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Showing NP-Card for (-)-Lycorine (NP0050741)

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Record Information
Version2.0
Created at2022-04-27 22:04:45 UTC
Updated at2022-04-27 22:04:45 UTC
NP-MRD IDNP0050741
Secondary Accession NumbersNone
Natural Product Identification
Common Name(-)-Lycorine
DescriptionLycorine, also known as amarylline or galanthidine, 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. Acetylcholine esterase breaks down the neurotransmitter acetylcholine, which is released at nerve and muscle junctions, in order to allow the muscle or organ to relax. Increasing muscle weakness is a possibility and may result in death if respiratory muscles are involved. Lycorine is a very strong basic compound (based on its pKa). Lycorine is a potentially toxic compound. (-)-Lycorine is found in Amaryllis belladona, Ammocharis coranica, Ammocharis longifolia, Ammocharis tinneana , Brunsvigia gregaria, Brunsvigia littoralis, Brunsvigia orientalis, Brunsvigia radulosa, Clivia miniata , Clivia nobilis, Cooperia drummondii, Cooperia pedunculata, Crinum amabile , Crinum americanum, Crinum asiaticum, Crinum asiaticum var.japonicum , Crinum bulbispermum, Crinum delagoense, Crinum firmifolium, Crinum giganteum, Crinum glaucum , Crinum jagus , Crinum kirkii, Crinum latifolium , Crinum lugardiae, Crinum macowanii , Crinum moorei, Crinum pratense Herb., Crinum scabrum, Crinum stuhlmannii, Crinum yemense, Crossyne flava, Curculigo orchioides , Cyrtanthus pallidus, Urginea altissima, Ecklonia cava , Eucharis amazonica, Eucharis grandiflora, Galanthus caucasicus , Galanthus elewesii, Galanthus elwesii, Galanthus nivalis , Galanthus woronowii Losinsk. , Hippeastrum equestre, Hippeastrum puniceum, Hippeastrum vittatum, Hymenocallis littoralis , Hymenocallis rotata, Hymenocallis tubiflora , Hymenocallis x festalis, Imperata cylindrica, Ismene deflexa, Lapiedra martinezii, Leucojium autumnale, Leucojum aestivum L. , Leucojum vernum, Lycoris aurea , Lycoris incarnata, Lycoris radiata , Lycoris sanguinea, Narcissus cyclamineus, Narcissus folli, Narcissus jonquilla, Narcissus leonensis, Narcissus papyraceus, Narcissus poeticus L., Narcissus pseudonarcissus, Narcissus tarzettus, Narcissus tazetta L. , Narcissus tortuous, Pancratinum maritimum, Pancratium canariense, Pancratium foetidum, Pancratium maritimum, Pancratium maritimum L., Pancratium sickenbergeri, Pancratium trianthum, Sprekelia formosissima Herb., Sternbergia clusiana, Sternbergia lutea, Ungernia sewerzowii, Ungernia trisphaera, Zephyranthes candida, Zephyranthes citrina, Zephyranthes rosea Lindl. and Zephyranthes texana. (-)-Lycorine was first documented in 1996 (PMID: 12232602). In serious cases, atropine and/or pralidoxime should be administered (PMID: 14669261) (PMID: 15386196) (PMID: 19788245).
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0050741 ((-)-Lycorine)


  Mrv1652310141719102D          

 23 27  0  0  0  0            999 V2000
   -2.3791    0.5598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0936    0.1472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0936   -0.6777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3791   -1.0902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8782   -0.9326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3631   -0.2652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8782    0.4022    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6647    1.7973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2357    2.6223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2357    0.9723    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9502   -0.2652    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1604    0.1045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1604   -0.7203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2466    1.7830    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9611    1.3705    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4678    0.5454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4678    1.3705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9592    0.5479    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6737    0.1354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6737   -0.6896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9592   -1.1020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2447   -0.6896    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2447    0.1354    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  4  1  0  0  0  0
  2  7  1  0  0  0  0
  2  3  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
 12 13  1  0  0  0  0
 14 15  1  0  0  0  0
 14 17  1  0  0  0  0
 16 17  2  0  0  0  0
 14  9  1  1  0  0  0
 15  8  1  6  0  0  0
 16 12  1  0  0  0  0
 18 19  1  0  0  0  0
 18 23  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
  1 19  2  0  0  0  0
  4 20  2  0  0  0  0
 15 18  1  0  0  0  0
 23 16  1  0  0  0  0
 18 11  1  1  0  0  0
 23 10  1  6  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 13 22  1  0  0  0  0
M  END
Download

3D MOL for NP0050741 ((-)-Lycorine)

