NP-MRD: Showing NP-Card for (4s,6s,8s,10s,11e,13e)-16-isocyano-4,6,8,10-tetramethoxy-11,13-dimethylheptadeca-1,11,13-triene (NP0323765)

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Record Information

Version

2.0

Created at

2022-09-12 03:24:17 UTC

Updated at

2022-09-12 03:24:17 UTC

NP-MRD ID

NP0323765

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(4s,6s,8s,10s,11e,13e)-16-isocyano-4,6,8,10-tetramethoxy-11,13-dimethylheptadeca-1,11,13-triene

Description

(4S,6S,8S,10S,11E,13E)-16-isocyano-4,6,8,10-tetramethoxy-11,13-dimethylheptadeca-1,11,13-triene belongs to the class of organic compounds known as organic isocyanides. These are organic compounds containing the isomer HN+#C- of hydrocyanic acid, HC#N, or its hydrocarbyl derivatives RNC (RN+#C-). Based on a literature review very few articles have been published on (4S,6S,8S,10S,11E,13E)-16-isocyano-4,6,8,10-tetramethoxy-11,13-dimethylheptadeca-1,11,13-triene.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309122205242D          

 29 28  0  0  1  0            999 V2000
    8.5694  -11.0649    0.0000 C   0  5  0  0  0  0  0  0  0  0  0  0
    7.9749  -10.4928    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    7.3804   -9.9208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5878  -10.1496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5786   -9.1199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9841   -8.5479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1823   -7.7471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9749   -7.5182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5878   -7.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7859   -6.3742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5786   -6.1454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1915   -5.8021    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3988   -6.0310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8044   -5.4589    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0117   -5.6877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4172   -5.1157    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6246   -5.3445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0301   -4.7725    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2375   -5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6430   -4.4293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1496   -4.6581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2283   -3.9716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6338   -3.3996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6154   -4.3149    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0209   -3.7428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0025   -4.6581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4080   -4.0860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3896   -5.0013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1823   -4.7725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 18 22  1  6  0  0  0
 22 23  1  0  0  0  0
 16 24  1  6  0  0  0
 24 25  1  0  0  0  0
 14 26  1  6  0  0  0
 26 27  1  0  0  0  0
 12 28  1  6  0  0  0
 28 29  1  0  0  0  0
M  CHG  2   1  -1   2   1
M  END


  Mrv1652309122205242D          

 29 28  0  0  1  0            999 V2000
    8.5694  -11.0649    0.0000 C   0  5  0  0  0  0  0  0  0  0  0  0
    7.9749  -10.4928    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    7.3804   -9.9208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5878  -10.1496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5786   -9.1199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9841   -8.5479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1823   -7.7471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9749   -7.5182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5878   -7.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7859   -6.3742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5786   -6.1454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1915   -5.8021    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3988   -6.0310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8044   -5.4589    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0117   -5.6877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4172   -5.1157    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6246   -5.3445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0301   -4.7725    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2375   -5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6430   -4.4293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1496   -4.6581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2283   -3.9716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6338   -3.3996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6154   -4.3149    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0209   -3.7428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0025   -4.6581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4080   -4.0860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3896   -5.0013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1823   -4.7725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 18 22  1  6  0  0  0
 22 23  1  0  0  0  0
 16 24  1  6  0  0  0
 24 25  1  0  0  0  0
 14 26  1  6  0  0  0
 26 27  1  0  0  0  0
 12 28  1  6  0  0  0
 28 29  1  0  0  0  0
M  CHG  2   1  -1   2   1
M  END
> <DATABASE_ID>
NP0323765

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CO[C@@H](CC=C)C[C@@H](C[C@@H](C[C@H](OC)C(\C)=C\C(\C)=C\CC(C)[N+]#[C-])OC)OC

> <INCHI_IDENTIFIER>
InChI=1S/C24H41NO4/c1-10-11-21(26-6)15-22(27-7)16-23(28-8)17-24(29-9)19(3)14-18(2)12-13-20(4)25-5/h10,12,14,20-24H,1,11,13,15-17H2,2-4,6-9H3/b18-12+,19-14+/t20?,21-,22-,23-,24-/m0/s1

> <INCHI_KEY>
HLKNQLQCOZENND-YLKXMXHSSA-N

> <FORMULA>
C24H41NO4

> <MOLECULAR_WEIGHT>
407.595

> <EXACT_MASS>
407.303558804

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
70

> <JCHEM_AVERAGE_POLARIZABILITY>
48.422415186396975

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4S,6S,8S,10S,11E,13E)-16-isocyano-4,6,8,10-tetramethoxy-11,13-dimethylheptadeca-1,11,13-triene

> <JCHEM_LOGP>
1.5389376084573878

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.185623727696772

> <JCHEM_PKA_STRONGEST_BASIC>
-3.5292807423806445

> <JCHEM_POLAR_SURFACE_AREA>
41.28

> <JCHEM_REFRACTIVITY>
131.25529999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
16

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(4S,6S,8S,10S,11E,13E)-16-isocyano-4,6,8,10-tetramethoxy-11,13-dimethylheptadeca-1,11,13-triene

