(-)-Dioxibrassinin

Details

• Internal ID: 586e8a88-1437-4a29-b085-011c86284bbc
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Amino acids and derivatives > Beta amino acids and derivatives
• IUPAC Name: methyl N-[(3-hydroxy-2-oxo-1H-indol-3-yl)methyl]carbamodithioate
• SMILES (Canonical): CSC(=S)NCC1(C2=CC=CC=C2NC1=O)O
• SMILES (Isomeric): CSC(=S)NCC1(C2=CC=CC=C2NC1=O)O
• InChI: InChI=1S/C11H12N2O2S2/c1-17-10(16)12-6-11(15)7-4-2-3-5-8(7)13-9(11)14/h2-5,15H,6H2,1H3,(H,12,16)(H,13,14)
• InChI Key: DXLDPLVGKCAHPY-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₂N₂O₂S₂
• Molecular Weight: 268.40 g/mol
• Exact Mass: 268.03401998 g/mol
• Topological Polar Surface Area (TPSA): 119.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.06
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

• Dioxibrassinin
• dioxy-brassinin
• SCHEMBL16377153
• CHEBI:173897
• methyl N-[(3-hydroxy-2-oxo-1H-indol-3-yl)methyl]carbamodithioate
• N-[(3-hydroxy-2-oxo-2,3-dihydro-1H-indol-3-yl)methyl](methylsulfanyl)carbothioamide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8905	89.05%
Caco-2	+	0.6733	67.33%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6527	65.27%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9365	93.65%
OATP1B3 inhibitior	+	0.9436	94.36%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8728	87.28%
P-glycoprotein inhibitior	-	0.9623	96.23%
P-glycoprotein substrate	-	0.8132	81.32%
CYP3A4 substrate	-	0.5083	50.83%
CYP2C9 substrate	-	0.5888	58.88%
CYP2D6 substrate	-	0.7868	78.68%
CYP3A4 inhibition	-	0.6856	68.56%
CYP2C9 inhibition	-	0.6557	65.57%
CYP2C19 inhibition	-	0.6280	62.80%
CYP2D6 inhibition	-	0.8987	89.87%
CYP1A2 inhibition	+	0.5412	54.12%
CYP2C8 inhibition	-	0.9135	91.35%
CYP inhibitory promiscuity	+	0.5612	56.12%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8713	87.13%
Carcinogenicity (trinary)	Non-required	0.6109	61.09%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.5788	57.88%
Skin irritation	-	0.7695	76.95%
Skin corrosion	-	0.9197	91.97%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8833	88.33%
Micronuclear	+	0.8132	81.32%
Hepatotoxicity	-	0.5551	55.51%
skin sensitisation	-	0.8244	82.44%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.6195	61.95%
Acute Oral Toxicity (c)	III	0.6039	60.39%
Estrogen receptor binding	+	0.5690	56.90%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.8087	80.87%
Glucocorticoid receptor binding	-	0.5294	52.94%
Aromatase binding	+	0.6352	63.52%
PPAR gamma	+	0.5942	59.42%
Honey bee toxicity	-	0.9110	91.10%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	-	0.8007	80.07%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.42%	91.11%
CHEMBL4208	P20618	Proteasome component C5	94.61%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.74%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.21%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.89%	82.69%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.54%	93.03%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.44%	96.09%
CHEMBL255	P29275	Adenosine A2b receptor	80.03%	98.59%

Plants that contains it

• Brassica oleracea

Cross-Links

• PubChem: 11807698
• LOTUS: LTS0105258
• wikiData: Q104991060