NP-MRD: Showing NP-Card for 5,5'-bis(2-methylpropoxy)-2,2'-bifuran (NP0245770)

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Record Information

Version

2.0

Created at

2022-09-07 06:58:27 UTC

Updated at

2022-09-07 06:58:27 UTC

NP-MRD ID

NP0245770

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5,5'-bis(2-methylpropoxy)-2,2'-bifuran

Description

5,5'-Diisobutoxy-2,2'-bifuran belongs to the class of organic compounds known as alkyl aryl ethers. These are organic compounds containing the alkyl aryl ether functional group with the generic formula R-O-R' , where R is an alkyl group and R' is an aryl group. 5,5'-bis(2-methylpropoxy)-2,2'-bifuran is found in Cyathula officinalis. 5,5'-bis(2-methylpropoxy)-2,2'-bifuran was first documented in 2015 (PMID: 27097418). Based on a literature review very few articles have been published on 5,5'-diisobutoxy-2,2'-bifuran (PMID: 29430966).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 42 43  0  0  0  0  0  0  0  0999 V2000
    5.6859   -0.2106   -0.4830 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2418   -0.1921    0.9711 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4672   -0.3682    1.8616 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5981    1.1497    1.2052 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5127    1.3415    0.3825 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3300    0.6308    0.3217 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9242   -0.4374    1.0962 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6685   -0.7756    0.6336 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3587    0.0898   -0.3939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8870    0.0979   -1.1830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1646    0.9818   -2.2019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4200    0.6884   -2.7089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8449   -0.4004   -1.9348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0399   -1.0690   -2.0466 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1992   -0.6183   -1.4192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1477   -0.5252    0.0694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5199   -0.0309    0.5545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1561    0.4814    0.5896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9022   -0.6989   -1.0583 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3550    0.8973   -0.5463 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5324    0.4714   -0.6497 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8817   -1.2494   -0.7578 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8243    0.2063   -1.0692 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6249   -1.0631    1.1216 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0694    0.5393    1.9394 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0396   -1.2111    1.4325 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1020   -0.6896    2.8578 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3813    1.3167    2.2874 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4022    1.9037    0.9509 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4656   -0.9282    1.9235 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0229   -1.5617    0.9852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5492    1.7815   -2.5801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9902    1.1454   -3.5031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1104   -1.1895   -1.7702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4204    0.4307   -1.7920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0043   -1.5276    0.5210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6397    1.0289    0.3282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5069   -0.1310    1.6648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2974   -0.6487    0.0993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3128    0.0013    1.1566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7682    1.1123   -0.2054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6073    1.1763    1.3499 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 20  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 13 19  1  0
 20  6  1  0
 19 10  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  7 30  1  0
  8 31  1  0
 11 32  1  0
 12 33  1  0
 15 34  1  0
 15 35  1  0
 16 36  1  0
 17 37  1  0
 17 38  1  0
 17 39  1  0
 18 40  1  0
 18 41  1  0
 18 42  1  0
M  END


  Mrv1652309072208582D          

 20 21  0  0  0  0            999 V2000
    2.6854    1.4698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9709    1.0573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2564    1.4698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9709    0.2323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2564   -0.1802    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2564   -1.0052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9239   -1.4901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6689   -2.2748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8439   -2.2748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3590   -2.9422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6139   -3.7268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0535   -4.2117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7209   -3.7268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5056   -3.9818    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6771   -4.7887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4617   -5.0437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6332   -5.8506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0748   -4.4916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4660   -2.9422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5890   -1.4901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  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  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 13 19  1  0  0  0  0
 10 19  1  0  0  0  0
  9 20  1  0  0  0  0
  6 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0245770

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)COC1=CC=C(O1)C1=CC=C(OCC(C)C)O1

> <INCHI_IDENTIFIER>
InChI=1S/C16H22O4/c1-11(2)9-17-15-7-5-13(19-15)14-6-8-16(20-14)18-10-12(3)4/h5-8,11-12H,9-10H2,1-4H3

