NP-MRD: Showing NP-Card for ethyl (4s,5s,6e,8z)-4-[(1e)-but-1-en-1-yl]-5-hydroxypentadeca-6,8-dienoate (NP0184007)

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Record Information

Version

2.0

Created at

2022-09-03 23:01:45 UTC

Updated at

2022-09-03 23:01:45 UTC

NP-MRD ID

NP0184007

Secondary Accession Numbers

None

Natural Product Identification

Common Name

ethyl (4s,5s,6e,8z)-4-[(1e)-but-1-en-1-yl]-5-hydroxypentadeca-6,8-dienoate

Description

Ethyl (4S,5S,6E,8Z)-4-[(1E)-but-1-en-1-yl]-5-hydroxypentadeca-6,8-dienoate belongs to the class of organic compounds known as fatty alcohols. These are aliphatic alcohols consisting of a chain of a least six carbon atoms. ethyl (4s,5s,6e,8z)-4-[(1e)-but-1-en-1-yl]-5-hydroxypentadeca-6,8-dienoate is found in Senna obtusifolia. Based on a literature review very few articles have been published on ethyl (4S,5S,6E,8Z)-4-[(1E)-but-1-en-1-yl]-5-hydroxypentadeca-6,8-dienoate.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309042201012D          

 24 23  0  0  1  0            999 V2000
    5.2882    7.1583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5582    6.3787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0181    5.7551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2882    4.9755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7481    4.3519    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9379    4.5078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3979    3.8842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5877    4.0401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3177    4.8196    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0476    3.4164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6974    2.9487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0181    3.5724    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8283    3.4164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4780    2.9487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7481    2.1692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2080    1.5455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4780    0.7660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2882    0.6101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8283    1.2337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6384    1.0778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1785    1.7014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9886    1.5455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5287    2.1692    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  2  0  0  0  0
  5  4  1  1  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  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  5 13  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0184007

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCC\C=C/C=C/[C@H](O)[C@@H](CCC(=O)OCC)\C=C\CC

> <INCHI_IDENTIFIER>
InChI=1S/C21H36O3/c1-4-7-9-10-11-12-13-14-16-20(22)19(15-8-5-2)17-18-21(23)24-6-3/h8,12-16,19-20,22H,4-7,9-11,17-18H2,1-3H3/b13-12-,15-8+,16-14+/t19-,20+/m1/s1

> <INCHI_KEY>
XMJGPUPIBKGHMF-LRIBBSJFSA-N

> <FORMULA>
C21H36O3

> <MOLECULAR_WEIGHT>
336.516

> <EXACT_MASS>
336.266445019

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
41.42078009194695

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
ethyl (4S,5S,6E,8Z)-4-[(1E)-but-1-en-1-yl]-5-hydroxypentadeca-6,8-dienoate

> <JCHEM_LOGP>
5.6968189076666675

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.65142784819764

> <JCHEM_PKA_STRONGEST_BASIC>
-1.201664817871142

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
105.14020000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
ethyl (4S,5S,6E,8Z)-4-[(1E)-but-1-en-1-yl]-5-hydroxypentadeca-6,8-dienoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0       9.871  13.362   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.375  11.907   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.367  10.743   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.871   9.288   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.863   8.124   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.351   8.415   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.343   7.250   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.830   7.541   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       4.326   8.997   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       3.822   6.377   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       2.310   6.668   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.302   5.504   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.367   6.668   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      10.879   6.377   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       8.359   5.504   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.863   4.049   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.855   2.885   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.359   1.430   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.871   1.139   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.879   2.303   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.392   2.012   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      13.400   3.176   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      14.912   2.885   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      15.920   4.049   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   13                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11                                                            
CONECT   13    5   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   46    0
END

View in JSmol

Synonyms

Value	Source
Ethyl (4S,5S,6E,8Z)-4-[(1E)-but-1-en-1-yl]-5-hydroxypentadeca-6,8-dienoic acid	Generator

Chemical Formula

C₂₁H₃₆O₃

Average Mass

336.5160 Da

Monoisotopic Mass

336.26645 Da

IUPAC Name

ethyl (4S,5S,6E,8Z)-4-[(1E)-but-1-en-1-yl]-5-hydroxypentadeca-6,8-dienoate

Traditional Name

ethyl (4S,5S,6E,8Z)-4-[(1E)-but-1-en-1-yl]-5-hydroxypentadeca-6,8-dienoate

CAS Registry Number

Not Available

SMILES

CCCCCC\C=C/C=C/[C@H](O)[C@@H](CCC(=O)OCC)\C=C\CC

InChI Identifier

InChI=1S/C21H36O3/c1-4-7-9-10-11-12-13-14-16-20(22)19(15-8-5-2)17-18-21(23)24-6-3/h8,12-16,19-20,22H,4-7,9-11,17-18H2,1-3H3/b13-12-,15-8+,16-14+/t19-,20+/m1/s1

InChI Key

XMJGPUPIBKGHMF-LRIBBSJFSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Senna obtusifolia	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty alcohols. These are aliphatic alcohols consisting of a chain of a least six carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty alcohols

Direct Parent

Fatty alcohols

Alternative Parents

Substituents

Fatty alcohol
Fatty acid 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	5.7	ChemAxon
pKa (Strongest Acidic)	18.65	ChemAxon
pKa (Strongest Basic)	-1.2	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	15	ChemAxon
Refractivity	105.14 m³·mol⁻¹	ChemAxon
Polarizability	41.42 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	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

163005657

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for ethyl (4s,5s,6e,8z)-4-[(1e)-but-1-en-1-yl]-5-hydroxypentadeca-6,8-dienoate (NP0184007)

MOL for NP0184007 (ethyl (4s,5s,6e,8z)-4-[(1e)-but-1-en-1-yl]-5-hydroxypentadeca-6,8-dienoate)

3D MOL for NP0184007 (ethyl (4s,5s,6e,8z)-4-[(1e)-but-1-en-1-yl]-5-hydroxypentadeca-6,8-dienoate)

3D SDF for NP0184007 (ethyl (4s,5s,6e,8z)-4-[(1e)-but-1-en-1-yl]-5-hydroxypentadeca-6,8-dienoate)

3D-SDF for NP0184007 (ethyl (4s,5s,6e,8z)-4-[(1e)-but-1-en-1-yl]-5-hydroxypentadeca-6,8-dienoate)

PDB for NP0184007 (ethyl (4s,5s,6e,8z)-4-[(1e)-but-1-en-1-yl]-5-hydroxypentadeca-6,8-dienoate)

3D PDB for NP0184007 (ethyl (4s,5s,6e,8z)-4-[(1e)-but-1-en-1-yl]-5-hydroxypentadeca-6,8-dienoate)

SMILES for NP0184007 (ethyl (4s,5s,6e,8z)-4-[(1e)-but-1-en-1-yl]-5-hydroxypentadeca-6,8-dienoate)

INCHI for NP0184007 (ethyl (4s,5s,6e,8z)-4-[(1e)-but-1-en-1-yl]-5-hydroxypentadeca-6,8-dienoate)

Structure for NP0184007 (ethyl (4s,5s,6e,8z)-4-[(1e)-but-1-en-1-yl]-5-hydroxypentadeca-6,8-dienoate)

3D Structure for NP0184007 (ethyl (4s,5s,6e,8z)-4-[(1e)-but-1-en-1-yl]-5-hydroxypentadeca-6,8-dienoate)