NP-MRD: Showing NP-Card for Erythbidin B (NP0079483)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-29 00:30:30 UTC

Updated at

2022-04-29 00:30:30 UTC

NP-MRD ID

NP0079483

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Erythbidin B

Description

Erythbidin B belongs to the class of organic compounds known as erythrinanes. These are erythrina alkaloids possessing either a 6-5-6-6-membered indoloisoquinoline core or a derivative thereof. Erythbidin B is found in Erythrina bidwillii and Erythrina x bidwillii. Based on a literature review very few articles have been published on Erythbidin B.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 41 45  0  0  0  0  0  0  0  0999 V2000
   -3.4114   -2.9115    1.3506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4293   -1.6421    0.7980 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1659   -1.3891    0.2135 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3801   -1.3649   -1.2395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9683   -0.3369   -1.9526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2876    0.8225   -1.3563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0489    2.0470   -1.7563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3409    2.8405   -0.6806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8533    2.0835    0.4721 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1181    2.4574    1.6174 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4583    3.7593    1.9549 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3278    2.3235    1.3042 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1984    3.1901    1.5710 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6924    1.0691    0.6385 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0105    0.6418    0.5973 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4077   -0.5257   -0.0162 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4338   -1.2933   -0.6127 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1080   -0.8772   -0.5792 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7026    0.2915    0.0338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7378    0.7016    0.0464 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6162   -0.1876    0.8599 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0827   -2.4112   -1.1583 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3927   -2.5100   -0.6294 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6242   -1.1621   -0.1942 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4334   -3.0668    1.8017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6233   -2.9949    2.1497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1837   -3.7040    0.6111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5713   -2.3194    0.4007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8918   -2.2164   -1.7412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1447   -0.3504   -3.0428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2965    2.4892   -2.7065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7880    3.8498   -0.6013 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7367    2.8289   -0.7761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3069    1.7648    2.4859 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2086    4.4180    1.6202 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7349    1.3020    1.0924 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4274   -1.5523   -1.0774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0656   -0.5058    1.7826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4700    0.4336    1.2621 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3638   -3.1558    0.2881 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1390   -2.8367   -1.3612 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 21  1  0
 20 21  1  1
 20  9  1  0
  9  8  1  0
  8  7  1  0
  7  6  2  0
  6  5  1  0
  5  4  2  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 22  1  0
 22 23  1  0
 23 24  1  0
 17 18  1  0
 18 19  2  0
  4  3  1  0
 19 14  1  0
  6 20  1  0
 24 16  1  0
 19 20  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  6
 21 38  1  0
 21 39  1  0
  8 32  1  0
  8 33  1  0
  7 31  1  0
  5 30  1  0
  4 29  1  0
 10 34  1  1
 11 35  1  0
 15 36  1  0
 23 40  1  0
 23 41  1  0
 18 37  1  0
M  END


  Mrv1652304292202302D          

 24 28  0  0  1  0            999 V2000
    3.4305    0.6255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6899   -0.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1414   -0.7738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3335   -0.6069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1165    0.0675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6226    0.7925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2661    0.3431    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7176   -0.2731    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9770   -1.0563    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7849   -1.2232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0444   -2.0063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4285   -1.6725    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0380    0.0581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0436    0.8791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8495    1.0552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2579    1.7721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0829    1.7768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4995    1.0647    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0911    0.3478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3245    1.0694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7329    1.7862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5149   -0.1529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7654    0.6332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0952    1.1143    0.0000 O   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
  5  7  1  0  0  0  0
  7  8  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
 10 11  2  0  0  0  0
  9 12  1  1  0  0  0
  8 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
  7 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
  7 19  1  0  0  0  0
 18 20  1  6  0  0  0
 20 21  1  0  0  0  0
  2 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
  1 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0079483

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CO[C@@H]1C[C@]23N(CC=C2C=C1)[C@H](O)C(=O)C1=CC2=C(OCO2)C=C31

> <INCHI_IDENTIFIER>
InChI=1S/C18H17NO5/c1-22-11-3-2-10-4-5-19-17(21)16(20)12-6-14-15(24-9-23-14)7-13(12)18(10,19)8-11/h2-4,6-7,11,17,21H,5,8-9H2,1H3/t11-,17+,18-/m0/s1

> <INCHI_KEY>
FKUSJDORPIDDQG-PDSMFRHLSA-N

> <FORMULA>
C18H17NO5

> <MOLECULAR_WEIGHT>
327.336

> <EXACT_MASS>
327.110672651

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
32.883428014835346

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,12R,19R)-12-hydroxy-19-methoxy-5,7-dioxa-13-azapentacyclo[11.7.0.0^{1,16}.0^{2,10}.0^{4,8}]icosa-2,4(8),9,15,17-pentaen-11-one