Download
3D SDF for NP0050741 ((-)-Lycorine)

  Mrv1652310141719102D          

 23 27  0  0  0  0            999 V2000
   -2.3791    0.5598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0936    0.1472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0936   -0.6777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3791   -1.0902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8782   -0.9326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3631   -0.2652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8782    0.4022    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6647    1.7973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2357    2.6223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2357    0.9723    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9502   -0.2652    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1604    0.1045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1604   -0.7203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2466    1.7830    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9611    1.3705    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4678    0.5454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4678    1.3705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9592    0.5479    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6737    0.1354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6737   -0.6896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9592   -1.1020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2447   -0.6896    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2447    0.1354    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  4  1  0  0  0  0
  2  7  1  0  0  0  0
  2  3  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
 12 13  1  0  0  0  0
 14 15  1  0  0  0  0
 14 17  1  0  0  0  0
 16 17  2  0  0  0  0
 14  9  1  1  0  0  0
 15  8  1  6  0  0  0
 16 12  1  0  0  0  0
 18 19  1  0  0  0  0
 18 23  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
  1 19  2  0  0  0  0
  4 20  2  0  0  0  0
 15 18  1  0  0  0  0
 23 16  1  0  0  0  0
 18 11  1  1  0  0  0
 23 10  1  6  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 13 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0050741

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12N3CCC1=C[C@H](O)[C@@H](O)[C@@]2([H])C1=CC2=C(OCO2)C=C1C3

> <INCHI_IDENTIFIER>
InChI=1S/C16H17NO4/c18-11-3-8-1-2-17-6-9-4-12-13(21-7-20-12)5-10(9)14(15(8)17)16(11)19/h3-5,11,14-16,18-19H,1-2,6-7H2/t11-,14-,15+,16+/m0/s1

> <INCHI_KEY>
XGVJWXAYKUHDOO-DANNLKNASA-N

> <FORMULA>
C16H17NO4

> <MOLECULAR_WEIGHT>
287.3105

> <EXACT_MASS>
287.115758037

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
30.0384823043256

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
0.01

> <JCHEM_LOGP>
0.16233381033333377

> <ALOGPS_LOGS>
-1.59

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
14.900857803016326

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.459855017937077

> <JCHEM_PKA_STRONGEST_BASIC>
7.824193110879473

> <JCHEM_POLAR_SURFACE_AREA>
62.160000000000004

> <JCHEM_REFRACTIVITY>
76.1816

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.43e+00 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0050741 ((-)-Lycorine)
Download
PDB for NP0050741 ((-)-Lycorine)
HEADER    PROTEIN                                 14-OCT-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-OCT-17         0                                  
HETATM    1  C   UNK     0      -4.441   1.045   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.775   0.275   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.775  -1.265   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.441  -2.035   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -7.239  -1.741   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -8.144  -0.495   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -7.239   0.751   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -3.107   3.355   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      -0.440   4.895   0.000  0.00  0.00           O+0
HETATM   10  H   UNK     0      -0.440   1.815   0.000  0.00  0.00           H+0
HETATM   11  H   UNK     0      -1.774  -0.495   0.000  0.00  0.00           H+0
HETATM   12  C   UNK     0       2.166   0.195   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.166  -1.345   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.460   3.328   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.794   2.558   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.873   1.018   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.873   2.558   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.791   1.023   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.124   0.253   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.124  -1.287   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.791  -2.057   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0      -0.457  -1.287   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0      -0.457   0.253   0.000  0.00  0.00           C+0
CONECT    1    2   19                                                       
CONECT    2    1    7    3                                                  
CONECT    3    4    2    5                                                  
CONECT    4    3   20                                                       
CONECT    5    3    6                                                       
CONECT    6    5    7                                                       
CONECT    7    2    6                                                       
CONECT    8   15                                                            
CONECT    9   14                                                            
CONECT   10   23                                                            
CONECT   11   18                                                            
CONECT   12   13   16                                                       
CONECT   13   12   22                                                       
CONECT   14   15   17    9                                                  
CONECT   15   14    8   18                                                  
CONECT   16   17   12   23                                                  
CONECT   17   14   16                                                       
CONECT   18   19   23   15   11                                             
CONECT   19   18   20    1                                                  
CONECT   20   19   21    4                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   13                                                  
CONECT   23   18   16   10   22                                             
MASTER        0    0    0    0    0    0    0    0   23    0   54    0
END

