NP-MRD: Showing NP-Card for (2e)-3-[(2r,3r)-7-methoxy-2-(7-methoxy-2h-1,3-benzodioxol-5-yl)-3-methyl-2,3-dihydro-1-benzofuran-5-yl]prop-2-en-1-ol (NP0322471)

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Record Information

Version

2.0

Created at

2022-09-12 01:15:30 UTC

Updated at

2022-09-12 01:15:31 UTC

NP-MRD ID

NP0322471

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2e)-3-[(2r,3r)-7-methoxy-2-(7-methoxy-2h-1,3-benzodioxol-5-yl)-3-methyl-2,3-dihydro-1-benzofuran-5-yl]prop-2-en-1-ol

Description

(2E)-3-[(2R,3R)-7-methoxy-2-(7-methoxy-2H-1,3-benzodioxol-5-yl)-3-methyl-2,3-dihydro-1-benzofuran-5-yl]prop-2-en-1-ol belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety. (2e)-3-[(2r,3r)-7-methoxy-2-(7-methoxy-2h-1,3-benzodioxol-5-yl)-3-methyl-2,3-dihydro-1-benzofuran-5-yl]prop-2-en-1-ol is found in Myristica fragrans. Based on a literature review very few articles have been published on (2E)-3-[(2R,3R)-7-methoxy-2-(7-methoxy-2H-1,3-benzodioxol-5-yl)-3-methyl-2,3-dihydro-1-benzofuran-5-yl]prop-2-en-1-ol.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309122203152D          

 27 30  0  0  1  0            999 V2000
    4.2097   -1.3133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9241   -1.7258    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9241   -2.5508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6386   -2.9633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6386   -3.7883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3531   -4.2008    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.1068   -3.8652    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6588   -4.4783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4838   -4.4783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8963   -3.7638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7213   -3.7638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8963   -5.1928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4838   -5.9072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8963   -6.6217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4838   -7.3362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8963   -8.0507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7213   -8.0507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6588   -5.9072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2463   -5.1928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4393   -5.0212    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8262   -5.5733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9241   -4.2008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2097   -3.7883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2097   -2.9633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4251   -2.7083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9401   -3.3758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4251   -4.0432    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
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  6  0  0  0
  6  7  1  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  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 13 18  1  0  0  0  0
 18 19  2  0  0  0  0
  8 19  1  0  0  0  0
 19 20  1  0  0  0  0
  6 20  1  0  0  0  0
 20 21  1  1  0  0  0
  5 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
  3 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 23 27  1  0  0  0  0
M  END


  Mrv1652309122203152D          

 27 30  0  0  1  0            999 V2000
    4.2097   -1.3133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9241   -1.7258    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9241   -2.5508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6386   -2.9633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6386   -3.7883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3531   -4.2008    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.1068   -3.8652    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6588   -4.4783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4838   -4.4783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8963   -3.7638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7213   -3.7638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8963   -5.1928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4838   -5.9072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8963   -6.6217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4838   -7.3362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8963   -8.0507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7213   -8.0507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6588   -5.9072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2463   -5.1928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4393   -5.0212    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8262   -5.5733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9241   -4.2008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2097   -3.7883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2097   -2.9633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4251   -2.7083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9401   -3.3758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4251   -4.0432    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
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  6  0  0  0
  6  7  1  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  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 13 18  1  0  0  0  0
 18 19  2  0  0  0  0
  8 19  1  0  0  0  0
 19 20  1  0  0  0  0
  6 20  1  0  0  0  0
 20 21  1  1  0  0  0
  5 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
  3 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 23 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0322471

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(=CC2=C1OCO2)[C@@H]1OC2=C(OC)C=C(\C=C\CO)C=C2[C@H]1C

> <INCHI_IDENTIFIER>
InChI=1S/C21H22O6/c1-12-15-7-13(5-4-6-22)8-16(23-2)20(15)27-19(12)14-9-17(24-3)21-18(10-14)25-11-26-21/h4-5,7-10,12,19,22H,6,11H2,1-3H3/b5-4+/t12-,19-/m1/s1

> <INCHI_KEY>
ALMMZKOPVITQNK-YZAYTREXSA-N

> <FORMULA>
C21H22O6

> <MOLECULAR_WEIGHT>
370.401

> <EXACT_MASS>
370.141638428

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
40.599337852718605

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-3-[(2R,3R)-7-methoxy-2-(7-methoxy-2H-1,3-benzodioxol-5-yl)-3-methyl-2,3-dihydro-1-benzofuran-5-yl]prop-2-en-1-ol

> <JCHEM_LOGP>
3.155132912666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.622850278433742

> <JCHEM_PKA_STRONGEST_BASIC>
-2.5263652882130803

> <JCHEM_POLAR_SURFACE_AREA>
66.38000000000001

> <JCHEM_REFRACTIVITY>
100.41300000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-3-[(2R,3R)-7-methoxy-2-(7-methoxy-2H-1,3-benzodioxol-5-yl)-3-methyl-2,3-dihydro-1-benzofuran-5-yl]prop-2-en-1-ol

