Natural Product (NP) Details

General Information of the NP (ID: NP5019)
Name
Allyl isothiocyanate
Synonyms
ALLYL ISOTHIOCYANATE; 57-06-7; 3-isothiocyanatoprop-1-ene; MUSTARD OIL; ALLYLISOTHIOCYANATE; Redskin; AITC; Oil Of mustard; Allylsenevol; Allylsenfoel; Allyl mustard oil; Oleum sinapis; Allylsevenolum; Senfoel; Volatile mustard oil; Allyl isosulfocyanate; Synthetic mustard oil; 2-Propenyl isothiocyanate; 1-Propene, 3-isothiocyanato-; Allyspol; Carbospol; Volatile oil of mustard; Senf oel; Oleum sinapis volatile; Isothiocyanate d'allyle; 3-Isothiocyanato-1-propene; Allyl sevenolum; Isothiocyanic acid allyl ester; Allyspol 75EC; Allyl thioisocyanate; Oil of mustard, artificial; Allyl isosulphocyanate; Artificial mustard oil; Caswell No. 027; Isothiocyansaeureallylester; Allylisothiokyanat [Czech]; NCI-C50464; Allyl isothiocyanate (natural); FEMA No. 2034; Isothiocyanic acid, allyl ester; NSC 5572; 8007-40-7; UNII-BN34FX42G3; Allyl isothiocyanate, non-perfume grade; MFCD00004822; Propene, 3-isothiocyanato-; Allyl isothiocyanate (USP); 3-iso-Thiocyanatoprop-1-ene; BN34FX42G3; CHEMBL233248; CHEBI:73224; Oils, mustard; Mustard seed oil; NCGC00091743-01; prop-2-enisothiocyanate; DSSTox_CID_47; Brassica seed oil; DSSTox_RID_75336; DSSTox_GSID_20047; Oils, brassica alba; Senf oel [German]; Mustard oil (VAN); Oils, brassica nigra; Mustard essential oils; Mustard oil, volatile; Allylsenfoel [German]; Essential oils, mustard; FEMA Number 2034; Oils, essential, mustard; Artificial oil of mustard; Oil of mustard, expressed; Oils, glyceridic, mustard; Allylisothiokyanat; CAS-57-06-7; CCRIS 20; Oil of mustard BPC 1949; FEMA No. 2760; FEMA No. 2761; HSDB 617; Mustard oil, volatile, synthetic; Mustard, brown (Brassica spp.); Isothiocyanate d'allyle [French]; Mustard, yellow (Brassica spp.); Fats and Glyceridic oils, mustard; EINECS 200-309-2; EINECS 232-358-0; UN1545; EPA Pesticide Chemical Code 004901; BRN 0773748; AI3-15283; Allyl isothiocyanate, 94%, stabilized with 0.01% alpha-tocopherol; UNII-3ZT10W4376; Allyl isothiocyanate [USAN:USP]; allyl-iso-thiocyanate; Mustard Essential oil; 3-isothiocyanato-propene; Mustard Oil (Synthetic); Allyl isothiocyanate, 97%; WLN: SCN2U1; 3-isothiocyanate-prop-1-ene; 3-isothiocyanato-prop-1-ene; Potassium allyl isothiocyanate; GTPL2420; Allyl isothiocyanate, stabilized; DTXSID3020047; NSC5572; HMS3264D06; Pharmakon1600-01506103; NSC-5572; ZINC1687017; Tox21_111165; Tox21_202249; Tox21_302890; 5832AE; Allyl isothiocyanate, >=95%, FCC; BBL027483; BDBM50203072; NSC760137; SBB060631; STL194262; Allyl isothiocyanate non-perfume grade; ISOTHIOCYANIC ACID,ALLYL ESTER; AKOS000119301; 3ZT10W4376; CCG-213613; MCULE-3404572895; NSC-760137; NCGC00091743-02; NCGC00256536-01; NCGC00259798-01; BP-12926; Allyl isothiocyanate, purum, >=98% (GC); DB-022435; Potassium, (1-isothiocyanato-2-propenyl)-; I0185; ST51046777; C19317; D02818; Y-9048; AB01563144_01; Q419406; Allyl isothiocyanate, stabilized (0.1% tocopherols); J-512735; Allyl isothiocyanate, contains BHT as stabilizer, 95%; Allyl isothiocyanate, stabilized [UN1545] [Poison]; F9995-1653; Allyl isothiocyanate, PESTANAL(R), analytical standard, stabilized; 1058737-73-7; 3-isothiocyanatopropene, 2-propenyl isothiocyanate, mustard oil, allyl isorhodanide, allyl mustard oil, synthetic mustard oil, allylsenevol, redskin, volatile oil of mustard
    Click to Show/Hide
Species Origin Armoracia rusticana ...     Click to Show/Hide
Armoracia rusticana
Kingdom: Viridiplantae
Phylum: Streptophyta
Class: Magnoliopsida
Order: Brassicales
Family: Brassicaceae
Genus: Armoracia
Species: Armoracia rusticana
Disease Pain [ICD-11: MG30-MG3Z] Approved [1]
Structure
Click to Download Mol
2D MOL

