[3,4,5-Trihydroxy-6-[4-(3-oxobutyl)phenoxy]oxan-2-yl]methyl 3,4,5-trihydroxybenzoate

Details

• Internal ID: e74f7712-6d1d-40b7-a6db-6f52c71706d3
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [3,4,5-trihydroxy-6-[4-(3-oxobutyl)phenoxy]oxan-2-yl]methyl 3,4,5-trihydroxybenzoate
• SMILES (Canonical): CC(=O)CCC1=CC=C(C=C1)OC2C(C(C(C(O2)COC(=O)C3=CC(=C(C(=C3)O)O)O)O)O)O
• SMILES (Isomeric): CC(=O)CCC1=CC=C(C=C1)OC2C(C(C(C(O2)COC(=O)C3=CC(=C(C(=C3)O)O)O)O)O)O
• InChI: InChI=1S/C23H26O11/c1-11(24)2-3-12-4-6-14(7-5-12)33-23-21(30)20(29)19(28)17(34-23)10-32-22(31)13-8-15(25)18(27)16(26)9-13/h4-9,17,19-21,23,25-30H,2-3,10H2,1H3
• InChI Key: BJYRNIFAMMOVGW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₆O₁₁
• Molecular Weight: 478.40 g/mol
• Exact Mass: 478.14751164 g/mol
• Topological Polar Surface Area (TPSA): 183.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.37
• H-Bond Acceptor: 11
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

• AKOS037514938
• FT-0776774

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6483	64.83%
Caco-2	-	0.8665	86.65%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8240	82.40%
OATP2B1 inhibitior	-	0.7097	70.97%
OATP1B1 inhibitior	+	0.7833	78.33%
OATP1B3 inhibitior	+	0.8731	87.31%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.5835	58.35%
P-glycoprotein inhibitior	-	0.5546	55.46%
P-glycoprotein substrate	-	0.7828	78.28%
CYP3A4 substrate	+	0.6023	60.23%
CYP2C9 substrate	-	0.8084	80.84%
CYP2D6 substrate	-	0.8680	86.80%
CYP3A4 inhibition	-	0.8480	84.80%
CYP2C9 inhibition	-	0.6220	62.20%
CYP2C19 inhibition	-	0.8009	80.09%
CYP2D6 inhibition	-	0.9149	91.49%
CYP1A2 inhibition	-	0.6258	62.58%
CYP2C8 inhibition	+	0.6953	69.53%
CYP inhibitory promiscuity	-	0.8690	86.90%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.7337	73.37%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9192	91.92%
Skin irritation	-	0.7995	79.95%
Skin corrosion	-	0.9354	93.54%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6770	67.70%
Micronuclear	-	0.7326	73.26%
Hepatotoxicity	-	0.8375	83.75%
skin sensitisation	-	0.8869	88.69%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.9733	97.33%
Acute Oral Toxicity (c)	III	0.7827	78.27%
Estrogen receptor binding	+	0.7528	75.28%
Androgen receptor binding	+	0.6441	64.41%
Thyroid receptor binding	-	0.5327	53.27%
Glucocorticoid receptor binding	+	0.6641	66.41%
Aromatase binding	+	0.5649	56.49%
PPAR gamma	+	0.6815	68.15%
Honey bee toxicity	-	0.8146	81.46%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5850	58.50%
Fish aquatic toxicity	+	0.9672	96.72%

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	99.35%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.61%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.94%	99.17%
CHEMBL3437	Q16853	Amine oxidase, copper containing	93.91%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.88%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	93.55%	94.73%
CHEMBL2581	P07339	Cathepsin D	93.14%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.96%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.43%	95.89%
CHEMBL4208	P20618	Proteasome component C5	87.43%	90.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	85.40%	97.21%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.52%	95.50%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	84.44%	95.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.38%	96.95%
CHEMBL1951	P21397	Monoamine oxidase A	84.13%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.70%	97.09%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	83.62%	83.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.32%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.99%	94.45%
CHEMBL5255	O00206	Toll-like receptor 4	82.88%	92.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.43%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.26%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.61%	92.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.99%	96.00%

Plants that contains it

• Rheum palmatum

Cross-Links

• PubChem: 14345581
• LOTUS: LTS0000317
• wikiData: Q104937445