NP-MRD: Showing NP-Card for (2e,6e,8e)-10,11-dihydroxy-n-(2-hydroxy-2-methylpropyl)dodeca-2,6,8-trienimidic acid (NP0283716)

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Record Information

Version

2.0

Created at

2022-09-09 11:05:42 UTC

Updated at

2022-09-09 11:05:42 UTC

NP-MRD ID

NP0283716

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2e,6e,8e)-10,11-dihydroxy-n-(2-hydroxy-2-methylpropyl)dodeca-2,6,8-trienimidic acid

Description

Zanthoamide C belongs to the class of organic compounds known as tertiary alcohols. Tertiary alcohols are compounds in which a hydroxy group, -OH, is attached to a saturated carbon atom R3COH (R not H ). (2e,6e,8e)-10,11-dihydroxy-n-(2-hydroxy-2-methylpropyl)dodeca-2,6,8-trienimidic acid is found in Zanthoxylum bungeanum. Based on a literature review very few articles have been published on Zanthoamide C.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 48 47  0  0  0  0  0  0  0  0999 V2000
   -7.5466   -0.2349    0.1186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8867   -1.2285   -0.8228 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.8419   -1.4649   -1.8686 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6801   -0.7265   -1.5740 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.9136    0.4665   -2.2656 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4298   -0.5711   -0.7491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6104   -0.2569   -0.2633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3271    0.2362    0.4974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6860   -0.8567    1.0735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5216   -0.6638    1.8392 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6355   -0.4726    2.6015 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8348    0.0481    1.9291 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5525    1.1065    2.2954 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7268    1.3832    1.4033 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5195    2.5191    1.7532 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9808    0.7200    0.4743 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4582    0.1126   -0.6199 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6262    0.7934   -1.3742 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9929   -0.1490   -2.5309 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7786    0.7957   -0.3986 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2474    2.0231   -1.8492 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5818   -0.0499   -0.1205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9486    0.7317    0.1984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4155   -0.6664    1.1432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7111   -2.1957   -0.3566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4265   -1.7344   -2.6980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4820   -1.4888   -2.3914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7041    0.8749   -1.7545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7748   -1.5286    0.2192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8026    1.0941   -0.6951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0069    1.1598    0.6032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2212   -1.8084    0.8590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1676   -1.9600    1.5384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1627   -1.2209    2.8980 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4095    0.4122    3.3741 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9134   -1.2944    3.3166 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2140   -0.4831    1.0214 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2757    1.6578    3.1382 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5051    2.2552    1.9555 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7966   -0.9658   -0.4261 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6861   -0.0706   -1.4553 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1436   -1.1582   -2.0578 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2433   -0.1662   -3.3227 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9941    0.1580   -2.8838 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8981    1.7679    0.0598 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6533    0.0225    0.4192 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7207    0.4931   -0.9354 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0423    2.5847   -1.0313 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 18 21  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  1
  3 26  1  0
  4 27  1  6
  5 28  1  0
  6 29  1  0
  7 30  1  0
  8 31  1  0
  9 32  1  0
 10 33  1  0
 10 34  1  0
 11 35  1  0
 11 36  1  0
 12 37  1  0
 13 38  1  0
 15 39  1  0
 17 40  1  0
 17 41  1  0
 19 42  1  0
 19 43  1  0
 19 44  1  0
 20 45  1  0
 20 46  1  0
 20 47  1  0
 21 48  1  0
M  END


  Mrv1652309092213052D          

 21 20  0  0  0  0            999 V2000
    7.4250    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0125    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4250    2.8579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7750    4.2868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7750    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 16 17  1  4  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 18 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0283716

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(O)C(O)\C=C\C=C\CC\C=C\C(O)=NCC(C)(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C16H27NO4/c1-13(18)14(19)10-8-6-4-5-7-9-11-15(20)17-12-16(2,3)21/h4,6,8-11,13-14,18-19,21H,5,7,12H2,1-3H3,(H,17,20)/b6-4+,10-8+,11-9+

> <INCHI_KEY>
XZFVWEROJZOTMT-CUEVNBJKSA-N

> <FORMULA>
C16H27NO4

> <MOLECULAR_WEIGHT>
297.395

> <EXACT_MASS>
297.194008353

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
34.684627029756896

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E,6E,8E)-10,11-dihydroxy-N-(2-hydroxy-2-methylpropyl)dodeca-2,6,8-trienimidic acid

