NP-MRD: Showing NP-Card for (5s)-9-methoxy-2-({9-methoxy-3,5-dimethylnaphtho[2,3-b]furan-4-yl}methyl)-3,4,5-trimethyl-5h,6h-naphtho[2,3-b]furan (NP0146445)

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Record Information

Version

2.0

Created at

2022-09-02 01:50:37 UTC

Updated at

2022-09-02 01:50:38 UTC

NP-MRD ID

NP0146445

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(5s)-9-methoxy-2-({9-methoxy-3,5-dimethylnaphtho[2,3-b]furan-4-yl}methyl)-3,4,5-trimethyl-5h,6h-naphtho[2,3-b]furan

Description

5,6-Dihydro-9-methoxy-3,4,5beta-trimethyl-2-[(9-methoxy-3,5-dimethylnaphtho[2,3-b]furan-4-yl)methyl]naphtho[2,3-b]furan belongs to the class of organic compounds known as eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids. These are sesquiterpenoids with a structure based either on the eremophilane skeleton, its 8,9-seco derivative, or the furoeremophilane skeleton. Eremophilanes have been shown to be derived from eudesmanes by migration of the methyl group at C-10 to C-5. Based on a literature review very few articles have been published on 5,6-Dihydro-9-methoxy-3,4,5beta-trimethyl-2-[(9-methoxy-3,5-dimethylnaphtho[2,3-b]furan-4-yl)methyl]naphtho[2,3-b]furan.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022203502D          

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M  END

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  Mrv1652309022203502D          

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 22 23  1  0  0  0  0
 21 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 13 29  2  0  0  0  0
 24 29  1  0  0  0  0
 11 30  1  0  0  0  0
 30 31  1  0  0  0  0
  3 31  2  0  0  0  0
  8 31  1  0  0  0  0
  5 32  1  0  0  0  0
 32 33  1  6  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
  4 36  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0146445

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C2OC=C(C)C2=C(CC2=C(C)C3=C(C)C4=C(C=CC[C@@H]4C)C(OC)=C3O2)C2=C(C)C=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C32H32O4/c1-16-10-8-12-21-25(16)20(5)28-19(4)24(36-32(28)30(21)34-7)14-23-26-17(2)11-9-13-22(26)29(33-6)31-27(23)18(3)15-35-31/h8-9,11-13,15-16H,10,14H2,1-7H3/t16-/m0/s1

> <INCHI_KEY>
ZCGQMGASOANVCV-INIZCTEOSA-N

> <FORMULA>
C32H32O4

> <MOLECULAR_WEIGHT>
480.604

> <EXACT_MASS>
480.23005951

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
68

> <JCHEM_AVERAGE_POLARIZABILITY>
54.88762551459105

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(5S)-9-methoxy-2-({9-methoxy-3,5-dimethylnaphtho[2,3-b]furan-4-yl}methyl)-3,4,5-trimethyl-5H,6H-naphtho[2,3-b]furan

> <ALOGPS_LOGP>
7.79

> <JCHEM_LOGP>
8.335251736333335

> <ALOGPS_LOGS>
-5.36

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-2.5000826839897567

> <JCHEM_POLAR_SURFACE_AREA>
44.74

> <JCHEM_REFRACTIVITY>
146.1977

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.09e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(5S)-9-methoxy-2-({9-methoxy-3,5-dimethylnaphtho[2,3-b]furan-4-yl}methyl)-3,4,5-trimethyl-5H,6H-naphtho[2,3-b]furan

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0       1.060  -2.080   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       2.393  -2.850   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.393  -4.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.727  -5.160   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.727  -6.700   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.393  -7.470   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.393  -9.010   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.060  -6.700   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.405  -7.176   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.881  -8.641   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.310  -5.930   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.850  -5.930   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.620  -4.596   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -5.160  -4.596   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -5.930  -5.930   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.160  -7.264   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -7.470  -5.930   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -8.240  -4.596   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -7.470  -3.263   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -5.930  -3.263   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -5.160  -1.929   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -5.930  -0.595   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -5.160   0.738   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -3.620  -1.929   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -2.590  -0.785   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -1.183  -1.411   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.344  -2.942   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -0.199  -3.973   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -2.850  -3.263   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -0.405  -4.684   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       1.060  -5.160   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.061  -7.470   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       5.061  -9.010   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       6.395  -6.700   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       6.395  -5.160   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       5.061  -4.390   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   31                                                  
CONECT    4    3    5   36                                                  
CONECT    5    4    6   32                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   31                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   30                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   29                                                  
CONECT   14   13   15   20                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   14   21                                                  
CONECT   21   20   22   24                                                  
CONECT   22   21   23                                                       
CONECT   23   22                                                            
CONECT   24   21   25   29                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   13   24                                                  
CONECT   30   11   31                                                       
CONECT   31   30    3    8                                                  
CONECT   32    5   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35    4                                                       
MASTER        0    0    0    0    0    0    0    0   36    0   82    0
END

