2-[2-(Aminomethyl)phenoxy]-6-methyloxane-3,4,5-triol

Details

• Internal ID: 44e32e84-b92a-4ba8-956e-6f0dd95afaf6
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 2-[2-(aminomethyl)phenoxy]-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=CC=CC=C2CN)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2=CC=CC=C2CN)O)O)O
• InChI: InChI=1S/C13H19NO5/c1-7-10(15)11(16)12(17)13(18-7)19-9-5-3-2-4-8(9)6-14/h2-5,7,10-13,15-17H,6,14H2,1H3
• InChI Key: ATQGYQHJFMZNGI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₉NO₅
• Molecular Weight: 269.29 g/mol
• Exact Mass: 269.12632271 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -0.65
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5607	56.07%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.4305	43.05%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9605	96.05%
OATP1B3 inhibitior	+	0.9437	94.37%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9312	93.12%
P-glycoprotein inhibitior	-	0.9550	95.50%
P-glycoprotein substrate	-	0.8340	83.40%
CYP3A4 substrate	-	0.5589	55.89%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7594	75.94%
CYP3A4 inhibition	-	0.7959	79.59%
CYP2C9 inhibition	-	0.8712	87.12%
CYP2C19 inhibition	-	0.8331	83.31%
CYP2D6 inhibition	-	0.8482	84.82%
CYP1A2 inhibition	-	0.8633	86.33%
CYP2C8 inhibition	-	0.6971	69.71%
CYP inhibitory promiscuity	-	0.5992	59.92%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6376	63.76%
Eye corrosion	-	0.9720	97.20%
Eye irritation	-	0.9762	97.62%
Skin irritation	-	0.7655	76.55%
Skin corrosion	-	0.8844	88.44%
Ames mutagenesis	-	0.6537	65.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.6831	68.31%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	-	0.7976	79.76%
skin sensitisation	-	0.7637	76.37%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.6482	64.82%
Acute Oral Toxicity (c)	III	0.6833	68.33%
Estrogen receptor binding	-	0.7270	72.70%
Androgen receptor binding	-	0.8389	83.89%
Thyroid receptor binding	-	0.5530	55.30%
Glucocorticoid receptor binding	-	0.6354	63.54%
Aromatase binding	-	0.7396	73.96%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8820	88.20%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	-	0.7043	70.43%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.81%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.88%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.31%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.40%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.25%	98.95%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.68%	89.62%
CHEMBL226	P30542	Adenosine A1 receptor	84.82%	95.93%
CHEMBL3492	P49721	Proteasome Macropain subunit	83.57%	90.24%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.14%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.77%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	81.45%	94.73%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.24%	97.36%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.43%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.00%	94.00%

Plants that contains it

• Reseda odorata

Cross-Links

• PubChem: 162860039
• LOTUS: LTS0259884
• wikiData: Q104918597