> <ALOGPS_LOGP>
0.97

> <JCHEM_LOGP>
0.9284735763333339

> <ALOGPS_LOGS>
-2.13

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.69467026352074

> <JCHEM_PKA_STRONGEST_BASIC>
4.96866078978885

> <JCHEM_POLAR_SURFACE_AREA>
68.23000000000002

> <JCHEM_REFRACTIVITY>
87.0122

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.43e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,12R,19R)-12-hydroxy-19-methoxy-5,7-dioxa-13-azapentacyclo[11.7.0.0^{1,16}.0^{2,10}.0^{4,8}]icosa-2,4(8),9,15,17-pentaen-11-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  C   UNK     0       6.404   1.168   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.888  -0.294   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.864  -1.445   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.356  -1.133   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.951   0.126   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.895   1.479   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.363   0.641   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       1.339  -0.510   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       1.824  -1.972   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.332  -2.283   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       3.816  -3.745   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       0.800  -3.122   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -0.071   0.109   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.081   1.641   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.586   1.970   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.348   3.308   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.888   3.317   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.666   1.987   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.903   0.649   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       6.206   1.996   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       6.968   3.334   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       8.428  -0.285   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       8.895   1.182   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       7.644   2.080   0.000  0.00  0.00           O+0
CONECT    1    2    6   24                                                  
CONECT    2    1    3   22                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8   15   19                                             
CONECT    8    7    9   13                                                  
CONECT    9    8   10   12                                                  
CONECT   10    9    4   11                                                  
CONECT   11   10                                                            
CONECT   12    9                                                            
CONECT   13    8   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14    7   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18    7                                                       
CONECT   20   18   21                                                       
CONECT   21   20                                                            
CONECT   22    2   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23    1                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   56    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₁₇NO₅

Average Mass

327.3360 Da

Monoisotopic Mass

327.11067 Da

IUPAC Name

(1S,12R,19R)-12-hydroxy-19-methoxy-5,7-dioxa-13-azapentacyclo[11.7.0.0^{1,16}.0^{2,10}.0^{4,8}]icosa-2,4(8),9,15,17-pentaen-11-one

Traditional Name

(1S,12R,19R)-12-hydroxy-19-methoxy-5,7-dioxa-13-azapentacyclo[11.7.0.0^{1,16}.0^{2,10}.0^{4,8}]icosa-2,4(8),9,15,17-pentaen-11-one

CAS Registry Number

Not Available

SMILES

CO[C@@H]1C[C@]23N(CC=C2C=C1)[C@H](O)C(=O)C1=CC2=C(OCO2)C=C31

InChI Identifier

InChI=1S/C18H17NO5/c1-22-11-3-2-10-4-5-19-17(21)16(20)12-6-14-15(24-9-23-14)7-13(12)18(10,19)8-11/h2-4,6-7,11,17,21H,5,8-9H2,1H3/t11-,17+,18-/m0/s1

InChI Key

FKUSJDORPIDDQG-PDSMFRHLSA-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
Erythrina bidwillii	LOTUS Database	35616633
Erythrina x bidwillii	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as erythrinanes. These are erythrina alkaloids possessing either a 6-5-6-6-membered indoloisoquinoline core or a derivative thereof.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Erythrina alkaloids

Sub Class

Erythrinanes

Direct Parent

Erythrinanes

Alternative Parents

Substituents

Erythrinane skeleton
Isoquinolone
Tetrahydroisoquinoline
Benzodioxole
Indole or derivatives
Aryl alkyl ketone
Aryl ketone
Benzenoid
Pyrroline
Ketone
Acetal
Alkanolamine
Dialkyl ether
Ether
Oxacycle
Azacycle
Organoheterocyclic compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
Organic nitrogen 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	0.97	ALOGPS
logP	0.93	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	11.69	ChemAxon
pKa (Strongest Basic)	4.97	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	68.23 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	87.01 m³·mol⁻¹	ChemAxon
Polarizability	32.88 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

C00044159

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

102438648

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Erythbidin B (NP0079483)

MOL for NP0079483 (Erythbidin B)

3D MOL for NP0079483 (Erythbidin B)

3D SDF for NP0079483 (Erythbidin B)

3D-SDF for NP0079483 (Erythbidin B)

PDB for NP0079483 (Erythbidin B)

3D PDB for NP0079483 (Erythbidin B)

SMILES for NP0079483 (Erythbidin B)

INCHI for NP0079483 (Erythbidin B)

Structure for NP0079483 (Erythbidin B)

3D Structure for NP0079483 (Erythbidin B)