NP-MRD: Showing NP-Card for dl-Aloesol (NP0139256)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-06-29 19:46:17 UTC

Updated at

2022-06-29 19:46:17 UTC

NP-MRD ID

NP0139256

Secondary Accession Numbers

None

Natural Product Identification

Common Name

dl-Aloesol

Description

Aloesol belongs to the class of organic compounds known as chromones. Chromones are compounds containing a benzopyran-4-one moiety. Aloesol is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Aloesol has been detected, but not quantified in, green vegetables. dl-Aloesol is found in Cassia fistula and Rhizophora mucronata. This could make aloesol a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 31 32  0  0  0  0  0  0  0  0999 V2000
    3.3328   -1.6488    0.8532 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7576   -0.4227    0.2532 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5768    0.5132   -0.3907 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0515    1.6564   -0.9518 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8768    2.5880   -1.5942 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6915    1.8312   -0.8487 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8457    0.9302   -0.2205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4422    1.1130   -0.1325 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2988    0.3092    0.4430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7256    0.7086    0.4305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4791    0.2079   -0.7605 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4060   -1.3178   -0.7440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8223    0.5418   -0.5809 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8252   -0.8309    1.0101 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5356   -1.1166    0.9689 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0123   -2.1500    1.4758 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3845   -0.2237    0.3447 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9828   -2.5479    0.3102 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4472   -1.6073    0.6680 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2420   -1.6996    1.9476 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6313    0.3054   -0.4302 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0872    2.5357   -2.5824 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2654    2.7217   -1.2834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8101    1.8104    0.5268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1847    0.2679    1.3399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1653    0.6251   -1.7146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6858   -1.6931    0.2612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1740   -1.7284   -1.4546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3805   -1.6514   -1.0432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8305    1.4843   -0.2486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4908   -1.5117    1.4888 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 11  1  0
 11 13  1  0
 11 10  1  0
 10  9  1  0
  9 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17  7  2  0
  7  8  1  0
  7  6  1  0
  6  4  2  0
  4  5  1  0
  4  3  1  0
  3  2  2  0
  2  1  1  0
  8  9  1  0
  2 17  1  0
 12 27  1  0
 12 28  1  0
 12 29  1  0
 11 26  1  6
 13 30  1  0
 10 24  1  0
 10 25  1  0
 14 31  1  0
  6 23  1  0
  5 22  1  0
  3 21  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
M  END


  Mrv0541 05061308402D          

 17 18  0  0  0  0            999 V2000
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    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    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    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
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    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
    2.1434    2.0625    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
    5.0013    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  1  0  0  0  0
  7  3  2  0  0  0  0
  8  2  1  0  0  0  0
  8  4  1  0  0  0  0
  9  3  1  0  0  0  0
  9  5  2  0  0  0  0
 10  4  1  0  0  0  0
 10  6  2  0  0  0  0
 11  6  1  0  0  0  0
 12  5  1  0  0  0  0
 13  7  1  0  0  0  0
 13 11  1  0  0  0  0
 13 12  2  0  0  0  0
 14  8  1  0  0  0  0
 15  9  1  0  0  0  0
 16 11  2  0  0  0  0
 17 10  1  0  0  0  0
 17 12  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0139256

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(O)CC1=CC(=O)C2=C(O1)C=C(O)C=C2C

> <INCHI_IDENTIFIER>
InChI=1S/C13H14O4/c1-7-3-9(15)5-12-13(7)11(16)6-10(17-12)4-8(2)14/h3,5-6,8,14-15H,4H2,1-2H3

> <INCHI_KEY>
ZYCNQWOKCMJKEZ-UHFFFAOYSA-N

> <FORMULA>
C13H14O4

> <MOLECULAR_WEIGHT>
234.2479

> <EXACT_MASS>
234.089208936

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
24.51079327060559

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-hydroxy-2-(2-hydroxypropyl)-5-methyl-4H-chromen-4-one

> <ALOGPS_LOGP>
1.65

> <JCHEM_LOGP>
1.5110341340000002

> <ALOGPS_LOGS>
-2.56

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.329672947461045

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.644485696525528

> <JCHEM_PKA_STRONGEST_BASIC>
-2.569310756199898

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
64.9572

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.46e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-hydroxy-2-(2-hydroxypropyl)-5-methylchromen-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       9.336   2.310   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       0.000   4.620   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       5.335   4.620   0.000  0.00  0.00           O+0
CONECT    1    7                                                            
CONECT    2    8                                                            
CONECT    3    7    9                                                       
CONECT    4    8   10                                                       
CONECT    5    9   12                                                       
CONECT    6   10   11                                                       
CONECT    7    1    3   13                                                  
CONECT    8    2    4   14                                                  
CONECT    9    3    5   15                                                  
CONECT   10    4    6   17                                                  
CONECT   11    6   13   16                                                  
CONECT   12    5   13   17                                                  
CONECT   13    7   11   12                                                  
CONECT   14    8                                                            
CONECT   15    9                                                            
CONECT   16   11                                                            
CONECT   17   10   12                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

View in JSmol

Synonyms

Value	Source
7-Hydroxy-2-(2-hydroxypropyl)-5-methyl-4H-1-benzopyran-4-one, 9ci	HMDB
7-Hydroxy-2-(2-hydroxypropyl)-5-methylchromone	HMDB

Chemical Formula

C₁₃H₁₄O₄

Average Mass

234.2479 Da

Monoisotopic Mass

234.08921 Da

IUPAC Name

7-hydroxy-2-(2-hydroxypropyl)-5-methyl-4H-chromen-4-one

Traditional Name

7-hydroxy-2-(2-hydroxypropyl)-5-methylchromen-4-one

CAS Registry Number

Not Available

SMILES

CC(O)CC1=CC(=O)C2=C(O1)C=C(O)C=C2C

InChI Identifier

InChI=1S/C13H14O4/c1-7-3-9(15)5-12-13(7)11(16)6-10(17-12)4-8(2)14/h3,5-6,8,14-15H,4H2,1-2H3

InChI Key

ZYCNQWOKCMJKEZ-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
Cassia fistula	LOTUS Database	35616633
Rhizophora mucronata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as chromones. Chromones are compounds containing a benzopyran-4-one moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

Chromones

Alternative Parents

Substituents

Chromone
1-hydroxy-2-unsubstituted benzenoid
Pyranone
Benzenoid
Pyran
Heteroaromatic compound
Secondary alcohol
Oxacycle
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
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
logP	1.65	ALOGPS
logP	1.51	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	6.64	ChemAxon
pKa (Strongest Basic)	-2.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	64.96 m³·mol⁻¹	ChemAxon
Polarizability	24.51 Å³	ChemAxon
Number of Rings	2	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

HMDB0035712

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB014434

KNApSAcK ID

Not Available

Chemspider ID

4476842

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5318230

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for dl-Aloesol (NP0139256)

MOL for NP0139256 (dl-Aloesol)

3D MOL for NP0139256 (dl-Aloesol)

3D SDF for NP0139256 (dl-Aloesol)

3D-SDF for NP0139256 (dl-Aloesol)

PDB for NP0139256 (dl-Aloesol)

3D PDB for NP0139256 (dl-Aloesol)

SMILES for NP0139256 (dl-Aloesol)

INCHI for NP0139256 (dl-Aloesol)

Structure for NP0139256 (dl-Aloesol)

3D Structure for NP0139256 (dl-Aloesol)