Diallyl sulfide

Details

• Internal ID: 42def597-d6f0-483f-b92a-e1352223e89d
• Taxonomy: Organosulfur compounds > Allyl sulfur compounds
• IUPAC Name: 3-prop-2-enylsulfanylprop-1-ene
• SMILES (Canonical): C=CCSCC=C
• SMILES (Isomeric): C=CCSCC=C
• InChI: InChI=1S/C6H10S/c1-3-5-7-6-4-2/h3-4H,1-2,5-6H2
• InChI Key: UBJVUCKUDDKUJF-UHFFFAOYSA-N
• Popularity: 1,661 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆H₁₀S
• Molecular Weight: 114.21 g/mol
• Exact Mass: 114.05032149 g/mol
• Topological Polar Surface Area (TPSA): 25.30 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.09
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• Allyl sulfide
• 592-88-1
• Diallyl sulphide
• Diallyl thioether
• 1-Propene, 3,3'-thiobis-
• Diallyl monosulfide
• Thioallyl ether
• Allyl monosulfide
• diallylsulfide
• Allyl sulphide
• 2-Propenyl sulphide
• 3-prop-2-enylsulfanylprop-1-ene
• 3,3-Thiobis(1-propene)
• NSC 20947
• di-2-Propenyl sulfide
• FEMA No. 2042
• 3-(prop-2-en-1-ylsulfanyl)prop-1-ene
• Dially monosulfide
• C6H10S
• CCRIS 3252
• HSDB 7333
• 3-Allylsulfanyl-propene
• Di(2-propenyl) sulfide
• Bis(2-propenyl) sulfide
• EINECS 209-775-1
• MFCD00008658
• UNII-60G7CF7CWZ
• BRN 1736016
• 60G7CF7CWZ
• AI3-18865
• CHEBI:4489
• CHEMBL170458
• NSC-20947
• 4-01-00-02097 (Beilstein Handbook Reference)
• 3-allylsulfanylprop-1-ene
• diallylsulfane
• Diallysulfide
• Diallyl thioather
• diallyl monosulphide
• di-2-propenylsulfide
• Allyl sulfide, 97%
• Spectrum2_000837
• Spectrum3_001991
• 1-Propene,3'-thiobis-
• 4-Thia-1,6-heptadiene
• ALLYL SULFIDE [MI]
• SCHEMBL45800
• ALLYL SULFIDE [FHFI]
• ALLYL SULFIDE [HSDB]
• BSPBio_003591
• Prop-1-ene-3,3'-thiobis
• 1-propeno, 3,3'-tiobis-
• (CH2=CHCH2)2S
• 3,3'-thiobis(prop-1-ene)
• 3-(Allylsulfanyl)-1-propene
• SPECTRUM1505293
• SPBio_000793
• Allyl sulfide, >=97%, FG
• WLN: 1U2S2U1
• ALLYL SULFIDE [USP-RS]
• DI(2-PROPENYL) SULPHIDE
• DTXSID6060470
• 3-(Allylsulfanyl)-1-propene #
• FEMA 2042
• KBio3_003027
• BIS(2-PROPENYL) SULPHIDE
• 3,3'-Thiobis-1-propene, 9CI
• Allyl sulfide (6CI 7CI 8CI)
• Allyl sulfide, analytical standard
• NSC20947
• BDBM50318452
• CCG-40295
• STL453662
• AKOS015897442
• SDCCGMLS-0066835.P001
• NCGC00095345-01
• NCGC00095345-02
• LS-16414
• A0235
• FT-0624605
• C08370
• EN300-220520
• SR-05000002373
• Q-100687
• SR-05000002373-1
• Q11587666
• Z1208219429
• Allyl sulfide, United States Pharmacopeia (USP) Reference Standard
• InChI=1/C6H10S/c1-3-5-7-6-4-2/h3-4H,1-2,5-6H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9730	97.30%
Caco-2	+	0.7068	70.68%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Lysosomes	0.5392	53.92%
OATP2B1 inhibitior	-	0.8651	86.51%
OATP1B1 inhibitior	+	0.9413	94.13%
OATP1B3 inhibitior	+	0.9532	95.32%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9490	94.90%
P-glycoprotein inhibitior	-	0.9832	98.32%
P-glycoprotein substrate	-	0.9922	99.22%
CYP3A4 substrate	-	0.7668	76.68%
CYP2C9 substrate	-	0.8074	80.74%
CYP2D6 substrate	-	0.7656	76.56%
CYP3A4 inhibition	-	0.9586	95.86%
CYP2C9 inhibition	-	0.8034	80.34%
CYP2C19 inhibition	-	0.7404	74.04%
CYP2D6 inhibition	-	0.9623	96.23%
CYP1A2 inhibition	-	0.6525	65.25%
CYP2C8 inhibition	-	0.9596	95.96%
CYP inhibitory promiscuity	-	0.6960	69.60%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.6783	67.83%
Carcinogenicity (trinary)	Non-required	0.3817	38.17%
Eye corrosion	+	0.9931	99.31%
Eye irritation	+	0.9753	97.53%
Skin irritation	+	0.9011	90.11%
Skin corrosion	+	0.6246	62.46%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6869	68.69%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	+	0.8080	80.80%
Respiratory toxicity	-	0.9111	91.11%
Reproductive toxicity	-	0.8812	88.12%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	+	0.6564	65.64%
Acute Oral Toxicity (c)	III	0.8261	82.61%
Estrogen receptor binding	-	0.8113	81.13%
Androgen receptor binding	-	0.9019	90.19%
Thyroid receptor binding	-	0.7326	73.26%
Glucocorticoid receptor binding	-	0.6892	68.92%
Aromatase binding	-	0.7736	77.36%
PPAR gamma	-	0.5993	59.93%
Honey bee toxicity	+	0.5468	54.68%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.8148	81.48%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293232	Q16637	Survival motor neuron protein	14125.4 nM	Potency	via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.24%	89.34%

Plants that contains it

• Allium cepa
• Allium chinense
• Allium fistulosum
• Allium macrochaetum
• Allium macrostemon
• Allium sativum
• Aniba megaphylla
• Berberis integerrima
• Calocedrus decurrens
• Chrysosplenium americanum
• Digitalis sceptrum
• Eriocapitella tomentosa
• Eritrichium sericeum
• Herbertus sakuraii
• Mansoa alliacea
• Nauclea latifolia
• Olea europaea
• Orthopappus angustifolius
• Phlogacanthus tubiflorus
• Sabia japonica
• Scurrula parasitica
• Woodsia manchuriensis

Cross-Links

• PubChem: 11617
• NPASS: NPC156018
• ChEMBL: CHEMBL170458
• LOTUS: LTS0069687
• wikiData: Q11587666