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

Details

• Internal ID: 80e62027-68d3-444b-9798-2bbf548706ae
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 2-benzyl-6-hydroxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoic acid
• SMILES (Canonical): C1=CC=C(C=C1)CC2=C(C(=CC(=C2)OC3C(C(C(C(O3)CO)O)O)O)O)C(=O)O
• SMILES (Isomeric): C1=CC=C(C=C1)CC2=C(C(=CC(=C2)OC3C(C(C(C(O3)CO)O)O)O)O)C(=O)O
• InChI: InChI=1S/C20H22O9/c21-9-14-16(23)17(24)18(25)20(29-14)28-12-7-11(6-10-4-2-1-3-5-10)15(19(26)27)13(22)8-12/h1-5,7-8,14,16-18,20-25H,6,9H2,(H,26,27)
• InChI Key: XTZXINIDCHJWNB-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: 1.40
• 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	-	0.8953	89.53%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6547	65.47%
OATP2B1 inhibitior	-	0.5520	55.20%
OATP1B1 inhibitior	+	0.9136	91.36%
OATP1B3 inhibitior	+	0.8862	88.62%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.5884	58.84%
P-glycoprotein inhibitior	-	0.8399	83.99%
P-glycoprotein substrate	-	0.9337	93.37%
CYP3A4 substrate	+	0.5241	52.41%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8741	87.41%
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	+	0.5622	56.22%
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	-	0.8772	87.72%
Skin irritation	-	0.8267	82.67%
Skin corrosion	-	0.9727	97.27%
Ames mutagenesis	-	0.5830	58.30%
Human Ether-a-go-go-Related Gene inhibition	-	0.5862	58.62%
Micronuclear	+	0.5533	55.33%
Hepatotoxicity	-	0.7875	78.75%
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	+	0.4867	48.67%
Acute Oral Toxicity (c)	III	0.6875	68.75%
Estrogen receptor binding	+	0.5714	57.14%
Androgen receptor binding	-	0.5465	54.65%
Thyroid receptor binding	-	0.5451	54.51%
Glucocorticoid receptor binding	-	0.5735	57.35%
Aromatase binding	+	0.6653	66.53%
PPAR gamma	+	0.8413	84.13%
Honey bee toxicity	-	0.7460	74.60%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
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	98.59%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.19%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.74%	96.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	91.62%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.55%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.23%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.15%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	90.37%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.26%	86.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.85%	94.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.90%	95.89%
CHEMBL3194	P02766	Transthyretin	80.26%	90.71%

Plants that contains it

• Senna obtusifolia

Cross-Links

• PubChem: 163025484
• LOTUS: LTS0236751
• wikiData: Q104989285