NP-MRD: Showing NP-Card for 2-Hydroxyplatyphyllide (NP0059666)

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Record Information

Version

2.0

Created at

2022-04-28 04:53:23 UTC

Updated at

2022-04-28 04:53:23 UTC

NP-MRD ID

NP0059666

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-Hydroxyplatyphyllide

Description

72145-19-8 Belongs to the class of organic compounds known as benzofuranones. These are organic compounds containing a benzene ring fused to a furanone. 2-Hydroxyplatyphyllide is found in Ligularia dentata, Ligularia fischeri, Ligularia intermedia, Ligularia macrophylla, Ligularia przewalskii and Ligularia veitchiana. Based on a literature review very few articles have been published on 72145-19-8.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 31 33  0  0  0  0  0  0  0  0999 V2000
    3.2024    0.4557    1.2391 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5884    0.7136    0.1135 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3644    1.2723   -1.0320 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1392    0.4880   -0.1209 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9909   -0.3031   -1.3699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1760   -1.2187   -1.5131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2735   -0.8412   -0.5928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6286   -1.0431   -0.9081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5955   -0.6256   -0.0099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9542   -0.7915   -0.2482 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2220   -0.0159    1.1805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8736    0.1883    1.4973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9703   -0.2445    0.5834 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4158   -0.0670    1.0463 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2745    0.7610    2.1616 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0944    0.8403    2.5369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5624    1.3649    3.5593 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2582    0.6417    1.3472 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6729    0.0508    2.0895 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8174    1.2256   -1.9862 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5171    2.3610   -0.8163 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3253    0.7413   -1.1862 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7138    1.5186   -0.3077 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9150    0.4282   -2.2330 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9250   -0.9072   -1.5857 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1435   -2.2675   -1.2491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5645   -1.2447   -2.5518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9186   -1.5123   -1.8276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3257   -1.2167   -1.0710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9353    0.3218    1.9009 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8309   -1.0740    1.3541 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  2  1  2  3
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 12  1  0
 12 11  2  0
 11  9  1  0
  9 10  1  0
  9  8  2  0
 14  4  1  0
  8  7  1  0
 12 13  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  1 18  1  0
  1 19  1  0
  4 23  1  6
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
 14 31  1  1
 11 30  1  0
 10 29  1  0
  8 28  1  0
M  END


  Mrv1652304282206532D          

 17 19  0  0  1  0            999 V2000
    0.9252   -0.4714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2578    0.0135    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4959   -0.3220    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5821   -1.1425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0853   -1.6275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8390   -1.2919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7651   -1.6275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4326   -1.1425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3463   -0.3220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5926    0.0135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3377    0.7981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8226    1.4656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5127    0.7981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1862   -1.4781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1634    0.1629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9170   -0.1727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0771    0.9834    0.0000 C   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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  1 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
  2 13  1  1  0  0  0
  8 14  1  0  0  0  0
  3 15  1  6  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0059666

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=C)[C@H]1CCC2=C3[C@@H]1OC(=O)C3=CC(O)=C2

> <INCHI_IDENTIFIER>
InChI=1S/C14H14O3/c1-7(2)10-4-3-8-5-9(15)6-11-12(8)13(10)17-14(11)16/h5-6,10,13,15H,1,3-4H2,2H3/t10-,13-/m1/s1

> <INCHI_KEY>
BUSWPFRBQXQTLO-ZWNOBZJWSA-N

> <FORMULA>
C14H14O3

> <MOLECULAR_WEIGHT>
230.263

> <EXACT_MASS>
230.094294311

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
24.465672046120943

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,11R)-6-hydroxy-11-(prop-1-en-2-yl)-2-oxatricyclo[6.3.1.0^{4,12}]dodeca-4,6,8(12)-trien-3-one

> <ALOGPS_LOGP>
2.50

> <JCHEM_LOGP>
2.962092442666666

> <ALOGPS_LOGS>
-2.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.950741811066006

