NP-MRD: Showing NP-Card for Pollinastanol (NP0047968)

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Record Information

Version

2.0

Created at

2022-03-17 20:48:52 UTC

Updated at

2022-03-17 20:48:52 UTC

NP-MRD ID

NP0047968

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Pollinastanol

Description

Methyl 2-propenyl trisulfide, also known as methyl allyl trisulfide or trisulfide, methyl 2-propenyl, belongs to the class of organic compounds known as organic trisulfides. These are organosulfur compounds with the general formula RSSSR' (R,R'=alkyl, aryl). Methyl 2-propenyl trisulfide is possibly neutral. Methyl 2-propenyl trisulfide is an alliaceous, creamy, and garlic tasting compound. Outside of the human body, Methyl 2-propenyl trisulfide has been detected, but not quantified in, a few different foods, such as garlics, onion-family vegetables, and soft-necked garlics. Pollinastanol is found in Costus spiralis, Costus tonkinensis, Gossypium hirsutum, Hypochaeris radicata , Polypodium niponicum, Smilax medica , Trigonella corniculata and Trigonella foenum-graecum. This could make methyl 2-propenyl trisulfide a potential biomarker for the consumption of these foods.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 05061307482D          

 29 33  0  0  0  0            999 V2000
    8.0438    3.8195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9157    4.6965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2685    3.6196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6083    2.9732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7705    0.6540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9030    3.3939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7202    3.2810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3966    2.7425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0636    0.3886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8758    0.5338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5318    2.2807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3024    1.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6195    0.9486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2803    2.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7167    2.8616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9045    2.7164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2803    0.8741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0924    2.5711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2266    3.9323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5794    2.8554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5318    1.0193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8121    1.5048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0730    2.2041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1561    1.3097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2485    2.2309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9682    1.4549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8121    1.7952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6242    1.9404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6242    1.3596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0  0  0  0
  8  6  1  0  0  0  0
 10  9  1  0  0  0  0
 13 12  1  0  0  0  0
 14 11  1  0  0  0  0
 16 15  1  0  0  0  0
 19  1  1  0  0  0  0
 19  2  1  0  0  0  0
 19  7  1  0  0  0  0
 20  3  1  0  0  0  0
 20  8  1  0  0  0  0
 21  9  1  0  0  0  0
 21 17  1  0  0  0  0
 22 11  1  0  0  0  0
 22 17  1  0  0  0  0
 23 12  1  0  0  0  0
 23 20  1  0  0  0  0
 24 10  1  0  0  0  0
 25  4  1  0  0  0  0
 25 15  1  0  0  0  0
 25 23  1  0  0  0  0
 26  5  1  0  0  0  0
 26 13  1  0  0  0  0
 26 24  1  0  0  0  0
 26 25  1  0  0  0  0
 27 14  1  0  0  0  0
 27 18  1  0  0  0  0
 27 21  1  0  0  0  0
 28 16  1  0  0  0  0
 28 18  1  0  0  0  0
 28 24  1  0  0  0  0
 28 27  1  0  0  0  0
 29 22  1  0  0  0  0
M  END


  Mrv0541 05061307482D          

 29 33  0  0  0  0            999 V2000
    8.0438    3.8195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9157    4.6965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2685    3.6196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6083    2.9732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7705    0.6540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9030    3.3939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7202    3.2810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3966    2.7425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0636    0.3886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8758    0.5338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5318    2.2807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3024    1.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6195    0.9486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2803    2.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7167    2.8616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9045    2.7164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2803    0.8741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0924    2.5711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2266    3.9323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5794    2.8554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5318    1.0193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8121    1.5048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0730    2.2041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1561    1.3097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2485    2.2309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9682    1.4549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8121    1.7952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6242    1.9404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6242    1.3596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0  0  0  0
  8  6  1  0  0  0  0
 10  9  1  0  0  0  0
 13 12  1  0  0  0  0
 14 11  1  0  0  0  0
 16 15  1  0  0  0  0
 19  1  1  0  0  0  0
 19  2  1  0  0  0  0
 19  7  1  0  0  0  0
 20  3  1  0  0  0  0
 20  8  1  0  0  0  0
 21  9  1  0  0  0  0
 21 17  1  0  0  0  0
 22 11  1  0  0  0  0
 22 17  1  0  0  0  0
 23 12  1  0  0  0  0
 23 20  1  0  0  0  0
 24 10  1  0  0  0  0
 25  4  1  0  0  0  0
 25 15  1  0  0  0  0
 25 23  1  0  0  0  0
 26  5  1  0  0  0  0
 26 13  1  0  0  0  0
 26 24  1  0  0  0  0
 26 25  1  0  0  0  0
 27 14  1  0  0  0  0
 27 18  1  0  0  0  0
 27 21  1  0  0  0  0
 28 16  1  0  0  0  0
 28 18  1  0  0  0  0
 28 24  1  0  0  0  0
 28 27  1  0  0  0  0
 29 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0047968

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)CCCC(C)C1CCC2(C)C3CCC4CC(O)CCC44CC34CCC12C

> <INCHI_IDENTIFIER>
InChI=1S/C28H48O/c1-19(2)7-6-8-20(3)23-12-13-26(5)24-10-9-21-17-22(29)11-14-27(21)18-28(24,27)16-15-25(23,26)4/h19-24,29H,6-18H2,1-5H3

> <INCHI_KEY>
HXQRIQXPGMPSRW-UHFFFAOYSA-N

> <FORMULA>
C28H48O

> <MOLECULAR_WEIGHT>
400.6801

> <EXACT_MASS>
400.370516158

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
52.25406147701401

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
12,16-dimethyl-15-(6-methylheptan-2-yl)pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-ol

