Varacin B

Details

• Internal ID: 0eb92817-ae93-4805-a0a7-4ca7076ba193
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Phenethylamines
• IUPAC Name: 2-(6,7-dimethoxy-1-oxo-1lambda4,2,3-benzotrithiol-4-yl)ethanamine
• SMILES (Canonical): COC1=C(C2=C(C(=C1)CCN)SSS2=O)OC
• SMILES (Isomeric): COC1=C(C2=C(C(=C1)CCN)SSS2=O)OC
• InChI: InChI=1S/C10H13NO3S3/c1-13-7-5-6(3-4-11)9-10(8(7)14-2)17(12)16-15-9/h5H,3-4,11H2,1-2H3
• InChI Key: UALMZMRPHXWXKI-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₃NO₃S₃
• Molecular Weight: 291.40 g/mol
• Exact Mass: 291.00575680 g/mol
• Topological Polar Surface Area (TPSA): 131.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.98
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• 2-(6,7-Dimethoxy-1-oxo-1lambda4,2,3-benzotrithiol-4-yl)ethanamine

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9974	99.74%
Caco-2	+	0.6701	67.01%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.7714	77.14%
Subcellular localzation	Lysosomes	0.6177	61.77%
OATP2B1 inhibitior	-	0.8601	86.01%
OATP1B1 inhibitior	+	0.9218	92.18%
OATP1B3 inhibitior	+	0.9411	94.11%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.8010	80.10%
P-glycoprotein inhibitior	-	0.8441	84.41%
P-glycoprotein substrate	-	0.7672	76.72%
CYP3A4 substrate	-	0.5303	53.03%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	+	0.5184	51.84%
CYP3A4 inhibition	-	0.8967	89.67%
CYP2C9 inhibition	-	0.6600	66.00%
CYP2C19 inhibition	-	0.5294	52.94%
CYP2D6 inhibition	-	0.8110	81.10%
CYP1A2 inhibition	+	0.6340	63.40%
CYP2C8 inhibition	+	0.4546	45.46%
CYP inhibitory promiscuity	+	0.5303	53.03%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6500	65.00%
Carcinogenicity (trinary)	Non-required	0.6052	60.52%
Eye corrosion	-	0.9583	95.83%
Eye irritation	-	0.8908	89.08%
Skin irritation	-	0.7266	72.66%
Skin corrosion	-	0.8960	89.60%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5315	53.15%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.8176	81.76%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.6313	63.13%
Acute Oral Toxicity (c)	III	0.5256	52.56%
Estrogen receptor binding	+	0.6570	65.70%
Androgen receptor binding	-	0.6351	63.51%
Thyroid receptor binding	-	0.4878	48.78%
Glucocorticoid receptor binding	+	0.6926	69.26%
Aromatase binding	-	0.7498	74.98%
PPAR gamma	+	0.5614	56.14%
Honey bee toxicity	-	0.8516	85.16%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	-	0.6062	60.62%

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	98.07%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.92%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.11%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.45%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.23%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.65%	95.56%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.97%	89.62%
CHEMBL2535	P11166	Glucose transporter	86.75%	98.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.63%	94.00%
CHEMBL1255126	O15151	Protein Mdm4	84.31%	90.20%
CHEMBL1287628	Q9Y5S8	NADPH oxidase 1	82.72%	95.48%
CHEMBL4581	P52732	Kinesin-like protein 1	82.59%	93.18%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.80%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10062887
• LOTUS: LTS0135145
• wikiData: Q105268890