NP-MRD: Showing NP-Card for Goniotortilol A (NP0341857)

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Record Information

Version

2.0

Created at

2024-09-30 06:50:02 UTC

Updated at

2024-10-08 06:09:40 UTC

NP-MRD ID

NP0341857

Natural Product DOI

https://doi.org/10.57994/3345

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Goniotortilol A

Description

Goniotortilol A belongs to the class of organic compounds known as fatty acid methyl esters. Fatty acid methyl esters are compounds containing a fatty acid that is esterified with a methyl group. They have the general structure RC(=O)OR', where R=fatty aliphatic tail or organyl group and R'=methyl group. Based on a literature review very few articles have been published on Goniotortilol A.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 06142309212D          

 21 22  0  0  1  0            999 V2000
    0.1391   -0.7341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6679   -0.9056    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0034   -1.6593    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5909   -2.3738    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0034   -3.0882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8284   -3.0882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2341   -2.3738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6466   -3.0882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4716   -3.0882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8841   -3.8027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2341   -3.8027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8239   -1.5731    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9954   -0.7661    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7491   -0.4305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4166   -0.9155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1702   -0.5799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2565    0.2406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5890    0.7255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8354    0.3899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2810   -0.3536    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1947    0.4669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  1  0  0  0
  4  5  1  1  0  0  0
  5  6  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  8 11  2  0  0  0  0
  3 12  1  0  0  0  0
 13 12  1  0  0  0  0
 13 14  1  1  0  0  0
 14 15  2  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
 14 19  1  0  0  0  0
 20 13  1  0  0  0  0
  2 20  1  0  0  0  0
 20 21  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0341857

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CO[C@H](CC(=O)OC)[C@H]1O[C@H]([C@@H](O)[C@H]1O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H20O6/c1-19-10(8-11(16)20-2)15-13(18)12(17)14(21-15)9-6-4-3-5-7-9/h3-7,10,12-15,17-18H,8H2,1-2H3/t10-,12+,13-,14+,15-/m1/s1

> <INCHI_KEY>
VULLYOJYGGIAGN-MYBUGEPTSA-N

> <FORMULA>
C15H20O6

> <MOLECULAR_WEIGHT>
296.319

> <EXACT_MASS>
296.125988364

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
30.23598147126407

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (3R)-3-[(2S,3R,4S,5S)-3,4-dihydroxy-5-phenyloxolan-2-yl]-3-methoxypropanoate

> <JCHEM_LOGP>
0.4100435273333337

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.163614459704194

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.738334738692215

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6524524810139893

> <JCHEM_POLAR_SURFACE_AREA>
85.22

> <JCHEM_REFRACTIVITY>
73.18830000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
methyl (3R)-3-[(2S,3R,4S,5S)-3,4-dihydroxy-5-phenyloxolan-2-yl]-3-methoxypropanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 14-JUN-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-JUN-23         0                                  
HETATM    1  O   UNK     0       0.260  -1.370   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -1.247  -1.691   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.873  -3.097   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.103  -4.431   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -1.873  -5.765   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -3.413  -5.765   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.437  -4.431   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.207  -5.765   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.747  -5.765   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       3.517  -7.098   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.437  -7.098   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -3.405  -2.936   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -3.725  -1.430   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -5.132  -0.804   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -6.378  -1.709   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -7.784  -1.082   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -7.945   0.449   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -6.700   1.354   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -5.293   0.728   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.391  -0.660   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -2.230   0.872   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   20                                                  
CONECT    3    2    4   12                                                  
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5                                                            
CONECT    7    4    8                                                       
CONECT    8    7    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9                                                            
CONECT   11    8                                                            
CONECT   12    3   13                                                       
CONECT   13   12   14   20                                                  
CONECT   14   13   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   14                                                       
CONECT   20   13    2   21                                                  
CONECT   21   20                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₂₀O₆

Average Mass

296.3190 Da

Monoisotopic Mass

296.12599 Da

IUPAC Name

methyl (3R)-3-[(2S,3R,4S,5S)-3,4-dihydroxy-5-phenyloxolan-2-yl]-3-methoxypropanoate

Traditional Name

methyl (3R)-3-[(2S,3R,4S,5S)-3,4-dihydroxy-5-phenyloxolan-2-yl]-3-methoxypropanoate

CAS Registry Number

Not Available

SMILES

CO[C@H](CC(=O)OC)[C@H]1O[C@H]([C@@H](O)[C@H]1O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C15H20O6/c1-19-10(8-11(16)20-2)15-13(18)12(17)14(21-15)9-6-4-3-5-7-9/h3-7,10,12-15,17-18H,8H2,1-2H3/t10-,12+,13-,14+,15-/m1/s1

InChI Key

VULLYOJYGGIAGN-MYBUGEPTSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, C3D6O, experimental)	surat.lap@mfu.ac.th	Mae Fah Luang University	Surat Laphookhieo	2024-09-30	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, C3D6O, experimental)	surat.lap@mfu.ac.th	Mae Fah Luang University	Surat Laphookhieo	2024-09-30	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, C3D6O, experimental)	surat.lap@mfu.ac.th	Mae Fah Luang University	Surat Laphookhieo	2024-09-30	View Spectrum
ROESY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, C3D6O, experimental)	surat.lap@mfu.ac.th	Mae Fah Luang University	Surat Laphookhieo	2024-09-30	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, C3D6O, experimental)	surat.lap@mfu.ac.th	Mae Fah Luang University	Surat Laphookhieo	2024-09-30	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, C3D6O, experimental)	surat.lap@mfu.ac.th	Mae Fah Luang University	Surat Laphookhieo	2024-09-30	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Goniothalamus tortilipetalus		Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as fatty acid methyl esters. These are compounds containing a fatty acid that is esterified with a methyl group. They have the general structure RC(=O)OR', where R=fatty aliphatic tail or organyl group and R'=methyl group.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acid esters

Direct Parent

Fatty acid methyl esters

Alternative Parents

Substituents

Fatty acid methyl ester
Benzenoid
Monosaccharide
Monocyclic benzene moiety
Methyl ester
Tetrahydrofuran
Secondary alcohol
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Ether
Dialkyl ether
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	0.41	ChemAxon
pKa (Strongest Acidic)	12.74	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	85.22 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	73.19 m³·mol⁻¹	ChemAxon
Polarizability	30.24 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

Showing NP-Card for Goniotortilol A (NP0341857)

MOL for NP0341857 (Goniotortilol A)

3D MOL for NP0341857 (Goniotortilol A)

3D SDF for NP0341857 (Goniotortilol A)

3D-SDF for NP0341857 (Goniotortilol A)

PDB for NP0341857 (Goniotortilol A)

3D PDB for NP0341857 (Goniotortilol A)

SMILES for NP0341857 (Goniotortilol A)

INCHI for NP0341857 (Goniotortilol A)

Structure for NP0341857 (Goniotortilol A)

3D Structure for NP0341857 (Goniotortilol A)