Sulforaphene

Details

• Internal ID: 1a6d458f-2e5c-4330-b66d-e02d425250c8
• Taxonomy: Organosulfur compounds > Sulfoxides
• IUPAC Name: (E)-4-isothiocyanato-1-methylsulfinylbut-1-ene
• SMILES (Canonical): CS(=O)C=CCCN=C=S
• SMILES (Isomeric): CS(=O)/C=C/CCN=C=S
• InChI: InChI=1S/C6H9NOS2/c1-10(8)5-3-2-4-7-6-9/h3,5H,2,4H2,1H3/b5-3+
• InChI Key: QKGJFQMGPDVOQE-HWKANZROSA-N
• Popularity: 48 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆H₉NOS₂
• Molecular Weight: 175.30 g/mol
• Exact Mass: 175.01255626 g/mol
• Topological Polar Surface Area (TPSA): 80.70 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.37
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• 592-95-0
• Sulforaphen
• Raphanin
• Sulphoraphen
• sulphoraphene
• 4-Isothiocyanato-1-(methylsulfinyl)-1-butene
• (R)-(E)-Sulforaphene
• UNII-NCO9MC39IO
• (E)-4-isothiocyanato-1-methylsulfinylbut-1-ene
• 1-Methylsulfinylbutenyl isothiocyante
• ISOTHIOCYANIC ACID, 4-(METHYLSULFINYL)-3-BUTENYL ESTER
• 1-Butene, 4-isothiocyanato-1-(methylsulfinyl)-
• (1E)-4-isothiocyanato-1-methanesulfinylbut-1-ene
• NCO9MC39IO
• S-Sulforaphene
• CHEMBL49659
• SCHEMBL2937706
• HY-N2450
• AKOS006274434
• AKOS040760048
• AC-34422
• LS-86429
• MS-22937
• CS-0022676
• F21504
• (E)-4-Isothiocyanato-1-methylsulfinyl-1-butene
• (-)4-Isothiocyanato-4R-(methylsulfinyl)-1-butene
• Q7294040

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9265	92.65%
Caco-2	+	0.7791	77.91%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	+	0.8286	82.86%
Subcellular localzation	Lysosomes	0.4973	49.73%
OATP2B1 inhibitior	-	0.8652	86.52%
OATP1B1 inhibitior	+	0.9054	90.54%
OATP1B3 inhibitior	+	0.9444	94.44%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.9436	94.36%
P-glycoprotein inhibitior	-	0.9715	97.15%
P-glycoprotein substrate	-	0.9507	95.07%
CYP3A4 substrate	-	0.5913	59.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8193	81.93%
CYP3A4 inhibition	-	0.9463	94.63%
CYP2C9 inhibition	-	0.8329	83.29%
CYP2C19 inhibition	-	0.7401	74.01%
CYP2D6 inhibition	-	0.8823	88.23%
CYP1A2 inhibition	-	0.6201	62.01%
CYP2C8 inhibition	-	0.9385	93.85%
CYP inhibitory promiscuity	-	0.7270	72.70%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.5778	57.78%
Carcinogenicity (trinary)	Non-required	0.6188	61.88%
Eye corrosion	+	0.4515	45.15%
Eye irritation	+	0.9299	92.99%
Skin irritation	-	0.5378	53.78%
Skin corrosion	-	0.5000	50.00%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5678	56.78%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.6599	65.99%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	-	0.8111	81.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.7058	70.58%
Acute Oral Toxicity (c)	II	0.4141	41.41%
Estrogen receptor binding	-	0.7490	74.90%
Androgen receptor binding	-	0.9151	91.51%
Thyroid receptor binding	-	0.7732	77.32%
Glucocorticoid receptor binding	-	0.5799	57.99%
Aromatase binding	-	0.5668	56.68%
PPAR gamma	-	0.8612	86.12%
Honey bee toxicity	-	0.6243	62.43%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	-	0.8600	86.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.56%	96.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.11%	89.34%

Plants that contains it

• Caragana tibetica
• Cleome chrysantha
• Dalbergia odorifera
• Matthiola incana
• Raphanus raphanistrum subsp. sativus

Cross-Links

• PubChem: 6433206
• NPASS: NPC205586
• LOTUS: LTS0043736
• wikiData: Q7294040