NP-MRD: Showing NP-Card for 4,4'-dimethoxy-9,10-dihydro-[1,1'-biphenanthrene]-2,2',7,7',8,8'-hexol (NP0180053)

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Record Information

Version

2.0

Created at

2022-09-03 18:21:12 UTC

Updated at

2022-09-03 18:21:12 UTC

NP-MRD ID

NP0180053

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4,4'-dimethoxy-9,10-dihydro-[1,1'-biphenanthrene]-2,2',7,7',8,8'-hexol

Description

4,4'-Dimethoxy-9,10-dihydro-[1,1'-biphenanthrene]-2,2',7,7',8,8'-hexol belongs to the class of organic compounds known as phenanthrols. Phenanthrols are compounds containing a phenanthrene (or its hydrogenated derivative) to which a hydroxyl group is attached. 4,4'-dimethoxy-9,10-dihydro-[1,1'-biphenanthrene]-2,2',7,7',8,8'-hexol is found in Bletilla formosana. 4,4'-Dimethoxy-9,10-dihydro-[1,1'-biphenanthrene]-2,2',7,7',8,8'-hexol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004191514262D          

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M  END

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 31 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0180053

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(O)=C(C2=C1C1=CC=C(O)C(O)=C1CC2)C1=C2C=CC3=C(O)C(O)=CC=C3C2=C(OC)C=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C30H24O8/c1-37-23-11-21(33)27(17-5-3-15-13(25(17)23)7-9-19(31)29(15)35)28-18-6-4-16-14(8-10-20(32)30(16)36)26(18)24(38-2)12-22(28)34/h3,5,7-12,31-36H,4,6H2,1-2H3

> <INCHI_KEY>
MMRWNGUVAGCSKW-UHFFFAOYSA-N

> <FORMULA>
C30H24O8

> <MOLECULAR_WEIGHT>
512.514

> <EXACT_MASS>
512.147117733

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
53.7245506540246

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-methoxy-8-(2,7,8-trihydroxy-4-methoxy-9,10-dihydrophenanthren-1-yl)phenanthrene-1,2,7-triol

> <ALOGPS_LOGP>
4.10

> <JCHEM_LOGP>
5.673032468000001

> <ALOGPS_LOGS>
-5.13

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.91924534496397

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.418376351636512

> <JCHEM_PKA_STRONGEST_BASIC>
-4.560051292219727

> <JCHEM_POLAR_SURFACE_AREA>
139.84

> <JCHEM_REFRACTIVITY>
142.32279999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.82e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-methoxy-8-(2,7,8-trihydroxy-4-methoxy-9,10-dihydrophenanthren-1-yl)phenanthrene-1,2,7-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
HETATM    1  C   UNK     0      11.344  -5.898   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       9.804  -5.898   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       9.034  -4.565   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.494  -4.565   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.724  -3.231   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       5.184  -3.231   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       7.494  -1.897   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.034  -1.897   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.804  -0.564   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.344  -0.564   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.114  -1.897   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.654  -1.897   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      14.424  -0.564   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      14.424  -3.231   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      15.964  -3.231   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      13.654  -4.565   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.114  -4.565   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.344  -3.231   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.804  -3.231   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.724  -0.564   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.494   0.770   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       9.034   0.770   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       6.724   2.104   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.184   2.104   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       4.414   3.437   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       2.874   3.437   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.414   0.770   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.184  -0.564   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.414  -1.897   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.874  -1.897   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.104  -0.564   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       0.564  -0.564   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -0.206  -1.897   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      -0.206   0.770   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      -1.746   0.770   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       0.564   2.104   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       2.104   2.104   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   19                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   20                                                  
CONECT    8    7    9   19                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   18                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   11   19                                                  
CONECT   19   18    3    8                                                  
CONECT   20    7   21   28                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25   27                                                  
CONECT   25   24   26                                                       
CONECT   26   25                                                            
CONECT   27   24   28   38                                                  
CONECT   28   27   20   29                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   38                                                  
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   27   31                                                  
MASTER        0    0    0    0    0    0    0    0   38    0   86    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₀H₂₄O₈

Average Mass

512.5140 Da

Monoisotopic Mass

512.14712 Da

IUPAC Name

5-methoxy-8-(2,7,8-trihydroxy-4-methoxy-9,10-dihydrophenanthren-1-yl)phenanthrene-1,2,7-triol

Traditional Name

5-methoxy-8-(2,7,8-trihydroxy-4-methoxy-9,10-dihydrophenanthren-1-yl)phenanthrene-1,2,7-triol

CAS Registry Number

Not Available

SMILES

COC1=CC(O)=C(C2=C1C1=CC=C(O)C(O)=C1CC2)C1=C2C=CC3=C(O)C(O)=CC=C3C2=C(OC)C=C1O

InChI Identifier

InChI=1S/C30H24O8/c1-37-23-11-21(33)27(17-5-3-15-13(25(17)23)7-9-19(31)29(15)35)28-18-6-4-16-14(8-10-20(32)30(16)36)26(18)24(38-2)12-22(28)34/h3,5,7-12,31-36H,4,6H2,1-2H3

InChI Key

MMRWNGUVAGCSKW-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
Bletilla formosana	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenanthrols. Phenanthrols are compounds containing a phenanthrene (or its hydrogenated derivative) to which a hydroxyl group is attached.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenanthrenes and derivatives

Sub Class

Phenanthrols

Direct Parent

Phenanthrols

Alternative Parents

Substituents

Phenanthrol
Hydrophenanthrene
1-naphthol
2-naphthol
Naphthalene
Anisole
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Polyol
Ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic 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	4.1	ALOGPS
logP	5.67	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	8.42	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	139.84 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	142.32 m³·mol⁻¹	ChemAxon
Polarizability	53.72 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

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 4,4'-dimethoxy-9,10-dihydro-[1,1'-biphenanthrene]-2,2',7,7',8,8'-hexol (NP0180053)

MOL for NP0180053 (4,4'-dimethoxy-9,10-dihydro-[1,1'-biphenanthrene]-2,2',7,7',8,8'-hexol)

3D MOL for NP0180053 (4,4'-dimethoxy-9,10-dihydro-[1,1'-biphenanthrene]-2,2',7,7',8,8'-hexol)

3D SDF for NP0180053 (4,4'-dimethoxy-9,10-dihydro-[1,1'-biphenanthrene]-2,2',7,7',8,8'-hexol)

3D-SDF for NP0180053 (4,4'-dimethoxy-9,10-dihydro-[1,1'-biphenanthrene]-2,2',7,7',8,8'-hexol)

PDB for NP0180053 (4,4'-dimethoxy-9,10-dihydro-[1,1'-biphenanthrene]-2,2',7,7',8,8'-hexol)

3D PDB for NP0180053 (4,4'-dimethoxy-9,10-dihydro-[1,1'-biphenanthrene]-2,2',7,7',8,8'-hexol)

SMILES for NP0180053 (4,4'-dimethoxy-9,10-dihydro-[1,1'-biphenanthrene]-2,2',7,7',8,8'-hexol)

INCHI for NP0180053 (4,4'-dimethoxy-9,10-dihydro-[1,1'-biphenanthrene]-2,2',7,7',8,8'-hexol)

Structure for NP0180053 (4,4'-dimethoxy-9,10-dihydro-[1,1'-biphenanthrene]-2,2',7,7',8,8'-hexol)

3D Structure for NP0180053 (4,4'-dimethoxy-9,10-dihydro-[1,1'-biphenanthrene]-2,2',7,7',8,8'-hexol)