NP-MRD: Showing NP-Card for neovestitol (NP0170967)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-03 07:17:37 UTC

Updated at

2022-09-03 07:17:37 UTC

NP-MRD ID

NP0170967

Secondary Accession Numbers

None

Natural Product Identification

Common Name

neovestitol

Description

Neovestitol belongs to the class of organic compounds known as 7-o-methylated isoflavonoids. These are isoflavonoids with methoxy groups attached to the C7 atom of the isoflavonoid backbone. Isoflavonoids are natural products derived from 3-phenylchromen-4-one. Thus, neovestitol is considered to be a flavonoid lipid molecule. neovestitol is found in Endosamara racemosa. Neovestitol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 36 38  0  0  0  0  0  0  0  0999 V2000
    5.8878    0.8357    0.6964 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3036    0.1809   -0.3852 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9751   -0.0532   -0.5528 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5374   -0.7190   -1.6787 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2099   -0.9721   -1.8801 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2977   -0.5478   -0.9152 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6890    0.1118    0.2087 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0401    0.3528    0.3764 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7647    0.5191    1.1483 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3819   -0.2979    1.3864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9555   -0.8571    0.1496 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3258   -0.3396   -0.0538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3041   -1.1924   -0.4964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6385   -0.7612   -0.5195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9043    0.5174   -0.0825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2374    0.9746   -0.0814 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9081    1.3612    0.3590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5851    0.9362    0.3755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5977    1.8415    0.8254 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1803   -0.8072   -1.1218 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8037    1.3478    0.3611 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2173    1.5216    1.2042 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1482    0.0318    1.4420 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2280   -1.0624   -2.4616 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8529   -1.4968   -2.7798 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3157    0.8916    1.3002 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0596   -1.1861    1.9661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0772    0.1353    2.1018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0966   -2.0255    0.2954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1367   -2.2132   -0.8365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4336   -1.4166   -0.8456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7259    0.7885    0.8109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1508    2.3261    0.6881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8095    2.7754    1.1080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3916   -1.6373   -1.7919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4902    0.1360   -1.7307 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  8  2  0
  8  7  1  0
  7  6  2  0
  6 20  1  0
 20 11  1  0
 11 10  1  0
 10  9  1  0
 11 12  1  0
 12 18  2  0
 18 19  1  0
 18 17  1  0
 17 15  2  0
 15 16  1  0
 15 14  1  0
 14 13  2  0
  6  5  1  0
  5  4  2  0
  4  3  1  0
  9  7  1  0
 13 12  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  8 26  1  0
 20 35  1  0
 20 36  1  0
 11 29  1  1
 10 27  1  0
 10 28  1  0
 19 34  1  0
 17 33  1  0
 16 32  1  0
 14 31  1  0
 13 30  1  0
  5 25  1  0
  4 24  1  0
M  END


  Mrv1652310051707172D          

 20 22  0  0  0  0            999 V2000
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    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
    4.2868    0.8250    0.0000 C   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
    5.7158   -0.0000    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
    3.5724   -1.2375    0.0000 C   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
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    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
    4.2868   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  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
    6.4302    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  2  2  0  0  0  0
  5  3  2  0  0  0  0
 10  2  1  0  0  0  0
 10  6  1  0  0  0  0
 11  6  1  0  0  0  0
 11  9  1  0  0  0  0
 12  3  1  0  0  0  0
 12  7  2  0  0  0  0
 13  4  1  0  0  0  0
 13  8  2  0  0  0  0
 14  5  1  0  0  0  0
 14 11  1  0  0  0  0
 15  7  1  0  0  0  0
 15 14  2  0  0  0  0
 16  8  1  0  0  0  0
 16 10  2  0  0  0  0
 17 12  1  0  0  0  0
 18 15  1  0  0  0  0
 19  1  1  0  0  0  0
 19 13  1  0  0  0  0
 20  9  1  0  0  0  0
 20 16  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0170967

