NP-MRD: Showing NP-Card for (+)-Solorinine (NP0070452)

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Record Information

Version

2.0

Created at

2022-04-28 15:51:26 UTC

Updated at

2022-04-28 15:51:26 UTC

NP-MRD ID

NP0070452

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-Solorinine

Description

Methyl (2S)-2-(dimethylamino)-4-(4-hydroxy-3,5-dimethoxyphenyl)butanoate belongs to the class of organic compounds known as alpha amino acid esters. These are ester derivatives of alpha amino acids. (+)-Solorinine is found in Solorina crocea. Based on a literature review very few articles have been published on methyl (2S)-2-(dimethylamino)-4-(4-hydroxy-3,5-dimethoxyphenyl)butanoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 44 44  0  0  0  0  0  0  0  0999 V2000
   -4.4067   -1.7415   -2.0436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8988   -0.8045   -1.1320 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7219   -0.0928   -1.3336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1362   -0.3549   -2.4090 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1651    0.8847   -0.4147 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7579    0.5798    0.0276 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2351    0.5199   -1.1025 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5814    0.2305   -0.4916 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4071    1.2540   -0.0943 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6508    0.9698    0.4702 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4685    2.0035    0.8638 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0685    3.3341    0.7046 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0225   -0.3405    0.6165 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2585   -0.6468    1.1770 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2078   -1.3977    0.2237 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6437   -2.6774    0.4001 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9522   -3.8408    0.0624 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9836   -1.0796   -0.3316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0041    1.1539    0.7296 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2721    1.7195    0.3934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1719    0.0530    1.6147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1360   -1.2997   -2.7561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6393   -2.3156   -2.5798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9918   -2.4953   -1.4467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0999    1.8650   -0.9734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3719    1.3699    0.7290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7169   -0.4057    0.5554 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3110    1.4949   -1.6280 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0551   -0.2970   -1.8233 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1247    2.2891   -0.2056 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0961    3.6190   -0.3729 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7634    4.0289    1.2246 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0759    3.4903    1.1426 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5751   -1.5943    1.3048 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3471   -4.2463   -0.8986 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8643   -3.7104   -0.0581 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1580   -4.6527    0.8209 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3060   -1.8557   -0.6574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0238    0.9174    0.1769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6387    2.3567    1.2478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1560    2.3616   -0.4976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0079   -0.6127    1.2534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2726   -0.5033    1.8685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5671    0.4696    2.5880 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
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 10 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  2  0
  5 19  1  0
 19 20  1  0
 19 21  1  0
 18  8  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  5 25  1  6
  6 26  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
  9 30  1  0
 12 31  1  0
 12 32  1  0
 12 33  1  0
 14 34  1  0
 17 35  1  0
 17 36  1  0
 17 37  1  0
 18 38  1  0
 20 39  1  0
 20 40  1  0
 20 41  1  0
 21 42  1  0
 21 43  1  0
 21 44  1  0
M  END


  Mrv1652304282217512D          

 21 21  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
   -0.0000    0.0000    0.0000 C   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
    1.4289    0.0000    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
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    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    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   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
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   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  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
  9 14  1  6  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
  3 17  1  0  0  0  0
 17 18  1  0  0  0  0
  2 19  1  0  0  0  0
  1 20  1  0  0  0  0
 20 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0070452

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)[C@H](CCC1=CC(OC)=C(O)C(OC)=C1)N(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C15H23NO5/c1-16(2)11(15(18)21-5)7-6-10-8-12(19-3)14(17)13(9-10)20-4/h8-9,11,17H,6-7H2,1-5H3/t11-/m0/s1

> <INCHI_KEY>
CFZNGZOOAKOGEE-NSHDSACASA-N

> <FORMULA>
C15H23NO5

> <MOLECULAR_WEIGHT>
297.351

> <EXACT_MASS>
297.157622845

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
32.191133155256225

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (2S)-2-(dimethylamino)-4-(4-hydroxy-3,5-dimethoxyphenyl)butanoate

> <ALOGPS_LOGP>
1.69

> <JCHEM_LOGP>
1.8647982520000002

> <ALOGPS_LOGS>
-2.50

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.342446583111416

> <JCHEM_PKA_STRONGEST_BASIC>
6.994648883610415

> <JCHEM_POLAR_SURFACE_AREA>
68.23

> <JCHEM_REFRACTIVITY>
79.46300000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.35e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (2S)-2-(dimethylamino)-4-(4-hydroxy-3,5-dimethoxyphenyl)butanoate

> <JCHEM_VEBER_RULE>
0

$$$$

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      -0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.000   1.540   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       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       8.002   0.000   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       9.336   2.310   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       6.668   3.850   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
CONECT    1    2    6   20                                                  
CONECT    2    1    3   19                                                  
CONECT    3    2    4   17                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12                                                            
CONECT   14    9   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17    3   18                                                       
CONECT   18   17                                                            
CONECT   19    2                                                            
CONECT   20    1   21                                                       
CONECT   21   20                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   42    0
END

View in JSmol

Synonyms

Value	Source
Methyl (2S)-2-(dimethylamino)-4-(4-hydroxy-3,5-dimethoxyphenyl)butanoic acid	Generator

Chemical Formula

C₁₅H₂₃NO₅

Average Mass

297.3510 Da

Monoisotopic Mass

297.15762 Da

IUPAC Name

methyl (2S)-2-(dimethylamino)-4-(4-hydroxy-3,5-dimethoxyphenyl)butanoate

Traditional Name

methyl (2S)-2-(dimethylamino)-4-(4-hydroxy-3,5-dimethoxyphenyl)butanoate

CAS Registry Number

Not Available

SMILES

COC(=O)[C@H](CCC1=CC(OC)=C(O)C(OC)=C1)N(C)C

InChI Identifier

InChI=1S/C15H23NO5/c1-16(2)11(15(18)21-5)7-6-10-8-12(19-3)14(17)13(9-10)20-4/h8-9,11,17H,6-7H2,1-5H3/t11-/m0/s1

InChI Key

CFZNGZOOAKOGEE-NSHDSACASA-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
Solorina crocea	Fungi	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acid esters. These are ester derivatives of alpha amino acids.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acid esters

Alternative Parents

Substituents

Alpha-amino acid ester
M-dimethoxybenzene
Dimethoxybenzene
Methoxyphenol
Phenoxy compound
Methoxybenzene
Phenol ether
Anisole
Aralkylamine
Phenol
Fatty acid ester
Alkyl aryl ether
Fatty acyl
Benzenoid
Monocyclic benzene moiety
Methyl ester
Tertiary aliphatic amine
Tertiary amine
Carboxylic acid ester
Monocarboxylic acid or derivatives
Ether
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	1.69	ALOGPS
logP	1.86	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	9.34	ChemAxon
pKa (Strongest Basic)	6.99	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	68.23 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	79.46 m³·mol⁻¹	ChemAxon
Polarizability	32.19 Å³	ChemAxon
Number of Rings	1	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

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

163103661

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (+)-Solorinine (NP0070452)

MOL for NP0070452 ((+)-Solorinine)

3D MOL for NP0070452 ((+)-Solorinine)

3D SDF for NP0070452 ((+)-Solorinine)

3D-SDF for NP0070452 ((+)-Solorinine)

PDB for NP0070452 ((+)-Solorinine)

3D PDB for NP0070452 ((+)-Solorinine)

SMILES for NP0070452 ((+)-Solorinine)

INCHI for NP0070452 ((+)-Solorinine)

Structure for NP0070452 ((+)-Solorinine)

3D Structure for NP0070452 ((+)-Solorinine)