NP-MRD: Showing NP-Card for (3ar,5r,6s,6ar)-6-hydroxy-5-[hydroxy(phenyl)methyl]-tetrahydro-3h-furo[3,2-b]furan-2-one (NP0266464)

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Record Information

Version

2.0

Created at

2022-09-08 10:48:57 UTC

Updated at

2022-09-08 10:48:58 UTC

NP-MRD ID

NP0266464

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3ar,5r,6s,6ar)-6-hydroxy-5-[hydroxy(phenyl)methyl]-tetrahydro-3h-furo[3,2-b]furan-2-one

Description

7-Goniofufurone belongs to the class of organic compounds known as furofurans. These are organic compounds containing a two furan rings fused to each other. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom. (3ar,5r,6s,6ar)-6-hydroxy-5-[hydroxy(phenyl)methyl]-tetrahydro-3h-furo[3,2-b]furan-2-one is found in Goniothalamus giganteus. Based on a literature review very few articles have been published on 7-Goniofufurone.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309082212482D          

 18 20  0  0  1  0            999 V2000
   -0.0404   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542    0.1576    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8388    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3237   -0.2549    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1487   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5612    0.4595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5612   -0.9694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3862   -0.9694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7987   -1.6839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3862   -2.3984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5612   -2.3984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1487   -1.6839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8388   -0.9224    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0937   -1.7070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542   -0.6674    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2695   -0.9224    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
  3  4  1  0  0  0  0
  4  5  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
  6 15  1  0  0  0  0
 15 16  1  6  0  0  0
 15 17  1  0  0  0  0
  4 17  1  0  0  0  0
 17 18  1  1  0  0  0
  2 18  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0266464

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C13H14O5/c14-9-6-8-12(18-9)11(16)13(17-8)10(15)7-4-2-1-3-5-7/h1-5,8,10-13,15-16H,6H2/t8-,10?,11-,12+,13-/m1/s1

> <INCHI_KEY>
OGSSCWFZICJOMO-SLIWXIDXSA-N

> <FORMULA>
C13H14O5

> <MOLECULAR_WEIGHT>
250.25

> <EXACT_MASS>
250.084123551

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
24.3830713535069

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3aR,5R,6S,6aR)-6-hydroxy-5-[hydroxy(phenyl)methyl]-hexahydrofuro[3,2-b]furan-2-one

> <JCHEM_LOGP>
0.2854940923333337

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.645493196456346

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.863895775852626

> <JCHEM_PKA_STRONGEST_BASIC>
-3.5013569344069326

> <JCHEM_POLAR_SURFACE_AREA>
75.99000000000001

> <JCHEM_REFRACTIVITY>
60.17580000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(3aR,5R,6S,6aR)-6-hydroxy-5-[hydroxy(phenyl)methyl]-tetrahydro-3H-furo[3,2-b]furan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  O   UNK     0      -0.075  -0.476   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.465  -0.476   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.370   0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.834   0.294   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       5.299   0.770   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       6.204  -0.476   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.744  -0.476   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       8.514   0.858   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       8.514  -1.810   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.054  -1.810   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.824  -3.143   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.054  -4.477   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.514  -4.477   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.744  -3.143   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.299  -1.722   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       5.775  -3.186   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       3.834  -1.246   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       2.370  -1.722   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   18                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   17                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   15                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    9                                                       
CONECT   15    6   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15    4   18                                                  
CONECT   18   17    2                                                       
MASTER        0    0    0    0    0    0    0    0   18    0   40    0
END

View in JSmol

Synonyms

Value	Source
7-Epi-goniofufurone	MeSH
Goniofufurone	MeSH

Chemical Formula

C₁₃H₁₄O₅

Average Mass

250.2500 Da

Monoisotopic Mass

250.08412 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C13H14O5/c14-9-6-8-12(18-9)11(16)13(17-8)10(15)7-4-2-1-3-5-7/h1-5,8,10-13,15-16H,6H2/t8-,10?,11-,12+,13-/m1/s1

InChI Key

OGSSCWFZICJOMO-SLIWXIDXSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Goniothalamus giganteus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as furofurans. These are organic compounds containing a two furan rings fused to each other. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Furofurans

Sub Class

Not Available

Direct Parent

Furofurans

Alternative Parents

Substituents

Furofuran
Benzenoid
Monosaccharide
Gamma butyrolactone
Monocyclic benzene moiety
Tetrahydrofuran
Secondary alcohol
Lactone
Carboxylic acid ester
Oxacycle
Monocarboxylic acid or derivatives
Ether
Dialkyl ether
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Aromatic alcohol
Organooxygen compound
Carbonyl group
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

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

112207

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

126236

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (3ar,5r,6s,6ar)-6-hydroxy-5-[hydroxy(phenyl)methyl]-tetrahydro-3h-furo[3,2-b]furan-2-one (NP0266464)

MOL for NP0266464 ((3ar,5r,6s,6ar)-6-hydroxy-5-[hydroxy(phenyl)methyl]-tetrahydro-3h-furo[3,2-b]furan-2-one)

3D MOL for NP0266464 ((3ar,5r,6s,6ar)-6-hydroxy-5-[hydroxy(phenyl)methyl]-tetrahydro-3h-furo[3,2-b]furan-2-one)

3D SDF for NP0266464 ((3ar,5r,6s,6ar)-6-hydroxy-5-[hydroxy(phenyl)methyl]-tetrahydro-3h-furo[3,2-b]furan-2-one)

3D-SDF for NP0266464 ((3ar,5r,6s,6ar)-6-hydroxy-5-[hydroxy(phenyl)methyl]-tetrahydro-3h-furo[3,2-b]furan-2-one)

PDB for NP0266464 ((3ar,5r,6s,6ar)-6-hydroxy-5-[hydroxy(phenyl)methyl]-tetrahydro-3h-furo[3,2-b]furan-2-one)

3D PDB for NP0266464 ((3ar,5r,6s,6ar)-6-hydroxy-5-[hydroxy(phenyl)methyl]-tetrahydro-3h-furo[3,2-b]furan-2-one)

SMILES for NP0266464 ((3ar,5r,6s,6ar)-6-hydroxy-5-[hydroxy(phenyl)methyl]-tetrahydro-3h-furo[3,2-b]furan-2-one)

INCHI for NP0266464 ((3ar,5r,6s,6ar)-6-hydroxy-5-[hydroxy(phenyl)methyl]-tetrahydro-3h-furo[3,2-b]furan-2-one)

Structure for NP0266464 ((3ar,5r,6s,6ar)-6-hydroxy-5-[hydroxy(phenyl)methyl]-tetrahydro-3h-furo[3,2-b]furan-2-one)

3D Structure for NP0266464 ((3ar,5r,6s,6ar)-6-hydroxy-5-[hydroxy(phenyl)methyl]-tetrahydro-3h-furo[3,2-b]furan-2-one)