NP-MRD: Showing NP-Card for normorphine (NP0217522)

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Record Information

Version

2.0

Created at

2022-09-05 17:53:49 UTC

Updated at

2022-09-05 17:53:49 UTC

NP-MRD ID

NP0217522

Secondary Accession Numbers

None

Natural Product Identification

Common Name

normorphine

Description

Hydrogen Ion, also known as H+ or hydron, belongs to the class of inorganic compounds known as other non-metal hydrides. These are inorganic compounds in which the heaviest atom bonded to a hydrogen atom is belongs to the class of 'other non-metals'. The general name for the hydrogen nucleus, to be used without regard to the hydrogen nuclear mass (either for hydrogen in its natural abundance or where it is not desired to distinguish between the isotopes). Hydrogen Ion is possibly neutral. Outside of the human body, Hydrogen Ion has been detected, but not quantified in, several different foods, such as alaska blueberries, giant butterburs, wheats, evening primroses, and beech nuts. normorphine is found in Papaver somniferum. This could make hydrogen ion a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 37 41  0  0  0  0  0  0  0  0999 V2000
    4.0336   -0.4923   -1.6851 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9462   -0.8804   -0.9362 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9407   -2.1196   -0.2935 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8295   -2.5109    0.4714 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7405   -1.6731    0.5869 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8372   -0.5074   -0.0708 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8676   -0.0199   -0.8360 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4856    1.2809   -1.2962 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6558    1.6697   -0.2306 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0687    2.8615   -0.0111 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2187    3.0378   -0.7913 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5313    2.6681    1.4482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1020    1.5237    1.7973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2713    0.5071    0.7973 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5624   -0.9030    1.0995 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4658   -1.8685    1.3971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2653   -1.3875   -0.0971 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6017   -1.1535   -1.3155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8895    0.1300   -1.5188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2440    0.4844   -0.2200 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0173    0.4056   -2.1402 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7852   -2.7794   -0.3805 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7761   -3.4572    0.9901 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3266    1.5300    0.6823 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5302    3.7739   -0.0836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0254    3.1837   -0.2632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3625    3.4914    2.1238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4035    1.4529    2.8517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2712    0.8523    0.2919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3064   -0.9611    1.9211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2225   -1.9284    2.4876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8743   -2.8951    1.1604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2444   -1.0487   -0.1099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8932   -1.9934   -1.5084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3731   -1.2395   -2.1362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5196    0.9540   -1.9144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0552    0.0120   -2.2682 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 20  1  0
 20 19  1  6
 19 18  1  0
 18 17  1  0
  7  2  2  0
  2  1  1  0
  2  3  1  0
  3  4  2  0
  9 10  1  0
 20 14  1  0
 17 15  1  0
  4  5  1  0
 20  6  1  0
 11 26  1  0
 10 25  1  1
 12 27  1  0
 13 28  1  0
 14 29  1  6
 15 30  1  1
 16 31  1  0
 16 32  1  0
  9 24  1  1
 19 36  1  0
 19 37  1  0
 18 34  1  0
 18 35  1  0
 17 33  1  0
  1 21  1  0
  3 22  1  0
  4 23  1  0
M  END


  Mrv0541 09131211502D          

 20 24  0  0  0  0            999 V2000
    4.3629    1.0227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8761    1.1111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6722    1.7827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5748    1.8466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3217    0.8562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1785   -0.0260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2453    0.1911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5425    0.9361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8411    0.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4353    0.1772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1563    2.4350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1305    2.4445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0261    1.5786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3142    2.3381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9474    2.2817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1532    1.4468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8975   -0.4067    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4707    3.1923    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8784    3.2247    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6071    2.7799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  2  0  0  0  0
  4  2  2  0  0  0  0
  6  5  1  0  0  0  0
  8  1  1  0  0  0  0
  8  7  1  0  0  0  0
  9  2  1  0  0  0  0
 10  7  1  0  0  0  0
 10  9  1  0  0  0  0
 11  3  1  0  0  0  0
 12  4  1  0  0  0  0
 13  8  2  0  0  0  0
 14 11  2  0  0  0  0
 14 13  1  0  0  0  0
 15 12  1  0  0  0  0
 16  5  1  0  0  0  0
 16  9  1  0  0  0  0
 16 13  1  0  0  0  0
 16 15  1  0  0  0  0
 17  6  1  0  0  0  0
 17 10  1  0  0  0  0
 18 11  1  0  0  0  0
 19 12  1  0  0  0  0
 20 14  1  0  0  0  0
 20 15  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0217522

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1C=CC2C3CC4=C5C(OC1C25CCN3)=C(O)C=C4

> <INCHI_IDENTIFIER>
InChI=1S/C16H17NO3/c18-11-3-1-8-7-10-9-2-4-12(19)15-16(9,5-6-17-10)13(8)14(11)20-15/h1-4,9-10,12,15,17-19H,5-7H2

