NP-MRD: Showing NP-Card for (+)-9-O-Demethylgalwesine (NP0069381)

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Record Information

Version

2.0

Created at

2022-04-28 14:44:02 UTC

Updated at

2022-04-28 14:44:02 UTC

NP-MRD ID

NP0069381

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-9-O-Demethylgalwesine

Description

(1S,2S,6R,8S,9S,10S)-15-hydroxy-9,16-dimethoxy-3-methyl-7,11-dioxa-3-azapentacyclo[8.8.0.0²,⁶.0⁶,⁸.0¹³,¹⁸]Octadeca-13,15,17-trien-12-one belongs to the class of organic compounds known as homolycorine-type amaryllidaceae alkaloids. These are amaryllidaceae alkaloids compounds containing the homolycorine skeleton, made up of a [3,4-g]benzopyranone ring due to the oxidation of the hydroxyl group at the C6. They are biogenetically formed through a restructuring of lycorine-type alkaloids. (+)-9-O-Demethylgalwesine is found in Galanthus elewesii. Based on a literature review very few articles have been published on (1S,2S,6R,8S,9S,10S)-15-hydroxy-9,16-dimethoxy-3-methyl-7,11-dioxa-3-azapentacyclo[8.8.0.0²,⁶.0⁶,⁸.0¹³,¹⁸]Octadeca-13,15,17-trien-12-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282216442D          

 25 29  0  0  1  0            999 V2000
    4.8312    2.0036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3415    1.3554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0353    0.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2188    0.4714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7084    1.1196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0146    1.8857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8919    1.0018    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5857    0.2357    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0960   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9126   -0.2946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4229   -0.9429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7692    0.1179    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2588    0.7661    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5650    1.5321    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3816    1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5218    2.4630    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7919    2.8476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2006    2.2723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2620    2.8274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7485    1.4143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4630   -0.6482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6464   -0.7661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1581    1.4732    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1374    2.7696    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6271    3.4179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  7  5  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
 10 11  2  0  0  0  0
  8 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  7 15  1  0  0  0  0
 15 16  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 14 18  1  0  0  0  0
 16 19  1  0  0  0  0
 14 20  1  6  0  0  0
 13 20  1  6  0  0  0
 12 21  1  6  0  0  0
 21 22  1  0  0  0  0
  2 23  1  0  0  0  0
  1 24  1  0  0  0  0
 24 25  1  0  0  0  0
M  END

     RDKit          3D

 46 50  0  0  0  0  0  0  0  0999 V2000
    3.7579   -2.1782    0.9977 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1198   -0.9071    0.5503 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1960   -0.0401   -0.0303 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8731   -0.4010   -0.1903 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9487    0.4542   -0.7661 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3964    1.6756   -1.1725 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7352    2.0491   -1.0141 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6457    1.1875   -0.4389 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9910    1.5715   -0.2834 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4308    2.5869   -1.7816 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8064    3.7226   -2.1691 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8669    2.1440   -1.9013 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4195    1.0670   -1.2185 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0862    1.6190    0.0457 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1775    2.1952    0.8930 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4128    3.5795    1.0422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9152    0.5349    0.6941 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5149   -0.0424    1.8735 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2673   -0.7187    0.6939 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9908   -1.9673    0.3396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9513   -2.7593   -0.4190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6736   -2.2647    0.1057 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5051   -2.9471    1.3981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8488   -0.8393    0.2970 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4417   -0.0283   -0.8909 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5521   -2.5164    1.7117 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7795   -2.8764    0.1319 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8144   -2.2039    1.5624 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5927   -1.3779    0.1531 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0352    3.0386   -1.3582 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2940    2.4834   -0.5942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2606    0.6666   -1.8350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7834    2.4069   -0.3089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4578    3.6519    1.4647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7567    4.0270    1.7864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4464    4.0936    0.0697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0241    0.5807    0.5554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4383   -2.5125    1.1733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7995   -1.6870   -0.3969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0747   -3.8224   -0.1258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0266   -2.6719   -1.5019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4605   -3.1931    1.8572 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1265   -2.2668    2.0117 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1275   -3.8324    1.1781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1738   -0.5546    1.1477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4491   -0.7268   -1.7798 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 15  1  0
 15 14  1  0
 14 17  1  0
 17 18  1  0
 19 18  1  1
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 13  1  0
 13 12  1  0
 12 10  1  0
 10 11  2  0
 10  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8  3  2  0
  3  2  1  0
  2  1  1  0
  3  4  1  0
  4  5  2  0
 13 14  1  0
  5  6  1  0
 19 17  1  0
 24 19  1  0
  5 25  1  0
 16 34  1  0
 16 35  1  0
 16 36  1  0
 14 33  1  6
 17 37  1  1
 20 38  1  0
 20 39  1  0
 21 40  1  0
 21 41  1  0
 23 42  1  0
 23 43  1  0
 23 44  1  0
 24 45  1  1
 25 46  1  6
 13 32  1  6
  7 30  1  0
  9 31  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
M  END


