Varioxirane

Details

• Internal ID: 14d55049-a5e2-474d-ba13-d03f86db5648
• Taxonomy: Phenylpropanoids and polyketides > Cinnamyl alcohols
• IUPAC Name: (E,1R,2R)-4-[2-(hydroxymethyl)-3-methoxyphenyl]-1-[(2R,3R)-3-methyloxiran-2-yl]but-3-ene-1,2-diol
• SMILES (Canonical): CC1C(O1)C(C(C=CC2=C(C(=CC=C2)OC)CO)O)O
• SMILES (Isomeric): C[C@@H]1[C@H](O1)[C@@H]([C@@H](/C=C/C2=C(C(=CC=C2)OC)CO)O)O
• InChI: InChI=1S/C15H20O5/c1-9-15(20-9)14(18)12(17)7-6-10-4-3-5-13(19-2)11(10)8-16/h3-7,9,12,14-18H,8H2,1-2H3/b7-6+/t9-,12-,14-,15+/m1/s1
• InChI Key: QNXZXQFMPYBZPW-QSPXFUDCSA-N
• Popularity: 3 references 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): 82.40 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.71
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

• CHEMBL4166422
• (E,1R,2R)-4-[2-(hydroxymethyl)-3-methoxyphenyl]-1-[(2R,3R)-3-methyloxiran-2-yl]but-3-ene-1,2-diol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8979	89.79%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6808	68.08%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8524	85.24%
OATP1B3 inhibitior	+	0.9605	96.05%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8004	80.04%
P-glycoprotein inhibitior	-	0.9333	93.33%
P-glycoprotein substrate	-	0.7372	73.72%
CYP3A4 substrate	+	0.5069	50.69%
CYP2C9 substrate	-	0.6025	60.25%
CYP2D6 substrate	-	0.7563	75.63%
CYP3A4 inhibition	-	0.7050	70.50%
CYP2C9 inhibition	-	0.8613	86.13%
CYP2C19 inhibition	-	0.6910	69.10%
CYP2D6 inhibition	-	0.8890	88.90%
CYP1A2 inhibition	-	0.6237	62.37%
CYP2C8 inhibition	-	0.6578	65.78%
CYP inhibitory promiscuity	-	0.5619	56.19%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8648	86.48%
Carcinogenicity (trinary)	Non-required	0.6397	63.97%
Eye corrosion	-	0.9655	96.55%
Eye irritation	-	0.9439	94.39%
Skin irritation	-	0.6868	68.68%
Skin corrosion	-	0.9319	93.19%
Ames mutagenesis	-	0.6337	63.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.6575	65.75%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	-	0.7040	70.40%
skin sensitisation	+	0.6077	60.77%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	-	0.7889	78.89%
Acute Oral Toxicity (c)	III	0.6802	68.02%
Estrogen receptor binding	-	0.7163	71.63%
Androgen receptor binding	-	0.8499	84.99%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.7278	72.78%
Aromatase binding	-	0.6387	63.87%
PPAR gamma	-	0.6268	62.68%
Honey bee toxicity	-	0.8628	86.28%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.6997	69.97%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.00%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.72%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.67%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.34%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.34%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.92%	95.56%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	90.90%	89.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.70%	99.17%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.40%	93.99%
CHEMBL3401	O75469	Pregnane X receptor	83.16%	94.73%
CHEMBL1255126	O15151	Protein Mdm4	81.91%	90.20%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.18%	86.92%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.12%	97.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10923947
• LOTUS: LTS0011256
• wikiData: Q77513540