NP-MRD: Showing NP-Card for (2s,3ar)-2-(hydroxymethyl)-3a,4-dihydro-2h-1,3-benzodioxole-5-carboxamide (NP0323674)

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Record Information

Version

2.0

Created at

2022-09-12 03:15:34 UTC

Updated at

2022-09-12 03:15:35 UTC

NP-MRD ID

NP0323674

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s,3ar)-2-(hydroxymethyl)-3a,4-dihydro-2h-1,3-benzodioxole-5-carboxamide

Description

Dioxolide A belongs to the class of organic compounds known as 1,3-dioxolanes. These are organic compounds containing 1,3-dioxolane, an aliphatic five-member ring with two oxygen atoms in ring positions 1 and 3. (2s,3ar)-2-(hydroxymethyl)-3a,4-dihydro-2h-1,3-benzodioxole-5-carboxamide is found in Streptomyces tendae. Based on a literature review very few articles have been published on Dioxolide A.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309122205152D          

 14 15  0  0  1  0            999 V2000
    4.7812    1.9354    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1712    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    0.8085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  1  0  0  0
 10 11  1  0  0  0  0
  9 12  1  0  0  0  0
 13 12  1  6  0  0  0
  7 13  1  0  0  0  0
 13 14  1  0  0  0  0
  4 14  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0323674

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NC(=O)C1=CC=C2O[C@@H](CO)O[C@@H]2C1

> <INCHI_IDENTIFIER>
InChI=1S/C9H11NO4/c10-9(12)5-1-2-6-7(3-5)14-8(4-11)13-6/h1-2,7-8,11H,3-4H2,(H2,10,12)/t7-,8-/m1/s1

> <INCHI_KEY>
JBOPVTXRXAACGG-HTQZYQBOSA-N

> <FORMULA>
C9H11NO4

> <MOLECULAR_WEIGHT>
197.19

> <EXACT_MASS>
197.068807838

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
25

> <JCHEM_AVERAGE_POLARIZABILITY>
19.386162392354485

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3aR)-2-(hydroxymethyl)-3a,4-dihydro-2H-1,3-benzodioxole-5-carboxamide

> <JCHEM_LOGP>
-1.1097730243333332

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.99406938221341

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.836998136047654

> <JCHEM_PKA_STRONGEST_BASIC>
-0.10793327722267965

> <JCHEM_POLAR_SURFACE_AREA>
81.78

> <JCHEM_REFRACTIVITY>
49.63170000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3aR)-2-(hydroxymethyl)-3a,4-dihydro-2H-1,3-benzodioxole-5-carboxamide

> <JCHEM_VEBER_RULE>
0

$$$$

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       8.925   3.613   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       7.591   4.383   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       7.591   5.923   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.126   1.597   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.320   2.843   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.090   1.509   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       2.126   4.089   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   14                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   13                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   12                                                  
CONECT   10    9   11                                                       
CONECT   11   10                                                            
CONECT   12    9   13                                                       
CONECT   13   12    7   14                                                  
CONECT   14   13    4                                                       
MASTER        0    0    0    0    0    0    0    0   14    0   30    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₉H₁₁NO₄

Average Mass

197.1900 Da

Monoisotopic Mass

197.06881 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

NC(=O)C1=CC=C2O[C@@H](CO)O[C@@H]2C1

InChI Identifier

InChI=1S/C9H11NO4/c10-9(12)5-1-2-6-7(3-5)14-8(4-11)13-6/h1-2,7-8,11H,3-4H2,(H2,10,12)/t7-,8-/m1/s1

InChI Key

JBOPVTXRXAACGG-HTQZYQBOSA-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
Streptomyces tendae	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1,3-dioxolanes. These are organic compounds containing 1,3-dioxolane, an aliphatic five-member ring with two oxygen atoms in ring positions 1 and 3.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Dioxolanes

Sub Class

1,3-dioxolanes

Direct Parent

1,3-dioxolanes

Alternative Parents

Substituents

Meta-dioxolane
Carboxamide group
Primary carboxylic acid amide
Acetal
Carboxylic acid derivative
Oxacycle
Organic nitrogen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Carbonyl group
Alcohol
Organic oxygen compound
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

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

78440918

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101413975

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s,3ar)-2-(hydroxymethyl)-3a,4-dihydro-2h-1,3-benzodioxole-5-carboxamide (NP0323674)

MOL for NP0323674 ((2s,3ar)-2-(hydroxymethyl)-3a,4-dihydro-2h-1,3-benzodioxole-5-carboxamide)

3D MOL for NP0323674 ((2s,3ar)-2-(hydroxymethyl)-3a,4-dihydro-2h-1,3-benzodioxole-5-carboxamide)

3D SDF for NP0323674 ((2s,3ar)-2-(hydroxymethyl)-3a,4-dihydro-2h-1,3-benzodioxole-5-carboxamide)

3D-SDF for NP0323674 ((2s,3ar)-2-(hydroxymethyl)-3a,4-dihydro-2h-1,3-benzodioxole-5-carboxamide)

PDB for NP0323674 ((2s,3ar)-2-(hydroxymethyl)-3a,4-dihydro-2h-1,3-benzodioxole-5-carboxamide)

3D PDB for NP0323674 ((2s,3ar)-2-(hydroxymethyl)-3a,4-dihydro-2h-1,3-benzodioxole-5-carboxamide)

SMILES for NP0323674 ((2s,3ar)-2-(hydroxymethyl)-3a,4-dihydro-2h-1,3-benzodioxole-5-carboxamide)

INCHI for NP0323674 ((2s,3ar)-2-(hydroxymethyl)-3a,4-dihydro-2h-1,3-benzodioxole-5-carboxamide)

Structure for NP0323674 ((2s,3ar)-2-(hydroxymethyl)-3a,4-dihydro-2h-1,3-benzodioxole-5-carboxamide)

3D Structure for NP0323674 ((2s,3ar)-2-(hydroxymethyl)-3a,4-dihydro-2h-1,3-benzodioxole-5-carboxamide)