Np mrd loader

Showing NP-Card for 3-O-Methylrosmarinic acid (NP0339466)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2024-09-11 21:59:28 UTC
Updated at2024-09-11 21:59:29 UTC
NP-MRD IDNP0339466
Secondary Accession NumbersNone
Natural Product Identification
Common Name3-O-Methylrosmarinic acid
Description3-O-Methylrosmarinic acid is also known as 3-O-methylrosmarinate. Based on a literature review very few articles have been published on 3-O-Methylrosmarinic acid.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0339466 (3-O-Methylrosmarinic acid)


  Mrv2104 05272300312D          

 27 28  0  0  0  0            999 V2000
   -0.5212    2.2559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1933    1.8434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9078    2.2559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9078    0.6059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1933    1.0184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5212    0.6059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2356    1.0184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9501    0.6059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6646    1.0184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3791    0.6059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6222    1.8434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6222    1.0184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3367    0.6059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2356    1.8434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9501    2.2559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6646    1.8434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3791    2.2559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0512    1.0184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7656    0.6059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4801    1.0184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7656   -0.2191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4801   -0.6316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1946   -0.2191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1946    0.6059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9091   -0.6316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9091    1.0184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0935    1.0184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  5  1  0  0  0  0
  4  5  1  0  0  0  0
  4 12  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7 14  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 16  2  0  0  0  0
 11 12  2  0  0  0  0
 12 13  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  2  0  0  0  0
 18 19  1  0  0  0  0
 20 19  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 20 24  1  0  0  0  0
 23 25  1  0  0  0  0
 24 26  1  0  0  0  0
 10 27  1  0  0  0  0
M  END
Download

3D MOL for NP0339466 (3-O-Methylrosmarinic acid)

Download
3D SDF for NP0339466 (3-O-Methylrosmarinic acid)

  Mrv2104 05272300312D          

 27 28  0  0  0  0            999 V2000
   -0.5212    2.2559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1933    1.8434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9078    2.2559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9078    0.6059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1933    1.0184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5212    0.6059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2356    1.0184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9501    0.6059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6646    1.0184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3791    0.6059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6222    1.8434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6222    1.0184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3367    0.6059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2356    1.8434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9501    2.2559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6646    1.8434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3791    2.2559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0512    1.0184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7656    0.6059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4801    1.0184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7656   -0.2191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4801   -0.6316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1946   -0.2191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1946    0.6059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9091   -0.6316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9091    1.0184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0935    1.0184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  5  1  0  0  0  0
  4  5  1  0  0  0  0
  4 12  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7 14  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 16  2  0  0  0  0
 11 12  2  0  0  0  0
 12 13  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  2  0  0  0  0
 18 19  1  0  0  0  0
 20 19  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 20 24  1  0  0  0  0
 23 25  1  0  0  0  0
 24 26  1  0  0  0  0
 10 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0339466

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(O)C=CC(CC(OC(=O)\C=C\C2=CC(O)=C(O)C=C2)C(O)=O)=C1

> <INCHI_IDENTIFIER>
InChI=1/C19H18O8/c1-26-16-9-12(3-6-14(16)21)10-17(19(24)25)27-18(23)7-4-11-2-5-13(20)15(22)8-11/h2-9,17,20-22H,10H2,1H3,(H,24,25)/b7-4+

> <INCHI_KEY>
NFSDQICEPLDULQ-QPJJXVBHNA-N

> <FORMULA>
C19H18O8

> <MOLECULAR_WEIGHT>
374.345

> <EXACT_MASS>
374.10016754

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
36.46465084966381

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-3-(4-hydroxy-3-methoxyphenyl)propanoic acid

