Natural Product (NP) Details

General Information of the NP (ID: NP9092)
Name
Diallyl disulfide
Synonyms
DIALLYL DISULFIDE; Allyl disulfide; 2179-57-9; Diallyldisulfide; Diallyl disulphide; 1,2-Diallyldisulfane; Disulfide, di-2-propenyl; 2-Propenyl disulphide; Allyl disulphide; 4,5-Dithia-1,7-octadiene; 3-(prop-2-enyldisulfanyl)prop-1-ene; 3-Allyldisulfanyl-Propene; MFCD00008656; UNII-5HI47O6OA7; Disulfide, di-2-propen-1-yl; 5HI47O6OA7; CHEBI:4488; CHEMBL366603; 3-(Allyldisulfanyl)-1-propene; Di-2-propenyl disulfide, 9CI; 3-(prop-2-en-1-yldisulfanyl)prop-1-ene; 2-Propenyl disulfide; Di(2-propenyl) disulfide; diallyldisulphide; FEMA No. 2028; 3-(allyldisulfanyl)prop-1-ene; CCRIS 6290; HSDB 595; Garlicin?; diAllS2; EINECS 218-548-6; NSC 29228; di-Propenyl disulfide; BRN 1699241; di-2-propenyldisulfide; diprop-2-enyl disulfide; di-2-Propenyl disulfide; AI3-35128; ACMC-1CDL1; DSSTox_CID_15206; DSSTox_RID_79248; DSSTox_GSID_35206; SCHEMBL93944; SPECTRUM1505174; 3,3'-dithiobis(prop-1-ene); Allyl disulfide, >=80%, FG; DTXSID9035206; FEMA 2028; 3-(Allyldisulfanyl)-1-propene #; NSC29228; ZINC1531082; 3,3'-disulfanediylbis(prop-1-ene); Tox21_302178; 7491AF; ANW-24581; BDBM50318453; Diallyl disulfide, >=98% (HPLC); NSC-29228; NSC797351; Diallyl disulfide, analytical standard; 3-(prop-2-enyldisulfanyl)-1-propene; AKOS015840490; Allyl disulfide, technical grade, 80%; CCG-214421; MCULE-7486690483; NSC-797351; NCGC00095294-01; NCGC00095294-02; NCGC00255533-01; NCI60_002410; CAS-2179-57-9; DB-003623; D0071; FT-0624594; ST51038174; C08369; A815665; Q419633; SR-05000002379; J-014293; SR-05000002379-1; UNII-609MRV3T0J component PFRGXCVKLLPLIP-UHFFFAOYSA-N; Allyl disulfide, United States Pharmacopeia (USP) Reference Standard
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Species Origin Allium sativum ...     Click to Show/Hide
Allium sativum
Kingdom: Viridiplantae
Phylum: Streptophyta
Class: Magnoliopsida
Order: Asparagales
Family: Amaryllidaceae
Genus: Allium
Species: Allium sativum
Disease Colon cancer [ICD-11: 2B90] Investigative [1]
Structure
Click to Download Mol
2D MOL

3D MOL

ADMET Property
Absporption
Caco-2 Permeability
 -4.43
 
MDCK Permeability
 -4.582
 
PAMPA
 - - -
 
HIA
 - - -
 
Distribution
VDss
 -0.101
 
PPB
 57%
 
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
 11.316
 
T1/2
 2.068
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.
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Formula
C6H10S2
PubChem CID
16590
Canonical SMILES
C=CCSSCC=C
InChI
1S/C6H10S2/c1-3-5-7-8-6-4-2/h3-4H,1-2,5-6H2
InChIKey
PFRGXCVKLLPLIP-UHFFFAOYSA-N
CAS Number
CAS 2179-57-9
ChEBI ID
CHEBI:4488
Herb ID
HBIN023558
Combinatorial Therapeutic Effect(s) Validated Clinically or Experimentally
    α. A List of Drug(s) Whose Efficacy can be Enhanced by This NP
          N-acetylcysteine      Liver disease     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
                    In-vivo Model C57BL/6 mice were used in this study.
                    Experimental
                    Result(s)		 Treatment with DADS and NAC together effectively protected the liver.
Target and Pathway
Target(s) X-linked inhibitor of apoptosis protein (XIAP)  Molecule Info  [3]
KEGG Pathway NF-kappa B signaling pathway Click to Show/Hide
2 Ubiquitin mediated proteolysis
3 Apoptosis
4 Focal adhesion
5 Toxoplasmosis
6 HTLV-I infection
7 Pathways in cancer
8 Small cell lung cancer
Panther Pathway Apoptosis signaling pathway Click to Show/Hide
Pathway Interaction Database p75(NTR)-mediated signaling Click to Show/Hide
2 BMP receptor signaling
3 Caspase Cascade in Apoptosis
4 TGF-beta receptor signaling
Reactome SMAC binds to IAPs Click to Show/Hide
2 SMAC-mediated dissociation of IAP:caspase complexes
3 Deactivation of the beta-catenin transactivating complex
4 RIPK1-mediated regulated necrosis
5 Regulation of TNFR1 signaling
6 TNFR1-induced NFkappaB signaling pathway
7 Regulation of necroptotic cell death
WikiPathways Copper homeostasis Click to Show/Hide
2 Focal Adhesion
3 Apoptosis
4 Intrinsic Pathway for Apoptosis
5 Apoptosis Modulation and Signaling
6 NOD pathway
References
Reference 1 Downregulation of LIMK1-ADF/cofilin by DADS inhibits the migration and invasion of colon cancer. Sci Rep. 2017 Mar 30;7:45624.
Reference 2 Prevention of acetaminophen-induced cataract by a combination of diallyl disulfide and N-acetylcysteine. J Ocul Pharmacol Ther. 1998 Aug;14(4):345-55.
Reference 3 Inhibition of cell growth and induction of apoptosis via inactivation of NF-kappaB by a sulfurcompound isolated from garlic in human colon cancer cells. J Pharmacol Sci. 2007 Aug;104(4):374-83.
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