NP-MRD: Showing NP-Card for 5-[4-methoxy-4-(3,4,5-trimethoxyphenyl)-tetrahydro-1h-furo[3,4-c]furan-1-yl]-2h-1,3-benzodioxole (NP0270199)

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Record Information

Version

2.0

Created at

2022-09-08 15:57:35 UTC

Updated at

2022-09-08 15:57:35 UTC

NP-MRD ID

NP0270199

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-[4-methoxy-4-(3,4,5-trimethoxyphenyl)-tetrahydro-1h-furo[3,4-c]furan-1-yl]-2h-1,3-benzodioxole

Description

5-[4-Methoxy-4-(3,4,5-trimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2H-1,3-benzodioxole 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. 5-[4-Methoxy-4-(3,4,5-trimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2H-1,3-benzodioxole is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004181503002D          

 31 35  0  0  0  0            999 V2000
    7.4250    6.8573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1700    6.0727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3630    5.9012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1081    5.1166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3011    4.9451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7491    5.5581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0040    6.3428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4520    6.9559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7070    7.7405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8110    6.5143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0660    7.2989    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5139    7.9120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0462    4.1604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8532    3.9889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1081    3.2043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2925    4.4960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7405    3.8829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1530    3.1684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9600    3.3400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3725    2.6255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8204    2.0124    0.0000 O   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
    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  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  0  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  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  7 10  2  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  5 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 13 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 18 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 26 30  1  0  0  0  0
 30 31  2  0  0  0  0
 23 31  1  0  0  0  0
M  END


  Mrv1533004181503002D          

 31 35  0  0  0  0            999 V2000
    7.4250    6.8573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1700    6.0727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3630    5.9012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1081    5.1166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3011    4.9451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7491    5.5581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0040    6.3428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4520    6.9559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7070    7.7405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8110    6.5143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0660    7.2989    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5139    7.9120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0462    4.1604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8532    3.9889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1081    3.2043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2925    4.4960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7405    3.8829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1530    3.1684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9600    3.3400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3725    2.6255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8204    2.0124    0.0000 O   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
    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  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  0  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  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  7 10  2  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  5 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 13 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 18 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 26 30  1  0  0  0  0
 30 31  2  0  0  0  0
 23 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0270199

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(=CC(OC)=C1OC)C1(OC)OCC2C1COC2C1=CC=C2OCOC2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C23H26O8/c1-24-19-8-14(9-20(25-2)22(19)26-3)23(27-4)16-11-28-21(15(16)10-31-23)13-5-6-17-18(7-13)30-12-29-17/h5-9,15-16,21H,10-12H2,1-4H3

> <INCHI_KEY>
RQWOTJIYANUWKC-UHFFFAOYSA-N

> <FORMULA>
C23H26O8

> <MOLECULAR_WEIGHT>
430.453

> <EXACT_MASS>
430.162767797

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
44.91949534095751

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-[4-methoxy-4-(3,4,5-trimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2H-1,3-benzodioxole

> <ALOGPS_LOGP>
2.67

> <JCHEM_LOGP>
2.9090665456666676

> <ALOGPS_LOGS>
-4.47

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6824312463115345

> <JCHEM_POLAR_SURFACE_AREA>
73.84000000000002

> <JCHEM_REFRACTIVITY>
109.38020000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.44e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-[4-methoxy-4-(3,4,5-trimethoxyphenyl)-tetrahydro-1H-furo[3,4-c]furan-1-yl]-2H-1,3-benzodioxole

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 18-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   18-APR-15         0                                  
HETATM    1  C   UNK     0      13.860  12.800   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      13.384  11.336   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      11.878  11.016   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.402   9.551   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.895   9.231   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.865  10.375   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.341  11.840   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       8.310  12.984   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       8.786  14.449   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.847  12.160   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      11.323  13.625   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      10.293  14.769   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.420   7.766   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      10.926   7.446   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      11.402   5.981   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       8.013   8.393   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       6.982   7.248   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.752   5.914   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.259   6.235   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.029   4.901   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       8.998   3.756   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       7.591   4.383   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       2.126   1.597   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       2.126   4.089   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   10                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   13                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   10                                                  
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10    7    3   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11                                                            
CONECT   13    5   14   16   19                                             
CONECT   14   13   15                                                       
CONECT   15   14                                                            
CONECT   16   13   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   22                                                  
CONECT   19   18   13   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   18   23                                                  
CONECT   23   22   24   31                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   30                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   26   31                                                  
CONECT   31   30   23                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   70    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₂₆O₈

