NP-MRD: Showing NP-Card for (1s,11r,13s,15s,18s)-15-methoxy-5,7-dioxa-12-azapentacyclo[10.5.2.0¹,¹³.0²,¹⁰.0⁴,⁸]nonadeca-2,4(8),9,16-tetraene-11,18-diol (NP0323966)

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Record Information

Version

2.0

Created at

2022-09-12 03:43:49 UTC

Updated at

2022-09-12 03:43:49 UTC

NP-MRD ID

NP0323966

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,11r,13s,15s,18s)-15-methoxy-5,7-dioxa-12-azapentacyclo[10.5.2.0¹,¹³.0²,¹⁰.0⁴,⁸]nonadeca-2,4(8),9,16-tetraene-11,18-diol

Description

Haemanthidine belongs to the class of organic compounds known as crinine- and haemanthamine-type amaryllidaceae alkaloids. These are amaryllidaceae alkaloids compounds with a structure based on the crinine or haemanthamine backbone. Both backbones have a common 5,10b-ethano bridge moiety in their frameworks, which is a very significant taxonomic feature, and the configurations of the 5,10b-ethano bridge are opposite to each other. (1s,11r,13s,15s,18s)-15-methoxy-5,7-dioxa-12-azapentacyclo[10.5.2.0¹,¹³.0²,¹⁰.0⁴,⁸]nonadeca-2,4(8),9,16-tetraene-11,18-diol is found in Brunsvigia gregaria, Cyrtanthus elatus, Lycoris radiata, Narcissus asturiensis, Pancratium canariense, Pancratium maritimum, Pancratium sickenbergeri, Sternbergia clusiana, Habranthus brachyandrus and Zephyranthes citrina. (1s,11r,13s,15s,18s)-15-methoxy-5,7-dioxa-12-azapentacyclo[10.5.2.0¹,¹³.0²,¹⁰.0⁴,⁸]nonadeca-2,4(8),9,16-tetraene-11,18-diol was first documented in 2019 (PMID: 30763721). Based on a literature review a small amount of articles have been published on Haemanthidine (PMID: 35448871) (PMID: 33401696) (PMID: 31639490).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 42 46  0  0  0  0  0  0  0  0999 V2000
    4.5012   -0.3421    2.2868 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2016   -0.1893    1.8635 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0880   -0.3893    0.4914 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7087    0.8874   -0.1196 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5182    1.1236   -0.6388 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4709    0.1226   -0.6472 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8898    0.6203   -0.2998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3214    1.8899   -0.5677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6034    2.3125   -0.2245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4912    1.4830    0.3948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0766    0.1991    0.6738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7901   -0.2181    0.3270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4327   -1.6312    0.6678 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4648   -2.5074    0.4904 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2391   -1.9927   -0.1154 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4721   -1.8096   -1.5275 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3777   -0.6361   -1.9700 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2321    0.1166   -2.9564 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7482   -1.0332    0.2907 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1637   -1.5315    0.1626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6605    2.2054    0.5933 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3264    3.5638    0.5239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2502    3.5501   -0.3995 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6259   -0.1890    3.3769 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8909   -1.3776    2.0708 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2137    0.3466    1.7932 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1229   -0.6262    0.1075 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4874    1.6839   -0.1332 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2991    2.1107   -1.0877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6485    2.5823   -1.0608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7642   -0.4897    1.1691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1017   -1.6941    1.7329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5547   -2.8970   -0.3992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5395   -1.5083   -1.7418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2553   -2.7267   -2.1250 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3808   -0.9776   -2.2750 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2737    0.0988   -3.8118 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6180   -0.6611    1.3197 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3844   -1.9947   -0.7999 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3040   -2.3091    0.9430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2107    4.1116    0.1343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0541    4.0061    1.4873 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 20  1  0
 20 19  1  0
 19 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17  6  1  0
  6  5  1  6
  5  4  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 21  1  0
 21 22  1  0
 22 23  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
  4  3  1  0
 12  7  1  0
  6 19  1  0
 23  9  1  0
 13 15  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  6
 20 39  1  0
 20 40  1  0
 19 38  1  1
 16 34  1  0
 16 35  1  0
 17 36  1  6
 18 37  1  0
  5 29  1  0
  4 28  1  0
  8 30  1  0
 22 41  1  0
 22 42  1  0
 11 31  1  0
 13 32  1  1
 14 33  1  0
M  END