  Mrv1652304282216442D          

 25 29  0  0  1  0            999 V2000
    4.8312    2.0036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3415    1.3554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0353    0.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2188    0.4714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7084    1.1196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0146    1.8857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8919    1.0018    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5857    0.2357    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0960   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9126   -0.2946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4229   -0.9429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7692    0.1179    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2588    0.7661    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5650    1.5321    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3816    1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5218    2.4630    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7919    2.8476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2006    2.2723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2620    2.8274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7485    1.4143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4630   -0.6482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6464   -0.7661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1581    1.4732    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1374    2.7696    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6271    3.4179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  7  5  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
 10 11  2  0  0  0  0
  8 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  7 15  1  0  0  0  0
 15 16  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 14 18  1  0  0  0  0
 16 19  1  0  0  0  0
 14 20  1  6  0  0  0
 13 20  1  6  0  0  0
 12 21  1  6  0  0  0
 21 22  1  0  0  0  0
  2 23  1  0  0  0  0
  1 24  1  0  0  0  0
 24 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0069381

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CO[C@@H]1[C@@H]2O[C@@]22CCN(C)[C@H]2[C@H]2[C@@H]1OC(=O)C1=CC(O)=C(OC)C=C21

> <INCHI_IDENTIFIER>
InChI=1S/C18H21NO6/c1-19-5-4-18-15(19)12-8-7-11(22-2)10(20)6-9(8)17(21)24-13(12)14(23-3)16(18)25-18/h6-7,12-16,20H,4-5H2,1-3H3/t12-,13+,14+,15+,16+,18-/m1/s1

> <INCHI_KEY>
OUFUQEVNHDMFTL-XNKCJZJASA-N

> <FORMULA>
C18H21NO6

> <MOLECULAR_WEIGHT>
347.367

> <EXACT_MASS>
347.1368874

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
35.38545029239683

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2S,6R,8S,9S,10S)-15-hydroxy-9,16-dimethoxy-3-methyl-7,11-dioxa-3-azapentacyclo[8.8.0.0^{2,6}.0^{6,8}.0^{13,18}]octadeca-13,15,17-trien-12-one

> <ALOGPS_LOGP>
0.75

> <JCHEM_LOGP>
0.4153664426654508

> <ALOGPS_LOGS>
-1.52

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.10900779072896

> <JCHEM_PKA_STRONGEST_BASIC>
7.836308951263972

> <JCHEM_POLAR_SURFACE_AREA>
80.76

> <JCHEM_REFRACTIVITY>
87.15130000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.04e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,6R,8S,9S,10S)-15-hydroxy-9,16-dimethoxy-3-methyl-7,11-dioxa-3-azapentacyclo[8.8.0.0^{2,6}.0^{6,8}.0^{13,18}]octadeca-13,15,17-trien-12-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       9.018   3.740   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.971   2.530   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.399   1.100   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.875   0.880   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.922   2.090   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.494   3.520   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.398   1.870   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.827   0.440   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       5.779  -0.770   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       7.303  -0.550   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       8.256  -1.760   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       3.302   0.220   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.350   1.430   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.921   2.860   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.446   3.080   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       4.707   4.598   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       3.345   5.316   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.241   4.242   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.089   5.278   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       1.397   2.640   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       2.731  -1.210   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       1.207  -1.430   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      11.495   2.750   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       9.590   5.170   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       8.637   6.380   0.000  0.00  0.00           C+0
CONECT    1    2    6   24                                                  
CONECT    2    1    3   23                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8   15                                                  
CONECT    8    7    9   12                                                  
CONECT    9    8   10                                                       
CONECT   10    9    4   11                                                  
CONECT   11   10                                                            
CONECT   12    8   13   21                                                  
CONECT   13   12   14   20                                                  
CONECT   14   13   15   18   20                                             
CONECT   15   14    7   16                                                  
CONECT   16   15   17   19                                                  
CONECT   17   16   18                                                       
CONECT   18   17   14                                                       
CONECT   19   16                                                            
CONECT   20   14   13                                                       
CONECT   21   12   22                                                       
CONECT   22   21                                                            
CONECT   23    2                                                            
CONECT   24    1   25                                                       
CONECT   25   24                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   58    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₂₁NO₆

