NP-MRD: Showing NP-Card for (2S,3S,4S)-5,7,9,11-Tridecatetrayne-1,2,3,4-tetrol (NP0049263)

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Record Information

Version

2.0

Created at

2022-03-17 21:09:40 UTC

Updated at

2022-03-17 21:09:40 UTC

NP-MRD ID

NP0049263

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2S,3S,4S)-5,7,9,11-Tridecatetrayne-1,2,3,4-tetrol

Description

(2S,3S,4S)-5,7,9,11-Tridecatetrayne-1,2,3,4-tetrol 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 (2S,3S,4S)-5,7,9,11-Tridecatetrayne-1,2,3,4-tetrol is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, (2S,3S,4S)-5,7,9,11-Tridecatetrayne-1,2,3,4-tetrol has been detected, but not quantified in, mushrooms. This could make (2S,3S,4S)-5,7,9,11-tridecatetrayne-1,2,3,4-tetrol a potential biomarker for the consumption of these foods.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 05061310442D          

 17 16  0  0  0  0            999 V2000
    8.6842    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9697    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2552    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5408    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8263    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1118    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    0.0000    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
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  3  0  0  0  0
  4  3  1  0  0  0  0
  5  4  3  0  0  0  0
  6  5  1  0  0  0  0
  7  6  3  0  0  0  0
  8  7  1  0  0  0  0
  9  8  3  0  0  0  0
 11  9  1  0  0  0  0
 12 10  1  0  0  0  0
 13 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 10  1  0  0  0  0
 15 11  1  0  0  0  0
 16 12  1  0  0  0  0
 17 13  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0049263

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC#CC#CC#CC#CC(O)C(O)C(O)CO

> <INCHI_IDENTIFIER>
InChI=1S/C13H12O4/c1-2-3-4-5-6-7-8-9-11(15)13(17)12(16)10-14/h11-17H,10H2,1H3

> <INCHI_KEY>
CBKQFMQQQCEGGI-UHFFFAOYSA-N

> <FORMULA>
C13H12O4

> <MOLECULAR_WEIGHT>
232.232

> <EXACT_MASS>
232.073558872

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
25.55012132799185

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
trideca-5,7,9,11-tetrayne-1,2,3,4-tetrol

> <ALOGPS_LOGP>
1.28

> <JCHEM_LOGP>
0.0764632286666665

> <ALOGPS_LOGS>
-3.57

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.33900489918097

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.148784566850303

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9749670626979894

> <JCHEM_POLAR_SURFACE_AREA>
80.92

> <JCHEM_REFRACTIVITY>
64.92

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.21e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
trideca-5,7,9,11-tetrayne-1,2,3,4-tetrol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      16.211   6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.877   6.160   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.543   5.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.209   4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.876   3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.542   3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.208   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.875   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.541   0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.206   0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.207   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -1.127   0.000   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       4.207  -1.540   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       1.540  -1.540   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       2.874   2.310   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   11                                                       
CONECT   10   12   14                                                       
CONECT   11    9   13   15                                                  
CONECT   12   10   13   16                                                  
CONECT   13   11   12   17                                                  
CONECT   14   10                                                            
CONECT   15   11                                                            
CONECT   16   12                                                            
CONECT   17   13                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   32    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₃H₁₂O₄

Average Mass

232.2320 Da

Monoisotopic Mass

232.07356 Da

IUPAC Name

trideca-5,7,9,11-tetrayne-1,2,3,4-tetrol

Traditional Name

trideca-5,7,9,11-tetrayne-1,2,3,4-tetrol

CAS Registry Number

Not Available

SMILES

CC#CC#CC#CC#CC(O)C(O)C(O)CO

InChI Identifier

InChI=1S/C13H12O4/c1-2-3-4-5-6-7-8-9-11(15)13(17)12(16)10-14/h11-17H,10H2,1H3

InChI Key

CBKQFMQQQCEGGI-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Agaricus bisporus	FooDB	Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
Pleurotus ostreatus	FooDB	Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...

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
Secondary alcohol
Polyol
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
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	1.28	ALOGPS
logP	0.076	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	12.15	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	80.92 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	64.92 m³·mol⁻¹	ChemAxon
Polarizability	25.55 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

HMDB0038911

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB018375

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

86155512

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for (2S,3S,4S)-5,7,9,11-Tridecatetrayne-1,2,3,4-tetrol (NP0049263)

MOL for NP0049263 ((2S,3S,4S)-5,7,9,11-Tridecatetrayne-1,2,3,4-tetrol)

3D MOL for NP0049263 ((2S,3S,4S)-5,7,9,11-Tridecatetrayne-1,2,3,4-tetrol)

3D SDF for NP0049263 ((2S,3S,4S)-5,7,9,11-Tridecatetrayne-1,2,3,4-tetrol)

3D-SDF for NP0049263 ((2S,3S,4S)-5,7,9,11-Tridecatetrayne-1,2,3,4-tetrol)

PDB for NP0049263 ((2S,3S,4S)-5,7,9,11-Tridecatetrayne-1,2,3,4-tetrol)

3D PDB for NP0049263 ((2S,3S,4S)-5,7,9,11-Tridecatetrayne-1,2,3,4-tetrol)

SMILES for NP0049263 ((2S,3S,4S)-5,7,9,11-Tridecatetrayne-1,2,3,4-tetrol)

INCHI for NP0049263 ((2S,3S,4S)-5,7,9,11-Tridecatetrayne-1,2,3,4-tetrol)

Structure for NP0049263 ((2S,3S,4S)-5,7,9,11-Tridecatetrayne-1,2,3,4-tetrol)

3D Structure for NP0049263 ((2S,3S,4S)-5,7,9,11-Tridecatetrayne-1,2,3,4-tetrol)