> <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  C   UNK     0       7.858  -2.451   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       9.192  -3.221   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       9.192  -4.761   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.525  -5.531   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.525  -7.071   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.859  -7.841   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      13.266  -7.215   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      14.296  -8.359   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      15.836  -8.359   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      16.606  -7.026   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      18.146  -7.026   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      16.606  -9.693   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      15.836 -11.027   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      16.606 -12.361   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      15.836 -13.694   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      16.606 -15.028   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      18.146 -15.028   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      14.296 -11.027   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      13.526  -9.693   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.020  -9.373   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.876 -10.403   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.192  -7.841   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.858  -7.071   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.858  -5.531   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       6.393  -5.056   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       5.488  -6.301   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       6.393  -7.547   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   24                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   22                                                  
CONECT    6    5    7   20                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   19                                                  
CONECT    9    8   10   12                                                  
CONECT   10    9   11                                                       
CONECT   11   10                                                            
CONECT   12    9   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16                                                            
CONECT   18   13   19                                                       
CONECT   19   18    8   20                                                  
CONECT   20   19    6   21                                                  
CONECT   21   20                                                            
CONECT   22    5   23                                                       
CONECT   23   22   24   27                                                  
CONECT   24   23    3   25                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   23                                                       
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₂O₆

Average Mass

370.4010 Da

Monoisotopic Mass

370.14164 Da

IUPAC Name

(2E)-3-[(2R,3R)-7-methoxy-2-(7-methoxy-2H-1,3-benzodioxol-5-yl)-3-methyl-2,3-dihydro-1-benzofuran-5-yl]prop-2-en-1-ol

Traditional Name

(2E)-3-[(2R,3R)-7-methoxy-2-(7-methoxy-2H-1,3-benzodioxol-5-yl)-3-methyl-2,3-dihydro-1-benzofuran-5-yl]prop-2-en-1-ol

CAS Registry Number

Not Available

SMILES

COC1=CC(=CC2=C1OCO2)[C@@H]1OC2=C(OC)C=C(\C=C\CO)C=C2[C@H]1C

InChI Identifier

InChI=1S/C21H22O6/c1-12-15-7-13(5-4-6-22)8-16(23-2)20(15)27-19(12)14-9-17(24-3)21-18(10-14)25-11-26-21/h4-5,7-10,12,19,22H,6,11H2,1-3H3/b5-4+/t12-,19-/m1/s1

InChI Key

ALMMZKOPVITQNK-YZAYTREXSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Myristica fragrans	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

2-arylbenzofuran flavonoids

Sub Class

Not Available

Direct Parent

2-arylbenzofuran flavonoids

Alternative Parents

Substituents

2-arylbenzofuran flavonoid
Neolignan skeleton
Cinnamyl alcohol
Coumaran
Benzodioxole
Benzofuran
Anisole
Styrene
Alkyl aryl ether
Benzenoid
Acetal
Oxacycle
Organoheterocyclic compound
Ether
Alcohol
Organic oxygen compound
Primary alcohol
Hydrocarbon derivative
Organooxygen 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	3.16	ChemAxon
pKa (Strongest Acidic)	15.62	ChemAxon
pKa (Strongest Basic)	-2.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	66.38 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	100.41 m³·mol⁻¹	ChemAxon
Polarizability	40.6 Å³	ChemAxon
Number of Rings	4	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

10252156

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14018338

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2e)-3-[(2r,3r)-7-methoxy-2-(7-methoxy-2h-1,3-benzodioxol-5-yl)-3-methyl-2,3-dihydro-1-benzofuran-5-yl]prop-2-en-1-ol (NP0322471)

MOL for NP0322471 ((2e)-3-[(2r,3r)-7-methoxy-2-(7-methoxy-2h-1,3-benzodioxol-5-yl)-3-methyl-2,3-dihydro-1-benzofuran-5-yl]prop-2-en-1-ol)

3D MOL for NP0322471 ((2e)-3-[(2r,3r)-7-methoxy-2-(7-methoxy-2h-1,3-benzodioxol-5-yl)-3-methyl-2,3-dihydro-1-benzofuran-5-yl]prop-2-en-1-ol)

3D SDF for NP0322471 ((2e)-3-[(2r,3r)-7-methoxy-2-(7-methoxy-2h-1,3-benzodioxol-5-yl)-3-methyl-2,3-dihydro-1-benzofuran-5-yl]prop-2-en-1-ol)

3D-SDF for NP0322471 ((2e)-3-[(2r,3r)-7-methoxy-2-(7-methoxy-2h-1,3-benzodioxol-5-yl)-3-methyl-2,3-dihydro-1-benzofuran-5-yl]prop-2-en-1-ol)

PDB for NP0322471 ((2e)-3-[(2r,3r)-7-methoxy-2-(7-methoxy-2h-1,3-benzodioxol-5-yl)-3-methyl-2,3-dihydro-1-benzofuran-5-yl]prop-2-en-1-ol)

3D PDB for NP0322471 ((2e)-3-[(2r,3r)-7-methoxy-2-(7-methoxy-2h-1,3-benzodioxol-5-yl)-3-methyl-2,3-dihydro-1-benzofuran-5-yl]prop-2-en-1-ol)

SMILES for NP0322471 ((2e)-3-[(2r,3r)-7-methoxy-2-(7-methoxy-2h-1,3-benzodioxol-5-yl)-3-methyl-2,3-dihydro-1-benzofuran-5-yl]prop-2-en-1-ol)

INCHI for NP0322471 ((2e)-3-[(2r,3r)-7-methoxy-2-(7-methoxy-2h-1,3-benzodioxol-5-yl)-3-methyl-2,3-dihydro-1-benzofuran-5-yl]prop-2-en-1-ol)

Structure for NP0322471 ((2e)-3-[(2r,3r)-7-methoxy-2-(7-methoxy-2h-1,3-benzodioxol-5-yl)-3-methyl-2,3-dihydro-1-benzofuran-5-yl]prop-2-en-1-ol)

3D Structure for NP0322471 ((2e)-3-[(2r,3r)-7-methoxy-2-(7-methoxy-2h-1,3-benzodioxol-5-yl)-3-methyl-2,3-dihydro-1-benzofuran-5-yl]prop-2-en-1-ol)