Benzyl trisulfide

Details

• Internal ID: 3fb9b940-8034-49dd-9b39-ade2d67e4569
• Taxonomy: Benzenoids > Benzene and substituted derivatives
• IUPAC Name: (benzyltrisulfanyl)methylbenzene
• SMILES (Canonical): C1=CC=C(C=C1)CSSSCC2=CC=CC=C2
• SMILES (Isomeric): C1=CC=C(C=C1)CSSSCC2=CC=CC=C2
• InChI: InChI=1S/C14H14S3/c1-3-7-13(8-4-1)11-15-17-16-12-14-9-5-2-6-10-14/h1-10H,11-12H2
• InChI Key: UXDMWYANCHMSJX-UHFFFAOYSA-N
• Popularity: 61 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₄S₃
• Molecular Weight: 278.50 g/mol
• Exact Mass: 278.02576397 g/mol
• Topological Polar Surface Area (TPSA): 75.90 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 5.42
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

• 6493-73-8
• Dibenzyl trisulfide
• dibenzyltrisulfane
• Benzyltrisulfide
• Trisulfide, bis(phenylmethyl)
• (benzyltrisulfanyl)methylbenzene
• Bis(phenylmethyl)trisulfide
• C8U5BEF9RN
• DTS
• 1,3-Dibenzyltrisulfane
• dibenzyl trisulphide
• UNII-C8U5BEF9RN
• 1,3-Dibenzyltrisulfane #
• Trisulfane, bis(phenylmethyl)-
• CHEMBL378770
• SCHEMBL2803113
• DTXSID90215247
• UXDMWYANCHMSJX-UHFFFAOYSA-N
• NSC709944
• AKOS015913250
• NSC-709944
• GUINEA HEN WEED ACTIVE INGREDIENT
• NCI60_038710
• FT-0663069
• A854560

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9843	98.43%
Caco-2	+	0.8649	86.49%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.7714	77.14%
Subcellular localzation	Mitochondria	0.5825	58.25%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9543	95.43%
OATP1B3 inhibitior	+	0.9436	94.36%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.6262	62.62%
P-glycoprotein inhibitior	-	0.9417	94.17%
P-glycoprotein substrate	-	0.9562	95.62%
CYP3A4 substrate	-	0.7955	79.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6990	69.90%
CYP3A4 inhibition	-	0.9014	90.14%
CYP2C9 inhibition	+	0.6067	60.67%
CYP2C19 inhibition	+	0.6582	65.82%
CYP2D6 inhibition	-	0.8476	84.76%
CYP1A2 inhibition	+	0.5499	54.99%
CYP2C8 inhibition	-	0.8102	81.02%
CYP inhibitory promiscuity	+	0.8471	84.71%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.5752	57.52%
Carcinogenicity (trinary)	Non-required	0.5167	51.67%
Eye corrosion	+	0.6848	68.48%
Eye irritation	+	0.9512	95.12%
Skin irritation	+	0.5481	54.81%
Skin corrosion	-	0.7303	73.03%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5417	54.17%
Micronuclear	-	0.7141	71.41%
Hepatotoxicity	+	0.7052	70.52%
skin sensitisation	+	0.5090	50.90%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	-	0.8556	85.56%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	-	0.5952	59.52%
Acute Oral Toxicity (c)	III	0.4840	48.40%
Estrogen receptor binding	+	0.8249	82.49%
Androgen receptor binding	-	0.6893	68.93%
Thyroid receptor binding	-	0.5206	52.06%
Glucocorticoid receptor binding	-	0.7185	71.85%
Aromatase binding	-	0.6623	66.23%
PPAR gamma	+	0.7201	72.01%
Honey bee toxicity	-	0.8855	88.55%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.7500	75.00%
Fish aquatic toxicity	+	0.9955	99.55%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	89.42%	90.17%
CHEMBL2581	P07339	Cathepsin D	89.25%	98.95%
CHEMBL3902	P09211	Glutathione S-transferase Pi	86.73%	93.81%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.70%	94.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.24%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.24%	96.09%

Plants that contains it

• Petiveria alliacea

Cross-Links

• PubChem: 122842
• LOTUS: LTS0133165
• wikiData: Q83091230