NP-MRD: Showing NP-Card for ara-h (NP0166085)

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Record Information

Version

2.0

Created at

2022-09-03 01:23:31 UTC

Updated at

2022-09-03 01:23:32 UTC

NP-MRD ID

NP0166085

Secondary Accession Numbers

None

Natural Product Identification

Common Name

ara-h

Description

ara-h is found in Allium tuberosum.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 31 33  0  0  0  0  0  0  0  0999 V2000
   -3.2611    2.4064    1.1638 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4766    1.1371    0.6714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2637    0.5892   -0.0516 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1796    0.5232    0.7884 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2991   -0.4190    0.3274 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9483    0.1253   -0.1595 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0680    1.0125   -1.1551 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3840    1.2929   -1.3351 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0860    0.5737   -0.4438 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4320    0.4646   -0.1780 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3073    1.2151   -0.9385 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8145   -0.3610    0.8006 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9380   -1.0791    1.5242 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6213   -0.9776    1.2700 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1716   -0.1637    0.2978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0031   -1.2519   -0.7168 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8068   -2.6108   -0.5217 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4617   -0.8615   -0.4377 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2592   -1.0280   -1.5394 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9294    3.0690    0.8403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8477    0.4524    1.4447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2892    1.2019   -0.1027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0411    1.1627   -0.9686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0960   -1.1217    1.1887 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2291    1.4171   -1.7032 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4450    2.1849   -0.6829 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3210   -1.7387    2.3141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7888   -0.9307   -1.7441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0390   -3.1020   -1.3338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8419   -1.3895    0.4672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8821   -1.7929   -1.3469 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  2  1  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 15  2  0
 15 14  1  0
 14 13  2  0
 13 12  1  0
 12 10  2  0
 10 11  1  0
  5 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18  3  1  0
 15  6  1  0
 10  9  1  0
  3 23  1  6
  2 21  1  0
  2 22  1  0
  1 20  1  0
  5 24  1  1
  7 25  1  0
 13 27  1  0
 11 26  1  0
 16 28  1  6
 17 29  1  0
 18 30  1  1
 19 31  1  0
M  END


  Mrv1652310011601022D          

 23 25  0  0  1  0            999 V2000
    1.7798    3.9841    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
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5249    3.1994    0.0000 C   0  0  2  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
    0.7403    2.9445    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7403    2.1195    0.0000 C   0  0  1  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
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5249    1.8646    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2278    4.5972    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0728    3.4294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0728    1.6346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0098    2.5320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9415    3.7828    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0052    2.5700    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8693    1.3047    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3397    1.7355    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  1  0  0  0
  6  4  1  0  0  0  0
  7  6  1  0  0  0  0
  8  5  2  0  0  0  0
  9  5  1  0  0  0  0
 10  7  1  0  0  0  0
 11  2  2  0  0  0  0
 11  8  1  0  0  0  0
 12  2  1  0  0  0  0
 12  9  2  0  0  0  0
 13  3  2  0  0  0  0
 13  5  1  0  0  0  0
 14  3  1  0  0  0  0
 14  8  1  0  0  0  0
 10 14  1  6  0  0  0
 15  1  1  0  0  0  0
  6 16  1  6  0  0  0
  7 17  1  1  0  0  0
 18  9  1  0  0  0  0
 19  4  1  0  0  0  0
 19 10  1  0  0  0  0
  4 20  1  6  0  0  0
  6 21  1  1  0  0  0
  7 22  1  6  0  0  0
 10 23  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0166085

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]1(CO)O[C@]([H])(N2C=NC3=C2N=CN=C3O)[C@@]([H])(O)[C@]1([H])O

> <INCHI_IDENTIFIER>
InChI=1S/C10H12N4O5/c15-1-4-6(16)7(17)10(19-4)14-3-13-5-8(14)11-2-12-9(5)18/h2-4,6-7,10,15-17H,1H2,(H,11,12,18)/t4-,6-,7+,10+/m1/s1

> <INCHI_KEY>
UGQMRVRMYYASKQ-KMPDEGCQSA-N

> <FORMULA>
C10H12N4O5

> <MOLECULAR_WEIGHT>
268.229

> <EXACT_MASS>
268.080769502

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
24.464848015197248

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S,4S,5R)-2-(6-hydroxy-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol

> <ALOGPS_LOGP>
-1.21

> <JCHEM_LOGP>
-1.5656032393333332

> <ALOGPS_LOGS>
-0.99

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.518151049389637

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.60787660290509

> <JCHEM_PKA_STRONGEST_BASIC>
-0.12313055537895223

> <JCHEM_POLAR_SURFACE_AREA>
133.75

> <JCHEM_REFRACTIVITY>
60.476099999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.76e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ara-H