3D MOL

ADMET Property
Absporption
Caco-2 Permeability
 -4.569
 
MDCK Permeability
 -4.672
 
PAMPA
 - - -
 
HIA
 - - -
 
Distribution
VDss
 0.001
 
PPB
 63.3%
 
BBB
 ++
 
Metabolism
CYP1A2 inhibitor
 -
CYP1A2 substrate
 - -
CYP2C19 inhibitor
 +
CYP2C19 substrate
 +
CYP2C9 inhibitor
 -
CYP2C9 substrate
 -
CYP2D6 inhibitor
 - -
CYP2D6 substrate
 - -
CYP3A4 inhibitor
 ++
CYP3A4 substrate
 - -
CYP2B6 inhibitor
 +
CYP2B6 substrate
 - - -
CYP2C8 inhibitor
 +++
HLM Stability
 -
 
Excretion
CLplasma
 8.965
 
T1/2
 2.061
Toxicity
DILI
 +++
 
Rat Oral Acute Toxicity
 +++
 
FDAMDD
 ++
 
Respiratory
 +++
 
Human Hepatotoxicity
 - - -
 
Ototoxicity
 - - -
 
Drug-induced Nephrotoxicity
 - - -
 
Drug-induced Neurotoxicity
 -
 
Hematotoxicity
 - - -
 
Genotoxicity
 - - -
 
Tips: 1. For the classification endpoints, the prediction probability values are transformed into six symbols: 0-0.1 (- - -), 0.1-0.3 (- -), 0.3-0.5 (-), 0.5-0.7 (+), 0.7-0.9 (++), and 0.9-1.0 (+++). 2. Additionally, the corresponding relationships of the three labels are as follows: excellent; medium; poor.
    Click to Show/Hide
    Click to Show/Hide the Molecular Information and External Link(s) of This Natural Product
Formula
C4H5NS
PubChem CID
5971
Canonical SMILES
C=CCN=C=S
InChI
1S/C4H5NS/c1-2-3-5-4-6/h2H,1,3H2
InChIKey
ZOJBYZNEUISWFT-UHFFFAOYSA-N
CAS Number
CAS 57-06-7
ChEBI ID
CHEBI:73224
Herb ID
HBIN015253
SymMap ID
SMIT14246
TTD Drug ID
D0BQ8Y
Combinatorial Therapeutic Effect(s) Validated Clinically or Experimentally
    α. A List of Drug(s) Whose Efficacy can be Enhanced by This NP
          Cisplatin      Bladder cancer     Click to Show/Hide the Molecular Data of This Drug
                 Achieving Therapeutic Synergy     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [2]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    Molecule(s)
                    Regulation		 Down-regulation Expression BCL-2  Molecule Info 
Pathway MAP
Down-regulation Expression BIRC5  Molecule Info 
Pathway MAP
Up-regulation Cleavage CASP3  Molecule Info 
Pathway MAP
Down-regulation Expression CCNB1  Molecule Info 
Pathway MAP
                    In-vitro Model HOP-62 CVCL_1285 Lung adenocarcinoma Homo sapiens
A-549 CVCL_0023 Lung adenocarcinoma Homo sapiens
                    In-vivo Model For a xenograft model, 2 * 106 cell suspension was injected subcutaneously into the right flank of female athymic nude mice.
                    Experimental
                    Result(s)		 Isothiocyanates (ITCs) enhancing cisplatin efficacy and provides the first in vivo evidence to support ITCs as potential candidates for developing new regimens to overcome platinum resistance.
          Celecoxib      Rheumatoid arthritis     Click to Show/Hide the Molecular Data of This Drug
                 Achieving Therapeutic Synergy     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [3]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    Molecule(s)
                    Regulation		 Up-regulation Expression CASP3  Molecule Info 
Pathway MAP
Down-regulation Expression COX-2  Molecule Info 
Pathway MAP
Down-regulation Expression PTGER2  Molecule Info 
Pathway MAP
Down-regulation Expression VEGFA  Molecule Info 
Pathway MAP
                    In-vitro Model AY-27 CVCL_S825 Rat urinary system neoplasms Rattus norvegicus
                    In-vivo Model Female F344 rats (Harlan) at 9-10 weeks of age were anesthetized with ketamine and xylazine.
                    Experimental
                    Result(s)		 The combination regime was more effective than each single agent in inhibiting microvessel formation and stimulating microvessel maturation in the tumor tissues.
References
Reference 1 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 2420).
Reference 2 Synergistic effect of allyl isothiocyanate (AITC) on cisplatin efficacy in vitro and in vivo. Am J Cancer Res. 2015 Jul 15;5(8):2516-30.
Reference 3 Enhanced inhibition of urinary bladder cancer growth and muscle invasion by allyl isothiocyanate and celecoxib in combination. Carcinogenesis. 2013 Nov;34(11):2593-9.
 Download Picture         KEGG Link      
 Download Picture         KEGG Link      
 Download Picture         KEGG Link      
 Download Picture         KEGG Link      
 Download Picture         KEGG Link      
 Download Picture         KEGG Link      
 Download Picture         KEGG Link