Average Mass

430.4530 Da

Monoisotopic Mass

430.16277 Da

IUPAC Name

5-[4-methoxy-4-(3,4,5-trimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2H-1,3-benzodioxole

Traditional Name

5-[4-methoxy-4-(3,4,5-trimethoxyphenyl)-tetrahydro-1H-furo[3,4-c]furan-1-yl]-2H-1,3-benzodioxole

CAS Registry Number

Not Available

SMILES

COC1=CC(=CC(OC)=C1OC)C1(OC)OCC2C1COC2C1=CC=C2OCOC2=C1

InChI Identifier

InChI=1S/C23H26O8/c1-24-19-8-14(9-20(25-2)22(19)26-3)23(27-4)16-11-28-21(15(16)10-31-23)13-5-6-17-18(7-13)30-12-29-17/h5-9,15-16,21H,10-12H2,1-4H3

InChI Key

RQWOTJIYANUWKC-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

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
Benzodioxole
Benzylether
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Furofuran
Alkyl aryl ether
Ketal
Monocyclic benzene moiety
Benzenoid
Tetrahydrofuran
Acetal
Oxacycle
Organoheterocyclic compound
Dialkyl ether
Ether
Hydrocarbon derivative
Organooxygen compound
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	2.67	ALOGPS
logP	2.91	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	73.84 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	109.38 m³·mol⁻¹	ChemAxon
Polarizability	44.92 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

85122444

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 5-[4-methoxy-4-(3,4,5-trimethoxyphenyl)-tetrahydro-1h-furo[3,4-c]furan-1-yl]-2h-1,3-benzodioxole (NP0270199)

MOL for NP0270199 (5-[4-methoxy-4-(3,4,5-trimethoxyphenyl)-tetrahydro-1h-furo[3,4-c]furan-1-yl]-2h-1,3-benzodioxole)

3D MOL for NP0270199 (5-[4-methoxy-4-(3,4,5-trimethoxyphenyl)-tetrahydro-1h-furo[3,4-c]furan-1-yl]-2h-1,3-benzodioxole)

3D SDF for NP0270199 (5-[4-methoxy-4-(3,4,5-trimethoxyphenyl)-tetrahydro-1h-furo[3,4-c]furan-1-yl]-2h-1,3-benzodioxole)

3D-SDF for NP0270199 (5-[4-methoxy-4-(3,4,5-trimethoxyphenyl)-tetrahydro-1h-furo[3,4-c]furan-1-yl]-2h-1,3-benzodioxole)

PDB for NP0270199 (5-[4-methoxy-4-(3,4,5-trimethoxyphenyl)-tetrahydro-1h-furo[3,4-c]furan-1-yl]-2h-1,3-benzodioxole)

3D PDB for NP0270199 (5-[4-methoxy-4-(3,4,5-trimethoxyphenyl)-tetrahydro-1h-furo[3,4-c]furan-1-yl]-2h-1,3-benzodioxole)

SMILES for NP0270199 (5-[4-methoxy-4-(3,4,5-trimethoxyphenyl)-tetrahydro-1h-furo[3,4-c]furan-1-yl]-2h-1,3-benzodioxole)

INCHI for NP0270199 (5-[4-methoxy-4-(3,4,5-trimethoxyphenyl)-tetrahydro-1h-furo[3,4-c]furan-1-yl]-2h-1,3-benzodioxole)

Structure for NP0270199 (5-[4-methoxy-4-(3,4,5-trimethoxyphenyl)-tetrahydro-1h-furo[3,4-c]furan-1-yl]-2h-1,3-benzodioxole)

3D Structure for NP0270199 (5-[4-methoxy-4-(3,4,5-trimethoxyphenyl)-tetrahydro-1h-furo[3,4-c]furan-1-yl]-2h-1,3-benzodioxole)