2-Benzyl-4-hydroxy-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoic acid

Details

• Internal ID: 60766a86-80d3-4bd5-bd42-2044c29aabe8
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 2-benzyl-4-hydroxy-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoic acid
• SMILES (Canonical): C1=CC=C(C=C1)CC2=C(C(=CC(=C2)O)OC3C(C(C(C(O3)CO)O)O)O)C(=O)O
• SMILES (Isomeric): C1=CC=C(C=C1)CC2=C(C(=CC(=C2)O)OC3C(C(C(C(O3)CO)O)O)O)C(=O)O
• InChI: InChI=1S/C20H22O9/c21-9-14-16(23)17(24)18(25)20(29-14)28-13-8-12(22)7-11(15(13)19(26)27)6-10-4-2-1-3-5-10/h1-5,7-8,14,16-18,20-25H,6,9H2,(H,26,27)
• InChI Key: FMDSCPPQABHNLB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₉
• Molecular Weight: 406.40 g/mol
• Exact Mass: 406.12638228 g/mol
• Topological Polar Surface Area (TPSA): 157.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): -0.14
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7283	72.83%
Caco-2	-	0.9256	92.56%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.6547	65.47%
OATP2B1 inhibitior	+	0.5782	57.82%
OATP1B1 inhibitior	+	0.8895	88.95%
OATP1B3 inhibitior	+	0.8862	88.62%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.8355	83.55%
P-glycoprotein inhibitior	-	0.7515	75.15%
P-glycoprotein substrate	-	0.9134	91.34%
CYP3A4 substrate	+	0.5269	52.69%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8740	87.40%
CYP3A4 inhibition	-	0.8778	87.78%
CYP2C9 inhibition	-	0.8645	86.45%
CYP2C19 inhibition	-	0.9316	93.16%
CYP2D6 inhibition	-	0.9398	93.98%
CYP1A2 inhibition	-	0.9387	93.87%
CYP2C8 inhibition	+	0.6205	62.05%
CYP inhibitory promiscuity	-	0.7465	74.65%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7410	74.10%
Eye corrosion	-	0.9940	99.40%
Eye irritation	-	0.8384	83.84%
Skin irritation	-	0.8267	82.67%
Skin corrosion	-	0.9727	97.27%
Ames mutagenesis	-	0.6993	69.93%
Human Ether-a-go-go-Related Gene inhibition	-	0.5536	55.36%
Micronuclear	+	0.5533	55.33%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.8379	83.79%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	+	0.4876	48.76%
Acute Oral Toxicity (c)	III	0.6875	68.75%
Estrogen receptor binding	+	0.6565	65.65%
Androgen receptor binding	-	0.5076	50.76%
Thyroid receptor binding	-	0.5968	59.68%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.6564	65.64%
PPAR gamma	+	0.8508	85.08%
Honey bee toxicity	-	0.7650	76.50%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.7927	79.27%

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	97.00%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.78%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.27%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	93.12%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.72%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.88%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.36%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	87.92%	94.73%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.51%	95.89%
CHEMBL3194	P02766	Transthyretin	83.05%	90.71%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.61%	94.62%
CHEMBL1255126	O15151	Protein Mdm4	81.89%	90.20%

Plants that contains it

• Senna obtusifolia

Cross-Links

• PubChem: 163064892
• LOTUS: LTS0212218
• wikiData: Q104997733