NP-MRD: Showing NP-Card for 2-(2-hydroxy-6,10-dimethylundeca-3,5,9-trien-2-yl)-4-methyl-2h,3h-furo[3,2-c]quinolin-5-ium-5-olate (NP0222353)

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Record Information

Version

2.0

Created at

2022-09-06 00:10:14 UTC

Updated at

2022-09-06 00:10:14 UTC

NP-MRD ID

NP0222353

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-(2-hydroxy-6,10-dimethylundeca-3,5,9-trien-2-yl)-4-methyl-2h,3h-furo[3,2-c]quinolin-5-ium-5-olate

Description

2-(2-Hydroxy-6,10-dimethylundeca-3,5,9-trien-2-yl)-4-methyl-2H,3H-5λ⁵-furo[3,2-c]quinolin-5-one belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review very few articles have been published on 2-(2-hydroxy-6,10-dimethylundeca-3,5,9-trien-2-yl)-4-methyl-2H,3H-5λ⁵-furo[3,2-c]quinolin-5-one.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309062202102D          

 29 31  0  0  0  0            999 V2000
   10.0228   -2.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3215   -1.7849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5945   -2.1749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3473   -0.9603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6460   -0.5257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9190   -0.9157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2178   -0.4811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2436    0.3435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4908   -0.8710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7896   -0.4364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0626   -0.8264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3613   -0.3918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7959    0.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9267   -1.0931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6601    0.0428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5995    0.8656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7983    1.0622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3637    0.3610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5391    0.3867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1045   -0.3145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2799   -0.2887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1101    0.4383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3245    1.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1491    1.1137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5837    1.8150    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    1.1937    2.5420    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.4083    1.7892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8429    2.4905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8963   -0.2691    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  0  0  0  0
  2  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  4  0  0  0
 10 11  2  0  0  0  0
 11 12  1  4  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 19 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 17 27  2  0  0  0  0
 27 28  1  0  0  0  0
 18 29  1  0  0  0  0
 15 29  1  0  0  0  0
M  CHG  2  25   1  26  -1
M  END


  Mrv1652309062202102D          

 29 31  0  0  0  0            999 V2000
   10.0228   -2.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3215   -1.7849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5945   -2.1749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3473   -0.9603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6460   -0.5257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9190   -0.9157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2178   -0.4811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2436    0.3435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4908   -0.8710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7896   -0.4364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0626   -0.8264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3613   -0.3918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7959    0.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9267   -1.0931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6601    0.0428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5995    0.8656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7983    1.0622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3637    0.3610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5391    0.3867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1045   -0.3145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2799   -0.2887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1101    0.4383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3245    1.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1491    1.1137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5837    1.8150    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    1.1937    2.5420    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.4083    1.7892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8429    2.4905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8963   -0.2691    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  0  0  0  0
  2  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  4  0  0  0
 10 11  2  0  0  0  0
 11 12  1  4  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 19 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 17 27  2  0  0  0  0
 27 28  1  0  0  0  0
 18 29  1  0  0  0  0
 15 29  1  0  0  0  0
M  CHG  2  25   1  26  -1
M  END
> <DATABASE_ID>
NP0222353

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CCCC(C)=CC=CC(C)(O)C1CC2=C(C)[N+]([O-])=C3C=CC=CC3=C2O1

> <INCHI_IDENTIFIER>
InChI=1S/C25H31NO3/c1-17(2)10-8-11-18(3)12-9-15-25(5,27)23-16-21-19(4)26(28)22-14-7-6-13-20(22)24(21)29-23/h6-7,9-10,12-15,23,27H,8,11,16H2,1-5H3

> <INCHI_KEY>
CPHALJMXKNITBL-UHFFFAOYSA-N

> <FORMULA>
C25H31NO3

> <MOLECULAR_WEIGHT>
393.527

> <EXACT_MASS>
393.230393862

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
45.882060466912584

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(2-hydroxy-6,10-dimethylundeca-3,5,9-trien-2-yl)-4-methyl-2H,3H-furo[3,2-c]quinolin-5-ium-5-olate

