Varicuothiol B

Details

• Internal ID: c7157471-eb43-411e-88b1-bee2516e30f9
• Taxonomy: Organoheterocyclic compounds > Dioxolanes > 1,2-dioxolanes
• IUPAC Name: [(1R)-1-[(1S,4R,5S,8R)-4-hydroxy-1-(sulfanylmethyl)-6,7-dioxabicyclo[3.2.1]oct-2-en-8-yl]ethyl] acetate
• SMILES (Canonical): CC(C1C2C(C=CC1(OO2)CS)O)OC(=O)C
• SMILES (Isomeric): C[C@H]([C@@H]1[C@H]2[C@@H](C=C[C@@]1(OO2)CS)O)OC(=O)C
• InChI: InChI=1S/C11H16O5S/c1-6(14-7(2)12)9-10-8(13)3-4-11(9,5-17)16-15-10/h3-4,6,8-10,13,17H,5H2,1-2H3/t6-,8-,9-,10-,11-/m1/s1
• InChI Key: IRRMFNNBOISQCO-NENRSDFPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₆O₅S
• Molecular Weight: 260.31 g/mol
• Exact Mass: 260.07184478 g/mol
• Topological Polar Surface Area (TPSA): 66.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.48
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8737	87.37%
Caco-2	-	0.7563	75.63%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6400	64.00%
OATP2B1 inhibitior	-	0.8596	85.96%
OATP1B1 inhibitior	+	0.9176	91.76%
OATP1B3 inhibitior	+	0.9043	90.43%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8517	85.17%
P-glycoprotein inhibitior	-	0.9346	93.46%
P-glycoprotein substrate	-	0.6609	66.09%
CYP3A4 substrate	+	0.5160	51.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8682	86.82%
CYP3A4 inhibition	-	0.8280	82.80%
CYP2C9 inhibition	-	0.9163	91.63%
CYP2C19 inhibition	-	0.8463	84.63%
CYP2D6 inhibition	-	0.9398	93.98%
CYP1A2 inhibition	-	0.8732	87.32%
CYP2C8 inhibition	-	0.7882	78.82%
CYP inhibitory promiscuity	-	0.8486	84.86%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.5353	53.53%
Eye corrosion	-	0.9689	96.89%
Eye irritation	-	0.9938	99.38%
Skin irritation	-	0.7511	75.11%
Skin corrosion	-	0.9001	90.01%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7996	79.96%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.5927	59.27%
skin sensitisation	-	0.7250	72.50%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.6924	69.24%
Acute Oral Toxicity (c)	III	0.5099	50.99%
Estrogen receptor binding	-	0.6545	65.45%
Androgen receptor binding	-	0.6702	67.02%
Thyroid receptor binding	+	0.5249	52.49%
Glucocorticoid receptor binding	-	0.5804	58.04%
Aromatase binding	-	0.7155	71.55%
PPAR gamma	-	0.5825	58.25%
Honey bee toxicity	-	0.7632	76.32%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.7442	74.42%

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	95.17%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	93.57%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.04%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.66%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.11%	91.11%
CHEMBL2581	P07339	Cathepsin D	88.98%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	81.40%	91.19%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.95%	97.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.80%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.48%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146684059
• LOTUS: LTS0135790
• wikiData: Q105119065