NP-MRD: Showing NP-Card for (E)-2-Propenyl [3-(2-propenylthio)-2-propenyl] sulfate (NP0049413)

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Record Information

Version

2.0

Created at

2022-03-17 21:12:09 UTC

Updated at

2022-03-17 21:12:09 UTC

NP-MRD ID

NP0049413

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(E)-2-Propenyl [3-(2-propenylthio)-2-propenyl] sulfate

Description

(E)-2-Propenyl [3-(2-propenylthio)-2-propenyl] sulfate belongs to the class of organic compounds known as sulfuric acid diesters. These are organic compounds containing the sulfuric acid diester functional group with the generic structure ROS(OR')(=O)=O, (R,R'=organyl group) (E)-2-Propenyl [3-(2-propenylthio)-2-propenyl] sulfate is possibly neutral. Outside of the human body, (E)-2-Propenyl [3-(2-propenylthio)-2-propenyl] sulfate has been detected, but not quantified in, garlics and onion-family vegetables. (E)-2-Propenyl [3-(2-propenylthio)-2-propenyl] sulfate is found in Allium sativum. This could make (e)-2-propenyl [3-(2-propenylthio)-2-propenyl] sulfate a potential biomarker for the consumption of these foods.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02241210542D          

 15 14  0  0  0  0            999 V2000
   -3.6827    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9679   -0.4123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2530    0.0000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5381   -0.4123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8234    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1100   -0.4123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6048    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3976   -0.4123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4296    0.0000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.4296    0.8248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4296   -0.8248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2544    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9692   -0.4123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6828    0.0014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3976   -0.4096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  8  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  2  0  0  0  0
  9 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0049413

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C=CCOS(=O)(=O)OC\C=C\SCC=C

> <INCHI_IDENTIFIER>
InChI=1S/C9H14O4S2/c1-3-6-12-15(10,11)13-7-5-9-14-8-4-2/h3-5,9H,1-2,6-8H2/b9-5+

> <INCHI_KEY>
LRKSHTQJEZSHGG-WEVVVXLNSA-N

> <FORMULA>
C9H14O4S2

> <MOLECULAR_WEIGHT>
250.335

> <EXACT_MASS>
250.033350316

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
25.57088908210055

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
prop-2-en-1-yl (2E)-3-(prop-2-en-1-ylsulfanyl)prop-2-en-1-yl sulfate

> <ALOGPS_LOGP>
1.30

> <JCHEM_LOGP>
2.2377470566666666

> <ALOGPS_LOGS>
-3.09

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
52.60000000000001

> <JCHEM_REFRACTIVITY>
63.12180000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.02e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
prop-2-en-1-yl (2E)-3-(prop-2-en-1-ylsulfanyl)prop-2-en-1-yl sulfate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -6.874   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.540  -0.770   0.000  0.00  0.00           C+0
HETATM    3  S   UNK     0      -4.206   0.000   0.000  0.00  0.00           S+0
HETATM    4  C   UNK     0      -2.871  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.537   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.205  -0.770   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       1.129   0.000   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -8.209  -0.770   0.000  0.00  0.00           C+0
HETATM    9  S   UNK     0       2.669   0.000   0.000  0.00  0.00           S+0
HETATM   10  O   UNK     0       2.669   1.540   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       2.669  -1.540   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       4.208   0.000   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       5.543  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.875   0.003   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.209  -0.765   0.000  0.00  0.00           C+0
CONECT    1    2    8                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    9                                                       
CONECT    8    1                                                            
CONECT    9    7   10   11   12                                             
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    9   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   28    0
END

View in JSmol

Synonyms

Value	Source
(e)-2-Propenyl [3-(2-propenylthio)-2-propenyl] sulfuric acid	Generator
(e)-2-Propenyl [3-(2-propenylthio)-2-propenyl] sulphate	Generator
(e)-2-Propenyl [3-(2-propenylthio)-2-propenyl] sulphuric acid	Generator
Prop-2-en-1-yl (2E)-3-(prop-2-en-1-ylsulfanyl)prop-2-en-1-yl sulfuric acid	Generator
Prop-2-en-1-yl (2E)-3-(prop-2-en-1-ylsulphanyl)prop-2-en-1-yl sulphate	Generator
Prop-2-en-1-yl (2E)-3-(prop-2-en-1-ylsulphanyl)prop-2-en-1-yl sulphuric acid	Generator

Chemical Formula

C₉H₁₄O₄S₂

Average Mass

250.3350 Da

Monoisotopic Mass

250.03335 Da

IUPAC Name

prop-2-en-1-yl (2E)-3-(prop-2-en-1-ylsulfanyl)prop-2-en-1-yl sulfate

Traditional Name

prop-2-en-1-yl (2E)-3-(prop-2-en-1-ylsulfanyl)prop-2-en-1-yl sulfate

CAS Registry Number

Not Available

SMILES

C=CCOS(=O)(=O)OC\C=C\SCC=C

InChI Identifier

InChI=1S/C9H14O4S2/c1-3-6-12-15(10,11)13-7-5-9-14-8-4-2/h3-5,9H,1-2,6-8H2/b9-5+

InChI Key

LRKSHTQJEZSHGG-WEVVVXLNSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Allium cepa	FooDB	Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
Allium fistulosum	FooDB	Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
Allium sativum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sulfuric acid diesters. These are organic compounds containing the sulfuric acid diester functional group with the generic structure ROS(OR')(=O)=O, (R,R'=organyl group).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic sulfuric acids and derivatives

Sub Class

Sulfuric acid esters

Direct Parent

Sulfuric acid diesters

Alternative Parents

Substituents

Sulfuric acid diester
Alkyl sulfate
Allyl sulfur compound
Thioenolether
Sulfenyl compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organosulfur compound
Organooxygen 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	1.3	ALOGPS
logP	2.24	ChemAxon
logS	-3.1	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	52.6 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	63.12 m³·mol⁻¹	ChemAxon
Polarizability	25.57 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

HMDB0039464

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB019068

KNApSAcK ID

Not Available

Chemspider ID

9153086

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10977885

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (E)-2-Propenyl [3-(2-propenylthio)-2-propenyl] sulfate (NP0049413)

MOL for NP0049413 ((E)-2-Propenyl [3-(2-propenylthio)-2-propenyl] sulfate)

3D MOL for NP0049413 ((E)-2-Propenyl [3-(2-propenylthio)-2-propenyl] sulfate)

3D SDF for NP0049413 ((E)-2-Propenyl [3-(2-propenylthio)-2-propenyl] sulfate)

3D-SDF for NP0049413 ((E)-2-Propenyl [3-(2-propenylthio)-2-propenyl] sulfate)

PDB for NP0049413 ((E)-2-Propenyl [3-(2-propenylthio)-2-propenyl] sulfate)

3D PDB for NP0049413 ((E)-2-Propenyl [3-(2-propenylthio)-2-propenyl] sulfate)

SMILES for NP0049413 ((E)-2-Propenyl [3-(2-propenylthio)-2-propenyl] sulfate)

INCHI for NP0049413 ((E)-2-Propenyl [3-(2-propenylthio)-2-propenyl] sulfate)

Structure for NP0049413 ((E)-2-Propenyl [3-(2-propenylthio)-2-propenyl] sulfate)

3D Structure for NP0049413 ((E)-2-Propenyl [3-(2-propenylthio)-2-propenyl] sulfate)