NP-MRD: Showing NP-Card for (1s,17s,18s,19s)-17-hydroxy-5,7-dioxa-12-azapentacyclo[10.6.1.0²,¹⁰.0⁴,⁸.0¹⁵,¹⁹]nonadeca-2,4(8),9,15-tetraen-18-yl (3s)-3-hydroxybutanoate (NP0259134)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-08 00:53:47 UTC

Updated at

2022-09-08 00:53:47 UTC

NP-MRD ID

NP0259134

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,17s,18s,19s)-17-hydroxy-5,7-dioxa-12-azapentacyclo[10.6.1.0²,¹⁰.0⁴,⁸.0¹⁵,¹⁹]nonadeca-2,4(8),9,15-tetraen-18-yl (3s)-3-hydroxybutanoate

Description

CHEMBL520424 belongs to the class of organic compounds known as lycorine-type amaryllidaceae alkaloids. These are amaryllidaceae alkaloids compounds containing the lycorine skeleton, made up of a pyrrolo[d,e]phenanthridine ring system. (1s,17s,18s,19s)-17-hydroxy-5,7-dioxa-12-azapentacyclo[10.6.1.0²,¹⁰.0⁴,⁸.0¹⁵,¹⁹]nonadeca-2,4(8),9,15-tetraen-18-yl (3s)-3-hydroxybutanoate is found in Lycoris traubii. Based on a literature review very few articles have been published on CHEMBL520424.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082202532D          

 27 31  0  0  1  0            999 V2000
    3.0733   -4.6290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4602   -4.0770    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6756   -4.3320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6317   -3.2700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0186   -2.7180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2340   -2.9729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1902   -1.9110    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5771   -1.3590    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7925   -1.6139    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6209   -2.4209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1794   -1.0619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3509   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1340    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3509    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7486   -0.5520    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1355    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7780   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2629    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7780    1.0799    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  6  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  8  7  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  1  0  0  0
  9 11  1  0  0  0  0
 11 12  2  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
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 22  1  0  0  0  0
 23 22  1  6  0  0  0
  8 23  1  0  0  0  0
 23 24  1  0  0  0  0
 12 24  1  0  0  0  0
 24 15  1  1  0  0  0
 20 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 19 27  1  0  0  0  0
M  END

     RDKit          3D

 50 54  0  0  0  0  0  0  0  0999 V2000
    4.9549    0.8029   -1.3712 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5456    0.5399   -0.8269 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6848    1.2493   -1.6696 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4778    1.1830    0.5439 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1919    1.0246    1.2240 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7308    1.9973    1.8833 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4303   -0.1064    1.2127 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1991   -0.3072    1.8565 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2311   -1.4413    2.8507 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7726   -1.1989    3.7896 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1055   -2.7520    2.2051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3925   -2.9314    0.9510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7535   -4.0678    0.0645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5604   -3.4351   -1.0674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1486   -2.0813   -1.1016 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9157   -1.1320   -1.7653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9454    0.2200   -1.1626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4834    1.2357   -1.9289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5580    2.5265   -1.4449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0893    2.7990   -0.1833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5452    1.7573    0.5838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4635    0.4813    0.1252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9194   -0.6058    0.8850 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4014   -1.7358    0.0182 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2847    4.1460    0.0421 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3333    4.5597   -0.8331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0398    3.7439   -1.9723 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7097    0.3060   -0.7206 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1523    1.8946   -1.3223 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0573    0.4876   -2.4198 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3275   -0.5336   -0.8169 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1454    2.1358   -1.8180 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2738    0.6482    1.1467 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8251    2.2230    0.4788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0520    0.6070    2.4041 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1772   -1.4983    3.4221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7878   -0.2277    3.9669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0970   -3.6035    2.8779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4041   -4.8125    0.5269 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1642   -4.5485   -0.2782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6357   -3.5947   -0.9299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2588   -3.9662   -1.9985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5911   -0.9871   -2.8176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9911   -1.4550   -1.8409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8727    1.0712   -2.9424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1893    1.9949    1.5640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7468   -1.0565    1.5129 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6330   -1.4702   -0.2798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3370    4.3074   -0.4249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2360    5.6067   -1.1656 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 25  1  0
 25 26  1  0
 26 27  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 23  8  1  0
 24 12  1  0
 24 15  1  0
 22 17  1  0
 27 19  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  1
  3 32  1  0
  4 33  1  0
  4 34  1  0
  8 35  1  1
  9 36  1  1
 10 37  1  0
 11 38  1  0
 13 39  1  0
 13 40  1  0
 14 41  1  0
 14 42  1  0
 16 43  1  0
 16 44  1  0
 18 45  1  0
 26 49  1  0
 26 50  1  0
 21 46  1  0
 23 47  1  1
 24 48  1  6
M  END


