NP-MRD: Showing NP-Card for Roxiamine B (NP0083614)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-29 04:36:01 UTC

Updated at

2022-04-29 04:36:01 UTC

NP-MRD ID

NP0083614

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Roxiamine B

Description

Roxiamine B belongs to the class of organic compounds known as furanoquinolines. Furanoquinolines are compounds containing a furan ring fused to a quinoline. Roxiamine B is found in Euodia roxburghiana and Melicope lunu-ankenda. Based on a literature review very few articles have been published on Roxiamine B.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 41 43  0  0  0  0  0  0  0  0999 V2000
    7.8205    0.8688   -0.1419 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4133    0.7757   -0.1614 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7440   -0.4341   -0.0373 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3927   -1.4783    0.0961 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2602   -0.4234   -0.0703 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5203    0.8453   -0.2314 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5779   -1.5430    0.0431 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1255   -1.6533    0.0246 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4359   -0.4659   -0.1261 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0839   -0.2912   -0.1751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4160    0.9876   -0.3321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7594    1.2602   -0.3922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6872    0.2427   -0.2956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0345    0.5331   -0.3577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5210    1.8008   -0.5132 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8396    2.6966    0.5152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9182   -0.5195   -0.2562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3029   -0.6229   -0.2740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6174   -1.9568   -0.1281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4901   -2.5911   -0.0313 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4443   -1.8045   -0.0989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1029   -2.0445   -0.0427 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2165   -1.0458   -0.1380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8391   -1.3090   -0.0784 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2595    0.5059   -1.0924 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0538    1.9712   -0.1019 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2672    0.4362    0.7573 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9549    1.0839    0.6759 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9561    0.9219   -1.1813 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2891    1.6758   -0.3044 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1901   -2.4575    0.1609 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7973   -2.3362   -0.8151 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8069   -2.2198    0.9494 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2690    1.8040   -0.4109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1565    2.2665   -0.5158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7242    2.4374    1.0979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0067    2.8585    1.2277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0180    3.6955    0.0369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9943    0.2086   -0.3840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6359   -2.3650   -0.1032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4932   -2.3143    0.0441 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 10  1  0
 23 13  1  0
 21 17  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  6 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  8 32  1  0
  8 33  1  0
 11 34  1  0
 12 35  1  0
 16 36  1  0
 16 37  1  0
 16 38  1  0
 18 39  1  0
 19 40  1  0
 24 41  1  0
M  END


  Mrv1652304292206362D          

 24 26  0  0  0  0            999 V2000
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6425    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1274    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6425   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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
  6  7  1  0  0  0  0
  4  8  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 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
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 18 21  2  0  0  0  0
 12 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 10 24  1  0  0  0  0
  3 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0083614

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C(\C)=C\COC1=CC=C2C(OC)=C3C=COC3=NC2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H17NO5/c1-11(18(20)22-3)6-8-23-12-4-5-13-15(10-12)19-17-14(7-9-24-17)16(13)21-2/h4-7,9-10H,8H2,1-3H3/b11-6+

> <INCHI_KEY>
ZLNSISDUWGFDNT-IZZDOVSWSA-N

> <FORMULA>
C18H17NO5

> <MOLECULAR_WEIGHT>
327.336

> <EXACT_MASS>
327.110672651

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
34.802193328016614

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (2E)-4-({4-methoxyfuro[2,3-b]quinolin-7-yl}oxy)-2-methylbut-2-enoate

> <ALOGPS_LOGP>
3.62

> <JCHEM_LOGP>
3.2743094736666674

> <ALOGPS_LOGS>
-3.79

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
3.1015588421913067

> <JCHEM_POLAR_SURFACE_AREA>
70.79000000000002

> <JCHEM_REFRACTIVITY>
87.3039

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.28e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (2E)-4-({4-methoxyfuro[2,3-b]quinolin-7-yl}oxy)-2-methylbut-2-enoate

> <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       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.799   2.016   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.705   0.770   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       6.799  -0.476   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       4.001  -0.770   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -8.002   0.000   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -6.668  -2.310   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   24                                                  
CONECT    4    3    5    8                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    4    7    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   24                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   22                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   21                                                  
CONECT   19   18   20                                                       
CONECT   20   19                                                            
CONECT   21   18                                                            
CONECT   22   12   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   10    3                                                  
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₁₇NO₅

Average Mass

327.3360 Da

Monoisotopic Mass

327.11067 Da

IUPAC Name

methyl (2E)-4-({4-methoxyfuro[2,3-b]quinolin-7-yl}oxy)-2-methylbut-2-enoate

Traditional Name

methyl (2E)-4-({4-methoxyfuro[2,3-b]quinolin-7-yl}oxy)-2-methylbut-2-enoate

CAS Registry Number

Not Available

SMILES

COC(=O)C(\C)=C\COC1=CC=C2C(OC)=C3C=COC3=NC2=C1

InChI Identifier

InChI=1S/C18H17NO5/c1-11(18(20)22-3)6-8-23-12-4-5-13-15(10-12)19-17-14(7-9-24-17)16(13)21-2/h4-7,9-10H,8H2,1-3H3/b11-6+

InChI Key

ZLNSISDUWGFDNT-IZZDOVSWSA-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
Euodia roxburghiana	Plant	KNApSAcK
Melicope lunu-ankenda	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as furanoquinolines. Furanoquinolines are compounds containing a furan ring fused to a quinoline.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Furanoquinolines

Direct Parent

Furanoquinolines

Alternative Parents

Substituents

Furanoquinoline
Furopyridine
Alkyl aryl ether
Fatty acid ester
Pyridine
Benzenoid
Fatty acyl
Furan
Methyl ester
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Heteroaromatic compound
Carboxylic acid ester
Monocarboxylic acid or derivatives
Ether
Carboxylic acid derivative
Azacycle
Oxacycle
Carbonyl group
Organic oxide
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Organopnictogen compound
Organic oxygen compound
Hydrocarbon derivative
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	3.62	ALOGPS
logP	3.27	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Basic)	3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	70.79 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	87.3 m³·mol⁻¹	ChemAxon
Polarizability	34.8 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00052405

Chemspider ID

554122

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

638622

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Roxiamine B (NP0083614)

MOL for NP0083614 (Roxiamine B)

3D MOL for NP0083614 (Roxiamine B)

3D SDF for NP0083614 (Roxiamine B)

3D-SDF for NP0083614 (Roxiamine B)

PDB for NP0083614 (Roxiamine B)

3D PDB for NP0083614 (Roxiamine B)

SMILES for NP0083614 (Roxiamine B)

INCHI for NP0083614 (Roxiamine B)

Structure for NP0083614 (Roxiamine B)

3D Structure for NP0083614 (Roxiamine B)