View in JSmol

Synonyms

Value	Source
5,6-Dihydro-9-methoxy-3,4,5b-trimethyl-2-[(9-methoxy-3,5-dimethylnaphtho[2,3-b]furan-4-yl)methyl]naphtho[2,3-b]furan	Generator
5,6-Dihydro-9-methoxy-3,4,5β-trimethyl-2-[(9-methoxy-3,5-dimethylnaphtho[2,3-b]furan-4-yl)methyl]naphtho[2,3-b]furan	Generator

Chemical Formula

C₃₂H₃₂O₄

Average Mass

480.6040 Da

Monoisotopic Mass

480.23006 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

COC1=C2OC=C(C)C2=C(CC2=C(C)C3=C(C)C4=C(C=CC[C@@H]4C)C(OC)=C3O2)C2=C(C)C=CC=C12

InChI Identifier

InChI=1S/C32H32O4/c1-16-10-8-12-21-25(16)20(5)28-19(4)24(36-32(28)30(21)34-7)14-23-26-17(2)11-9-13-22(26)29(33-6)31-27(23)18(3)15-35-31/h8-9,11-13,15-16H,10,14H2,1-7H3/t16-/m0/s1

InChI Key

ZCGQMGASOANVCV-INIZCTEOSA-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 eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids. These are sesquiterpenoids with a structure based either on the eremophilane skeleton, its 8,9-seco derivative, or the furoeremophilane skeleton. Eremophilanes have been shown to be derived from eudesmanes by migration of the methyl group at C-10 to C-5.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids

Alternative Parents

Substituents

Furoeremophilane sesquiterpenoid
Naphthofuran
Naphthalene
Benzofuran
Anisole
Phenol ether
Alkyl aryl ether
Benzenoid
Heteroaromatic compound
Furan
Oxacycle
Ether
Organoheterocyclic compound
Organic oxygen compound
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

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

101634580

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (5s)-9-methoxy-2-({9-methoxy-3,5-dimethylnaphtho[2,3-b]furan-4-yl}methyl)-3,4,5-trimethyl-5h,6h-naphtho[2,3-b]furan (NP0146445)

MOL for NP0146445 ((5s)-9-methoxy-2-({9-methoxy-3,5-dimethylnaphtho[2,3-b]furan-4-yl}methyl)-3,4,5-trimethyl-5h,6h-naphtho[2,3-b]furan)

3D MOL for NP0146445 ((5s)-9-methoxy-2-({9-methoxy-3,5-dimethylnaphtho[2,3-b]furan-4-yl}methyl)-3,4,5-trimethyl-5h,6h-naphtho[2,3-b]furan)

3D SDF for NP0146445 ((5s)-9-methoxy-2-({9-methoxy-3,5-dimethylnaphtho[2,3-b]furan-4-yl}methyl)-3,4,5-trimethyl-5h,6h-naphtho[2,3-b]furan)

3D-SDF for NP0146445 ((5s)-9-methoxy-2-({9-methoxy-3,5-dimethylnaphtho[2,3-b]furan-4-yl}methyl)-3,4,5-trimethyl-5h,6h-naphtho[2,3-b]furan)

PDB for NP0146445 ((5s)-9-methoxy-2-({9-methoxy-3,5-dimethylnaphtho[2,3-b]furan-4-yl}methyl)-3,4,5-trimethyl-5h,6h-naphtho[2,3-b]furan)

3D PDB for NP0146445 ((5s)-9-methoxy-2-({9-methoxy-3,5-dimethylnaphtho[2,3-b]furan-4-yl}methyl)-3,4,5-trimethyl-5h,6h-naphtho[2,3-b]furan)

SMILES for NP0146445 ((5s)-9-methoxy-2-({9-methoxy-3,5-dimethylnaphtho[2,3-b]furan-4-yl}methyl)-3,4,5-trimethyl-5h,6h-naphtho[2,3-b]furan)

INCHI for NP0146445 ((5s)-9-methoxy-2-({9-methoxy-3,5-dimethylnaphtho[2,3-b]furan-4-yl}methyl)-3,4,5-trimethyl-5h,6h-naphtho[2,3-b]furan)

Structure for NP0146445 ((5s)-9-methoxy-2-({9-methoxy-3,5-dimethylnaphtho[2,3-b]furan-4-yl}methyl)-3,4,5-trimethyl-5h,6h-naphtho[2,3-b]furan)

3D Structure for NP0146445 ((5s)-9-methoxy-2-({9-methoxy-3,5-dimethylnaphtho[2,3-b]furan-4-yl}methyl)-3,4,5-trimethyl-5h,6h-naphtho[2,3-b]furan)