Average Mass

347.3670 Da

Monoisotopic Mass

347.13689 Da

IUPAC Name

(1S,2S,6R,8S,9S,10S)-15-hydroxy-9,16-dimethoxy-3-methyl-7,11-dioxa-3-azapentacyclo[8.8.0.0^{2,6}.0^{6,8}.0^{13,18}]octadeca-13,15,17-trien-12-one

Traditional Name

(1S,2S,6R,8S,9S,10S)-15-hydroxy-9,16-dimethoxy-3-methyl-7,11-dioxa-3-azapentacyclo[8.8.0.0^{2,6}.0^{6,8}.0^{13,18}]octadeca-13,15,17-trien-12-one

CAS Registry Number

Not Available

SMILES

CO[C@@H]1[C@@H]2O[C@@]22CCN(C)[C@H]2[C@H]2[C@@H]1OC(=O)C1=CC(O)=C(OC)C=C21

InChI Identifier

InChI=1S/C18H21NO6/c1-19-5-4-18-15(19)12-8-7-11(22-2)10(20)6-9(8)17(21)24-13(12)14(23-3)16(18)25-18/h6-7,12-16,20H,4-5H2,1-3H3/t12-,13+,14+,15+,16+,18-/m1/s1

InChI Key

OUFUQEVNHDMFTL-XNKCJZJASA-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
Galanthus elewesii	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as homolycorine-type amaryllidaceae alkaloids. These are amaryllidaceae alkaloids compounds containing the homolycorine skeleton, made up of a [3,4-g]benzopyranone ring due to the oxidation of the hydroxyl group at the C6. They are biogenetically formed through a restructuring of lycorine-type alkaloids.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Amaryllidaceae alkaloids

Sub Class

Homolycorine-type amaryllidaceae alkaloids

Direct Parent

Homolycorine-type amaryllidaceae alkaloids

Alternative Parents

Substituents

Homolycorine skeleton
2-benzopyran
Isochromane
Benzopyran
Indole or derivatives
Anisole
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Oxepane
Alkyl aryl ether
Benzenoid
N-alkylpyrrolidine
Pyrrolidine
Tertiary aliphatic amine
Tertiary amine
Lactone
Carboxylic acid ester
Amino acid or derivatives
Oxacycle
Azacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Ether
Oxirane
Dialkyl ether
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Amine
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	0.75	ALOGPS
logP	0.42	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	9.11	ChemAxon
pKa (Strongest Basic)	7.84	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	80.76 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	87.15 m³·mol⁻¹	ChemAxon
Polarizability	35.39 Å³	ChemAxon
Number of Rings	5	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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

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

15214958

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (+)-9-O-Demethylgalwesine (NP0069381)

MOL for NP0069381 ((+)-9-O-Demethylgalwesine)

3D MOL for NP0069381 ((+)-9-O-Demethylgalwesine)

3D SDF for NP0069381 ((+)-9-O-Demethylgalwesine)

3D-SDF for NP0069381 ((+)-9-O-Demethylgalwesine)

PDB for NP0069381 ((+)-9-O-Demethylgalwesine)

3D PDB for NP0069381 ((+)-9-O-Demethylgalwesine)

SMILES for NP0069381 ((+)-9-O-Demethylgalwesine)

INCHI for NP0069381 ((+)-9-O-Demethylgalwesine)

Structure for NP0069381 ((+)-9-O-Demethylgalwesine)

3D Structure for NP0069381 ((+)-9-O-Demethylgalwesine)