NP-MRD: Showing NP-Card for 2-{2-[2-(dimethylamino)ethyl]-6,6,9-trimethyl-6ah,7h,10h,10ah-benzo[c]isochromen-7-yl}-4-[2-(methylamino)ethyl]phenol (NP0283211)

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Record Information

Version

2.0

Created at

2022-09-09 10:22:43 UTC

Updated at

2022-09-09 10:22:43 UTC

NP-MRD ID

NP0283211

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-{2-[2-(dimethylamino)ethyl]-6,6,9-trimethyl-6ah,7h,10h,10ah-benzo[c]isochromen-7-yl}-4-[2-(methylamino)ethyl]phenol

Description

2-{2-[2-(Dimethylamino)ethyl]-6,6,9-trimethyl-6H,6aH,7H,10H,10aH-benzo[c]isochromen-7-yl}-4-[2-(methylamino)ethyl]phenol belongs to the class of organic compounds known as 2,2-dimethyl-1-benzopyrans. These are organic compounds containing a 1-benzopyran moiety that carries two methyl groups at the 2-position. 2-{2-[2-(dimethylamino)ethyl]-6,6,9-trimethyl-6ah,7h,10h,10ah-benzo[c]isochromen-7-yl}-4-[2-(methylamino)ethyl]phenol is found in Zanthoxylum coriaceum. 2-{2-[2-(Dimethylamino)ethyl]-6,6,9-trimethyl-6H,6aH,7H,10H,10aH-benzo[c]isochromen-7-yl}-4-[2-(methylamino)ethyl]phenol is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004241506052D          

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M  END

     RDKit          3D

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M  END


  Mrv1533004241506052D          

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 29 31  1  0  0  0  0
 26 32  1  0  0  0  0
 32 33  2  0  0  0  0
 17 33  1  0  0  0  0
 23 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0283211

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CNCCC1=CC=C(O)C(=C1)C1C=C(C)CC2C1C(C)(C)OC1=CC=C(CCN(C)C)C=C21

> <INCHI_IDENTIFIER>
InChI=1S/C29H40N2O2/c1-19-15-24(22-17-20(11-13-30-4)7-9-26(22)32)28-25(16-19)23-18-21(12-14-31(5)6)8-10-27(23)33-29(28,2)3/h7-10,15,17-18,24-25,28,30,32H,11-14,16H2,1-6H3

> <INCHI_KEY>
FJDFTGZRGPSWFC-UHFFFAOYSA-N

> <FORMULA>
C29H40N2O2

> <MOLECULAR_WEIGHT>
448.651

> <EXACT_MASS>
448.308978536

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
73

> <JCHEM_AVERAGE_POLARIZABILITY>
54.33030313308274

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-{2-[2-(dimethylamino)ethyl]-6,6,9-trimethyl-6H,6aH,7H,10H,10aH-benzo[c]isochromen-7-yl}-4-[2-(methylamino)ethyl]phenol

> <ALOGPS_LOGP>
5.23

> <JCHEM_LOGP>
4.210615817824687

> <ALOGPS_LOGS>
-5.63

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.564242683369002

> <JCHEM_PKA_STRONGEST_BASIC>
10.339251914021496

> <JCHEM_POLAR_SURFACE_AREA>
44.73

> <JCHEM_REFRACTIVITY>
139.2326

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.06e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{2-[2-(dimethylamino)ethyl]-6,6,9-trimethyl-6aH,7H,10H,10aH-benzo[c]isochromen-7-yl}-4-[2-(methylamino)ethyl]phenol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0      14.424  -5.898   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      13.654  -4.565   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0      12.114  -4.565   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.344  -3.231   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.804  -3.231   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.034  -4.565   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.494  -4.565   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.724  -3.231   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       5.184  -3.231   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       7.494  -1.897   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.034  -1.897   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.724  -0.564   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.494   0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.724   2.104   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.494   3.437   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.184   2.104   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.414   0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.184  -0.564   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.414  -1.897   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.861  -2.424   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.146  -3.414   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       2.874  -1.897   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       2.104  -0.564   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.564  -0.564   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.206   0.770   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.564   2.104   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.206   3.437   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -1.746   3.437   0.000  0.00  0.00           C+0
HETATM   29  N   UNK     0      -2.516   4.771   0.000  0.00  0.00           N+0
HETATM   30  C   UNK     0      -4.056   4.771   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -1.746   6.105   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       2.104   2.104   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   11                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12                                                  
CONECT   11   10    5                                                       
CONECT   12   10   13   18                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18   33                                                  
CONECT   18   17   12   19                                                  
CONECT   19   18   20   21   22                                             
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   19   23                                                       
CONECT   23   22   24   33                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   32                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
CONECT   32   26   33                                                       
CONECT   33   32   17   23                                                  
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₉H₄₀N₂O₂

