NP-MRD: Showing NP-Card for 3,6-bis(3,4-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl 3-methylbutanoate (NP0305341)

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Record Information

Version

2.0

Created at

2022-09-10 21:05:45 UTC

Updated at

2022-09-10 21:05:45 UTC

NP-MRD ID

NP0305341

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3,6-bis(3,4-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl 3-methylbutanoate

Description

3,6-Bis(3,4-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl 3-methylbutanoate belongs to the class of organic compounds known as furanoid lignans. These are lignans with a structure that contains either a tetrahydrofuran ring, a furan ring, or a furofuan ring system, that arises from the joining of the two phenylpropanoid units. 3,6-Bis(3,4-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl 3-methylbutanoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004231520012D          

 35 38  0  0  0  0            999 V2000
   -0.4677    3.7516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0198    3.1385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7648    2.3539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3168    1.7408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0619    0.9561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2549    0.7846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2971    1.3977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0422    2.1823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5942    2.7954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

     RDKit          3D

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M  END


  Mrv1533004231520012D          

 35 38  0  0  0  0            999 V2000
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M  END
> <DATABASE_ID>
NP0305341

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C(C=C1OC)C1OC(OC(=O)CC(C)C)C2C1COC2C1=CC=C(OC)C(OC)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C27H34O8/c1-15(2)11-23(28)34-27-24-18(25(35-27)16-7-9-19(29-3)21(12-16)31-5)14-33-26(24)17-8-10-20(30-4)22(13-17)32-6/h7-10,12-13,15,18,24-27H,11,14H2,1-6H3

> <INCHI_KEY>
XUQQXDFKWBXROH-UHFFFAOYSA-N

> <FORMULA>
C27H34O8

> <MOLECULAR_WEIGHT>
486.561

> <EXACT_MASS>
486.225368055

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
69

> <JCHEM_AVERAGE_POLARIZABILITY>
52.41453490380357

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,6-bis(3,4-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl 3-methylbutanoate

> <ALOGPS_LOGP>
3.84

> <JCHEM_LOGP>
4.183744427333334

> <ALOGPS_LOGS>
-5.37

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-3.7999188320846273

> <JCHEM_POLAR_SURFACE_AREA>
81.68

> <JCHEM_REFRACTIVITY>
127.81590000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.05e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,6-bis(3,4-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl 3-methylbutanoate

> <JCHEM_VEBER_RULE>
0

$$$$

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      -0.873   7.003   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.904   5.859   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.428   4.394   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.458   3.249   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.982   1.785   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.476   1.465   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.555   2.609   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.079   4.074   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.109   5.218   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       0.633   6.683   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -0.905  -1.246   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -0.000  -2.492   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -0.476  -3.956   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -1.982  -4.277   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -2.458  -5.741   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -3.013  -3.132   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.519  -3.452   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.995  -4.917   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -5.550  -2.308   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.465  -2.016   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.465  -0.476   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.929   0.000   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       3.834  -1.246   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       2.929  -2.492   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.405  -3.956   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.911  -4.277   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.387  -5.741   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.357  -6.886   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       4.833  -8.350   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       6.339  -8.670   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       2.851  -6.565   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       1.820  -7.710   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       0.314  -7.390   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       2.375  -5.101   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    3    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9                                                            
CONECT   11    6   12   22                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   21                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   13   22   25                                                  
CONECT   22   21   11   23                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   21   26                                                  
CONECT   26   25   27   35                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   32                                                  
CONECT   30   29   31                                                       
CONECT   31   30                                                            
CONECT   32   29   33   35                                                  
CONECT   33   32   34                                                       
CONECT   34   33                                                            
CONECT   35   32   26                                                       
MASTER        0    0    0    0    0    0    0    0   35    0   76    0
END

View in JSmol

Synonyms

Value	Source
3,6-Bis(3,4-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl 3-methylbutanoic acid	Generator

Chemical Formula

C₂₇H₃₄O₈

Average Mass

486.5610 Da

Monoisotopic Mass

486.22537 Da

IUPAC Name

3,6-bis(3,4-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl 3-methylbutanoate

Traditional Name

3,6-bis(3,4-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl 3-methylbutanoate

CAS Registry Number

Not Available

SMILES

COC1=CC=C(C=C1OC)C1OC(OC(=O)CC(C)C)C2C1COC2C1=CC=C(OC)C(OC)=C1

InChI Identifier

InChI=1S/C27H34O8/c1-15(2)11-23(28)34-27-24-18(25(35-27)16-7-9-19(29-3)21(12-16)31-5)14-33-26(24)17-8-10-20(30-4)22(13-17)32-6/h7-10,12-13,15,18,24-27H,11,14H2,1-6H3

InChI Key

XUQQXDFKWBXROH-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as furanoid lignans. These are lignans with a structure that contains either a tetrahydrofuran ring, a furan ring, or a furofuan ring system, that arises from the joining of the two phenylpropanoid units.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Furanoid lignans

Sub Class

Not Available

Direct Parent

Furanoid lignans

Alternative Parents

Substituents

Furanoid lignan
Furofuran lignan skeleton
O-dimethoxybenzene
Dimethoxybenzene
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Furofuran
Alkyl aryl ether
Fatty acid ester
Monocyclic benzene moiety
Fatty acyl
Benzenoid
Tetrahydrofuran
Carboxylic acid ester
Organoheterocyclic compound
Oxacycle
Ether
Dialkyl ether
Acetal
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	3.84	ALOGPS
logP	4.18	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	81.68 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	127.82 m³·mol⁻¹	ChemAxon
Polarizability	52.41 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3,6-bis(3,4-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl 3-methylbutanoate (NP0305341)

MOL for NP0305341 (3,6-bis(3,4-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl 3-methylbutanoate)

3D MOL for NP0305341 (3,6-bis(3,4-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl 3-methylbutanoate)

3D SDF for NP0305341 (3,6-bis(3,4-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl 3-methylbutanoate)

3D-SDF for NP0305341 (3,6-bis(3,4-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl 3-methylbutanoate)

PDB for NP0305341 (3,6-bis(3,4-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl 3-methylbutanoate)

3D PDB for NP0305341 (3,6-bis(3,4-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl 3-methylbutanoate)

SMILES for NP0305341 (3,6-bis(3,4-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl 3-methylbutanoate)

INCHI for NP0305341 (3,6-bis(3,4-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl 3-methylbutanoate)

Structure for NP0305341 (3,6-bis(3,4-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl 3-methylbutanoate)

3D Structure for NP0305341 (3,6-bis(3,4-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl 3-methylbutanoate)