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0      15.996 -20.654   0.000  0.00  0.00           C-1
HETATM    2  N   UNK     0      14.886 -19.587   0.000  0.00  0.00           N+1
HETATM    3  C   UNK     0      13.777 -18.519   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.297 -18.946   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      14.147 -17.024   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.037 -15.956   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      13.407 -14.461   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      14.886 -14.034   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.297 -13.393   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.667 -11.898   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.147 -11.471   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.557 -10.831   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.078 -11.258   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.968 -10.190   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.489 -10.617   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.379  -9.549   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.899  -9.976   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.790  -8.909   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.310  -9.336   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.200  -8.268   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.279  -8.695   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       4.159  -7.414   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       3.050  -6.346   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       6.749  -8.054   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       5.639  -6.987   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       9.338  -8.695   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       8.228  -7.627   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      11.927  -9.336   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      13.407  -8.909   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   28                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   26                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   24                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   22                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20                                                            
CONECT   22   18   23                                                       
CONECT   23   22                                                            
CONECT   24   16   25                                                       
CONECT   25   24                                                            
CONECT   26   14   27                                                       
CONECT   27   26                                                            
CONECT   28   12   29                                                       
CONECT   29   28                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   56    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₄₁NO₄

Average Mass

407.5950 Da

Monoisotopic Mass

407.30356 Da

IUPAC Name

(4S,6S,8S,10S,11E,13E)-16-isocyano-4,6,8,10-tetramethoxy-11,13-dimethylheptadeca-1,11,13-triene

Traditional Name

(4S,6S,8S,10S,11E,13E)-16-isocyano-4,6,8,10-tetramethoxy-11,13-dimethylheptadeca-1,11,13-triene

CAS Registry Number

Not Available

SMILES

CO[C@@H](CC=C)C[C@@H](C[C@@H](C[C@H](OC)C(\C)=C\C(\C)=C\CC(C)[N+]#[C-])OC)OC

InChI Identifier

InChI=1S/C24H41NO4/c1-10-11-21(26-6)15-22(27-7)16-23(28-8)17-24(29-9)19(3)14-18(2)12-13-20(4)25-5/h10,12,14,20-24H,1,11,13,15-17H2,2-4,6-9H3/b18-12+,19-14+/t20?,21-,22-,23-,24-/m0/s1

InChI Key

HLKNQLQCOZENND-YLKXMXHSSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as organic isocyanides. These are organic compounds containing the isomer HN+#C- of hydrocyanic acid, HC#N, or its hydrocarbyl derivatives RNC (RN+#C-).

Kingdom

Organic compounds

Super Class

Organic nitrogen compounds

Class

Organonitrogen compounds

Sub Class

Organic isocyanides

Direct Parent

Organic isocyanides

Alternative Parents

Substituents

Organic isocyanide
Ether
Dialkyl ether
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organooxygen 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
logP	1.54	ChemAxon
pKa (Strongest Acidic)	16.19	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	41.28 Å²	ChemAxon
Rotatable Bond Count	16	ChemAxon
Refractivity	131.26 m³·mol⁻¹	ChemAxon
Polarizability	48.42 Å³	ChemAxon
Number of Rings	0	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

163187781

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (4s,6s,8s,10s,11e,13e)-16-isocyano-4,6,8,10-tetramethoxy-11,13-dimethylheptadeca-1,11,13-triene (NP0323765)

MOL for NP0323765 ((4s,6s,8s,10s,11e,13e)-16-isocyano-4,6,8,10-tetramethoxy-11,13-dimethylheptadeca-1,11,13-triene)

3D MOL for NP0323765 ((4s,6s,8s,10s,11e,13e)-16-isocyano-4,6,8,10-tetramethoxy-11,13-dimethylheptadeca-1,11,13-triene)

3D SDF for NP0323765 ((4s,6s,8s,10s,11e,13e)-16-isocyano-4,6,8,10-tetramethoxy-11,13-dimethylheptadeca-1,11,13-triene)

3D-SDF for NP0323765 ((4s,6s,8s,10s,11e,13e)-16-isocyano-4,6,8,10-tetramethoxy-11,13-dimethylheptadeca-1,11,13-triene)

PDB for NP0323765 ((4s,6s,8s,10s,11e,13e)-16-isocyano-4,6,8,10-tetramethoxy-11,13-dimethylheptadeca-1,11,13-triene)

3D PDB for NP0323765 ((4s,6s,8s,10s,11e,13e)-16-isocyano-4,6,8,10-tetramethoxy-11,13-dimethylheptadeca-1,11,13-triene)

SMILES for NP0323765 ((4s,6s,8s,10s,11e,13e)-16-isocyano-4,6,8,10-tetramethoxy-11,13-dimethylheptadeca-1,11,13-triene)

INCHI for NP0323765 ((4s,6s,8s,10s,11e,13e)-16-isocyano-4,6,8,10-tetramethoxy-11,13-dimethylheptadeca-1,11,13-triene)

Structure for NP0323765 ((4s,6s,8s,10s,11e,13e)-16-isocyano-4,6,8,10-tetramethoxy-11,13-dimethylheptadeca-1,11,13-triene)

3D Structure for NP0323765 ((4s,6s,8s,10s,11e,13e)-16-isocyano-4,6,8,10-tetramethoxy-11,13-dimethylheptadeca-1,11,13-triene)