Average Mass

448.6510 Da

Monoisotopic Mass

448.30898 Da

IUPAC Name

2-{2-[2-(dimethylamino)ethyl]-6,6,9-trimethyl-6H,6aH,7H,10H,10aH-benzo[c]isochromen-7-yl}-4-[2-(methylamino)ethyl]phenol

Traditional Name

2-{2-[2-(dimethylamino)ethyl]-6,6,9-trimethyl-6aH,7H,10H,10aH-benzo[c]isochromen-7-yl}-4-[2-(methylamino)ethyl]phenol

CAS Registry Number

Not Available

SMILES

CNCCC1=CC=C(O)C(=C1)C1C=C(C)CC2C1C(C)(C)OC1=CC=C(CCN(C)C)C=C21

InChI Identifier

InChI=1S/C29H40N2O2/c1-19-15-24(22-17-20(11-13-30-4)7-9-26(22)32)28-25(16-19)23-18-21(12-14-31(5)6)8-10-27(23)33-29(28,2)3/h7-10,15,17-18,24-25,28,30,32H,11-14,16H2,1-6H3

InChI Key

FJDFTGZRGPSWFC-UHFFFAOYSA-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
Zanthoxylum coriaceum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2,2-dimethyl-1-benzopyrans. These are organic compounds containing a 1-benzopyran moiety that carries two methyl groups at the 2-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

2,2-dimethyl-1-benzopyrans

Alternative Parents

Substituents

2,2-dimethyl-1-benzopyran
Phenethylamine
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Phenol
Aralkylamine
Monocyclic benzene moiety
Benzenoid
Tertiary amine
Tertiary aliphatic amine
Secondary aliphatic amine
Ether
Secondary amine
Oxacycle
Organooxygen compound
Organonitrogen compound
Amine
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
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	5.23	ALOGPS
logP	4.21	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Acidic)	9.56	ChemAxon
pKa (Strongest Basic)	10.34	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	44.73 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	139.23 m³·mol⁻¹	ChemAxon
Polarizability	54.33 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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

Not Available

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-[2-(dimethylamino)ethyl]-6,6,9-trimethyl-6ah,7h,10h,10ah-benzo[c]isochromen-7-yl}-4-[2-(methylamino)ethyl]phenol (NP0283211)

MOL for NP0283211 (2-{2-[2-(dimethylamino)ethyl]-6,6,9-trimethyl-6ah,7h,10h,10ah-benzo[c]isochromen-7-yl}-4-[2-(methylamino)ethyl]phenol)

3D MOL for NP0283211 (2-{2-[2-(dimethylamino)ethyl]-6,6,9-trimethyl-6ah,7h,10h,10ah-benzo[c]isochromen-7-yl}-4-[2-(methylamino)ethyl]phenol)

3D SDF for NP0283211 (2-{2-[2-(dimethylamino)ethyl]-6,6,9-trimethyl-6ah,7h,10h,10ah-benzo[c]isochromen-7-yl}-4-[2-(methylamino)ethyl]phenol)

3D-SDF for NP0283211 (2-{2-[2-(dimethylamino)ethyl]-6,6,9-trimethyl-6ah,7h,10h,10ah-benzo[c]isochromen-7-yl}-4-[2-(methylamino)ethyl]phenol)

PDB for NP0283211 (2-{2-[2-(dimethylamino)ethyl]-6,6,9-trimethyl-6ah,7h,10h,10ah-benzo[c]isochromen-7-yl}-4-[2-(methylamino)ethyl]phenol)

3D PDB for NP0283211 (2-{2-[2-(dimethylamino)ethyl]-6,6,9-trimethyl-6ah,7h,10h,10ah-benzo[c]isochromen-7-yl}-4-[2-(methylamino)ethyl]phenol)

SMILES for NP0283211 (2-{2-[2-(dimethylamino)ethyl]-6,6,9-trimethyl-6ah,7h,10h,10ah-benzo[c]isochromen-7-yl}-4-[2-(methylamino)ethyl]phenol)

INCHI for NP0283211 (2-{2-[2-(dimethylamino)ethyl]-6,6,9-trimethyl-6ah,7h,10h,10ah-benzo[c]isochromen-7-yl}-4-[2-(methylamino)ethyl]phenol)

Structure for NP0283211 (2-{2-[2-(dimethylamino)ethyl]-6,6,9-trimethyl-6ah,7h,10h,10ah-benzo[c]isochromen-7-yl}-4-[2-(methylamino)ethyl]phenol)

3D Structure for NP0283211 (2-{2-[2-(dimethylamino)ethyl]-6,6,9-trimethyl-6ah,7h,10h,10ah-benzo[c]isochromen-7-yl}-4-[2-(methylamino)ethyl]phenol)