Download
3D PDB for NP0050741 ((-)-Lycorine)
Download
SMILES for NP0050741 ((-)-Lycorine)
[H][C@@]12N3CCC1=C[C@H](O)[C@@H](O)[C@@]2([H])C1=CC2=C(OCO2)C=C1C3
Download
INCHI for NP0050741 ((-)-Lycorine)
InChI=1S/C16H17NO4/c18-11-3-8-1-2-17-6-9-4-12-13(21-7-20-12)5-10(9)14(15(8)17)16(11)19/h3-5,11,14-16,18-19H,1-2,6-7H2/t11-,14-,15+,16+/m0/s1
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View in JSmol
Synonyms
ValueSource
(-)-LycorineChEBI
AmaryllineChEBI
GalanthidineChEBI
LicorineChEBI
NarcissineChEBI
2,4,5,7,12b,12C-Hexahydro-1H-(1,3)dioxolo- (4,5-J)pyrrolo(3,2,1-de)phenanthridine-1,2-diolMeSH
Lycorine hydrochloride, (1alpha,2beta)-isomerMeSH
3,3a-Didehydrolycoran-1alpha,2beta-diolPhytoBank
3,3a-Didehydrolycoran-1α,2β-diolPhytoBank
3,4-Didehydro-11,12-[methylenebis(oxy)]galanthan-1alpha,2beta-diolPhytoBank
3,4-Didehydro-11,12-[methylenebis(oxy)]galanthan-1α,2β-diolPhytoBank
NarcissinPhytoBank
Chemical FormulaC16H17NO4
Average Mass287.3105 Da
Monoisotopic Mass287.11576 Da
IUPAC Name(1S,17S,18S,19S)-5,7-dioxa-12-azapentacyclo[10.6.1.0^{2,10}.0^{4,8}.0^{15,19}]nonadeca-2,4(8),9,15-tetraene-17,18-diol
Traditional Name(1S,17S,18S,19S)-5,7-dioxa-12-azapentacyclo[10.6.1.0^{2,10}.0^{4,8}.0^{15,19}]nonadeca-2,4(8),9,15-tetraene-17,18-diol
CAS Registry NumberNot Available
SMILES
[H][C@@]12N3CCC1=C[C@H](O)[C@@H](O)[C@@]2([H])C1=CC2=C(OCO2)C=C1C3
InChI Identifier
InChI=1S/C16H17NO4/c18-11-3-8-1-2-17-6-9-4-12-13(21-7-20-12)5-10(9)14(15(8)17)16(11)19/h3-5,11,14-16,18-19H,1-2,6-7H2/t11-,14-,15+,16+/m0/s1
InChI KeyXGVJWXAYKUHDOO-DANNLKNASA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Amaryllis belladonnaPlant
Ammocharis coranicaPlant
Ammocharis longifoliaLOTUS Database
Ammocharis tinneanaPlant
Brunsvigia gregariaLOTUS Database
Brunsvigia littoralisPlant
Brunsvigia orientalisLOTUS Database
Brunsvigia radulosaPlant
Clivia miniataPlant
Clivia nobilisLOTUS Database
Cooperia drummondii-
Cooperia pedunculata-
Crinum amabilePlant
Crinum americanumLOTUS Database
Crinum asiaticumLOTUS Database
Crinum asiaticum var.japonicumPlant
Crinum bulbispermumLOTUS Database
Crinum delagoensePlant
Crinum firmifoliumLOTUS Database
Crinum giganteumPlant
Crinum glaucumPlant
Crinum jagusPlant
Crinum kirkiiLOTUS Database
Crinum latifoliumPlant
Crinum lugardiaePlant
Crinum macowaniiPlant
Crinum mooreiPlant
Crinum pratense Herb.Plant
Crinum scabrumPlant
Crinum stuhlmanniiLOTUS Database
Crinum yemensePlant
Crossyne flavaLOTUS Database
Curculigo orchioidesPlant
Cyrtanthus pallidusPlant
Drimia altissimaPlant
Ecklonia cavaChromalveolata
Eucharis amazonicaLOTUS Database
Eucharis grandifloraPlant
Galanthus caucasicusPlant
Galanthus elewesiiPlant
Galanthus elwesiiLOTUS Database
Galanthus nivalisPlant
Galanthus woronowii Losinsk.Plant
Hippeastrum equestrePlant
Hippeastrum puniceumLOTUS Database
Hippeastrum vittatumPlant
Hymenocallis littoralisPlant
Hymenocallis rotataLOTUS Database
Hymenocallis tubifloraPlant
Hymenocallis x festalisPlant
Imperata cylindricaLOTUS Database
Ismene deflexaLOTUS Database
Lapiedra martineziiLOTUS Database
Leucojium autumnale-
Leucojum aestivumPlant
Leucojum vernumPlant
Lycoris aureaPlant
Lycoris incarnataLOTUS Database
Lycoris radiataPlant
Lycoris sanguineaPlant
Narcissus cyclamineusPlant
Narcissus folliPlant
Narcissus jonquillaPlant
Narcissus leonensisLOTUS Database
Narcissus papyraceusLOTUS Database
Narcissus poeticusPlant
Narcissus pseudonarcissusPlant
Narcissus tarzettusPlant
Narcissus tazettaPlant
Narcissus tortuousPlant
Pancratinum maritimum-
Pancratium canariensePlant
Pancratium foetidumPlant
Pancratium maritimumLOTUS Database
Pancratium maritimum L.Plant
Pancratium sickenbergeriPlant
Pancratium trianthumLOTUS Database
Sprekelia formosissima Herb.Plant
Sternbergia clusianaLOTUS Database
Sternbergia luteaPlant
Ungernia sewerzowiiPlant
Ungernia trisphaeraPlant
Zephyranthes candidaPlant
Zephyranthes citrinaPlant
Zephyranthes roseaPlant
Zephyranthes texanaPlant
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.
KingdomOrganic compounds  
Super ClassAlkaloids and derivatives  
ClassAmaryllidaceae alkaloids  
Sub ClassLycorine-type amaryllidaceae alkaloids  
Direct ParentLycorine-type amaryllidaceae alkaloids  
Alternative Parents
Substituents
  • Lycorine skeleton
    • 