  Mrv1652309122205432D          

 23 27  0  0  1  0            999 V2000
    2.9456    2.3182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0600    1.5012    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4096    0.9936    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4685    0.2791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8737   -0.3311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1089   -0.0216    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7858    0.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4722   -0.0078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2118    0.3576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2651    1.1809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5788    1.6387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9418    1.3288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2287    1.8282    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4639    2.6190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4142    1.6970    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0090    0.9784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3182    0.2135    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2368   -0.3969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9945    0.7954    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6449    1.3030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0646    1.3846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5053    0.6872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9783    0.0525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  6  5  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
  6 17  1  0  0  0  0
 17 18  1  6  0  0  0
 19 15  1  1  0  0  0
  6 19  1  0  0  0  0
 19 20  1  0  0  0  0
  3 20  1  0  0  0  0
 10 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
  9 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0323966

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CO[C@H]1C[C@@H]2N3C[C@@H](O)[C@@]2(C=C1)C1=CC2=C(OCO2)C=C1[C@H]3O

> <INCHI_IDENTIFIER>
InChI=1S/C17H19NO5/c1-21-9-2-3-17-11-6-13-12(22-8-23-13)5-10(11)16(20)18(7-15(17)19)14(17)4-9/h2-3,5-6,9,14-16,19-20H,4,7-8H2,1H3/t9-,14+,15-,16-,17+/m1/s1

> <INCHI_KEY>
ZSTPNQLNQBRLQF-QLNKUFCHSA-N

> <FORMULA>
C17H19NO5

> <MOLECULAR_WEIGHT>
317.341

> <EXACT_MASS>
317.126322716

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
32.66919419971761

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,11R,13S,15S,18S)-15-methoxy-5,7-dioxa-12-azapentacyclo[10.5.2.0^{1,13}.0^{2,10}.0^{4,8}]nonadeca-2,4(8),9,16-tetraene-11,18-diol

> <JCHEM_LOGP>
0.46152521766666676

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
14.145833347989178

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.709843318726236

> <JCHEM_PKA_STRONGEST_BASIC>
7.037725549312594

> <JCHEM_POLAR_SURFACE_AREA>
71.39000000000001

> <JCHEM_REFRACTIVITY>
82.13400000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,11R,13S,15S,18S)-15-methoxy-5,7-dioxa-12-azapentacyclo[10.5.2.0^{1,13}.0^{2,10}.0^{4,8}]nonadeca-2,4(8),9,16-tetraene-11,18-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0       5.498   4.327   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       5.712   2.802   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       4.498   1.855   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.608   0.521   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.498  -0.618   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.070  -0.040   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.334   0.840   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.615  -0.015   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.995   0.668   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.095   2.204   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.814   3.059   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.625   2.480   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.294   3.413   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       2.733   4.889   0.000  0.00  0.00           O+0
HETATM   15  N   UNK     0       0.773   3.168   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       0.017   1.826   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.594   0.399   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -0.442  -0.741   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       1.856   1.485   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.070   2.432   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       7.587   2.585   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       8.410   1.283   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       7.426   0.098   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   20                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   17   19                                             
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   23                                                  
CONECT   10    9   11   21                                                  
CONECT   11   10   12                                                       
CONECT   12   11    7   13                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   19                                                  
CONECT   16   15   17                                                       
CONECT   17   16    6   18                                                  
CONECT   18   17                                                            
CONECT   19   15    6   20                                                  
CONECT   20   19    3                                                       
CONECT   21   10   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22    9                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   54    0
END