> <ALOGPS_LOGP>
6.67

> <JCHEM_LOGP>
7.210268184333333

> <ALOGPS_LOGS>
-7.24

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.29637187629797

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3569669413072667

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
122.31349999999993

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.30e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
12,16-dimethyl-15-(6-methylheptan-2-yl)pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-ol

> <JCHEM_VEBER_RULE>
1

$$$$

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      15.015   7.130   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.909   8.767   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.968   6.757   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.735   5.550   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.172   1.221   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.019   6.335   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.544   6.125   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.074   5.119   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.985   0.725   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.501   0.996   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.993   4.257   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.031   2.635   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.756   1.771   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.523   4.528   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.071   5.342   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.555   5.071   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.523   1.632   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.039   4.799   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      13.490   7.340   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.548   5.330   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.993   1.903   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.516   2.809   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.603   4.114   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.025   2.445   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.064   4.164   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.541   2.716   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.516   3.351   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.032   3.622   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -3.032   2.538   0.000  0.00  0.00           O+0
CONECT    1   19                                                            
CONECT    2   19                                                            
CONECT    3   20                                                            
CONECT    4   25                                                            
CONECT    5   26                                                            
CONECT    6    7    8                                                       
CONECT    7    6   19                                                       
CONECT    8    6   20                                                       
CONECT    9   10   21                                                       
CONECT   10    9   24                                                       
CONECT   11   14   22                                                       
CONECT   12   13   23                                                       
CONECT   13   12   26                                                       
CONECT   14   11   27                                                       
CONECT   15   16   25                                                       
CONECT   16   15   28                                                       
CONECT   17   21   22                                                       
CONECT   18   27   28                                                       
CONECT   19    1    2    7                                                  
CONECT   20    3    8   23                                                  
CONECT   21    9   17   27                                                  
CONECT   22   11   17   29                                                  
CONECT   23   12   20   25                                                  
CONECT   24   10   26   28                                                  
CONECT   25    4   15   23   26                                             
CONECT   26    5   13   24   25                                             
CONECT   27   14   18   21   28                                             
CONECT   28   16   18   24   27                                             
CONECT   29   22                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   66    0
END

View in JSmol

Synonyms

Value	Source
Methyl 2-propenyl trisulphide	Generator
1-Allyl-3-methyltrisulfane	HMDB
4,5,6-Trithia-1-heptene	HMDB
Allyl methyl trisulfide	HMDB
Allyl methyl trisulphide	HMDB
Methyl allyl trisulfide	HMDB
Methyl allyl trisulphide	HMDB
Methylallyl trisulfide	HMDB
Trisulfide, allyl methyl	HMDB
Trisulfide, methyl 2-propenyl	HMDB
MATS	HMDB
Trisulfide methyl 2-propenyl	HMDB
9,19-cyclo-14-Methylcholestan-3-ol	HMDB
Pollinasterol	HMDB

Chemical Formula

C₂₈H₄₈O

Average Mass

400.6801 Da

Monoisotopic Mass

400.37052 Da

IUPAC Name

12,16-dimethyl-15-(6-methylheptan-2-yl)pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-ol

Traditional Name

12,16-dimethyl-15-(6-methylheptan-2-yl)pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-ol

CAS Registry Number

1912-66-9

SMILES

CC(C)CCCC(C)C1CCC2(C)C3CCC4CC(O)CCC44CC34CCC12C

InChI Identifier

InChI=1S/C28H48O/c1-19(2)7-6-8-20(3)23-12-13-26(5)24-10-9-21-17-22(29)11-14-27(21)18-28(24,27)16-15-25(23,26)4/h19-24,29H,6-18H2,1-5H3

InChI Key

HXQRIQXPGMPSRW-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Costus spiralis	LOTUS Database	35616633
Costus tonkinensis	LOTUS Database	35616633
Gossypium hirsutum	LOTUS Database	35616633
Hypochaeris radicata	Plant	KNApSAcK
Polypodiodes niponica	Plant	KNApSAcK
Smilax medica	Plant	KNApSAcK
Taraxacum officinale	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Trigonella corniculata	LOTUS Database	35616633
Trigonella foenum-graecum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as organic trisulfides. These are organosulfur compounds with the general formula RSSSR' (R,R'=alkyl, aryl).

Kingdom

Organic compounds

Super Class

Organosulfur compounds

Class

Organic trisulfides

Sub Class

Not Available

Direct Parent

Organic trisulfides

Alternative Parents

Substituents

Organic trisulfide
Allyl sulfur compound
Sulfenyl compound
Hydrocarbon derivative
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	6.67	ALOGPS
logP	7.21	ChemAxon
logS	-7.2	ALOGPS
pKa (Strongest Acidic)	18.3	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	122.31 m³·mol⁻¹	ChemAxon
Polarizability	52.25 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0034416

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB012813

KNApSAcK ID

Not Available

Chemspider ID

55787

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

61926

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Pollinastanol (NP0047968)

MOL for NP0047968 (Pollinastanol)

3D MOL for NP0047968 (Pollinastanol)

3D SDF for NP0047968 (Pollinastanol)

3D-SDF for NP0047968 (Pollinastanol)

PDB for NP0047968 (Pollinastanol)

3D PDB for NP0047968 (Pollinastanol)

SMILES for NP0047968 (Pollinastanol)

INCHI for NP0047968 (Pollinastanol)

Structure for NP0047968 (Pollinastanol)

3D Structure for NP0047968 (Pollinastanol)