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC2=C(CC(CO2)C2=C(O)C=C(O)C=C2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H16O4/c1-19-13-4-2-10-6-11(9-20-16(10)8-13)14-5-3-12(17)7-15(14)18/h2-5,7-8,11,17-18H,6,9H2,1H3

> <INCHI_KEY>
IAYVKGXLPAEGDI-UHFFFAOYSA-N

> <FORMULA>
C16H16O4

> <MOLECULAR_WEIGHT>
272.3

> <EXACT_MASS>
272.104858995

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
29.2388258629769

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-(7-methoxy-3,4-dihydro-2H-1-benzopyran-3-yl)benzene-1,3-diol

> <ALOGPS_LOGP>
2.92

> <JCHEM_LOGP>
3.0340066116666664

> <ALOGPS_LOGS>
-3.73

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.859699558931569

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.516612024446712

> <JCHEM_PKA_STRONGEST_BASIC>
-4.540831001026661

> <JCHEM_POLAR_SURFACE_AREA>
58.92

> <JCHEM_REFRACTIVITY>
75.42340000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.11e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
neovestitol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-OCT-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-OCT-17         0                                  
HETATM    1  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.669  -0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.002  -0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      12.003   2.310   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       9.336  -2.310   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
CONECT    1   19                                                            
CONECT    2    4   10                                                       
CONECT    3    5   12                                                       
CONECT    4    2   13                                                       
CONECT    5    3   14                                                       
CONECT    6   10   11                                                       
CONECT    7   12   15                                                       
CONECT    8   13   16                                                       
CONECT    9   11   20                                                       
CONECT   10    2    6   16                                                  
CONECT   11    6    9   14                                                  
CONECT   12    3    7   17                                                  
CONECT   13    4    8   19                                                  
CONECT   14    5   11   15                                                  
CONECT   15    7   14   18                                                  
CONECT   16    8   10   20                                                  
CONECT   17   12                                                            
CONECT   18   15                                                            
CONECT   19    1   13                                                       
CONECT   20    9   16                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₆H₁₆O₄

Average Mass

272.3000 Da

Monoisotopic Mass

272.10486 Da

IUPAC Name

4-(7-methoxy-3,4-dihydro-2H-1-benzopyran-3-yl)benzene-1,3-diol

Traditional Name

neovestitol

CAS Registry Number

Not Available

SMILES

COC1=CC2=C(CC(CO2)C2=C(O)C=C(O)C=C2)C=C1

InChI Identifier

InChI=1S/C16H16O4/c1-19-13-4-2-10-6-11(9-20-16(10)8-13)14-5-3-12(17)7-15(14)18/h2-5,7-8,11,17-18H,6,9H2,1H3

InChI Key

IAYVKGXLPAEGDI-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

Species Name	Source	Reference
Endosamara racemosa	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 7-o-methylated isoflavonoids. These are isoflavonoids with methoxy groups attached to the C7 atom of the isoflavonoid backbone. Isoflavonoids are natural products derived from 3-phenylchromen-4-one.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

O-methylated isoflavonoids

Direct Parent

7-O-methylated isoflavonoids

Alternative Parents

Substituents

7-methoxyisoflavonoid-skeleton
Hydroxyisoflavonoid
Isoflavanol
Isoflavan
Chromane
Benzopyran
1-benzopyran
Anisole
Resorcinol
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Oxacycle
Ether
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Isoflavans (LMPK12080029 )

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	2.92	ALOGPS
logP	3.03	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	9.52	ChemAxon
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	58.92 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	75.42 m³·mol⁻¹	ChemAxon
Polarizability	29.24 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

HMDB0148032

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

44257510

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for neovestitol (NP0170967)

MOL for NP0170967 (neovestitol)

3D MOL for NP0170967 (neovestitol)

3D SDF for NP0170967 (neovestitol)

3D-SDF for NP0170967 (neovestitol)

PDB for NP0170967 (neovestitol)

3D PDB for NP0170967 (neovestitol)

SMILES for NP0170967 (neovestitol)

INCHI for NP0170967 (neovestitol)

Structure for NP0170967 (neovestitol)

3D Structure for NP0170967 (neovestitol)