NP-MRD: Showing NP-Card for Gnetucleistol C (NP0138473)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

1.0

Created at

2022-06-29 17:31:07 UTC

Updated at

2022-06-29 17:31:07 UTC

NP-MRD ID

NP0138473

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Gnetucleistol C

Description

Gnetucleistol C belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety. It was first documented in 2005 (PMID: 15621615). Based on a literature review a small amount of articles have been published on Gnetucleistol C (PMID: 16819232) (PMID: 25632474).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 31 33  0  0  0  0  0  0  0  0999 V2000
   -4.3289    2.4630   -0.2365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0282    1.9211   -0.1204 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9028    0.5389   -0.1049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9842   -0.3055   -0.1973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8162   -1.6920   -0.1780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5478   -2.2191   -0.0648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4423   -1.3901    0.0298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1466   -1.6384    0.1446 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5347   -0.5299    0.2009 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9955   -0.3820    0.3290 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5615    0.8746    0.3747 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9144    1.0970    0.4930 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4356    2.3972    0.5347 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7401   -0.0077    0.5692 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2057   -1.2784    0.5263 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0784   -2.3646    0.6065 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8250   -1.4661    0.4054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3625    0.5142    0.1187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6423   -0.0089    0.0078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6651    2.3021   -1.2949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0578    2.0017    0.4395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3288    3.5631   -0.0071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9698    0.0926   -0.2853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6786   -2.3400   -0.2518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4028   -3.3000   -0.0485 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9153    1.7516    0.3151 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5513    2.8790    1.4180 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8215    0.1660    0.6637 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4568   -2.7401   -0.2651 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4251   -2.4719    0.3735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1563    1.5724    0.1334 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7 19  2  0
 19 18  1  0
 18  9  2  0
  9  8  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 19  3  1  0
 17 10  1  0
  8  7  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  5 24  1  0
  6 25  1  0
 18 31  1  0
 11 26  1  0
 13 27  1  0
 14 28  1  0
 16 29  1  0
 17 30  1  0
M  END


  Mrv1652306292219312D          

 19 21  0  0  0  0            999 V2000
    3.9934    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4699    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0574   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7676   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1801    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7676    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0574    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1801    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1801   -1.0164    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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
  7 11  1  0  0  0  0
 10 12  1  0  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
 16 18  1  0  0  0  0
 14 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0138473

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=CC2=C1C=C(O2)C1=CC(O)=CC(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H12O4/c1-18-13-3-2-4-14-12(13)8-15(19-14)9-5-10(16)7-11(17)6-9/h2-8,16-17H,1H3

> <INCHI_KEY>
QVTAJIWJPWMJLB-UHFFFAOYSA-N

> <FORMULA>
C15H12O4

> <MOLECULAR_WEIGHT>
256.257

> <EXACT_MASS>
256.073558866

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
26.87535386874155

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-(4-methoxy-1-benzofuran-2-yl)benzene-1,3-diol

> <ALOGPS_LOGP>
3.37

> <JCHEM_LOGP>
2.9347937933333332

> <ALOGPS_LOGS>
-3.29

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.278223845964657

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.822878675953985

> <JCHEM_PKA_STRONGEST_BASIC>
-2.872682996580391

> <JCHEM_POLAR_SURFACE_AREA>
62.83

> <JCHEM_REFRACTIVITY>
70.3378

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.32e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-(4-methoxy-1-benzofuran-2-yl)benzene-1,3-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-JUN-22         0                                  
HETATM    1  C   UNK     0       7.454   4.620   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       6.121   3.850   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.322   2.016   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.417   0.770   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       3.322  -0.476   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.877   0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.107  -0.564   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.433  -0.564   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.203   0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.433   2.104   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.107   2.104   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -2.203   3.437   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -2.203  -1.897   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   11                                                  
CONECT    8    7    3    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10    7                                                       
CONECT   12   10   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16   12                                                       
CONECT   18   16                                                            
CONECT   19   14                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₁₂O₄

Average Mass

256.2570 Da

Monoisotopic Mass

256.07356 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

864763-61-1

SMILES

COC1=CC=CC2=C1C=C(O2)C1=CC(O)=CC(O)=C1

InChI Identifier

InChI=1S/C15H12O4/c1-18-13-3-2-4-14-12(13)8-15(19-14)9-5-10(16)7-11(17)6-9/h2-8,16-17H,1H3

InChI Key

QVTAJIWJPWMJLB-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

2-arylbenzofuran flavonoids

Sub Class

Not Available

Direct Parent

2-arylbenzofuran flavonoids

Alternative Parents

Substituents

2-arylbenzofuran flavonoid
2-phenylbenzofuran
Phenylbenzofuran
Benzofuran
Anisole
Phenol ether
Resorcinol
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
Phenol
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Benzenoid
Furan
Heteroaromatic compound
Ether
Organoheterocyclic compound
Oxacycle
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
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

57257051

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

102004732

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Yao CS, Lin M, Wang L: Isolation and biomimetic synthesis of anti-inflammatory stilbenolignans from Gnetum cleistostachyum. Chem Pharm Bull (Tokyo). 2006 Jul;54(7):1053-7. doi: 10.1248/cpb.54.1053. [PubMed:16819232 ]
Nik Azmina NF, Norizan A, Syah YM, Khairunissa N, Zawawi NA, Yusof MI: A new stilbenoid compound from the lianas of Gnetum microcarpum. Nat Prod Commun. 2014 Dec;9(12):1743-4. [PubMed:25632474 ]
Yao CS, Lin M, Liu X, Wang YH: Stilbene derivatives from Gnetum cleistostachyum. J Asian Nat Prod Res. 2005 Apr;7(2):131-7. doi: 10.1080/10286020310001625102. [PubMed:15621615 ]

Showing NP-Card for Gnetucleistol C (NP0138473)

MOL for NP0138473 (Gnetucleistol C)

3D MOL for NP0138473 (Gnetucleistol C)

3D SDF for NP0138473 (Gnetucleistol C)

3D-SDF for NP0138473 (Gnetucleistol C)

PDB for NP0138473 (Gnetucleistol C)

3D PDB for NP0138473 (Gnetucleistol C)

SMILES for NP0138473 (Gnetucleistol C)

INCHI for NP0138473 (Gnetucleistol C)

Structure for NP0138473 (Gnetucleistol C)

3D Structure for NP0138473 (Gnetucleistol C)