NP-MRD: Showing NP-Card for Ulosin A (NP0080930)

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Record Information

Version

2.0

Created at

2022-04-29 01:54:10 UTC

Updated at

2022-04-29 01:54:10 UTC

NP-MRD ID

NP0080930

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Ulosin A

Description

Ulosin A belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Ulosin A is found in Stylissa massa and Ulosa spongia. Based on a literature review very few articles have been published on Ulosin A.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 42 41  0  0  0  0  0  0  0  0999 V2000
    3.9479   -1.8008    1.8555 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8821   -0.9945    0.8174 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0983   -0.3614    0.3070 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0076    0.4414   -0.7327 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0817    1.1171   -1.3312 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1629    2.4040   -1.3246 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8968    3.3233   -0.5473 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.5323    3.1736   -2.0914 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.5864   -0.7282    0.1684 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4979   -1.4822    0.8813 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1634   -1.2438    0.2524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8159   -0.7144    0.9384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7071   -0.3104    2.3614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1687   -0.4796    0.2788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5240    0.9583    0.3059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7841    1.3289   -0.3192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6835    0.6630   -0.9891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9242    1.4159   -1.5091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6765   -0.7647   -1.3512 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1028   -2.3097    2.2974 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9494   -1.9616    2.3001 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0674   -0.5192    0.7401 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0147    0.6056   -1.1796 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4347    0.3811    0.2368 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5924   -0.9759   -0.9146 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4821   -1.1957    1.9508 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7474   -2.5606    0.8376 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0255   -1.5181   -0.7798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2681   -1.1177    2.9930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6749   -0.0601    2.8117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0691    0.6135    2.3975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1880   -0.8931   -0.7169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8584   -1.0521    0.9724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7005    1.5816   -0.1800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5172    1.3747    1.3615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0282    2.4273   -0.1933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7834    2.4923   -1.3883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7810    0.9946   -0.9541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9610    1.1771   -2.5850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6904   -1.0795   -1.7751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4996   -1.4751   -0.5509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9703   -0.8751   -2.2299 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 17  1  0
 17 19  1  0
 17 16  2  3
 16 15  1  0
 15 14  1  0
 14 12  1  0
 12 13  1  0
 12 11  2  0
 11 10  1  0
 10  9  1  0
  9  2  1  0
  2  1  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
 18 37  1  0
 18 38  1  0
 18 39  1  0
 19 40  1  0
 19 41  1  0
 19 42  1  0
 16 36  1  0
 15 34  1  0
 15 35  1  0
 14 32  1  0
 14 33  1  0
 13 29  1  0
 13 30  1  0
 13 31  1  0
 11 28  1  0
 10 26  1  0
 10 27  1  0
  9 24  1  0
  9 25  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  4 23  1  0
M  END


  Mrv1652304292203542D          

 19 18  0  0  0  0            999 V2000
    3.7125    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    5.7158    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    2.8579    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
    0.0000    0.0000    0.0000 C   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
   -0.4125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    7.1447    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.5375    6.4302    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 10 17  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0080930

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CCC\C(C)=C\CCC(=C)\C=C\N=C(Cl)Cl

> <INCHI_IDENTIFIER>
InChI=1S/C16H23Cl2N/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-19-16(17)18/h7,9,11-12H,4-6,8,10H2,1-3H3/b12-11+,14-9+

> <INCHI_KEY>
JEDZHMSZOZWHQH-CSTKDXTFSA-N

> <FORMULA>
C16H23Cl2N

> <MOLECULAR_WEIGHT>
300.27

> <EXACT_MASS>
299.1207551

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
34.24042635861481

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-chloro-N-[(1E,6E)-7,11-dimethyl-3-methylidenedodeca-1,6,10-trien-1-yl]methanecarbonimidoyl chloride

> <ALOGPS_LOGP>
6.18

> <JCHEM_LOGP>
6.147728129666667

> <ALOGPS_LOGS>
-6.12

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
2.086819554756617

> <JCHEM_POLAR_SURFACE_AREA>
12.36

> <JCHEM_REFRACTIVITY>
90.06700000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.29e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-chloro-N-[(1E,6E)-7,11-dimethyl-3-methylidenedodeca-1,6,10-trien-1-yl]methanecarbonimidoyl chloride

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  C   UNK     0       6.930  12.003   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       6.160  10.669   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       6.930   9.336   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.160   8.002   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.930   6.668   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.470   6.668   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.160   5.335   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.930   4.001   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.160   2.667   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.850   1.334   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.770   1.334   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.850   4.001   0.000  0.00  0.00           C+0
HETATM   18 Cl   UNK     0       6.160  13.337   0.000  0.00  0.00          Cl+0
HETATM   19 Cl   UNK     0       8.470  12.003   0.000  0.00  0.00          Cl+0
CONECT    1    2   18   19                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   17                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   10                                                            
CONECT   18    1                                                            
CONECT   19    1                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   36    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₆H₂₃Cl₂N

Average Mass

300.2700 Da

Monoisotopic Mass

299.12076 Da

IUPAC Name

1-chloro-N-[(1E,6E)-7,11-dimethyl-3-methylidenedodeca-1,6,10-trien-1-yl]methanecarbonimidoyl chloride

Traditional Name

1-chloro-N-[(1E,6E)-7,11-dimethyl-3-methylidenedodeca-1,6,10-trien-1-yl]methanecarbonimidoyl chloride

CAS Registry Number

Not Available

SMILES

CC(C)=CCC\C(C)=C\CCC(=C)\C=C\N=C(Cl)Cl

InChI Identifier

InChI=1S/C16H23Cl2N/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-19-16(17)18/h7,9,11-12H,4-6,8,10H2,1-3H3/b12-11+,14-9+

InChI Key

JEDZHMSZOZWHQH-CSTKDXTFSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Stylissa massa	LOTUS Database	35616633
Ulosa spongia	-	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Farsesane sesquiterpenoid
Sesquiterpenoid
Isocyanide dichloride
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organic nitrogen compound
Hydrocarbon derivative
Organonitrogen compound
Organochloride
Organohalogen 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	6.18	ALOGPS
logP	6.15	ChemAxon
logS	-6.1	ALOGPS
pKa (Strongest Basic)	2.09	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	12.36 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	90.07 m³·mol⁻¹	ChemAxon
Polarizability	34.24 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	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

C00046489

Chemspider ID

8931930

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10756609

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Ulosin A (NP0080930)

MOL for NP0080930 (Ulosin A)

3D MOL for NP0080930 (Ulosin A)

3D SDF for NP0080930 (Ulosin A)

3D-SDF for NP0080930 (Ulosin A)

PDB for NP0080930 (Ulosin A)

3D PDB for NP0080930 (Ulosin A)

SMILES for NP0080930 (Ulosin A)

INCHI for NP0080930 (Ulosin A)

Structure for NP0080930 (Ulosin A)

3D Structure for NP0080930 (Ulosin A)