Diallyl trisulfide

Details

• Internal ID: c9874f85-7eca-49de-a8fc-c7b86567da2c
• Taxonomy: Organosulfur compounds > Organic trisulfides
• IUPAC Name: 3-(prop-2-enyltrisulfanyl)prop-1-ene
• SMILES (Canonical): C=CCSSSCC=C
• SMILES (Isomeric): C=CCSSSCC=C
• InChI: InChI=1S/C6H10S3/c1-3-5-7-9-8-6-4-2/h3-4H,1-2,5-6H2
• InChI Key: UBAXRAHSPKWNCX-UHFFFAOYSA-N
• Popularity: 856 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆H₁₀S₃
• Molecular Weight: 178.30 g/mol
• Exact Mass: 177.99446384 g/mol
• Topological Polar Surface Area (TPSA): 75.90 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.39
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

• 2050-87-5
• ALLYL TRISULFIDE
• Allitridin
• Trisulfide, di-2-propenyl
• Diallyltrisulfide
• Diallyl trisulphide
• allitridum
• Di-2-propenyl trisulfide
• diallyltrisulfane
• 8008-99-9
• Dasuansu
• Trisulfide, di-2-propen-1-yl
• FEMA No. 3265
• 3-(prop-2-enyltrisulfanyl)prop-1-ene
• CCRIS 3251
• 1,3-Diallyltrisulfane
• C6H10S3
• EINECS 218-107-8
• NSC651936
• UNII-0ZO1U5A3XX
• NSC 651936
• BRN 1745734
• 0ZO1U5A3XX
• AI3-35127
• CHEMBL123040
• bis(prop-2-en-1-yl)trisulfane
• DTXSID9045972
• CHEBI:78492
• NSC-651936
• Prop-2-enyl prop-2-enylthio disulfide
• NCGC00095290-01
• 0-01-00-00441 (Beilstein Handbook Reference)
• Garlic powder
• 3-(allyltrisulfanyl)prop-1-ene
• Di-allyl-trisulfide
• ALLITRIDE
• Allyl trisulfide, 8CI
• Trisulfide di-2-propenyl
• 1,3-Diallyltrisulfane #
• Diprop-2-en-1-yltrisulfane
• (CH2=CHCH2S)2S
• Di-2-propen-1-yl trisulfide
• SCHEMBL562845
• SPECTRUM1505014
• UNII-V1V998DC17
• CCRIS 7640
• DIALLYL TRISULFIDE [MI]
• DTXCID7025972
• FEMA 3265
• 4,5,6-Trithia-1,8-nonadiene
• Diallyl Trisulfide (80per cent)
• DIALLYL TRISULFIDE [FHFI]
• UBAXRAHSPKWNCX-UHFFFAOYSA-N
• Trisulfide, di-2-propenyl (9CI)
• DIALLYL TRISULFIDE [WHO-DD]
• EINECS 232-371-1
• Tox21_111500
• BDBM50318454
• C6-H10-S3
• Diallyl trisulfide, >=97% (HPLC)
• Diallyl trisulfide, >=98% (HPLC)
• AKOS006282485
• 3-(prop-2-enyltrisulfanyl)-1-propene
• CCG-230978
• LS-2660
• NCGC00095290-02
• AS-75640
• CAS-2050-87-5
• HY-117235
• CS-0064491
• FT-0624607
• FT-0626632
• A814621
• Q-100252
• Q17148332

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9716	97.16%
Caco-2	+	0.5806	58.06%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Lysosomes	0.3633	36.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9325	93.25%
OATP1B3 inhibitior	+	0.9472	94.72%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9384	93.84%
P-glycoprotein inhibitior	-	0.9822	98.22%
P-glycoprotein substrate	-	0.9869	98.69%
CYP3A4 substrate	-	0.7312	73.12%
CYP2C9 substrate	-	0.8074	80.74%
CYP2D6 substrate	-	0.7683	76.83%
CYP3A4 inhibition	-	0.9605	96.05%
CYP2C9 inhibition	-	0.7262	72.62%
CYP2C19 inhibition	-	0.7078	70.78%
CYP2D6 inhibition	-	0.9040	90.40%
CYP1A2 inhibition	-	0.6930	69.30%
CYP2C8 inhibition	-	0.9573	95.73%
CYP inhibitory promiscuity	-	0.5788	57.88%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.7467	74.67%
Carcinogenicity (trinary)	Non-required	0.4835	48.35%
Eye corrosion	+	0.9123	91.23%
Eye irritation	+	0.9764	97.64%
Skin irritation	+	0.6967	69.67%
Skin corrosion	-	0.5120	51.20%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7350	73.50%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	+	0.4815	48.15%
Respiratory toxicity	-	0.8778	87.78%
Reproductive toxicity	-	0.9333	93.33%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	+	0.7419	74.19%
Acute Oral Toxicity (c)	II	0.6169	61.69%
Estrogen receptor binding	-	0.8437	84.37%
Androgen receptor binding	-	0.8719	87.19%
Thyroid receptor binding	-	0.5409	54.09%
Glucocorticoid receptor binding	-	0.6404	64.04%
Aromatase binding	-	0.8079	80.79%
PPAR gamma	+	0.5171	51.71%
Honey bee toxicity	-	0.5000	50.00%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9711	97.11%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	28183.8 nM	Potency	via CMAUP
CHEMBL3577	P00352	Aldehyde dehydrogenase 1A1	12589.3 nM	Potency	via CMAUP
CHEMBL340	P08684	Cytochrome P450 3A4	39810.7 nM; 39810.7 nM	Potency; Potency	via CMAUP; via CMAUP
CHEMBL6007	O75762	Transient receptor potential cation channel subfamily A member 1	490 nM; 490 nM	EC50; EC50	PMID: 20356305; via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	87.07%	83.57%
CHEMBL4040	P28482	MAP kinase ERK2	80.08%	83.82%

Plants that contains it

• Allium chinense
• Allium macrochaetum
• Allium macrostemon
• Allium sativum
• Allium ursinum
• Aniba megaphylla
• Berberis integerrima
• Calocedrus decurrens
• Digitalis sceptrum
• Herbertus sakuraii
• Mansoa alliacea
• Nauclea latifolia
• Orthopappus angustifolius
• Scurrula parasitica

Cross-Links

• PubChem: 16315
• NPASS: NPC220140
• ChEMBL: CHEMBL123040
• LOTUS: LTS0055014
• wikiData: Q17148332