NP-MRD: Showing NP-Card for (3s,8s)-3-hydroxyheptadeca-1,9,16-trien-4,6-diyn-8-yl acetate (NP0224987)

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Record Information

Version

2.0

Created at

2022-09-06 03:34:38 UTC

Updated at

2022-09-06 03:34:38 UTC

NP-MRD ID

NP0224987

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3s,8s)-3-hydroxyheptadeca-1,9,16-trien-4,6-diyn-8-yl acetate

Description

(3S,8S)-3-hydroxyheptadeca-1,9,16-trien-4,6-diyn-8-yl acetate belongs to the class of organic compounds known as long-chain fatty alcohols. These are fatty alcohols that have an aliphatic tail of 13 to 21 carbon atoms. (3s,8s)-3-hydroxyheptadeca-1,9,16-trien-4,6-diyn-8-yl acetate is found in Gutierrezia sarothrae. Based on a literature review very few articles have been published on (3S,8S)-3-hydroxyheptadeca-1,9,16-trien-4,6-diyn-8-yl acetate.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309062205342D          

 22 21  0  0  1  0            999 V2000
    1.0461    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    1.8414    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
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4763    1.8414    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.4763    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4763    3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4763    4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4763    5.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4763    5.9664    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.7618    6.3789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1908    6.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1908    7.2039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1908    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9052    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9052    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6197    1.4289    0.0000 O   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  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
  8  7  1  4  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  3  0  0  0  0
 12 13  1  0  0  0  0
 13 14  3  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  1  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 10 19  1  1  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0224987

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)O[C@@H](C=CCCCCCC=C)C#CC#C[C@@H](O)C=C

> <INCHI_IDENTIFIER>
InChI=1S/C19H24O3/c1-4-6-7-8-9-10-11-15-19(22-17(3)20)16-13-12-14-18(21)5-2/h4-5,11,15,18-19,21H,1-2,6-10H2,3H3/t18-,19-/m0/s1

> <INCHI_KEY>
MMRIWXRWXAPEDX-OALUTQOASA-N

> <FORMULA>
C19H24O3

> <MOLECULAR_WEIGHT>
300.398

> <EXACT_MASS>
300.172544633

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
35.72626544372949

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3S,8S)-3-hydroxyheptadeca-1,9,16-trien-4,6-diyn-8-yl acetate

> <JCHEM_LOGP>
4.512227104

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.19853335291386

> <JCHEM_PKA_STRONGEST_BASIC>
-3.586761511435477

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
91.82130000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(3S,8S)-3-hydroxyheptadeca-1,9,16-trien-4,6-diyn-8-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0       1.953   2.667   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.286   3.437   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.287   2.667   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.621   3.437   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.955   2.667   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.288   3.437   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.622   2.667   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.956   3.437   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.956   4.977   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.956   6.517   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.956   8.057   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      13.956   9.597   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.956  11.137   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      12.622  11.907   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      15.289  11.907   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      15.289  13.447   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      15.289   2.667   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      16.623   3.437   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      16.623   4.977   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      17.957   2.667   0.000  0.00  0.00           O+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                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   19                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17                                                            
CONECT   19   10   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   42    0
END

View in JSmol

Synonyms

Value	Source
(3S,8S)-3-Hydroxyheptadeca-1,9,16-trien-4,6-diyn-8-yl acetic acid	Generator

Chemical Formula

C₁₉H₂₄O₃

Average Mass

300.3980 Da

Monoisotopic Mass

300.17254 Da

IUPAC Name

(3S,8S)-3-hydroxyheptadeca-1,9,16-trien-4,6-diyn-8-yl acetate

Traditional Name

(3S,8S)-3-hydroxyheptadeca-1,9,16-trien-4,6-diyn-8-yl acetate

CAS Registry Number

Not Available

SMILES

CC(=O)O[C@@H](C=CCCCCCC=C)C#CC#C[C@@H](O)C=C

InChI Identifier

InChI=1S/C19H24O3/c1-4-6-7-8-9-10-11-15-19(22-17(3)20)16-13-12-14-18(21)5-2/h4-5,11,15,18-19,21H,1-2,6-10H2,3H3/t18-,19-/m0/s1

InChI Key

MMRIWXRWXAPEDX-OALUTQOASA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Gutierrezia sarothrae	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as long-chain fatty alcohols. These are fatty alcohols that have an aliphatic tail of 13 to 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty alcohols

Direct Parent

Long-chain fatty alcohols

Alternative Parents

Substituents

Long chain fatty alcohol
Fatty alcohol ester
Secondary alcohol
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
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	4.51	ChemAxon
pKa (Strongest Acidic)	13.2	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	91.82 m³·mol⁻¹	ChemAxon
Polarizability	35.73 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

162969618

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (3s,8s)-3-hydroxyheptadeca-1,9,16-trien-4,6-diyn-8-yl acetate (NP0224987)

MOL for NP0224987 ((3s,8s)-3-hydroxyheptadeca-1,9,16-trien-4,6-diyn-8-yl acetate)

3D MOL for NP0224987 ((3s,8s)-3-hydroxyheptadeca-1,9,16-trien-4,6-diyn-8-yl acetate)

3D SDF for NP0224987 ((3s,8s)-3-hydroxyheptadeca-1,9,16-trien-4,6-diyn-8-yl acetate)

3D-SDF for NP0224987 ((3s,8s)-3-hydroxyheptadeca-1,9,16-trien-4,6-diyn-8-yl acetate)

PDB for NP0224987 ((3s,8s)-3-hydroxyheptadeca-1,9,16-trien-4,6-diyn-8-yl acetate)

3D PDB for NP0224987 ((3s,8s)-3-hydroxyheptadeca-1,9,16-trien-4,6-diyn-8-yl acetate)

SMILES for NP0224987 ((3s,8s)-3-hydroxyheptadeca-1,9,16-trien-4,6-diyn-8-yl acetate)

INCHI for NP0224987 ((3s,8s)-3-hydroxyheptadeca-1,9,16-trien-4,6-diyn-8-yl acetate)

Structure for NP0224987 ((3s,8s)-3-hydroxyheptadeca-1,9,16-trien-4,6-diyn-8-yl acetate)

3D Structure for NP0224987 ((3s,8s)-3-hydroxyheptadeca-1,9,16-trien-4,6-diyn-8-yl acetate)