> <INCHI_KEY>
ZNKHZNREKSGKIK-UHFFFAOYSA-N

> <FORMULA>
C16H22O4

> <MOLECULAR_WEIGHT>
278.348

> <EXACT_MASS>
278.151809188

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
32.60460518404999

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,5'-bis(2-methylpropoxy)-2,2'-bifuran

> <JCHEM_LOGP>
4.092810304

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7571275764823064

> <JCHEM_POLAR_SURFACE_AREA>
44.74

> <JCHEM_REFRACTIVITY>
74.8974

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
5,5'-bis(2-methylpropoxy)-2,2'-bifuran

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0       5.013   2.744   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.679   1.974   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.345   2.744   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.679   0.434   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       2.345  -0.336   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       2.345  -1.876   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.591  -2.782   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.115  -4.246   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.575  -4.246   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.670  -5.492   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.146  -6.957   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.100  -7.862   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.346  -6.957   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -2.810  -7.433   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -3.131  -8.939   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.595  -9.415   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.915 -10.921   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -5.740  -8.384   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -0.870  -5.492   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       1.099  -2.782   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   20                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   20                                                  
CONECT   10    9   11   19                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   19                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   13   10                                                       
CONECT   20    9    6                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₆H₂₂O₄

Average Mass

278.3480 Da

Monoisotopic Mass

278.15181 Da

IUPAC Name

5,5'-bis(2-methylpropoxy)-2,2'-bifuran

Traditional Name

5,5'-bis(2-methylpropoxy)-2,2'-bifuran

CAS Registry Number

Not Available

SMILES

CC(C)COC1=CC=C(O1)C1=CC=C(OCC(C)C)O1

InChI Identifier

InChI=1S/C16H22O4/c1-11(2)9-17-15-7-5-13(19-15)14-6-8-16(20-14)18-10-12(3)4/h5-8,11-12H,9-10H2,1-4H3

InChI Key

ZNKHZNREKSGKIK-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
Cyathula officinalis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkyl aryl ethers. These are organic compounds containing the alkyl aryl ether functional group with the generic formula R-O-R' , where R is an alkyl group and R' is an aryl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Ethers

Direct Parent

Alkyl aryl ethers

Alternative Parents

Substituents

Alkyl aryl ether
Heteroaromatic compound
Furan
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	4.09	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	44.74 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	74.9 m³·mol⁻¹	ChemAxon
Polarizability	32.6 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

129881877

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Stojakowska A, Galanty A, Malarz J, Michalik M: Major terpenoids from Telekia speciosa flowers and their cytotoxic activity in vitro. Nat Prod Res. 2019 Jun;33(12):1804-1808. doi: 10.1080/14786419.2018.1437431. Epub 2018 Feb 12. [PubMed:29430966 ]
Luo LP, Cheng FQ, Ji L, Yu HY: [Chemical constituents of Physalis pubescens]. Zhongguo Zhong Yao Za Zhi. 2015 Nov;40(22):4424-7. [PubMed:27097418 ]
LOTUS database [Link]

Showing NP-Card for 5,5'-bis(2-methylpropoxy)-2,2'-bifuran (NP0245770)

MOL for NP0245770 (5,5'-bis(2-methylpropoxy)-2,2'-bifuran)

3D MOL for NP0245770 (5,5'-bis(2-methylpropoxy)-2,2'-bifuran)

3D SDF for NP0245770 (5,5'-bis(2-methylpropoxy)-2,2'-bifuran)

3D-SDF for NP0245770 (5,5'-bis(2-methylpropoxy)-2,2'-bifuran)

PDB for NP0245770 (5,5'-bis(2-methylpropoxy)-2,2'-bifuran)

3D PDB for NP0245770 (5,5'-bis(2-methylpropoxy)-2,2'-bifuran)

SMILES for NP0245770 (5,5'-bis(2-methylpropoxy)-2,2'-bifuran)

INCHI for NP0245770 (5,5'-bis(2-methylpropoxy)-2,2'-bifuran)

Structure for NP0245770 (5,5'-bis(2-methylpropoxy)-2,2'-bifuran)

3D Structure for NP0245770 (5,5'-bis(2-methylpropoxy)-2,2'-bifuran)