C=C1)C1=C(N2)C(C)=NC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C19H22N2O7/c1-8-13-10(5-6-20-8)9-3-4-11(26-2)18(14(9)21-13)28-19-17(25)16(24)15(23)12(7-22)27-19/h3-6,12,15-17,19,21-25H,7H2,1-2H3/t12-,15-,16+,17-,19+/m1/s1

> <INCHI_KEY>
DCCRHRRPKQISNG-ZIIYPAMZSA-N

> <FORMULA>
C19H22N2O7

> <MOLECULAR_WEIGHT>
390.392

> <EXACT_MASS>
390.142701056

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
39.08195351325496

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-({7-methoxy-1-methyl-9H-pyrido[3,4-b]indol-8-yl}oxy)oxane-3,4,5-triol

> <JCHEM_LOGP>
-0.7247212493333329

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
12.59890167578455

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.021109923045474

> <JCHEM_PKA_STRONGEST_BASIC>
7.131657541311896

> <JCHEM_POLAR_SURFACE_AREA>
137.29000000000002

> <JCHEM_REFRACTIVITY>
96.49530000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-({7-methoxy-1-methyl-9H-pyrido[3,4-b]indol-8-yl}oxy)oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0       9.375  -1.335   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       8.899   0.130   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       7.393   0.450   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.917   1.914   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.410   2.235   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.380   1.090   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.856  -0.374   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       3.610  -1.280   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       2.364  -0.374   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.858  -0.695   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.382  -2.159   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0      -0.173   0.450   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       0.303   1.914   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.810   2.235   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.840   1.090   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.362  -0.695   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       6.838  -2.159   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       5.808  -3.304   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       4.301  -2.984   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       3.271  -4.128   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.765  -3.808   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       0.734  -4.952   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       3.747  -5.593   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       2.716  -6.737   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       5.253  -5.913   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       5.729  -7.377   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       6.284  -4.768   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       7.790  -5.089   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   16                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   15                                                  
CONECT    7    6    8   16                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   15                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14    9    6                                                  
CONECT   16    7    3   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   27                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   23                                                  
CONECT   21   20   22                                                       
CONECT   22   21                                                            
CONECT   23   20   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   18   28                                                  
CONECT   28   27                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₂₂N₂O₇

Average Mass

390.3920 Da

Monoisotopic Mass

390.14270 Da

IUPAC Name

(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-({7-methoxy-1-methyl-9H-pyrido[3,4-b]indol-8-yl}oxy)oxane-3,4,5-triol

Traditional Name

(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-({7-methoxy-1-methyl-9H-pyrido[3,4-b]indol-8-yl}oxy)oxane-3,4,5-triol

CAS Registry Number

Not Available

SMILES

COC1=C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C2=C(C=C1)C1=C(N2)C(C)=NC=C1

InChI Identifier

InChI=1S/C19H22N2O7/c1-8-13-10(5-6-20-8)9-3-4-11(26-2)18(14(9)21-13)28-19-17(25)16(24)15(23)12(7-22)27-19/h3-6,12,15-17,19,21-25H,7H2,1-2H3/t12-,15-,16+,17-,19+/m1/s1

InChI Key

DCCRHRRPKQISNG-ZIIYPAMZSA-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
Peganum harmala	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Phenolic glycosides

Alternative Parents

Substituents

Phenolic glycoside
Harman
Beta-carboline
Pyridoindole
Hexose monosaccharide
O-glycosyl compound
Alkaloid or derivatives
Indole
Indole or derivatives
Anisole
Alkyl aryl ether
Methylpyridine
Oxane
Monosaccharide
Benzenoid
Pyridine
Heteroaromatic compound
Pyrrole
Secondary alcohol
Acetal
Ether
Oxacycle
Azacycle
Organoheterocyclic compound
Polyol
Alcohol
Organic nitrogen compound
Organopnictogen compound
Primary alcohol
Hydrocarbon derivative
Organonitrogen 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	-0.72	ChemAxon
pKa (Strongest Acidic)	12.02	ChemAxon
pKa (Strongest Basic)	7.13	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	137.29 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	96.5 m³·mol⁻¹	ChemAxon
Polarizability	39.08 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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00046336

Chemspider ID

10145823

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Ruine

METLIN ID

Not Available

PubChem Compound

11972453

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Azadniya E, Morlock GE: Automated piezoelectric spraying of biological and enzymatic assays for effect-directed analysis of planar chromatograms. J Chromatogr A. 2019 Sep 27;1602:458-466. doi: 10.1016/j.chroma.2019.05.043. Epub 2019 May 24. [PubMed:31153601 ]
Ruprecht U, Brunauer G, Turk R: High photobiont diversity in the common European soil crust lichen Psora decipiens. Biodivers Conserv. 2014;23(7):1771-1785. doi: 10.1007/s10531-014-0662-1. Epub 2014 Mar 8. [PubMed:24954979 ]
LOTUS database [Link]

Showing NP-Card for (2r,3s,4s,5r,6s)-2-(hydroxymethyl)-6-({7-methoxy-1-methyl-9h-pyrido[3,4-b]indol-8-yl}oxy)oxane-3,4,5-triol (NP0194450)

MOL for NP0194450 ((2r,3s,4s,5r,6s)-2-(hydroxymethyl)-6-({7-methoxy-1-methyl-9h-pyrido[3,4-b]indol-8-yl}oxy)oxane-3,4,5-triol)

3D MOL for NP0194450 ((2r,3s,4s,5r,6s)-2-(hydroxymethyl)-6-({7-methoxy-1-methyl-9h-pyrido[3,4-b]indol-8-yl}oxy)oxane-3,4,5-triol)

3D SDF for NP0194450 ((2r,3s,4s,5r,6s)-2-(hydroxymethyl)-6-({7-methoxy-1-methyl-9h-pyrido[3,4-b]indol-8-yl}oxy)oxane-3,4,5-triol)

3D-SDF for NP0194450 ((2r,3s,4s,5r,6s)-2-(hydroxymethyl)-6-({7-methoxy-1-methyl-9h-pyrido[3,4-b]indol-8-yl}oxy)oxane-3,4,5-triol)

PDB for NP0194450 ((2r,3s,4s,5r,6s)-2-(hydroxymethyl)-6-({7-methoxy-1-methyl-9h-pyrido[3,4-b]indol-8-yl}oxy)oxane-3,4,5-triol)

3D PDB for NP0194450 ((2r,3s,4s,5r,6s)-2-(hydroxymethyl)-6-({7-methoxy-1-methyl-9h-pyrido[3,4-b]indol-8-yl}oxy)oxane-3,4,5-triol)

SMILES for NP0194450 ((2r,3s,4s,5r,6s)-2-(hydroxymethyl)-6-({7-methoxy-1-methyl-9h-pyrido[3,4-b]indol-8-yl}oxy)oxane-3,4,5-triol)

INCHI for NP0194450 ((2r,3s,4s,5r,6s)-2-(hydroxymethyl)-6-({7-methoxy-1-methyl-9h-pyrido[3,4-b]indol-8-yl}oxy)oxane-3,4,5-triol)

Structure for NP0194450 ((2r,3s,4s,5r,6s)-2-(hydroxymethyl)-6-({7-methoxy-1-methyl-9h-pyrido[3,4-b]indol-8-yl}oxy)oxane-3,4,5-triol)

3D Structure for NP0194450 ((2r,3s,4s,5r,6s)-2-(hydroxymethyl)-6-({7-methoxy-1-methyl-9h-pyrido[3,4-b]indol-8-yl}oxy)oxane-3,4,5-triol)