Varacin A

Details

• Internal ID: 82db904b-bf46-441f-99b1-28a2b10ef2bd
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Phenethylamines
• IUPAC Name: 2-(4,5-dimethoxy-1,2,3-benzotrithiol-7-yl)ethanamine
• SMILES (Canonical): COC1=C(C2=C(C(=C1)CCN)SSS2)OC
• SMILES (Isomeric): COC1=C(C2=C(C(=C1)CCN)SSS2)OC
• InChI: InChI=1S/C10H13NO2S3/c1-12-7-5-6(3-4-11)9-10(8(7)13-2)15-16-14-9/h5H,3-4,11H2,1-2H3
• InChI Key: UNCWRRPZMNUQDN-UHFFFAOYSA-N
• Popularity: 7 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₃NO₂S₃
• Molecular Weight: 275.40 g/mol
• Exact Mass: 275.01084218 g/mol
• Topological Polar Surface Area (TPSA): 120.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.97
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• 6,7-dimethoxy-4-benzotrithioleethanamine
• 2-(4,5-Dimethoxy-1,2,3-benzotrithiol-7-yl)ethanamine

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7127	71.27%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.7714	77.14%
Subcellular localzation	Lysosomes	0.4474	44.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9240	92.40%
OATP1B3 inhibitior	+	0.9425	94.25%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.8420	84.20%
P-glycoprotein inhibitior	-	0.9152	91.52%
P-glycoprotein substrate	-	0.7907	79.07%
CYP3A4 substrate	-	0.5998	59.98%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	+	0.6327	63.27%
CYP3A4 inhibition	-	0.8499	84.99%
CYP2C9 inhibition	-	0.7328	73.28%
CYP2C19 inhibition	+	0.5228	52.28%
CYP2D6 inhibition	-	0.6856	68.56%
CYP1A2 inhibition	+	0.7377	73.77%
CYP2C8 inhibition	+	0.5189	51.89%
CYP inhibitory promiscuity	+	0.6929	69.29%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7800	78.00%
Carcinogenicity (trinary)	Non-required	0.5777	57.77%
Eye corrosion	-	0.9287	92.87%
Eye irritation	-	0.7627	76.27%
Skin irritation	-	0.6511	65.11%
Skin corrosion	-	0.8551	85.51%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5632	56.32%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	-	0.5341	53.41%
skin sensitisation	-	0.7843	78.43%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.7730	77.30%
Acute Oral Toxicity (c)	III	0.4789	47.89%
Estrogen receptor binding	-	0.6049	60.49%
Androgen receptor binding	-	0.6212	62.12%
Thyroid receptor binding	+	0.6276	62.76%
Glucocorticoid receptor binding	+	0.5548	55.48%
Aromatase binding	-	0.7534	75.34%
PPAR gamma	-	0.6004	60.04%
Honey bee toxicity	-	0.8934	89.34%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	-	0.6973	69.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.40%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.23%	91.11%
CHEMBL3492	P49721	Proteasome Macropain subunit	93.12%	90.24%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.93%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.61%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.18%	96.00%
CHEMBL1255126	O15151	Protein Mdm4	89.08%	90.20%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.82%	96.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.78%	95.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.63%	94.00%
CHEMBL1287628	Q9Y5S8	NADPH oxidase 1	84.51%	95.48%
CHEMBL4208	P20618	Proteasome component C5	83.86%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.80%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.28%	92.62%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.10%	89.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 9993558
• LOTUS: LTS0093610
• wikiData: Q105275915