Varioxiranediol

Details

• Internal ID: 0959ad19-9c0e-443d-9fe7-70d4d89c7266
• Taxonomy: Organoheterocyclic compounds > Isocoumarans
• IUPAC Name: (1R,2R)-3-[(1R)-4-methoxy-1,3-dihydro-2-benzofuran-1-yl]-1-[(2R,3R)-3-methyloxiran-2-yl]propane-1,2-diol
• SMILES (Canonical): CC1C(O1)C(C(CC2C3=C(CO2)C(=CC=C3)OC)O)O
• SMILES (Isomeric): C[C@@H]1[C@H](O1)[C@@H]([C@@H](C[C@@H]2C3=C(CO2)C(=CC=C3)OC)O)O
• InChI: InChI=1S/C15H20O5/c1-8-15(20-8)14(17)11(16)6-13-9-4-3-5-12(18-2)10(9)7-19-13/h3-5,8,11,13-17H,6-7H2,1-2H3/t8-,11-,13-,14-,15+/m1/s1
• InChI Key: SSAMALNYLVNQLL-GNWSSZPXSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₅
• Molecular Weight: 280.32 g/mol
• Exact Mass: 280.13107373 g/mol
• Topological Polar Surface Area (TPSA): 71.40 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 1.17
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• RefChem:193765
• CHEMBL4162660

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9697	96.97%
Caco-2	-	0.5166	51.66%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7695	76.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9435	94.35%
OATP1B3 inhibitior	+	0.9458	94.58%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7926	79.26%
P-glycoprotein inhibitior	-	0.9393	93.93%
P-glycoprotein substrate	-	0.5492	54.92%
CYP3A4 substrate	+	0.5526	55.26%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4261	42.61%
CYP3A4 inhibition	-	0.6657	66.57%
CYP2C9 inhibition	-	0.8283	82.83%
CYP2C19 inhibition	-	0.7014	70.14%
CYP2D6 inhibition	-	0.8799	87.99%
CYP1A2 inhibition	-	0.5255	52.55%
CYP2C8 inhibition	-	0.5583	55.83%
CYP inhibitory promiscuity	-	0.8449	84.49%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5413	54.13%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.9816	98.16%
Skin irritation	-	0.7746	77.46%
Skin corrosion	-	0.9533	95.33%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4576	45.76%
Micronuclear	-	0.5841	58.41%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.6467	64.67%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.7795	77.95%
Acute Oral Toxicity (c)	III	0.6155	61.55%
Estrogen receptor binding	-	0.7151	71.51%
Androgen receptor binding	-	0.7451	74.51%
Thyroid receptor binding	-	0.5379	53.79%
Glucocorticoid receptor binding	-	0.5637	56.37%
Aromatase binding	-	0.7657	76.57%
PPAR gamma	-	0.6374	63.74%
Honey bee toxicity	-	0.8658	86.58%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.7885	78.85%

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	98.21%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.37%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.26%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.93%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.51%	93.99%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.90%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.85%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.43%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.50%	99.17%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.69%	97.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.74%	97.25%
CHEMBL2535	P11166	Glucose transporter	82.64%	98.75%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.40%	89.62%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.94%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.76%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139583099
• LOTUS: LTS0141609
• wikiData: Q75052793