Varioxiranol A

Details

• Internal ID: c894fdea-e287-425c-b505-b0d087d8efae
• Taxonomy: Phenylpropanoids and polyketides > Cinnamyl alcohols
• IUPAC Name: (E,3R,4S)-1-[2-(hydroxymethyl)-3-methoxyphenyl]hept-1-ene-3,4-diol
• SMILES (Canonical): CCCC(C(C=CC1=C(C(=CC=C1)OC)CO)O)O
• SMILES (Isomeric): CCC[C@@H]([C@@H](/C=C/C1=C(C(=CC=C1)OC)CO)O)O
• InChI: InChI=1S/C15H22O4/c1-3-5-13(17)14(18)9-8-11-6-4-7-15(19-2)12(11)10-16/h4,6-9,13-14,16-18H,3,5,10H2,1-2H3/b9-8+/t13-,14+/m0/s1
• InChI Key: CEDLTKCCDYGRRH-NYCDYWJRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₄
• Molecular Weight: 266.33 g/mol
• Exact Mass: 266.15180918 g/mol
• Topological Polar Surface Area (TPSA): 69.90 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.72
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 7

Synonyms

• CHEMBL3736058

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9619	96.19%
Caco-2	-	0.5441	54.41%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8224	82.24%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8607	86.07%
OATP1B3 inhibitior	+	0.9461	94.61%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.7272	72.72%
P-glycoprotein inhibitior	-	0.9267	92.67%
P-glycoprotein substrate	-	0.6526	65.26%
CYP3A4 substrate	-	0.5228	52.28%
CYP2C9 substrate	-	0.7953	79.53%
CYP2D6 substrate	-	0.6944	69.44%
CYP3A4 inhibition	-	0.6777	67.77%
CYP2C9 inhibition	-	0.8408	84.08%
CYP2C19 inhibition	-	0.8220	82.20%
CYP2D6 inhibition	-	0.8792	87.92%
CYP1A2 inhibition	+	0.7333	73.33%
CYP2C8 inhibition	-	0.7100	71.00%
CYP inhibitory promiscuity	-	0.8471	84.71%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7900	79.00%
Carcinogenicity (trinary)	Non-required	0.7202	72.02%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.8992	89.92%
Skin irritation	-	0.7063	70.63%
Skin corrosion	-	0.9366	93.66%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4015	40.15%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.6699	66.99%
skin sensitisation	+	0.5385	53.85%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.7084	70.84%
Acute Oral Toxicity (c)	III	0.8027	80.27%
Estrogen receptor binding	-	0.5274	52.74%
Androgen receptor binding	-	0.7974	79.74%
Thyroid receptor binding	-	0.5399	53.99%
Glucocorticoid receptor binding	-	0.6615	66.15%
Aromatase binding	-	0.7314	73.14%
PPAR gamma	-	0.5131	51.31%
Honey bee toxicity	-	0.9008	90.08%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.7906	79.06%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.39%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.02%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.29%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.06%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.84%	95.56%
CHEMBL1907	P15144	Aminopeptidase N	88.98%	93.31%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.80%	99.17%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.43%	89.62%
CHEMBL2535	P11166	Glucose transporter	86.61%	98.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.91%	91.11%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.79%	95.50%
CHEMBL1255126	O15151	Protein Mdm4	83.72%	90.20%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.33%	93.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 122398115
• LOTUS: LTS0004818
• wikiData: Q77519051