> <JCHEM_LOGP>
3.150020337

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.135363467368178

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.199703526863718

> <JCHEM_PKA_STRONGEST_BASIC>
-4.88733584144007

> <JCHEM_POLAR_SURFACE_AREA>
133.52

> <JCHEM_REFRACTIVITY>
95.43240000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
2-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-3-(4-hydroxy-3-methoxyphenyl)propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0339466 (3-O-Methylrosmarinic acid)
Download
PDB for NP0339466 (3-O-Methylrosmarinic acid)
HEADER    PROTEIN                                 27-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-23         0                                  
HETATM    1  O   UNK     0      -0.973   4.211   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       0.361   3.441   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       1.695   4.211   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       1.695   1.131   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.361   1.901   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.973   1.131   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.306   1.901   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.640   1.131   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.974   1.901   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -6.308   1.131   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       3.028   3.441   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       3.028   1.901   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.362   1.131   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.306   3.441   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.640   4.211   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.974   3.441   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -6.308   4.211   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       5.696   1.901   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.029   1.131   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.363   1.901   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.029  -0.409   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.363  -1.179   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.697  -0.409   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.697   1.131   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      11.030  -1.179   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      11.030   1.901   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -7.641   1.901   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    5                                                  
CONECT    3    2                                                            
CONECT    4    5   12                                                       
CONECT    5    2    4    6                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   14                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   16                                                  
CONECT   10    9   27                                                       
CONECT   11   12                                                            
CONECT   12    4   11   13                                                  
CONECT   13   12   18                                                       
CONECT   14    7   15                                                       
CONECT   15   14   16                                                       
CONECT   16    9   15   17                                                  
CONECT   17   16                                                            
CONECT   18   13   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19   24                                                       
CONECT   21   19   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23   20   26                                                  
CONECT   25   23                                                            
CONECT   26   24                                                            
CONECT   27   10                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   56    0
END

Download
3D PDB for NP0339466 (3-O-Methylrosmarinic acid)
Download
SMILES for NP0339466 (3-O-Methylrosmarinic acid)
COC1=C(O)C=CC(CC(OC(=O)\C=C\C2=CC(O)=C(O)C=C2)C(O)=O)=C1
Download
INCHI for NP0339466 (3-O-Methylrosmarinic acid)
InChI=1/C19H18O8/c1-26-16-9-12(3-6-14(16)21)10-17(19(24)25)27-18(23)7-4-11-2-5-13(20)15(22)8-11/h2-9,17,20-22H,10H2,1H3,(H,24,25)/b7-4+
Download
View in JSmol
Synonyms
ValueSource
3-O-MethylrosmarinateGenerator
Chemical FormulaC19H18O8
Average Mass374.3450 Da
Monoisotopic Mass374.10017 Da
IUPAC Name2-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-3-(4-hydroxy-3-methoxyphenyl)propanoic acid
Traditional Name2-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-3-(4-hydroxy-3-methoxyphenyl)propanoic acid
CAS Registry NumberNot Available
SMILES
COC1=C(O)C=CC(CC(OC(=O)\C=C\C2=CC(O)=C(O)C=C2)C(O)=O)=C1
InChI Identifier
InChI=1/C19H18O8/c1-26-16-9-12(3-6-14(16)21)10-17(19(24)25)27-18(23)7-4-11-2-5-13(20)15(22)8-11/h2-9,17,20-22H,10H2,1H3,(H,24,25)/b7-4+
InChI KeyNFSDQICEPLDULQ-QPJJXVBHNA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as coumaric acids and derivatives. These are aromatic compounds containing Aromatic compounds containing a cinnamic acid moiety (or a derivative thereof) hydroxylated at the C2 (ortho-), C3 (meta-), or C4 (para-) carbon atom of the benzene ring.
KingdomOrganic compounds  
Super ClassPhenylpropanoids and polyketides  
ClassCinnamic acids and derivatives  
Sub ClassHydroxycinnamic acids and derivatives  
Direct ParentCoumaric acids and derivatives  
Alternative Parents
Substituents
  • Coumaric acid or derivatives
    • 

  • Cinnamic acid ester
    • 

  • 3-phenylpropanoic-acid
    • 

  • Methoxyphenol
    • 

  • Phenoxy compound
    • 

  • Anisole
    • 

  • Catechol
    • 

  • Methoxybenzene
    • 

  • Phenol ether
    • 

  • Styrene
    • 

  • 1-hydroxy-4-unsubstituted benzenoid
    • 

  • 1-hydroxy-2-unsubstituted benzenoid
    • 

  • Alkyl aryl ether
    • 

  • Fatty acid ester
    • 

  • Phenol
    • 

  • Monocyclic benzene moiety
    • 

  • Fatty acyl
    • 

  • Dicarboxylic acid or derivatives
    • 

  • Benzenoid
    • 

  • Alpha,beta-unsaturated carboxylic ester
    • 

  • Enoate ester
    • 

  • Carboxylic acid ester
    • 

  • Ether
    • 

  • Carboxylic acid
    • 

  • Carboxylic acid derivative
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Carbonyl group
    • 

  • Organic oxygen compound
    • 

  • Organooxygen compound
    • 

  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP3.15ChemAxon
pKa (Strongest Acidic)3.2ChemAxon
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area133.52 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity95.43 m³·mol⁻¹ChemAxon
Polarizability36.46 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References