NP-MRD: Showing NP-Card for Goniotortilactone (NP0341856)

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Record Information

Version

2.0

Created at

2024-09-30 06:48:35 UTC

Updated at

2024-10-02 00:04:06 UTC

NP-MRD ID

NP0341856

Natural Product DOI

https://doi.org/10.57994/3344

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Goniotortilactone

Description

Goniotortilactone belongs to the class of organic compounds known as fatty alcohol esters. These are ester derivatives of a fatty alcohol. Based on a literature review very few articles have been published on Goniotortilactone.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 06142309202D          

 19 21  0  0  1  0            999 V2000
    4.0668    2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6378   -0.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8838    2.9750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1712    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    0.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087    0.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8212    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087    2.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    2.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  4  3  1  0  0  0  0
  4  5  1  1  0  0  0
  5  6  1  0  0  0  0
  7  4  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  1  0  0  0
  9 11  1  0  0  0  0
 11 12  1  1  0  0  0
 12 13  2  0  0  0  0
 13 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
 12 17  1  0  0  0  0
 11 18  1  0  0  0  0
  7 18  1  1  0  0  0
  8 19  1  1  0  0  0
  2 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0341856

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CO[C@@H]1CC(=O)O[C@@H]2[C@H](O)[C@@H](O[C@H]12)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C14H16O5/c1-17-9-7-10(15)18-14-11(16)12(19-13(9)14)8-5-3-2-4-6-8/h2-6,9,11-14,16H,7H2,1H3/t9-,11-,12+,13-,14-/m1/s1

> <INCHI_KEY>
VDSDVXKZYRAJMV-RGCYKPLRSA-N

> <FORMULA>
C14H16O5

> <MOLECULAR_WEIGHT>
264.277

> <EXACT_MASS>
264.099773615

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
26.570930093242346

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,3R,3aR,7R,7aR)-3-hydroxy-7-methoxy-2-phenyl-hexahydro-2H-furo[3,2-b]pyran-5-one

> <JCHEM_LOGP>
0.928620596

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.996751030649243

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6750210991940215

> <JCHEM_POLAR_SURFACE_AREA>
64.99000000000001

> <JCHEM_REFRACTIVITY>
64.92700000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3R,3aR,7R,7aR)-3-hydroxy-7-methoxy-2-phenyl-hexahydrofuro[3,2-b]pyran-5-one

> <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       7.591   4.383   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       4.924  -0.237   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       3.590  -1.007   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.126   4.089   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.650   5.553   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.320   2.843   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.090   1.509   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.630   1.509   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.400   2.843   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.630   4.177   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.090   4.177   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       2.126   1.597   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       4.924   4.383   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   19                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5                                                            
CONECT    7    4    8   18                                                  
CONECT    8    7    9   19                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   18                                                  
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12                                                       
CONECT   18   11    7                                                       
CONECT   19    8    2                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₄H₁₆O₅

Average Mass

264.2770 Da

Monoisotopic Mass

264.09977 Da

IUPAC Name

(2S,3R,3aR,7R,7aR)-3-hydroxy-7-methoxy-2-phenyl-hexahydro-2H-furo[3,2-b]pyran-5-one

Traditional Name

(2S,3R,3aR,7R,7aR)-3-hydroxy-7-methoxy-2-phenyl-hexahydrofuro[3,2-b]pyran-5-one

CAS Registry Number

Not Available

SMILES

CO[C@@H]1CC(=O)O[C@@H]2[C@H](O)[C@@H](O[C@H]12)C1=CC=CC=C1

InChI Identifier

InChI=1S/C14H16O5/c1-17-9-7-10(15)18-14-11(16)12(19-13(9)14)8-5-3-2-4-6-8/h2-6,9,11-14,16H,7H2,1H3/t9-,11-,12+,13-,14-/m1/s1

InChI Key

VDSDVXKZYRAJMV-RGCYKPLRSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CDCl3, 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, CDCl3, 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, CDCl3, experimental)	surat.lap@mfu.ac.th	Mae Fah Luang University	Surat Laphookhieo	2024-09-30	View Spectrum
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CDCl3, 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, CDCl3, 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, CDCl3, 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
tortilipetalus		Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as fatty alcohol esters. These are ester derivatives of a fatty alcohol.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty alcohol esters

Direct Parent

Fatty alcohol esters

Alternative Parents

Substituents

Fatty alcohol ester
Furopyran
Delta_valerolactone
Fatty acid ester
Delta valerolactone
Benzenoid
Pyran
Oxane
Monosaccharide
Monocyclic benzene moiety
Tetrahydrofuran
Furan
Secondary alcohol
Lactone
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 heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	0.93	ChemAxon
pKa (Strongest Acidic)	13	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	64.99 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	64.93 m³·mol⁻¹	ChemAxon
Polarizability	26.57 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	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

Not Available

Showing NP-Card for Goniotortilactone (NP0341856)

MOL for NP0341856 (Goniotortilactone)

3D MOL for NP0341856 (Goniotortilactone)

3D SDF for NP0341856 (Goniotortilactone)

3D-SDF for NP0341856 (Goniotortilactone)

PDB for NP0341856 (Goniotortilactone)

3D PDB for NP0341856 (Goniotortilactone)

SMILES for NP0341856 (Goniotortilactone)

INCHI for NP0341856 (Goniotortilactone)

Structure for NP0341856 (Goniotortilactone)

3D Structure for NP0341856 (Goniotortilactone)