  • Benzoquinoline
    • 

  • Phenanthridine
    • 

  • Quinoline
    • 

  • Tetrahydroisoquinoline
    • 

  • Benzodioxole
    • 

  • Indole or derivatives
    • 

  • Aralkylamine
    • 

  • Benzenoid
    • 

  • N-alkylpyrrolidine
    • 

  • Pyrrolidine
    • 

  • Tertiary aliphatic amine
    • 

  • Tertiary amine
    • 

  • Secondary alcohol
    • 

  • 1,2-diol
    • 

  • Organoheterocyclic compound
    • 

  • Azacycle
    • 

  • Oxacycle
    • 

  • Acetal
    • 

  • Hydrocarbon derivative
    • 

  • Organonitrogen compound
    • 

  • Organooxygen compound
    • 

  • Organic nitrogen compound
    • 

  • Organic oxygen compound
    • 

  • Amine
    • 

  • Alcohol
    • 

  • Organopnictogen compound
    • 

  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP0.01ALOGPS
logP0.16ChemAxon
logS-1.6ALOGPS
pKa (Strongest Acidic)13.46ChemAxon
pKa (Strongest Basic)7.82ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area62.16 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity76.18 m³·mol⁻¹ChemAxon
Polarizability30.04 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDC00001576  
Chemspider IDNot Available
KEGG Compound IDC08532  
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkLycorine  
METLIN IDNot Available
PubChem Compound72378  
PDB IDNot Available
ChEBI ID6601  
Good Scents IDNot Available
References
General References
  1. Wang P, Shi GB, Song GQ, Chen KX, Ji RY: Assignment of Proton Resonances and Conformational Characterization of Oligodeoxyribonucleic Acid d(CCGTACGG) in Solution. Sheng Wu Hua Xue Yu Sheng Wu Wu Li Xue Bao (Shanghai). 1996;28(6):703-705. [PubMed:12232602  ] 
  2. Sener B, Orhan I, Satayavivad J: Antimalarial activity screening of some alkaloids and the plant extracts from Amaryllidaceae. Phytother Res. 2003 Dec;17(10):1220-3. doi: 10.1002/ptr.1346. [PubMed:14669261  ] 
  3. Szlavik L, Gyuris A, Minarovits J, Forgo P, Molnar J, Hohmann J: Alkaloids from Leucojum vernum and antiretroviral activity of Amaryllidaceae alkaloids. Planta Med. 2004 Sep;70(9):871-3. doi: 10.1055/s-2004-827239. [PubMed:15386196  ] 
  4. Lamoral-Theys D, Andolfi A, Van Goietsenoven G, Cimmino A, Le Calve B, Wauthoz N, Megalizzi V, Gras T, Bruyere C, Dubois J, Mathieu V, Kornienko A, Kiss R, Evidente A: Lycorine, the main phenanthridine Amaryllidaceae alkaloid, exhibits significant antitumor activity in cancer cells that display resistance to proapoptotic stimuli: an investigation of structure-activity relationship and mechanistic insight. J Med Chem. 2009 Oct 22;52(20):6244-56. doi: 10.1021/jm901031h. [PubMed:19788245  ]