  Mrv1652309082202532D          

 27 31  0  0  1  0            999 V2000
    3.0733   -4.6290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4602   -4.0770    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6756   -4.3320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6317   -3.2700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0186   -2.7180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2340   -2.9729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1902   -1.9110    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5771   -1.3590    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7925   -1.6139    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6209   -2.4209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1794   -1.0619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3509   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1340    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3509    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7486   -0.5520    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1355    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7780   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2629    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7780    1.0799    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  6  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  8  7  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  1  0  0  0
  9 11  1  0  0  0  0
 11 12  2  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
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 22  1  0  0  0  0
 23 22  1  6  0  0  0
  8 23  1  0  0  0  0
 23 24  1  0  0  0  0
 12 24  1  0  0  0  0
 24 15  1  1  0  0  0
 20 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 19 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0259134

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H](O)CC(=O)O[C@@H]1[C@@H](O)C=C2CCN3CC4=CC5=C(OCO5)C=C4[C@H]1[C@@H]23

> <INCHI_IDENTIFIER>
InChI=1S/C20H23NO6/c1-10(22)4-17(24)27-20-14(23)5-11-2-3-21-8-12-6-15-16(26-9-25-15)7-13(12)18(20)19(11)21/h5-7,10,14,18-20,22-23H,2-4,8-9H2,1H3/t10-,14-,18-,19+,20+/m0/s1

> <INCHI_KEY>
AMVDLCRDRNPXIY-SGPJTXGESA-N

> <FORMULA>
C20H23NO6

> <MOLECULAR_WEIGHT>
373.405

> <EXACT_MASS>
373.152537465

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
38.55094387065169

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,17S,18S,19S)-17-hydroxy-5,7-dioxa-12-azapentacyclo[10.6.1.0^{2,10}.0^{4,8}.0^{15,19}]nonadeca-2,4(8),9,15-tetraen-18-yl (3S)-3-hydroxybutanoate

> <JCHEM_LOGP>
0.43979893566666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
15.416996220640922

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.754858981591674

> <JCHEM_PKA_STRONGEST_BASIC>
7.969005367157744

> <JCHEM_POLAR_SURFACE_AREA>
88.46000000000001

> <JCHEM_REFRACTIVITY>
96.15350000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,17S,18S,19S)-17-hydroxy-5,7-dioxa-12-azapentacyclo[10.6.1.0^{2,10}.0^{4,8}.0^{15,19}]nonadeca-2,4(8),9,15-tetraen-18-yl (3S)-3-hydroxybutanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0       5.737  -8.641   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.592  -7.610   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       3.128  -8.086   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       4.913  -6.104   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.768  -5.074   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       2.304  -5.550   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       4.088  -3.567   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       2.944  -2.537   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.479  -3.013   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.159  -4.519   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.335  -1.982   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.655  -0.476   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.250   0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.655   2.016   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       2.120   1.540   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       3.453   2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.264  -1.030   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.120   0.000   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       8.919  -0.476   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       9.824   0.770   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       8.919   2.016   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   23                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   24                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   24                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   27                                                  
CONECT   20   19   21   25                                                  
CONECT   21   20   22                                                       
CONECT   22   21   17   23                                                  
CONECT   23   22    8   24                                                  
CONECT   24   23   12   15                                                  
CONECT   25   20   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   19                                                       
MASTER        0    0    0    0    0    0    0    0   27    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₃NO₆

Average Mass

373.4050 Da

Monoisotopic Mass

373.15254 Da

IUPAC Name

(1S,17S,18S,19S)-17-hydroxy-5,7-dioxa-12-azapentacyclo[10.6.1.0^{2,10}.0^{4,8}.0^{15,19}]nonadeca-2,4(8),9,15-tetraen-18-yl (3S)-3-hydroxybutanoate

Traditional Name

(1S,17S,18S,19S)-17-hydroxy-5,7-dioxa-12-azapentacyclo[10.6.1.0^{2,10}.0^{4,8}.0^{15,19}]nonadeca-2,4(8),9,15-tetraen-18-yl (3S)-3-hydroxybutanoate

CAS Registry Number

Not Available

SMILES

C[C@H](O)CC(=O)O[C@@H]1[C@@H](O)C=C2CCN3CC4=CC5=C(OCO5)C=C4[C@H]1[C@@H]23

InChI Identifier

InChI=1S/C20H23NO6/c1-10(22)4-17(24)27-20-14(23)5-11-2-3-21-8-12-6-15-16(26-9-25-15)7-13(12)18(20)19(11)21/h5-7,10,14,18-20,22-23H,2-4,8-9H2,1H3/t10-,14-,18-,19+,20+/m0/s1

InChI Key

AMVDLCRDRNPXIY-SGPJTXGESA-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
Lycoris traubii	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as lycorine-type amaryllidaceae alkaloids. These are amaryllidaceae alkaloids compounds containing the lycorine skeleton, made up of a pyrrolo[d,e]phenanthridine ring system.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Amaryllidaceae alkaloids

