NP-MRD: Showing NP-Card for methyl 5-hydroxy-7-oxabicyclo[4.1.0]hept-2-ene-3-carboxylate (NP0274803)

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Record Information

Version

2.0

Created at

2022-09-08 22:19:24 UTC

Updated at

2022-09-08 22:19:24 UTC

NP-MRD ID

NP0274803

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 5-hydroxy-7-oxabicyclo[4.1.0]hept-2-ene-3-carboxylate

Description

AC1N0JAX belongs to the class of organic compounds known as enoate esters. These are an alpha,beta-unsaturated carboxylic ester of general formula R1C(R2)=C(R3)C(=O)OR4 (R4= organyl compound) in which the ester C=O function is conjugated to a C=C double bond at the alpha,beta position. methyl 5-hydroxy-7-oxabicyclo[4.1.0]hept-2-ene-3-carboxylate is found in Chalara microspora. AC1N0JAX is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

HEADER    PROTEIN                                 23-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-APR-15         0                                  
HETATM    1  C   UNK     0       7.558   0.770   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       6.224   1.540   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       4.890   0.770   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       4.890  -0.770   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       3.556   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.223   0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.889   1.540   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.445   2.310   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       0.889   3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.223   3.850   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       2.223   5.390   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       3.556   3.080   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   12                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7    9                                                       
CONECT    9    8    7   10                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10    5                                                       
MASTER        0    0    0    0    0    0    0    0   12    0   26    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₈H₁₀O₄

Average Mass

170.1640 Da

Monoisotopic Mass

170.05791 Da

IUPAC Name

methyl 5-hydroxy-7-oxabicyclo[4.1.0]hept-2-ene-3-carboxylate

Traditional Name

methyl 5-hydroxy-7-oxabicyclo[4.1.0]hept-2-ene-3-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C1=CC2OC2C(O)C1

InChI Identifier

InChI=1S/C8H10O4/c1-11-8(10)4-2-5(9)7-6(3-4)12-7/h3,5-7,9H,2H2,1H3

InChI Key

LHPOIQVOXOVXFQ-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
Chalara microspora	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as enoate esters. These are an alpha,beta-unsaturated carboxylic ester of general formula R1C(R2)=C(R3)C(=O)OR4 (R4= organyl compound) in which the ester C=O function is conjugated to a C=C double bond at the alpha,beta position.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Carboxylic acid derivatives

Direct Parent

Enoate esters

Alternative Parents

Substituents

Methyl ester
Enoate ester
Secondary alcohol
Dialkyl ether
Oxirane
Ether
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Oxacycle
Alcohol
Organooxygen compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	-0.54	ALOGPS
logP	-0.099	ChemAxon
logS	-0.05	ALOGPS
pKa (Strongest Acidic)	14.01	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	59.06 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	40.22 m³·mol⁻¹	ChemAxon
Polarizability	16.38 Å³	ChemAxon
Number of Rings	2	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

3963765

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 5-hydroxy-7-oxabicyclo[4.1.0]hept-2-ene-3-carboxylate (NP0274803)

MOL for NP0274803 (methyl 5-hydroxy-7-oxabicyclo[4.1.0]hept-2-ene-3-carboxylate)

3D MOL for NP0274803 (methyl 5-hydroxy-7-oxabicyclo[4.1.0]hept-2-ene-3-carboxylate)

3D SDF for NP0274803 (methyl 5-hydroxy-7-oxabicyclo[4.1.0]hept-2-ene-3-carboxylate)

3D-SDF for NP0274803 (methyl 5-hydroxy-7-oxabicyclo[4.1.0]hept-2-ene-3-carboxylate)

PDB for NP0274803 (methyl 5-hydroxy-7-oxabicyclo[4.1.0]hept-2-ene-3-carboxylate)

3D PDB for NP0274803 (methyl 5-hydroxy-7-oxabicyclo[4.1.0]hept-2-ene-3-carboxylate)

SMILES for NP0274803 (methyl 5-hydroxy-7-oxabicyclo[4.1.0]hept-2-ene-3-carboxylate)

INCHI for NP0274803 (methyl 5-hydroxy-7-oxabicyclo[4.1.0]hept-2-ene-3-carboxylate)

Structure for NP0274803 (methyl 5-hydroxy-7-oxabicyclo[4.1.0]hept-2-ene-3-carboxylate)

3D Structure for NP0274803 (methyl 5-hydroxy-7-oxabicyclo[4.1.0]hept-2-ene-3-carboxylate)