NP-MRD: Showing NP-Card for Fabianine (NP0051073)

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Record Information

Version

2.0

Created at

2022-04-27 22:30:44 UTC

Updated at

2022-04-27 22:30:44 UTC

NP-MRD ID

NP0051073

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Fabianine

Description

Fabianine belongs to the class of organic compounds known as hydroquinolines. These are derivatives of quinoline in which in which at least one double bond in the quinoline moiety are reduced by adding two hydrogen atoms. Fabianine is found in Fabiana imbricata . Based on a literature review very few articles have been published on Fabianine.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 37 38  0  0  0  0  0  0  0  0999 V2000
    2.8521   -2.8912    0.0532 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1868   -1.5570    0.2230 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9971   -0.4955    0.5320 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4366    0.7524    0.6987 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0635    0.8706    0.5432 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2576   -0.2126    0.2306 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8630   -1.4005    0.0811 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1792    0.0186    0.0881 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9016   -1.1019   -0.6166 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3817   -0.8006   -0.7202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7690   -2.3534    0.2279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3883   -1.3421   -1.8721 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3526    1.3261   -0.6772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8680    2.4247    0.2168 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5154    2.2474    0.7366 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4524    3.2892    0.1538 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1594   -3.6410   -0.3473 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2435   -3.1866    1.0508 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7001   -2.7768   -0.6538 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0799   -0.6472    0.6434 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0737    1.5923    0.9427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6281    0.1856    1.0883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9959   -1.7225   -0.5798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6621   -0.4025   -1.7150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6919   -0.0567    0.0463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9038   -2.9838   -0.0834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -2.0310    1.2835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7014   -2.9503    0.1453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6070   -1.9627   -1.8346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7632    1.3399   -1.6105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4350    1.4859   -0.8534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9280    3.3906   -0.3447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6097    2.5146    1.0550 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5007    2.4206    1.8391 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1616    2.7952   -0.5408 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8331    4.0629   -0.3678 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0398    3.7993    0.9380 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 15  1  0
 15 14  1  0
 14 13  1  0
 13  8  1  0
  8  6  1  0
  6  5  2  0
  5  4  1  0
  4  3  2  0
  3  2  1  0
  2  1  1  0
  2  7  2  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
  9 12  1  6
  5 15  1  0
  7  6  1  0
 16 35  1  0
 16 36  1  0
 16 37  1  0
 15 34  1  1
 14 32  1  0
 14 33  1  0
 13 30  1  0
 13 31  1  0
  8 22  1  1
  4 21  1  0
  3 20  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
 10 23  1  0
 10 24  1  0
 10 25  1  0
 11 26  1  0
 11 27  1  0
 11 28  1  0
 12 29  1  0
M  END


  Mrv1652304282200302D          

 16 17  0  0  1  0            999 V2000
   -0.7145   -0.4125    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
    0.0000   -1.6500    0.0000 C   0  0  2  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
    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  1  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
    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
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -2.4750    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  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  6  0  0  0
  5  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
  4 11  1  0  0  0  0
 10 12  1  0  0  0  0
  3 13  1  6  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 13 16  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0051073

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1CC[C@H](C2=C1C=CC(C)=N2)C(C)(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C14H21NO/c1-9-5-8-12(14(3,4)16)13-11(9)7-6-10(2)15-13/h6-7,9,12,16H,5,8H2,1-4H3/t9-,12+/m0/s1

> <INCHI_KEY>
ZKWQRKACMGTYMH-JOYOIKCWSA-N

> <FORMULA>
C14H21NO

> <MOLECULAR_WEIGHT>
219.328

> <EXACT_MASS>
219.1623143

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
25.95186661876363

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(5S,8R)-2,5-dimethyl-5,6,7,8-tetrahydroquinolin-8-yl]propan-2-ol

> <ALOGPS_LOGP>
3.61

> <JCHEM_LOGP>
2.459499636666667

> <ALOGPS_LOGS>
-2.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.828701002410533

> <JCHEM_PKA_STRONGEST_BASIC>
5.99490138815294

> <JCHEM_POLAR_SURFACE_AREA>
33.120000000000005

> <JCHEM_REFRACTIVITY>
65.5058

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.32e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
fabianine

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       2.667  -3.080   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000  -6.160   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       1.540  -4.620   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -1.540  -4.620   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   13                                                  
CONECT    4    3    5   11                                                  
CONECT    5    4    6    8                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6                                                            
CONECT    8    5    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10    4                                                       
CONECT   12   10                                                            
CONECT   13    3   14   15   16                                             
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   13                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₄H₂₁NO

Average Mass

219.3280 Da

Monoisotopic Mass

219.16231 Da

IUPAC Name

2-[(5S,8R)-2,5-dimethyl-5,6,7,8-tetrahydroquinolin-8-yl]propan-2-ol

Traditional Name

fabianine

CAS Registry Number

Not Available

SMILES

C[C@H]1CC[C@H](C2=C1C=CC(C)=N2)C(C)(C)O

InChI Identifier

InChI=1S/C14H21NO/c1-9-5-8-12(14(3,4)16)13-11(9)7-6-10(2)15-13/h6-7,9,12,16H,5,8H2,1-4H3/t9-,12+/m0/s1

InChI Key

ZKWQRKACMGTYMH-JOYOIKCWSA-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
Fabiana imbricata	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroquinolines. These are derivatives of quinoline in which in which at least one double bond in the quinoline moiety are reduced by adding two hydrogen atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Hydroquinolines

Direct Parent

Hydroquinolines

Alternative Parents

Substituents

Tetrahydroquinoline
Methylpyridine
Pyridine
Heteroaromatic compound
Tertiary alcohol
Azacycle
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

quinolines (CHEBI:4962 )

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	3.61	ALOGPS
logP	2.46	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	14.83	ChemAxon
pKa (Strongest Basic)	5.99	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	33.12 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	65.51 m³·mol⁻¹	ChemAxon
Polarizability	25.95 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	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

C00001973

Chemspider ID

390953

KEGG Compound ID

C09949

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

442529

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Fabianine (NP0051073)

MOL for NP0051073 (Fabianine)

3D MOL for NP0051073 (Fabianine)

3D SDF for NP0051073 (Fabianine)

3D-SDF for NP0051073 (Fabianine)

PDB for NP0051073 (Fabianine)

3D PDB for NP0051073 (Fabianine)

SMILES for NP0051073 (Fabianine)

INCHI for NP0051073 (Fabianine)

Structure for NP0051073 (Fabianine)

3D Structure for NP0051073 (Fabianine)