View in JSmol

Synonyms

Value	Source
Hemanthidine	MeSH

Chemical Formula

C₁₇H₁₉NO₅

Average Mass

317.3410 Da

Monoisotopic Mass

317.12632 Da

IUPAC Name

(1S,11R,13S,15S,18S)-15-methoxy-5,7-dioxa-12-azapentacyclo[10.5.2.0^{1,13}.0^{2,10}.0^{4,8}]nonadeca-2,4(8),9,16-tetraene-11,18-diol

Traditional Name

(1S,11R,13S,15S,18S)-15-methoxy-5,7-dioxa-12-azapentacyclo[10.5.2.0^{1,13}.0^{2,10}.0^{4,8}]nonadeca-2,4(8),9,16-tetraene-11,18-diol

CAS Registry Number

Not Available

SMILES

CO[C@H]1C[C@@H]2N3C[C@@H](O)[C@@]2(C=C1)C1=CC2=C(OCO2)C=C1[C@H]3O

InChI Identifier

InChI=1S/C17H19NO5/c1-21-9-2-3-17-11-6-13-12(22-8-23-13)5-10(11)16(20)18(7-15(17)19)14(17)4-9/h2-3,5-6,9,14-16,19-20H,4,7-8H2,1H3/t9-,14+,15-,16-,17+/m1/s1

InChI Key

ZSTPNQLNQBRLQF-QLNKUFCHSA-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
Brunsvigia gregaria	LOTUS Database	35616633
Cyrtanthus elatus	LOTUS Database	35616633
Lycoris radiata	LOTUS Database	35616633
Narcissus asturiensis	LOTUS Database	35616633
Pancratium canariense	LOTUS Database	35616633
Pancratium maritimum	LOTUS Database	35616633
Pancratium sickenbergeri	LOTUS Database	35616633
Sternbergia clusiana	LOTUS Database	35616633
Zephyranthes brachyandra	LOTUS Database	35616633
Zephyranthes citrina	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as crinine- and haemanthamine-type amaryllidaceae alkaloids. These are amaryllidaceae alkaloids compounds with a structure based on the crinine or haemanthamine backbone. Both backbones have a common 5,10b-ethano bridge moiety in their frameworks, which is a very significant taxonomic feature, and the configurations of the 5,10b-ethano bridge are opposite to each other.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Amaryllidaceae alkaloids

Sub Class

Crinine- and Haemanthamine-type amaryllidaceae alkaloids

Direct Parent

Crinine- and Haemanthamine-type amaryllidaceae alkaloids

Alternative Parents

Substituents

Hemanthamine/crinine alkaloid skeleton
Benzoquinoline
Phenanthridine
Benzazepine
Quinoline
Tetrahydroisoquinoline
Benzodioxole
Indole or derivatives
Azepine
Benzenoid
N-alkylpyrrolidine
Pyrrolidine
Secondary alcohol
Organoheterocyclic compound
Alkanolamine
Oxacycle
Azacycle
Acetal
Ether
Dialkyl ether
Organopnictogen compound
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Alcohol
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	0.46	ChemAxon
pKa (Strongest Acidic)	12.71	ChemAxon
pKa (Strongest Basic)	7.04	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	71.39 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	82.13 m³·mol⁻¹	ChemAxon
Polarizability	32.67 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

C00024391

Chemspider ID

25036989

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

49799009

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Masi M, Di Lecce R, Merindol N, Girard MP, Berthoux L, Desgagne-Penix I, Calabro V, Evidente A: Cytotoxicity and Antiviral Properties of Alkaloids Isolated from Pancratium maritimum. Toxins (Basel). 2022 Apr 7;14(4). pii: toxins14040262. doi: 10.3390/toxins14040262. [PubMed:35448871 ]
Zaragoza-Puchol D, Ortiz JE, Orden AA, Sanchez M, Palermo J, Tapia A, Bastida J, Feresin GE: Alkaloids Analysis of Habranthus cardenasianus (Amaryllidaceae), Anti-Cholinesterase Activity and Biomass Production by Propagation Strategies. Molecules. 2021 Jan 2;26(1). pii: molecules26010192. doi: 10.3390/molecules26010192. [PubMed:33401696 ]
Naidoo D, Roy A, Slavetinska LP, Chukwujekwu JC, Gupta S, Van Staden J: New role for crinamine as a potent, safe and selective inhibitor of human monoamine oxidase B: In vitro and in silico pharmacology and modeling. J Ethnopharmacol. 2020 Feb 10;248:112305. doi: 10.1016/j.jep.2019.112305. Epub 2019 Oct 19. [PubMed:31639490 ]
Nair JJ, van Staden J: The Amaryllidaceae as a source of antiplasmodial crinane alkaloid constituents. Fitoterapia. 2019 Apr;134:305-313. doi: 10.1016/j.fitote.2019.02.009. Epub 2019 Feb 11. [PubMed:30763721 ]
LOTUS database [Link]

