Dibenzyl Disulfide

Details

• Internal ID: 20ee6bdc-9276-4322-befa-fc7f49532771
• Taxonomy: Benzenoids > Benzene and substituted derivatives
• IUPAC Name: (benzyldisulfanyl)methylbenzene
• SMILES (Canonical): C1=CC=C(C=C1)CSSCC2=CC=CC=C2
• SMILES (Isomeric): C1=CC=C(C=C1)CSSCC2=CC=CC=C2
• InChI: InChI=1S/C14H14S2/c1-3-7-13(8-4-1)11-15-16-12-14-9-5-2-6-10-14/h1-10H,11-12H2
• InChI Key: GVPWHKZIJBODOX-UHFFFAOYSA-N
• Popularity: 344 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₄S₂
• Molecular Weight: 246.40 g/mol
• Exact Mass: 246.05369279 g/mol
• Topological Polar Surface Area (TPSA): 50.60 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 4.77
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

• 150-60-7
• Benzyl disulfide
• Disulfide, bis(phenylmethyl)
• 1,2-dibenzyldisulfane
• Benzyl bisulfide
• Dibenzyl disulphide
• Dibenzyldisulfid
• Di(phenylmethyl)disulfide
• DISULFIDE, DIBENZYL
• Bis(phenylmethyl) disulfide
• (benzyldisulfanyl)methylbenzene
• 1,4-Diphenyl-2,3-dithiabutane
• Di(phenylmethyl) disulfide
• Benzyldisulfide
• alpha-(Benzyldithio)toluene
• 1,4-Diphenyl-2,3-dithiobutane
• [(Benzyldisulfanyl)methyl]benzene
• Diphenylmethyl disulfide
• FEMA No. 3617
• NSC 6841
• .alpha.-(Benzyldithio)toluene
• NSC 677465
• BDS
• 4,4'-Biphenyldiglyoxal disodium bisulfite
• 1,1'-[dithiobis(methylene)]dibenzene
• NSC-677465
• ghl.PD_Mitscher_leg0.312
• CHEBI:72752
• NSC-6841
• NSC677465
• BG7680605N
• Dibenzyldisulfide
• Dibenzyldisulfid [Czech]
• CCRIS 6924
• EINECS 205-764-0
• 1,1'-(disulfanediyldimethanediyl)dibenzene
• benzyl disulphide
• dibenzyldisulphide
• UNII-BG7680605N
• dibenzyl-disulfide
• 1,3-dithiabutane
• Benzyl disulfide, 8CI
• Benzyl disulfide (8CI)
• Dibenzyl disulfide, 98%
• WLN: R1SS1R
• DAILUBE S 700
• Benzyl disulfide, 98%, FG
• benzyldisulfanyl-methyl-benzene
• SCHEMBL160895
• CHEMBL121047
• BENZYL DISULFIDE [FHFI]
• DIBENZYL DISULFIDE [MI]
• DTXSID6059738
• FEMA 3617
• NSC6841
• BENZYL DISULFIDE [USP-RS]
• Bis(phenylmethyl) disulfide, 9CI
• [(Benzyldisulfanyl)methyl]benzene #
• MFCD00004783
• AKOS005177808
• CS-W010232
• Dibenzyl disulfide, analytical standard
• HY-W009516
• B0417
• FT-0624652
• EN300-16500
• D77707
• A809057
• Dibenzyl disulfide 2 microg/mL in Transformer Oil
• Dibenzyl disulfide 10 microg/mL in Transformer Oil
• J-008720
• Q27140119
• Z55949860
• Benzyl disulfide, United States Pharmacopeia (USP) Reference Standard
• InChI=1/C14H14S2/c1-3-7-13(8-4-1)11-15-16-12-14-9-5-2-6-10-14/h1-10H,11-12H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9815	98.15%
Caco-2	+	0.9014	90.14%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	+	0.8143	81.43%
Subcellular localzation	Mitochondria	0.5781	57.81%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9597	95.97%
OATP1B3 inhibitior	+	0.9427	94.27%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.5113	51.13%
P-glycoprotein inhibitior	-	0.9454	94.54%
P-glycoprotein substrate	-	0.9755	97.55%
CYP3A4 substrate	-	0.8196	81.96%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6990	69.90%
CYP3A4 inhibition	-	0.5877	58.77%
CYP2C9 inhibition	+	0.7794	77.94%
CYP2C19 inhibition	+	0.8215	82.15%
CYP2D6 inhibition	-	0.7138	71.38%
CYP1A2 inhibition	+	0.7489	74.89%
CYP2C8 inhibition	-	0.8455	84.55%
CYP inhibitory promiscuity	+	0.9177	91.77%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.5867	58.67%
Carcinogenicity (trinary)	Non-required	0.4258	42.58%
Eye corrosion	+	0.7672	76.72%
Eye irritation	+	0.9818	98.18%
Skin irritation	+	0.6586	65.86%
Skin corrosion	-	0.6944	69.44%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4466	44.66%
Micronuclear	-	0.8073	80.73%
Hepatotoxicity	+	0.7001	70.01%
skin sensitisation	+	0.6092	60.92%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	-	0.9111	91.11%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	-	0.6176	61.76%
Acute Oral Toxicity (c)	III	0.5464	54.64%
Estrogen receptor binding	+	0.8518	85.18%
Androgen receptor binding	-	0.6907	69.07%
Thyroid receptor binding	-	0.5472	54.72%
Glucocorticoid receptor binding	-	0.7832	78.32%
Aromatase binding	+	0.6617	66.17%
PPAR gamma	+	0.7690	76.90%
Honey bee toxicity	-	0.8789	87.89%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.7500	75.00%
Fish aquatic toxicity	+	0.9960	99.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	91.86%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	90.38%	90.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.31%	94.62%
CHEMBL3902	P09211	Glutathione S-transferase Pi	85.03%	93.81%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.09%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.88%	95.56%
CHEMBL240	Q12809	HERG	81.29%	89.76%

Plants that contains it

• Petiveria alliacea

Cross-Links

• PubChem: 9012
• LOTUS: LTS0250519
• wikiData: Q27140119