NP-MRD: Showing NP-Card for 7-Methoxyflavanone (NP0055475)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-28 01:30:50 UTC

Updated at

2022-04-28 01:30:50 UTC

NP-MRD ID

NP0055475

Secondary Accession Numbers

None

Natural Product Identification

Common Name

7-Methoxyflavanone

Description

(2S)-7-Methoxyflavanone belongs to the class of organic compounds known as 7-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone. 7-Methoxyflavanone is found in Flourensia heterolepis and Oxytropis falcata. 7-Methoxyflavanone was first documented in 2013 (PMID: 23813551). Based on a literature review a small amount of articles have been published on (2S)-7-Methoxyflavanone (PMID: 25375331) (PMID: 32862046) (PMID: 32848744) (PMID: 29501925).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 33 35  0  0  0  0  0  0  0  0999 V2000
    5.5575    1.6721    0.3884 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1718    1.9231    0.4625 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2377    0.8943    0.2905 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7093   -0.3805    0.0450 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7843   -1.3896   -0.1235 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4299   -1.1403   -0.0504 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9702    0.1363    0.1952 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8986    1.1482    0.3642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3839    0.3304    0.2581 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3154   -0.4410   -0.5069 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6604   -0.0584   -0.0919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7034   -0.9114    0.1716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9410   -0.4350    0.5605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1677    0.9041    0.6959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1393    1.7846    0.4381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9034    1.3133    0.0500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0248   -1.9089   -0.4193 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4275   -2.1843   -0.2236 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7887   -3.3880   -0.2099 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0656    2.6609    0.4365 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7676    1.2118   -0.6006 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9287    1.0099    1.1872 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7778   -0.5582   -0.0092 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1060   -2.4053   -0.3180 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5070    2.1367    0.5551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1742   -0.1186   -1.5610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5051   -1.9671    0.0587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7533   -1.1498    0.7632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1237    1.2734    0.9965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3216    2.8448    0.5462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1406    2.0530   -0.1368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5516   -2.4243    0.4071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3189   -2.4366   -1.3508 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 18  1  0
 18 19  2  0
 18 17  1  0
 17 10  1  0
 10  9  1  0
  9  7  1  0
  7  8  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
  8  3  1  0
 16 11  1  0
  7  6  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  5 24  1  0
 17 32  1  0
 17 33  1  0
 10 26  1  6
  8 25  1  0
 12 27  1  0
 13 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  1  0
M  END


  Mrv1652304282203302D          

 19 21  0  0  1  0            999 V2000
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  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
  4 10  1  0  0  0  0
 10 11  2  0  0  0  0
  8 12  1  6  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
  1 18  1  0  0  0  0
 18 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0055475

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C2C(=O)C[C@H](OC2=C1)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H14O3/c1-18-12-7-8-13-14(17)10-15(19-16(13)9-12)11-5-3-2-4-6-11/h2-9,15H,10H2,1H3/t15-/m0/s1

> <INCHI_KEY>
VYESEQLQFXUROZ-HNNXBMFYSA-N

> <FORMULA>
C16H14O3

> <MOLECULAR_WEIGHT>
254.285

> <EXACT_MASS>
254.094294311

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
26.75351669003892

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-7-methoxy-2-phenyl-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
3.18

> <JCHEM_LOGP>
2.938132749666666

> <ALOGPS_LOGS>
-4.56

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.569135745751947

> <JCHEM_PKA_STRONGEST_BASIC>
-4.591183922885394

> <JCHEM_POLAR_SURFACE_AREA>
35.53

> <JCHEM_REFRACTIVITY>
71.81030000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.02e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-7-methoxy-2-phenyl-2,3-dihydro-1-benzopyran-4-one

> <JCHEM_VEBER_RULE>
1

$$$$

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      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.667  -0.000   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.002  -0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -2.667   0.000   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
CONECT    1    2    6   18                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8                                                       
CONECT    8    7    9   12                                                  
CONECT    9    8   10                                                       
CONECT   10    9    4   11                                                  
CONECT   11   10                                                            
CONECT   12    8   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12                                                       
CONECT   18    1   19                                                       
CONECT   19   18                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₆H₁₄O₃