Showing NP-Card for (1s,11r,13s,15s,18s)-15-methoxy-5,7-dioxa-12-azapentacyclo[10.5.2.0¹,¹³.0²,¹⁰.0⁴,⁸]nonadeca-2,4(8),9,16-tetraene-11,18-diol (NP0323966)

MOL for NP0323966 ((1s,11r,13s,15s,18s)-15-methoxy-5,7-dioxa-12-azapentacyclo[10.5.2.0¹,¹³.0²,¹⁰.0⁴,⁸]nonadeca-2,4(8),9,16-tetraene-11,18-diol)

3D MOL for NP0323966 ((1s,11r,13s,15s,18s)-15-methoxy-5,7-dioxa-12-azapentacyclo[10.5.2.0¹,¹³.0²,¹⁰.0⁴,⁸]nonadeca-2,4(8),9,16-tetraene-11,18-diol)

3D SDF for NP0323966 ((1s,11r,13s,15s,18s)-15-methoxy-5,7-dioxa-12-azapentacyclo[10.5.2.0¹,¹³.0²,¹⁰.0⁴,⁸]nonadeca-2,4(8),9,16-tetraene-11,18-diol)

3D-SDF for NP0323966 ((1s,11r,13s,15s,18s)-15-methoxy-5,7-dioxa-12-azapentacyclo[10.5.2.0¹,¹³.0²,¹⁰.0⁴,⁸]nonadeca-2,4(8),9,16-tetraene-11,18-diol)

PDB for NP0323966 ((1s,11r,13s,15s,18s)-15-methoxy-5,7-dioxa-12-azapentacyclo[10.5.2.0¹,¹³.0²,¹⁰.0⁴,⁸]nonadeca-2,4(8),9,16-tetraene-11,18-diol)

3D PDB for NP0323966 ((1s,11r,13s,15s,18s)-15-methoxy-5,7-dioxa-12-azapentacyclo[10.5.2.0¹,¹³.0²,¹⁰.0⁴,⁸]nonadeca-2,4(8),9,16-tetraene-11,18-diol)

SMILES for NP0323966 ((1s,11r,13s,15s,18s)-15-methoxy-5,7-dioxa-12-azapentacyclo[10.5.2.0¹,¹³.0²,¹⁰.0⁴,⁸]nonadeca-2,4(8),9,16-tetraene-11,18-diol)

INCHI for NP0323966 ((1s,11r,13s,15s,18s)-15-methoxy-5,7-dioxa-12-azapentacyclo[10.5.2.0¹,¹³.0²,¹⁰.0⁴,⁸]nonadeca-2,4(8),9,16-tetraene-11,18-diol)

Structure for NP0323966 ((1s,11r,13s,15s,18s)-15-methoxy-5,7-dioxa-12-azapentacyclo[10.5.2.0¹,¹³.0²,¹⁰.0⁴,⁸]nonadeca-2,4(8),9,16-tetraene-11,18-diol)

3D Structure for NP0323966 ((1s,11r,13s,15s,18s)-15-methoxy-5,7-dioxa-12-azapentacyclo[10.5.2.0¹,¹³.0²,¹⁰.0⁴,⁸]nonadeca-2,4(8),9,16-tetraene-11,18-diol)