> <JCHEM_LOGP>
4.355391311666667

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.638787039320707

> <JCHEM_PKA_STRONGEST_BASIC>
3.74869232375126

> <JCHEM_POLAR_SURFACE_AREA>
56.400000000000006

> <JCHEM_REFRACTIVITY>
121.6652

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
2-(2-hydroxy-6,10-dimethylundeca-3,5,9-trien-2-yl)-4-methyl-2H,3H-furo[3,2-c]quinolin-5-ium-5-olate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0      18.709  -4.143   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      17.400  -3.332   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      16.043  -4.060   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      17.448  -1.793   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      16.139  -0.981   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      14.782  -1.709   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      13.473  -0.898   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.521   0.641   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.116  -1.626   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.807  -0.815   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.450  -1.543   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.141  -0.731   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.952   0.578   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       7.330  -2.040   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       6.832   0.080   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.719   1.616   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.223   1.983   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.412   0.674   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.873   0.722   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.062  -0.587   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.522  -0.539   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.206   0.818   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.606   2.127   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.145   2.079   0.000  0.00  0.00           C+0
HETATM   25  N   UNK     0       2.956   3.388   0.000  0.00  0.00           N+1
HETATM   26  O   UNK     0       2.228   4.745   0.000  0.00  0.00           O-1
HETATM   27  C   UNK     0       4.495   3.340   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.307   4.649   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       5.406  -0.502   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                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14   15                                             
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   12   16   29                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   27                                                  
CONECT   18   17   19   29                                                  
CONECT   19   18   20   24                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   19   25                                                  
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   17   28                                                  
CONECT   28   27                                                            
CONECT   29   18   15                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₃₁NO₃

Average Mass

393.5270 Da

Monoisotopic Mass

393.23039 Da

IUPAC Name

2-(2-hydroxy-6,10-dimethylundeca-3,5,9-trien-2-yl)-4-methyl-2H,3H-furo[3,2-c]quinolin-5-ium-5-olate

Traditional Name

2-(2-hydroxy-6,10-dimethylundeca-3,5,9-trien-2-yl)-4-methyl-2H,3H-furo[3,2-c]quinolin-5-ium-5-olate

CAS Registry Number

Not Available

SMILES

CC(C)=CCCC(C)=CC=CC(C)(O)C1CC2=C(C)[N+]([O-])=C3C=CC=CC3=C2O1

InChI Identifier

InChI=1S/C25H31NO3/c1-17(2)10-8-11-18(3)12-9-15-25(5,27)23-16-21-19(4)26(28)22-14-7-6-13-20(22)24(21)29-23/h6-7,9-10,12-15,23,27H,8,11,16H2,1-5H3

InChI Key

CPHALJMXKNITBL-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Sesquiterpenoid
Dihydrofuranoquinoline
Quinoline
Alkyl aryl ether
Methylpyridine
Pyridine
Benzenoid
Heteroaromatic compound
Tertiary alcohol
Ether
Oxacycle
Azacycle
Organoheterocyclic compound
Alcohol
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen 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	4.36	ChemAxon
pKa (Strongest Acidic)	13.64	ChemAxon
pKa (Strongest Basic)	3.75	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	56.4 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	121.67 m³·mol⁻¹	ChemAxon
Polarizability	45.88 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

Not Available

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

163192754

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-(2-hydroxy-6,10-dimethylundeca-3,5,9-trien-2-yl)-4-methyl-2h,3h-furo[3,2-c]quinolin-5-ium-5-olate (NP0222353)

MOL for NP0222353 (2-(2-hydroxy-6,10-dimethylundeca-3,5,9-trien-2-yl)-4-methyl-2h,3h-furo[3,2-c]quinolin-5-ium-5-olate)

3D MOL for NP0222353 (2-(2-hydroxy-6,10-dimethylundeca-3,5,9-trien-2-yl)-4-methyl-2h,3h-furo[3,2-c]quinolin-5-ium-5-olate)

3D SDF for NP0222353 (2-(2-hydroxy-6,10-dimethylundeca-3,5,9-trien-2-yl)-4-methyl-2h,3h-furo[3,2-c]quinolin-5-ium-5-olate)

3D-SDF for NP0222353 (2-(2-hydroxy-6,10-dimethylundeca-3,5,9-trien-2-yl)-4-methyl-2h,3h-furo[3,2-c]quinolin-5-ium-5-olate)

PDB for NP0222353 (2-(2-hydroxy-6,10-dimethylundeca-3,5,9-trien-2-yl)-4-methyl-2h,3h-furo[3,2-c]quinolin-5-ium-5-olate)

3D PDB for NP0222353 (2-(2-hydroxy-6,10-dimethylundeca-3,5,9-trien-2-yl)-4-methyl-2h,3h-furo[3,2-c]quinolin-5-ium-5-olate)

SMILES for NP0222353 (2-(2-hydroxy-6,10-dimethylundeca-3,5,9-trien-2-yl)-4-methyl-2h,3h-furo[3,2-c]quinolin-5-ium-5-olate)

INCHI for NP0222353 (2-(2-hydroxy-6,10-dimethylundeca-3,5,9-trien-2-yl)-4-methyl-2h,3h-furo[3,2-c]quinolin-5-ium-5-olate)

Structure for NP0222353 (2-(2-hydroxy-6,10-dimethylundeca-3,5,9-trien-2-yl)-4-methyl-2h,3h-furo[3,2-c]quinolin-5-ium-5-olate)

3D Structure for NP0222353 (2-(2-hydroxy-6,10-dimethylundeca-3,5,9-trien-2-yl)-4-methyl-2h,3h-furo[3,2-c]quinolin-5-ium-5-olate)