Sub Class

Lycorine-type amaryllidaceae alkaloids

Direct Parent

Lycorine-type amaryllidaceae alkaloids

Alternative Parents

Substituents

Lycorine skeleton
Benzoquinoline
Phenanthridine
Quinoline
Tetrahydroisoquinoline
Benzodioxole
Indole or derivatives
Beta-hydroxy acid
Fatty acid ester
Aralkylamine
Hydroxy acid
Fatty acyl
Benzenoid
N-alkylpyrrolidine
Pyrrolidine
Tertiary amine
Secondary alcohol
Tertiary aliphatic amine
Amino acid or derivatives
Carboxylic acid ester
Organoheterocyclic compound
Acetal
Azacycle
Monocarboxylic acid or derivatives
Oxacycle
Carboxylic acid derivative
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Organonitrogen compound
Amine
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	0.44	ChemAxon
pKa (Strongest Acidic)	13.75	ChemAxon
pKa (Strongest Basic)	7.97	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	88.46 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	96.15 m³·mol⁻¹	ChemAxon
Polarizability	38.55 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

24718488

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44570381

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,17s,18s,19s)-17-hydroxy-5,7-dioxa-12-azapentacyclo[10.6.1.0²,¹⁰.0⁴,⁸.0¹⁵,¹⁹]nonadeca-2,4(8),9,15-tetraen-18-yl (3s)-3-hydroxybutanoate (NP0259134)

MOL for NP0259134 ((1s,17s,18s,19s)-17-hydroxy-5,7-dioxa-12-azapentacyclo[10.6.1.0²,¹⁰.0⁴,⁸.0¹⁵,¹⁹]nonadeca-2,4(8),9,15-tetraen-18-yl (3s)-3-hydroxybutanoate)

3D MOL for NP0259134 ((1s,17s,18s,19s)-17-hydroxy-5,7-dioxa-12-azapentacyclo[10.6.1.0²,¹⁰.0⁴,⁸.0¹⁵,¹⁹]nonadeca-2,4(8),9,15-tetraen-18-yl (3s)-3-hydroxybutanoate)

3D SDF for NP0259134 ((1s,17s,18s,19s)-17-hydroxy-5,7-dioxa-12-azapentacyclo[10.6.1.0²,¹⁰.0⁴,⁸.0¹⁵,¹⁹]nonadeca-2,4(8),9,15-tetraen-18-yl (3s)-3-hydroxybutanoate)

3D-SDF for NP0259134 ((1s,17s,18s,19s)-17-hydroxy-5,7-dioxa-12-azapentacyclo[10.6.1.0²,¹⁰.0⁴,⁸.0¹⁵,¹⁹]nonadeca-2,4(8),9,15-tetraen-18-yl (3s)-3-hydroxybutanoate)

PDB for NP0259134 ((1s,17s,18s,19s)-17-hydroxy-5,7-dioxa-12-azapentacyclo[10.6.1.0²,¹⁰.0⁴,⁸.0¹⁵,¹⁹]nonadeca-2,4(8),9,15-tetraen-18-yl (3s)-3-hydroxybutanoate)

3D PDB for NP0259134 ((1s,17s,18s,19s)-17-hydroxy-5,7-dioxa-12-azapentacyclo[10.6.1.0²,¹⁰.0⁴,⁸.0¹⁵,¹⁹]nonadeca-2,4(8),9,15-tetraen-18-yl (3s)-3-hydroxybutanoate)

SMILES for NP0259134 ((1s,17s,18s,19s)-17-hydroxy-5,7-dioxa-12-azapentacyclo[10.6.1.0²,¹⁰.0⁴,⁸.0¹⁵,¹⁹]nonadeca-2,4(8),9,15-tetraen-18-yl (3s)-3-hydroxybutanoate)

INCHI for NP0259134 ((1s,17s,18s,19s)-17-hydroxy-5,7-dioxa-12-azapentacyclo[10.6.1.0²,¹⁰.0⁴,⁸.0¹⁵,¹⁹]nonadeca-2,4(8),9,15-tetraen-18-yl (3s)-3-hydroxybutanoate)

Structure for NP0259134 ((1s,17s,18s,19s)-17-hydroxy-5,7-dioxa-12-azapentacyclo[10.6.1.0²,¹⁰.0⁴,⁸.0¹⁵,¹⁹]nonadeca-2,4(8),9,15-tetraen-18-yl (3s)-3-hydroxybutanoate)

3D Structure for NP0259134 ((1s,17s,18s,19s)-17-hydroxy-5,7-dioxa-12-azapentacyclo[10.6.1.0²,¹⁰.0⁴,⁸.0¹⁵,¹⁹]nonadeca-2,4(8),9,15-tetraen-18-yl (3s)-3-hydroxybutanoate)