> <JCHEM_LOGP>
1.6120071499999995

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.722344583651857

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.895870206717616

> <JCHEM_PKA_STRONGEST_BASIC>
4.811863451502247

> <JCHEM_POLAR_SURFACE_AREA>
93.28

> <JCHEM_REFRACTIVITY>
87.55

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2E,6E,8E)-10,11-dihydroxy-N-(2-hydroxy-2-methylpropyl)dodeca-2,6,8-trienimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0      13.860   8.002   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.090   6.668   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      13.860   5.335   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      11.550   6.668   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      10.780   8.002   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      10.780   5.335   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.240   5.335   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.470   4.001   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.930   4.001   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.160   2.667   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.850   1.334   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       2.310  -1.334   0.000  0.00  0.00           O+0
HETATM   16  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.000  -2.667   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.770  -4.001   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.334  -3.437   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       1.334  -1.897   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20   21                                             
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   18                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   40    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₆H₂₇NO₄

Average Mass

297.3950 Da

Monoisotopic Mass

297.19401 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC(O)C(O)\C=C\C=C\CC\C=C\C(O)=NCC(C)(C)O

InChI Identifier

InChI=1S/C16H27NO4/c1-13(18)14(19)10-8-6-4-5-7-9-11-15(20)17-12-16(2,3)21/h4,6,8-11,13-14,18-19,21H,5,7,12H2,1-3H3,(H,17,20)/b6-4+,10-8+,11-9+

InChI Key

XZFVWEROJZOTMT-CUEVNBJKSA-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
Zanthoxylum bungeanum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tertiary alcohols. Tertiary alcohols are compounds in which a hydroxy group, -OH, is attached to a saturated carbon atom R3COH (R not H ).

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Alcohols and polyols

Direct Parent

Tertiary alcohols

Alternative Parents

Substituents

Tertiary alcohol
Secondary alcohol
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboximidic acid derivative
Carboximidic acid
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic 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

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

59650581

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

132575017

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2e,6e,8e)-10,11-dihydroxy-n-(2-hydroxy-2-methylpropyl)dodeca-2,6,8-trienimidic acid (NP0283716)

MOL for NP0283716 ((2e,6e,8e)-10,11-dihydroxy-n-(2-hydroxy-2-methylpropyl)dodeca-2,6,8-trienimidic acid)

3D MOL for NP0283716 ((2e,6e,8e)-10,11-dihydroxy-n-(2-hydroxy-2-methylpropyl)dodeca-2,6,8-trienimidic acid)

3D SDF for NP0283716 ((2e,6e,8e)-10,11-dihydroxy-n-(2-hydroxy-2-methylpropyl)dodeca-2,6,8-trienimidic acid)

3D-SDF for NP0283716 ((2e,6e,8e)-10,11-dihydroxy-n-(2-hydroxy-2-methylpropyl)dodeca-2,6,8-trienimidic acid)

PDB for NP0283716 ((2e,6e,8e)-10,11-dihydroxy-n-(2-hydroxy-2-methylpropyl)dodeca-2,6,8-trienimidic acid)

3D PDB for NP0283716 ((2e,6e,8e)-10,11-dihydroxy-n-(2-hydroxy-2-methylpropyl)dodeca-2,6,8-trienimidic acid)

SMILES for NP0283716 ((2e,6e,8e)-10,11-dihydroxy-n-(2-hydroxy-2-methylpropyl)dodeca-2,6,8-trienimidic acid)

INCHI for NP0283716 ((2e,6e,8e)-10,11-dihydroxy-n-(2-hydroxy-2-methylpropyl)dodeca-2,6,8-trienimidic acid)

Structure for NP0283716 ((2e,6e,8e)-10,11-dihydroxy-n-(2-hydroxy-2-methylpropyl)dodeca-2,6,8-trienimidic acid)

3D Structure for NP0283716 ((2e,6e,8e)-10,11-dihydroxy-n-(2-hydroxy-2-methylpropyl)dodeca-2,6,8-trienimidic acid)