NP-MRD: Showing NP-Card for 3,7-Dihydroxy-5-methoxy-6-methylflavan-(2beta->7,4beta->8)-7-hydroxy-5-methoxyflavan (NP0056410)

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Record Information

Version

2.0

Created at

2022-04-28 02:12:06 UTC

Updated at

2022-04-28 02:12:06 UTC

NP-MRD ID

NP0056410

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3,7-Dihydroxy-5-methoxy-6-methylflavan-(2beta->7,4beta->8)-7-hydroxy-5-methoxyflavan

Description

3,7-Dihydroxy-5-methoxy-6-methylflavan-(2beta->7,4beta->8)-7-hydroxy-5-methoxyflavan is found in Calamus draco and Daemonorops draco . Based on a literature review very few articles have been published on CHEMBL3739811.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282204122D          

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M  END

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  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10  5  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
  8 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 11 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 16 21  1  0  0  0  0
 19 22  1  6  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 22 27  1  0  0  0  0
 15 28  1  0  0  0  0
 28 29  1  0  0  0  0
  9 30  1  6  0  0  0
  8 31  1  1  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 31 36  1  0  0  0  0
  4 37  1  0  0  0  0
 37 38  1  0  0  0  0
  3 39  1  0  0  0  0
  2 40  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0056410

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC2=C([C@@H]3[C@@H](O)[C@@](OC4=C3C(OC)=C(C)C(O)=C4)(O2)C2=CC=CC=C2)C2=C1CC[C@H](O2)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C33H30O7/c1-18-22(34)16-25-27(30(18)37-3)29-28-26(40-33(39-25,32(29)35)20-12-8-5-9-13-20)17-24(36-2)21-14-15-23(38-31(21)28)19-10-6-4-7-11-19/h4-13,16-17,23,29,32,34-35H,14-15H2,1-3H3/t23-,29+,32+,33-/m0/s1

> <INCHI_KEY>
VVMNOJJSVJYOFS-FGPQKVDGSA-N

> <FORMULA>
C33H30O7

> <MOLECULAR_WEIGHT>
538.596

> <EXACT_MASS>
538.199153306

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
70

> <JCHEM_AVERAGE_POLARIZABILITY>
56.70332419838573

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,5S,13S,21R)-9,19-dimethoxy-18-methyl-5,13-diphenyl-4,12,14-trioxapentacyclo[11.7.1.0^{2,11}.0^{3,8}.0^{15,20}]henicosa-2(11),3(8),9,15(20),16,18-hexaene-17,21-diol

> <ALOGPS_LOGP>
5.10

> <JCHEM_LOGP>
6.684906491666666

> <ALOGPS_LOGS>
-5.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.570356303292733

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.841463018747932

> <JCHEM_PKA_STRONGEST_BASIC>
-3.87912429486052

> <JCHEM_POLAR_SURFACE_AREA>
86.61000000000001

> <JCHEM_REFRACTIVITY>
148.91700000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.68e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,5S,13S,21R)-9,19-dimethoxy-18-methyl-5,13-diphenyl-4,12,14-trioxapentacyclo[11.7.1.0^{2,11}.0^{3,8}.0^{15,20}]henicosa-2(11),3(8),9,15(20),16,18-hexaene-17,21-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       7.430   6.377   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.817   4.886   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.720   3.806   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.236   4.216   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.849   5.706   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.946   6.787   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       5.958   8.327   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       4.877   9.424   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.556   7.375   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.309   5.718   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.228   6.816   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.240   8.356   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       3.337   9.436   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       0.912   9.136   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.427   8.376   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.439   6.836   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.889   6.056   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       0.877   4.516   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -0.463   3.756   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.791   4.537   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.779   6.077   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.475   2.216   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.853   1.436   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.841  -0.104   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.499  -0.864   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.826  -0.083   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.814   1.457   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -1.755   9.157   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -1.743  10.696   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       5.351   6.056   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       5.478  10.842   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       4.550  12.071   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       5.150  13.489   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       6.678  13.679   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       7.606  12.450   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       7.006  11.032   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       4.138   3.135   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       4.525   1.645   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       7.107   2.315   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       9.302   4.476   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   40                                                  
CONECT    3    2    4   39                                                  
CONECT    4    3    5   37                                                  
CONECT    5    4    6   10                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   13   31                                             
CONECT    9    8   10   30                                                  
CONECT   10    9    5   11                                                  
CONECT   11   10   12   17                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12    8                                                       
CONECT   14   12   15                                                       
CONECT   15   14   16   28                                                  
CONECT   16   15   17   21                                                  
CONECT   17   16   11   18                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20   16                                                       
CONECT   22   19   23   27                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   22                                                       
CONECT   28   15   29                                                       
CONECT   29   28                                                            
CONECT   30    9                                                            
CONECT   31    8   32   36                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   31                                                       
CONECT   37    4   38                                                       
CONECT   38   37                                                            
CONECT   39    3                                                            
CONECT   40    2                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   92    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₃H₃₀O₇

