NP-MRD: Showing NP-Card for (R)-lobariether F (NP0350651)

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Record Information

Version

2.0

Created at

2025-01-24 17:51:17 UTC

Updated at

2025-06-11 03:35:28 UTC

NP-MRD ID

NP0350651

Natural Product DOI

https://doi.org/10.57994/3630

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(R)-lobariether F

Description

Based on a literature review very few articles have been published on (R)-lobariether F.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 04232317592D          

 31 33  0  0  1  0            999 V2000
    3.4990   -0.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -0.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -0.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    2.1904    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3984    2.9750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284    1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984    0.0709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    4.4104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    5.6479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    6.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    5.6479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    1.9354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8905    1.8492    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  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  9  8  1  0  0  0  0
  9 10  1  1  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
  7 12  1  0  0  0  0
 12 13  2  0  0  0  0
  8 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 17 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
 16 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 14 30  2  0  0  0  0
  4 30  1  0  0  0  0
 30 31  1  0  0  0  0
M  END


  Mrv2104 04232317592D          

 31 33  0  0  1  0            999 V2000
    3.4990   -0.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -0.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -0.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    2.1904    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3984    2.9750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284    1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984    0.0709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    4.4104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    5.6479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    6.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    5.6479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    1.9354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8905    1.8492    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  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  9  8  1  0  0  0  0
  9 10  1  1  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
  7 12  1  0  0  0  0
 12 13  2  0  0  0  0
  8 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 17 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
 16 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 14 30  2  0  0  0  0
  4 30  1  0  0  0  0
 30 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0350651

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COCC1=C(O)C2=C([C@H](O)OC2=O)C(OC2=C(C(=O)OC)C(C)=CC(O)=C2C=O)=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C20H18O11/c1-7-4-10(22)8(5-21)16(11(7)18(25)29-3)30-17-13-12(19(26)31-20(13)27)14(23)9(6-28-2)15(17)24/h4-5,20,22-24,27H,6H2,1-3H3/t20-/m1/s1

> <INCHI_KEY>
STOMQASIEWTJEI-HXUWFJFHSA-N

> <FORMULA>
C20H18O11

> <MOLECULAR_WEIGHT>
434.353

> <EXACT_MASS>
434.0849114

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
40.35559072533992

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 3-formyl-4-hydroxy-6-methyl-2-{[(3R)-3,5,7-trihydroxy-6-(methoxymethyl)-1-oxo-1,3-dihydro-2-benzofuran-4-yl]oxy}benzoate

> <JCHEM_LOGP>
3.158494792

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.409784737611701

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.713126544215665

> <JCHEM_PKA_STRONGEST_BASIC>
-3.651949630017118

> <JCHEM_POLAR_SURFACE_AREA>
169.05

> <JCHEM_REFRACTIVITY>
105.0689

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
methyl 3-formyl-4-hydroxy-6-methyl-2-{[(3R)-3,5,7-trihydroxy-6-(methoxymethyl)-1-oxo-3H-2-benzofuran-4-yl]oxy}benzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-APR-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-APR-23         0                                  
HETATM    1  C   UNK     0       6.531  -1.007   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       5.198  -0.237   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       5.198   1.303   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.864   2.073   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.530   1.303   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       2.530  -0.237   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       1.197   2.073   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.197   3.613   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.268   4.089   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -0.744   5.553   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -1.173   2.843   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -0.268   1.597   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -0.744   0.132   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       2.530   4.383   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       2.530   5.923   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       3.864   6.693   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.864   8.233   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.530   9.003   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       1.197   8.233   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       2.530  10.543   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       1.197  11.313   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.198   9.003   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.198  10.543   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.531   8.233   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.531   6.693   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       7.865   5.923   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       5.198   5.923   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.198   4.383   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       6.531   3.613   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       3.864   3.613   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       5.396   3.452   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   30                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   12                                                  
CONECT    8    7    9   14                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11    7   13                                                  
CONECT   13   12                                                            
CONECT   14    8   15   30                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   27                                                  
CONECT   17   16   18   22                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20                                                            
CONECT   22   17   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   16   28                                                  
CONECT   28   27   29                                                       
CONECT   29   28                                                            
CONECT   30   14    4   31                                                  
CONECT   31   30                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₁₈O₁₁

Average Mass

434.3530 Da

Monoisotopic Mass

434.08491 Da

IUPAC Name

methyl 3-formyl-4-hydroxy-6-methyl-2-{[(3R)-3,5,7-trihydroxy-6-(methoxymethyl)-1-oxo-1,3-dihydro-2-benzofuran-4-yl]oxy}benzoate

Traditional Name

methyl 3-formyl-4-hydroxy-6-methyl-2-{[(3R)-3,5,7-trihydroxy-6-(methoxymethyl)-1-oxo-3H-2-benzofuran-4-yl]oxy}benzoate

CAS Registry Number

Not Available

SMILES

COCC1=C(O)C2=C([C@H](O)OC2=O)C(OC2=C(C(=O)OC)C(C)=CC(O)=C2C=O)=C1O

InChI Identifier

InChI=1S/C20H18O11/c1-7-4-10(22)8(5-21)16(11(7)18(25)29-3)30-17-13-12(19(26)31-20(13)27)14(23)9(6-28-2)15(17)24/h4-5,20,22-24,27H,6H2,1-3H3/t20-/m1/s1

InChI Key

STOMQASIEWTJEI-HXUWFJFHSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD3OD, experimental)	zl846328857@outlook.com	Tianjin University of Traditional Chinese Medicine	Zhang Lei	2025-01-24	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Lethariella Lethariella cladonioides		Not Available

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	3.16	ChemAxon
pKa (Strongest Acidic)	6.71	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	169.05 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	105.07 m³·mol⁻¹	ChemAxon
Polarizability	40.36 Å³	ChemAxon
Number of Rings	3	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for (R)-lobariether F (NP0350651)

MOL for NP0350651 ((R)-lobariether F)

3D MOL for NP0350651 ((R)-lobariether F)

3D SDF for NP0350651 ((R)-lobariether F)

3D-SDF for NP0350651 ((R)-lobariether F)

PDB for NP0350651 ((R)-lobariether F)

3D PDB for NP0350651 ((R)-lobariether F)

SMILES for NP0350651 ((R)-lobariether F)

INCHI for NP0350651 ((R)-lobariether F)

Structure for NP0350651 ((R)-lobariether F)

3D Structure for NP0350651 ((R)-lobariether F)