> <INCHI_KEY>
ONBWJWYUHXVEJS-UHFFFAOYSA-N

> <FORMULA>
C16H17NO3

> <MOLECULAR_WEIGHT>
271.3111

> <EXACT_MASS>
271.120843415

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
28.37014722766002

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraene-10,14-diol

> <ALOGPS_LOGP>
0.40

> <JCHEM_LOGP>
0.2635115292924381

> <ALOGPS_LOGS>
-2.36

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.783197012081619

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.472726017086277

> <JCHEM_PKA_STRONGEST_BASIC>
9.77437278618973

> <JCHEM_POLAR_SURFACE_AREA>
61.72

> <JCHEM_REFRACTIVITY>
74.82770000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.19e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraene-10,14-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 13-SEP-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-SEP-12         0                                  
HETATM    1  C   UNK     0       8.144   1.909   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.635   2.074   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.721   3.328   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.073   3.447   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.467   1.598   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.200  -0.049   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.058   0.357   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.613   1.747   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.437   1.797   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.546   0.331   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.758   4.545   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.110   4.563   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.649   2.947   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.186   4.364   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.635   4.259   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.019   2.701   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       3.542  -0.759   0.000  0.00  0.00           N+0
HETATM   18  O   UNK     0       8.345   5.959   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       1.640   6.020   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       4.867   5.189   0.000  0.00  0.00           O+0
CONECT    1    3    8                                                       
CONECT    2    4    9                                                       
CONECT    3    1   11                                                       
CONECT    4    2   12                                                       
CONECT    5    6   16                                                       
CONECT    6    5   17                                                       
CONECT    7    8   10                                                       
CONECT    8    1    7   13                                                  
CONECT    9    2   10   16                                                  
CONECT   10    7    9   17                                                  
CONECT   11    3   14   18                                                  
CONECT   12    4   15   19                                                  
CONECT   13    8   14   16                                                  
CONECT   14   11   13   20                                                  
CONECT   15   12   16   20                                                  
CONECT   16    5    9   13   15                                             
CONECT   17    6   10                                                       
CONECT   18   11                                                            
CONECT   19   12                                                            
CONECT   20   14   15                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   48    0
END

View in JSmol

Synonyms

Value	Source
H+	ChEBI
H(+)	ChEBI
Hydron	Kegg
Hydrogen cation	HMDB
Proton	HMDB
(-)-Normorphine	HMDB
4,5-Epoxy-3,6-dihydroxymorphin-7-ene	HMDB
7,8-didehydro-4,5alpha-Epoxy-morphinan-3,6alpha-diol	HMDB
Demethylmorphine	HMDB
Desmethylmorphine	HMDB
N-Normorphine	HMDB
Normorphine hydrochloride	MeSH, HMDB
Normorphine sulfamate	MeSH, HMDB
Normorphine perchlorate	MeSH, HMDB
(5alpha,6alpha)-7,8-Didehydro-4,5-epoxymorphinan-3,6-diol hydrochloride	MeSH
N-Demethylmorphine	MeSH

Chemical Formula

C₁₆H₁₇NO₃

Average Mass

271.3111 Da

Monoisotopic Mass

271.12084 Da

IUPAC Name

12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraene-10,14-diol

Traditional Name

12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraene-10,14-diol

CAS Registry Number

Not Available

SMILES

OC1C=CC2C3CC4=C5C(OC1C25CCN3)=C(O)C=C4

InChI Identifier

InChI=1S/C16H17NO3/c18-11-3-1-8-7-10-9-2-4-12(19)15-16(9,5-6-17-10)13(8)14(11)20-15/h1-4,9-10,12,15,17-19H,5-7H2

InChI Key

ONBWJWYUHXVEJS-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
Papaver somniferum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of inorganic compounds known as other non-metal hydrides. These are inorganic compounds in which the heaviest atom bonded to a hydrogen atom is belongs to the class of 'other non-metals'.

Kingdom

Inorganic compounds

Super Class

Homogeneous non-metal compounds

Class

Other non-metal organides

Sub Class

Other non-metal hydrides

Direct Parent

Other non-metal hydrides

Alternative Parents

Not Available

Substituents

Other non-metal hydride

Molecular Framework

Not Available

External Descriptors

atomic nucleus (CHEBI:15378 )
monovalent inorganic cation (CHEBI:15378 )
monoatomic monocation (CHEBI:15378 )
monoatomic hydrogen (CHEBI:15378 )
a cation (PROTON )
a subatomic particle (PROTON )

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	0.4	ALOGPS
logP	0.26	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	10.47	ChemAxon
pKa (Strongest Basic)	9.77	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	61.72 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	74.83 m³·mol⁻¹	ChemAxon
Polarizability	28.37 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon