NP-MRD: Showing NP-Card for 2-[(3s,4s)-3,4-dihydroxy-6-oxocyclohex-1-en-1-yl]acetonitrile (NP0326526)

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Record Information

Version

2.0

Created at

2022-09-12 08:09:47 UTC

Updated at

2022-09-12 08:09:48 UTC

NP-MRD ID

NP0326526

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-[(3s,4s)-3,4-dihydroxy-6-oxocyclohex-1-en-1-yl]acetonitrile

Description

2-[(3S,4S)-3,4-dihydroxy-6-oxocyclohex-1-en-1-yl]acetonitrile belongs to the class of organic compounds known as cyclohexenones. Cyclohexenones are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond. 2-[(3s,4s)-3,4-dihydroxy-6-oxocyclohex-1-en-1-yl]acetonitrile is found in Aquilegia ecalcarata. Based on a literature review a small amount of articles have been published on 2-[(3S,4S)-3,4-dihydroxy-6-oxocyclohex-1-en-1-yl]acetonitrile.

Structure

MOL 3D MOL SDF PDB SMILES InChI

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  N   UNK     0      -1.334   5.390   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334   3.850   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  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   11                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10    4   12                                                  
CONECT   12   11                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₈H₉NO₃

Average Mass

167.1640 Da

Monoisotopic Mass

167.05824 Da

IUPAC Name

2-[(3S,4S)-3,4-dihydroxy-6-oxocyclohex-1-en-1-yl]acetonitrile

Traditional Name

2-[(3S,4S)-3,4-dihydroxy-6-oxocyclohex-1-en-1-yl]acetonitrile

CAS Registry Number

Not Available

SMILES

O[C@H]1CC(=O)C(CC#N)=C[C@@H]1O

InChI Identifier

InChI=1S/C8H9NO3/c9-2-1-5-3-7(11)8(12)4-6(5)10/h3,7-8,11-12H,1,4H2/t7-,8-/m0/s1

InChI Key

SGNMKYZAUDWHLS-YUMQZZPRSA-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
Aquilegia ecalcarata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclohexenones. Cyclohexenones are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Cyclohexenones

Alternative Parents

Substituents

Cyclohexenone
Secondary alcohol
1,2-diol
Nitrile
Carbonitrile
Organic nitrogen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organonitrogen compound
Alcohol
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic 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	-1.1	ChemAxon
pKa (Strongest Acidic)	13.48	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	81.32 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	41.67 m³·mol⁻¹	ChemAxon
Polarizability	16.01 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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

61242441

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131196235

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-[(3s,4s)-3,4-dihydroxy-6-oxocyclohex-1-en-1-yl]acetonitrile (NP0326526)

MOL for NP0326526 (2-[(3s,4s)-3,4-dihydroxy-6-oxocyclohex-1-en-1-yl]acetonitrile)

3D MOL for NP0326526 (2-[(3s,4s)-3,4-dihydroxy-6-oxocyclohex-1-en-1-yl]acetonitrile)

3D SDF for NP0326526 (2-[(3s,4s)-3,4-dihydroxy-6-oxocyclohex-1-en-1-yl]acetonitrile)

3D-SDF for NP0326526 (2-[(3s,4s)-3,4-dihydroxy-6-oxocyclohex-1-en-1-yl]acetonitrile)

PDB for NP0326526 (2-[(3s,4s)-3,4-dihydroxy-6-oxocyclohex-1-en-1-yl]acetonitrile)

3D PDB for NP0326526 (2-[(3s,4s)-3,4-dihydroxy-6-oxocyclohex-1-en-1-yl]acetonitrile)

SMILES for NP0326526 (2-[(3s,4s)-3,4-dihydroxy-6-oxocyclohex-1-en-1-yl]acetonitrile)

INCHI for NP0326526 (2-[(3s,4s)-3,4-dihydroxy-6-oxocyclohex-1-en-1-yl]acetonitrile)

Structure for NP0326526 (2-[(3s,4s)-3,4-dihydroxy-6-oxocyclohex-1-en-1-yl]acetonitrile)

3D Structure for NP0326526 (2-[(3s,4s)-3,4-dihydroxy-6-oxocyclohex-1-en-1-yl]acetonitrile)