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 01-OCT-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   01-OCT-16         0                                  
HETATM    1  C   UNK     0       3.322   7.437   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.417   0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.846   5.972   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.382   5.496   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.382   3.956   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       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.846   3.481   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       6.121   2.310   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0       7.454   0.000   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0       3.322  -0.476   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0       3.322   2.016   0.000  0.00  0.00           N+0
HETATM   15  O   UNK     0       2.292   8.581   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       0.136   6.402   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       0.136   3.051   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       6.121  -2.310   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       3.752   4.726   0.000  0.00  0.00           O+0
HETATM   20  H   UNK     0       1.758   7.061   0.000  0.00  0.00           H+0
HETATM   21  H   UNK     0       0.010   4.797   0.000  0.00  0.00           H+0
HETATM   22  H   UNK     0       1.623   2.435   0.000  0.00  0.00           H+0
HETATM   23  H   UNK     0       4.368   3.240   0.000  0.00  0.00           H+0
CONECT    1    4   15                                                       
CONECT    2   11   12                                                       
CONECT    3   13   14                                                       
CONECT    4    1    6   19   20                                             
CONECT    5    8    9   13                                                  
CONECT    6    4    7   16   21                                             
CONECT    7    6   10   17   22                                             
CONECT    8    5   11   14                                                  
CONECT    9    5   12   18                                                  
CONECT   10    7   14   19   23                                             
CONECT   11    2    8                                                       
CONECT   12    2    9                                                       
CONECT   13    3    5                                                       
CONECT   14    3    8   10                                                  
CONECT   15    1                                                            
CONECT   16    6                                                            
CONECT   17    7                                                            
CONECT   18    9                                                            
CONECT   19    4   10                                                       
CONECT   20    4                                                            
CONECT   21    6                                                            
CONECT   22    7                                                            
CONECT   23   10                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₀H₁₂N₄O₅

Average Mass

268.2290 Da

Monoisotopic Mass

268.08077 Da

IUPAC Name

(2S,3S,4S,5R)-2-(6-hydroxy-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol

Traditional Name

ara-H

CAS Registry Number

Not Available

SMILES

[H][C@]1(CO)O[C@]([H])(N2C=NC3=C2N=CN=C3O)[C@@]([H])(O)[C@]1([H])O

InChI Identifier

InChI=1S/C10H12N4O5/c15-1-4-6(16)7(17)10(19-4)14-3-13-5-8(14)11-2-12-9(5)18/h2-4,6-7,10,15-17H,1H2,(H,11,12,18)/t4-,6-,7+,10+/m1/s1

InChI Key

UGQMRVRMYYASKQ-KMPDEGCQSA-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
Allium tuberosum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as purine nucleosides. Purine nucleosides are compounds comprising a purine base attached to a ribosyl or deoxyribosyl moiety.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Purine nucleosides

Sub Class

Not Available

Direct Parent

Purine nucleosides

Alternative Parents

Substituents

Purine nucleoside
Glycosyl compound
N-glycosyl compound
6-oxopurine
Pentose monosaccharide
Hypoxanthine
Purinone
Imidazopyrimidine
Purine
Pyrimidone
N-substituted imidazole
Monosaccharide
Pyrimidine
Azole
Oxolane
Vinylogous amide
Imidazole
Heteroaromatic compound
1,2-diol
Secondary alcohol
Oxacycle
Azacycle
Organoheterocyclic compound
Alcohol
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Primary alcohol
Organooxygen compound
Organonitrogen 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	-1.2	ALOGPS
logP	-1.6	ChemAxon
logS	-0.99	ALOGPS
pKa (Strongest Acidic)	11.61	ChemAxon
pKa (Strongest Basic)	-0.12	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	133.75 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	60.48 m³·mol⁻¹	ChemAxon
Polarizability	24.46 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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

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

27847844

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for ara-h (NP0166085)

MOL for NP0166085 (ara-h)

3D MOL for NP0166085 (ara-h)

3D SDF for NP0166085 (ara-h)

3D-SDF for NP0166085 (ara-h)

PDB for NP0166085 (ara-h)

3D PDB for NP0166085 (ara-h)

SMILES for NP0166085 (ara-h)

INCHI for NP0166085 (ara-h)

Structure for NP0166085 (ara-h)

3D Structure for NP0166085 (ara-h)