Average Mass

254.2850 Da

Monoisotopic Mass

254.09429 Da

IUPAC Name

(2S)-7-methoxy-2-phenyl-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

(2S)-7-methoxy-2-phenyl-2,3-dihydro-1-benzopyran-4-one

CAS Registry Number

Not Available

SMILES

COC1=CC=C2C(=O)C[C@H](OC2=C1)C1=CC=CC=C1

InChI Identifier

InChI=1S/C16H14O3/c1-18-12-7-8-13-14(17)10-15(19-16(13)9-12)11-5-3-2-4-6-11/h2-9,15H,10H2,1H3/t15-/m0/s1

InChI Key

VYESEQLQFXUROZ-HNNXBMFYSA-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
Flourensia heterolepis	Plant	KNApSAcK
Oxytropis falcata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 7-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

7-O-methylated flavonoids

Alternative Parents

Substituents

7-methoxyflavonoid-skeleton
Flavanone
Flavan
Chromone
Chromane
Benzopyran
1-benzopyran
Anisole
Aryl alkyl ketone
Aryl ketone
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Ketone
Organoheterocyclic compound
Ether
Oxacycle
Hydrocarbon derivative
Organic oxide
Organooxygen compound
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	3.18	ALOGPS
logP	2.94	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	14.57	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	35.53 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	71.81 m³·mol⁻¹	ChemAxon
Polarizability	26.75 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	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

600280

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

688883

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Nobakht M, Grkovic T, Trueman SJ, Wallace HM, Katouli M, Quinn RJ, Brooks PR: Chemical constituents of kino extract from Corymbia torelliana. Molecules. 2014 Nov 4;19(11):17862-71. doi: 10.3390/molecules191117862. [PubMed:25375331 ]
Shen B, Chen S, Zhou Q, Jian Y, Daniyal M, Sheng W, Gong L, Luo D, Liu B, Xu G, Wang W: Flavonoid glycosides from the rhizomes of Pronephrium penangianum. Phytochemistry. 2020 Nov;179:112500. doi: 10.1016/j.phytochem.2020.112500. Epub 2020 Aug 28. [PubMed:32862046 ]
Valdes E, Gonzalez C, Diaz K, Vasquez-Martinez Y, Mascayano C, Torrent C, Cabezas F, Mejias S, Montoya M, Cortez-San Martin M, Munoz MA, Joseph-Nathan P, Osorio M, Taborga L: Biological Properties and Absolute Configuration of Flavanones From Calceolaria thyrsiflora Graham. Front Pharmacol. 2020 Jul 28;11:1125. doi: 10.3389/fphar.2020.01125. eCollection 2020. [PubMed:32848744 ]
Yang X, Zhang W, Ying X, Stien D: New flavonoids from Portulaca oleracea L. and their activities. Fitoterapia. 2018 Jun;127:257-262. doi: 10.1016/j.fitote.2018.02.032. Epub 2018 Mar 1. [PubMed:29501925 ]
Zhao C, Liu Y, Cong D, Zhang H, Yu J, Jiang Y, Cui X, Sun J: Screening and determination for potential alpha-glucosidase inhibitory constituents from Dalbergia odorifera T. Chen using ultrafiltration-LC/ESI-MS(n). Biomed Chromatogr. 2013 Dec;27(12):1621-9. doi: 10.1002/bmc.2970. Epub 2013 Jul 1. [PubMed:23813551 ]

Showing NP-Card for 7-Methoxyflavanone (NP0055475)

MOL for NP0055475 (7-Methoxyflavanone)

3D MOL for NP0055475 (7-Methoxyflavanone)

3D SDF for NP0055475 (7-Methoxyflavanone)

3D-SDF for NP0055475 (7-Methoxyflavanone)

PDB for NP0055475 (7-Methoxyflavanone)

3D PDB for NP0055475 (7-Methoxyflavanone)

SMILES for NP0055475 (7-Methoxyflavanone)

INCHI for NP0055475 (7-Methoxyflavanone)

Structure for NP0055475 (7-Methoxyflavanone)

3D Structure for NP0055475 (7-Methoxyflavanone)