NP-MRD: Showing NP-Card for 10-chloroheptadec-1-en-4,6-diyne-3,8,9-triol (NP0219869)

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Record Information

Version

2.0

Created at

2022-09-05 21:00:21 UTC

Updated at

2022-09-05 21:00:21 UTC

NP-MRD ID

NP0219869

Secondary Accession Numbers

None

Natural Product Identification

Common Name

10-chloroheptadec-1-en-4,6-diyne-3,8,9-triol

Description

10-Chloroheptadec-1-en-4,6-diyne-3,8,9-triol belongs to the class of organic compounds known as chlorohydrins. These are alcohols substituted by a chlorine atom at a saturated carbon atom otherwise bearing only hydrogen or hydrocarbyl groups. 10-chloroheptadec-1-en-4,6-diyne-3,8,9-triol is found in Niphogeton ternata. 10-Chloroheptadec-1-en-4,6-diyne-3,8,9-triol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004251508012D          

 21 20  0  0  0  0            999 V2000
    4.2355    3.2704    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
    5.6645    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3789    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0934    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8079    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5224    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2368    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2368    2.0329    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.9513    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9513    4.0954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6658    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6658    2.0329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3802    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0947    3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8092    4.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5237    4.5079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2381    4.9204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2381    5.7454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9526    4.5079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6671    4.9204    0.0000 C   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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  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
 12 14  1  0  0  0  0
 14 15  3  0  0  0  0
 15 16  1  0  0  0  0
 16 17  3  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0219869

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCC(Cl)C(O)C(O)C#CC#CC(O)C=C

> <INCHI_IDENTIFIER>
InChI=1S/C17H25ClO3/c1-3-5-6-7-8-12-15(18)17(21)16(20)13-10-9-11-14(19)4-2/h4,14-17,19-21H,2-3,5-8,12H2,1H3

> <INCHI_KEY>
VKOLPKBPPQVWIT-UHFFFAOYSA-N

> <FORMULA>
C17H25ClO3

> <MOLECULAR_WEIGHT>
312.83

> <EXACT_MASS>
312.1492224

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
36.03286315953598

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
10-chloroheptadec-1-en-4,6-diyne-3,8,9-triol

> <ALOGPS_LOGP>
3.69

> <JCHEM_LOGP>
3.7858885186666664

> <ALOGPS_LOGS>
-4.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.203190581730365

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.183700417188765

> <JCHEM_PKA_STRONGEST_BASIC>
-3.5837901531924894

> <JCHEM_POLAR_SURFACE_AREA>
60.69

> <JCHEM_REFRACTIVITY>
87.4371

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.33e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
10-chloroheptadec-1-en-4,6-diyne-3,8,9-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0       7.906   6.105   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.240   5.335   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.574   6.105   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.907   5.335   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      13.241   6.105   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      14.575   5.335   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      15.908   6.105   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      17.242   5.335   0.000  0.00  0.00           C+0
HETATM    9 Cl   UNK     0      17.242   3.795   0.000  0.00  0.00          Cl+0
HETATM   10  C   UNK     0      18.576   6.105   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      18.576   7.645   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      19.909   5.335   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      19.909   3.795   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      21.243   6.105   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      22.577   6.875   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      23.910   7.645   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      25.244   8.415   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      26.578   9.185   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      26.578  10.725   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      27.912   8.415   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      29.245   9.185   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   40    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₂₅ClO₃

Average Mass

312.8300 Da

Monoisotopic Mass

312.14922 Da

IUPAC Name

10-chloroheptadec-1-en-4,6-diyne-3,8,9-triol

Traditional Name

10-chloroheptadec-1-en-4,6-diyne-3,8,9-triol

CAS Registry Number

Not Available

SMILES

CCCCCCCC(Cl)C(O)C(O)C#CC#CC(O)C=C

InChI Identifier

InChI=1S/C17H25ClO3/c1-3-5-6-7-8-12-15(18)17(21)16(20)13-10-9-11-14(19)4-2/h4,14-17,19-21H,2-3,5-8,12H2,1H3

InChI Key

VKOLPKBPPQVWIT-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Niphogeton ternata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as chlorohydrins. These are alcohols substituted by a chlorine atom at a saturated carbon atom otherwise bearing only hydrogen or hydrocarbyl groups.

Kingdom

Organic compounds

Super Class

Organohalogen compounds

Class

Halohydrins

Sub Class

Chlorohydrins

Direct Parent

Chlorohydrins

Alternative Parents

Substituents

Secondary alcohol
Chlorohydrin
Polyol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Organochloride
Alkyl halide
Alkyl chloride
Alcohol
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	3.69	ALOGPS
logP	3.79	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	12.18	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	60.69 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	87.44 m³·mol⁻¹	ChemAxon
Polarizability	36.03 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

10870699

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 10-chloroheptadec-1-en-4,6-diyne-3,8,9-triol (NP0219869)

MOL for NP0219869 (10-chloroheptadec-1-en-4,6-diyne-3,8,9-triol)

3D MOL for NP0219869 (10-chloroheptadec-1-en-4,6-diyne-3,8,9-triol)

3D SDF for NP0219869 (10-chloroheptadec-1-en-4,6-diyne-3,8,9-triol)

3D-SDF for NP0219869 (10-chloroheptadec-1-en-4,6-diyne-3,8,9-triol)

PDB for NP0219869 (10-chloroheptadec-1-en-4,6-diyne-3,8,9-triol)

3D PDB for NP0219869 (10-chloroheptadec-1-en-4,6-diyne-3,8,9-triol)

SMILES for NP0219869 (10-chloroheptadec-1-en-4,6-diyne-3,8,9-triol)

INCHI for NP0219869 (10-chloroheptadec-1-en-4,6-diyne-3,8,9-triol)

Structure for NP0219869 (10-chloroheptadec-1-en-4,6-diyne-3,8,9-triol)

3D Structure for NP0219869 (10-chloroheptadec-1-en-4,6-diyne-3,8,9-triol)