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.676379577797436

> <JCHEM_PKA_STRONGEST_BASIC>
-6.011537119518121

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
64.19930000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.54e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,11R)-6-hydroxy-11-(prop-1-en-2-yl)-2-oxatricyclo[6.3.1.0^{4,12}]dodeca-4,6,8(12)-trien-3-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       1.727  -0.880   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.481   0.025   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.926  -0.601   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.087  -2.133   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.159  -3.038   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.566  -2.412   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.295  -3.038   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.541  -2.133   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.380  -0.601   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.973   0.025   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.497   1.490   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       3.402   2.736   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       0.957   1.490   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       5.948  -2.759   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -2.172   0.304   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.578  -0.322   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.011   1.836   0.000  0.00  0.00           C+0
CONECT    1    2    6   10                                                  
CONECT    2    1    3   13                                                  
CONECT    3    2    4   15                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   14                                                  
CONECT    9    8   10                                                       
CONECT   10    9    1   11                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11    2                                                       
CONECT   14    8                                                            
CONECT   15    3   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   38    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₄H₁₄O₃

Average Mass

230.2630 Da

Monoisotopic Mass

230.09429 Da

IUPAC Name

(1R,11R)-6-hydroxy-11-(prop-1-en-2-yl)-2-oxatricyclo[6.3.1.0^{4,12}]dodeca-4,6,8(12)-trien-3-one

Traditional Name

(1R,11R)-6-hydroxy-11-(prop-1-en-2-yl)-2-oxatricyclo[6.3.1.0^{4,12}]dodeca-4,6,8(12)-trien-3-one

CAS Registry Number

Not Available

SMILES

CC(=C)[C@H]1CCC2=C3[C@@H]1OC(=O)C3=CC(O)=C2

InChI Identifier

InChI=1S/C14H14O3/c1-7(2)10-4-3-8-5-9(15)6-11-12(8)13(10)17-14(11)16/h5-6,10,13,15H,1,3-4H2,2H3/t10-,13-/m1/s1

InChI Key

BUSWPFRBQXQTLO-ZWNOBZJWSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Ligularia dentata	Plant	KNApSAcK
Ligularia fischeri	LOTUS Database	35616633
Ligularia intermedia	Plant	KNApSAcK
Ligularia macrophylla	LOTUS Database	35616633
Ligularia przewalskii	LOTUS Database	35616633
Ligularia veitchiana	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzofuranones. These are organic compounds containing a benzene ring fused to a furanone.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzofurans

Sub Class

Benzofuranones

Direct Parent

Benzofuranones

Alternative Parents

Substituents

Benzofuranone
Phthalide
Tetralin
Isobenzofuranone
Isocoumaran
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Carboxylic acid ester
Lactone
Oxacycle
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organooxygen compound
Organic oxide
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
logP	2.5	ALOGPS
logP	2.96	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	8.68	ChemAxon
pKa (Strongest Basic)	-6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	64.2 m³·mol⁻¹	ChemAxon
Polarizability	24.47 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

C00013233

Chemspider ID

62841383

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14681768

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 2-Hydroxyplatyphyllide (NP0059666)

MOL for NP0059666 (2-Hydroxyplatyphyllide)

3D MOL for NP0059666 (2-Hydroxyplatyphyllide)

3D SDF for NP0059666 (2-Hydroxyplatyphyllide)

3D-SDF for NP0059666 (2-Hydroxyplatyphyllide)

PDB for NP0059666 (2-Hydroxyplatyphyllide)

3D PDB for NP0059666 (2-Hydroxyplatyphyllide)

SMILES for NP0059666 (2-Hydroxyplatyphyllide)

INCHI for NP0059666 (2-Hydroxyplatyphyllide)

Structure for NP0059666 (2-Hydroxyplatyphyllide)

3D Structure for NP0059666 (2-Hydroxyplatyphyllide)