Methyl 3-hydroxy-6-[[5-hydroxy-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoyl]amino]-2-methoxybenzoate

Details

• Internal ID: bd4c438f-60e0-4952-be75-60d95e0881d2
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: methyl 3-hydroxy-6-[[5-hydroxy-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoyl]amino]-2-methoxybenzoate
• SMILES (Canonical): COC1=C(C=CC(=C1C(=O)OC)NC(=O)C2=C(C=CC(=C2)O)OC3C(C(C(C(O3)CO)O)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1C(=O)OC)NC(=O)C2=C(C=CC(=C2)O)OC3C(C(C(C(O3)CO)O)O)O)O
• InChI: InChI=1S/C22H25NO12/c1-32-19-12(26)5-4-11(15(19)21(31)33-2)23-20(30)10-7-9(25)3-6-13(10)34-22-18(29)17(28)16(27)14(8-24)35-22/h3-7,14,16-18,22,24-29H,8H2,1-2H3,(H,23,30)
• InChI Key: SIEMSGVHIQLEBF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₅NO₁₂
• Molecular Weight: 495.40 g/mol
• Exact Mass: 495.13767523 g/mol
• Topological Polar Surface Area (TPSA): 205.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): -0.68
• H-Bond Acceptor: 12
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9346	93.46%
Caco-2	-	0.8914	89.14%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Nucleus	0.4985	49.85%
OATP2B1 inhibitior	-	0.8439	84.39%
OATP1B1 inhibitior	+	0.8771	87.71%
OATP1B3 inhibitior	+	0.9419	94.19%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6336	63.36%
P-glycoprotein inhibitior	-	0.5707	57.07%
P-glycoprotein substrate	-	0.5997	59.97%
CYP3A4 substrate	+	0.6129	61.29%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8618	86.18%
CYP3A4 inhibition	-	0.9115	91.15%
CYP2C9 inhibition	-	0.8020	80.20%
CYP2C19 inhibition	-	0.8474	84.74%
CYP2D6 inhibition	-	0.9354	93.54%
CYP1A2 inhibition	-	0.9193	91.93%
CYP2C8 inhibition	+	0.6919	69.19%
CYP inhibitory promiscuity	-	0.7813	78.13%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6745	67.45%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.9160	91.60%
Skin irritation	-	0.8526	85.26%
Skin corrosion	-	0.9601	96.01%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4494	44.94%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.9091	90.91%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.5427	54.27%
Acute Oral Toxicity (c)	III	0.7486	74.86%
Estrogen receptor binding	+	0.6535	65.35%
Androgen receptor binding	+	0.5858	58.58%
Thyroid receptor binding	-	0.5422	54.22%
Glucocorticoid receptor binding	+	0.5681	56.81%
Aromatase binding	-	0.6365	63.65%
PPAR gamma	+	0.6405	64.05%
Honey bee toxicity	-	0.8495	84.95%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.6666	66.66%

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	97.93%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.23%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	91.96%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.67%	99.17%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	90.41%	91.07%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.21%	94.00%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	87.09%	87.67%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.05%	94.45%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.84%	97.36%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.97%	94.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.86%	99.15%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	85.28%	85.83%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.48%	95.89%
CHEMBL1255126	O15151	Protein Mdm4	82.45%	90.20%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.14%	96.00%
CHEMBL2581	P07339	Cathepsin D	81.34%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	81.27%	83.82%
CHEMBL2535	P11166	Glucose transporter	80.43%	98.75%
CHEMBL340	P08684	Cytochrome P450 3A4	80.40%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.39%	86.33%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.28%	96.90%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.18%	85.14%

Plants that contains it

• Delphinium staphisagria

Cross-Links

• PubChem: 73804577
• LOTUS: LTS0098471
• wikiData: Q105253693