Average Mass

538.5960 Da

Monoisotopic Mass

538.19915 Da

IUPAC Name

(1R,5S,13S,21R)-9,19-dimethoxy-18-methyl-5,13-diphenyl-4,12,14-trioxapentacyclo[11.7.1.0^{2,11}.0^{3,8}.0^{15,20}]henicosa-2(11),3(8),9,15(20),16,18-hexaene-17,21-diol

Traditional Name

(1R,5S,13S,21R)-9,19-dimethoxy-18-methyl-5,13-diphenyl-4,12,14-trioxapentacyclo[11.7.1.0^{2,11}.0^{3,8}.0^{15,20}]henicosa-2(11),3(8),9,15(20),16,18-hexaene-17,21-diol

CAS Registry Number

Not Available

SMILES

COC1=CC2=C([C@@H]3[C@@H](O)[C@@](OC4=C3C(OC)=C(C)C(O)=C4)(O2)C2=CC=CC=C2)C2=C1CC[C@H](O2)C1=CC=CC=C1

InChI Identifier

InChI=1S/C33H30O7/c1-18-22(34)16-25-27(30(18)37-3)29-28-26(40-33(39-25,32(29)35)20-12-8-5-9-13-20)17-24(36-2)21-14-15-23(38-31(21)28)19-10-6-4-7-11-19/h4-13,16-17,23,29,32,34-35H,14-15H2,1-3H3/t23-,29+,32+,33-/m0/s1

InChI Key

VVMNOJJSVJYOFS-FGPQKVDGSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Calamus draco	LOTUS Database	35616633
Daemonorops draco	Plant	KNApSAcK

Chemical Taxonomy

Classification

Not classified

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	5.1	ALOGPS
logP	6.68	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	9.84	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	86.61 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	148.92 m³·mol⁻¹	ChemAxon
Polarizability	56.7 Å³	ChemAxon
Number of Rings	7	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

8873010

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10697667

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 3,7-Dihydroxy-5-methoxy-6-methylflavan-(2beta->7,4beta->8)-7-hydroxy-5-methoxyflavan (NP0056410)

MOL for NP0056410 (3,7-Dihydroxy-5-methoxy-6-methylflavan-(2beta->7,4beta->8)-7-hydroxy-5-methoxyflavan)

3D MOL for NP0056410 (3,7-Dihydroxy-5-methoxy-6-methylflavan-(2beta->7,4beta->8)-7-hydroxy-5-methoxyflavan)

3D SDF for NP0056410 (3,7-Dihydroxy-5-methoxy-6-methylflavan-(2beta->7,4beta->8)-7-hydroxy-5-methoxyflavan)

3D-SDF for NP0056410 (3,7-Dihydroxy-5-methoxy-6-methylflavan-(2beta->7,4beta->8)-7-hydroxy-5-methoxyflavan)

PDB for NP0056410 (3,7-Dihydroxy-5-methoxy-6-methylflavan-(2beta->7,4beta->8)-7-hydroxy-5-methoxyflavan)

3D PDB for NP0056410 (3,7-Dihydroxy-5-methoxy-6-methylflavan-(2beta->7,4beta->8)-7-hydroxy-5-methoxyflavan)

SMILES for NP0056410 (3,7-Dihydroxy-5-methoxy-6-methylflavan-(2beta->7,4beta->8)-7-hydroxy-5-methoxyflavan)

INCHI for NP0056410 (3,7-Dihydroxy-5-methoxy-6-methylflavan-(2beta->7,4beta->8)-7-hydroxy-5-methoxyflavan)

Structure for NP0056410 (3,7-Dihydroxy-5-methoxy-6-methylflavan-(2beta->7,4beta->8)-7-hydroxy-5-methoxyflavan)

3D Structure for NP0056410 (3,7-Dihydroxy-5-methoxy-6-methylflavan-(2beta->7,4beta->8)-7-hydroxy-5-methoxyflavan)