ContaminantDB: Virol B

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2014-08-29 05:30:38 UTC

Update Date

2026-05-21 01:31:42 UTC

Accession Number

CHEM003097

Identification

Common Name

Virol B

Class

Small Molecule

Description

Virol B is a polyene phytotoxin. It is a homolog of Cicutoxin and is found in Water hemlock, Cicuta virosa. Water hemlock is well-known as a toxic plant responsible for lethal poisonings in humans as well as animals, causing tonic and clonic convulsions and respiratory paralysis. Cicutoxin and Vitrol B belong to the class of C17-polyacetylenes bearing a long π-bond conjugation system, a terminal hydroxyl, and an allylic hydroxyl in its structure. It is a GABA receptor antagonist.

Contaminant Sources

T3DB toxins

Contaminant Type

Natural Compound
Organic Compound
PFAS
Phytotoxin
Plant Toxin

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(8S,9Z)-9-Heptadecene-4,6-diyne-1,8-diol	Kegg

Chemical Formula

C₁₇H₂₆O₂

Average Molecular Mass

262.387 g/mol

Monoisotopic Mass

262.193 g/mol

CAS Registry Number

Not Available

IUPAC Name

Not Available

Traditional Name

(8S,9Z)-heptadec-9-en-4,6-diyne-1,8-diol

SMILES

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

InChI Identifier

InChI=1S/C17H26O2/c1-2-3-4-5-6-8-11-14-17(19)15-12-9-7-10-13-16-18/h11,14,17-19H,2-6,8,10,13,16H2,1H3/b14-11-/t17-/m0/s1

InChI Key

OZXJUTMPBYVTKB-IFCKCIONSA-N

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
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Exogenous

Cellular Locations

Cell junction
Cell surface
Cytoplasmic vesicle
Cytoskeleton
Cytosol
Early endosome
Endocytic Vesicle
Endoplasmic reticulum
Endosome
Extracellular
Golgi apparatus
Intermediate Filament
Intracellular Vesicle
Late endosome
Lysosome
Membrane
Membrane Fraction
Microsome
Microtubule
Mitochondrion
Nuclear Membrane
Nucleolus
Nucleoplasm
Plasma Membrane
Ribosome

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Name	SMPDB Link	KEGG Link
Apoptosis	Not Available	map04210
Cell cycle	Not Available	map04110
Dna replication	Not Available	map03030
Rna polymerase	Not Available	map03020
Endocytosis	Not Available	map04144
Homologous recombination	Not Available	map03440
Rna transport	Not Available	map03013
Proteasome	Not Available	Not Available
Notch signaling pathway	Not Available	map04330
Influenza a	Not Available	map05164
Basal transcription factors	Not Available	map03022

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Solid

Appearance

White powder.

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.0099 g/L	ALOGPS
logP	4.74	ALOGPS
logP	4.32	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	13.59	ChemAxon
pKa (Strongest Basic)	-2.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	83.15 m³·mol⁻¹	ChemAxon
Polarizability	33.65 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-01ot-0190000000-5fc338052ff0b63a55ca	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-01r2-9880000000-9baa973070b6f95b8ac2	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-054o-9210000000-708674abcc790738d28c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-0290000000-8e3bb770c6958e84e7f7	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03di-2690000000-022f39a954b193fafe2d	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004l-9720000000-f955025e4047f932d75a	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

No indication of carcinogenicity to humans (not listed by IARC).

Uses/Sources

Virol B is a polyene phytotoxin. It is a homolog of Cicutoxin and is found in Water hemlock, Cicuta virosa. Cicutoxin and Vitrol B belong to the class of C17-polyacetylenes bearing a long җ-bond conjugation system, a terminal hydroxyl, and an allylic hydroxyl in its structure.

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

Not Available

HMDB ID

Not Available

FooDB ID

Not Available

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Not Available

Chemspider ID

Not Available

ChEBI ID

138869

PubChem Compound ID

10753985

Kegg Compound ID

C19994

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

Not Available

Virol B (CHEM003097)

Structure for CHEM003097: Virol B