3'-Benzoylsalicin

Details

• Internal ID: 7ef61de0-52e1-4908-838f-9d4307a7485b
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [(2R,3R,4S,5R,6S)-3,5-dihydroxy-2-(hydroxymethyl)-6-[2-(hydroxymethyl)phenoxy]oxan-4-yl] benzoate
• SMILES (Canonical): C1=CC=C(C=C1)C(=O)OC2C(C(OC(C2O)OC3=CC=CC=C3CO)CO)O
• SMILES (Isomeric): C1=CC=C(C=C1)C(=O)O[C@H]2[C@@H]([C@H](O[C@H]([C@@H]2O)OC3=CC=CC=C3CO)CO)O
• InChI: InChI=1S/C20H22O8/c21-10-13-8-4-5-9-14(13)26-20-17(24)18(16(23)15(11-22)27-20)28-19(25)12-6-2-1-3-7-12/h1-9,15-18,20-24H,10-11H2/t15-,16-,17-,18+,20-/m1/s1
• InChI Key: WUOFKHTVWRRLNC-YFYQMDMQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₈
• Molecular Weight: 390.40 g/mol
• Exact Mass: 390.13146766 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 0.22
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

• CHEMBL467341
• CHEBI:137519

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6132	61.32%
Caco-2	-	0.7636	76.36%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6575	65.75%
OATP2B1 inhibitior	-	0.8548	85.48%
OATP1B1 inhibitior	+	0.9021	90.21%
OATP1B3 inhibitior	-	0.3091	30.91%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.8135	81.35%
P-glycoprotein inhibitior	-	0.6691	66.91%
P-glycoprotein substrate	-	0.8991	89.91%
CYP3A4 substrate	+	0.5521	55.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8538	85.38%
CYP3A4 inhibition	-	0.9042	90.42%
CYP2C9 inhibition	-	0.8504	85.04%
CYP2C19 inhibition	-	0.8356	83.56%
CYP2D6 inhibition	-	0.9453	94.53%
CYP1A2 inhibition	-	0.9399	93.99%
CYP2C8 inhibition	-	0.6019	60.19%
CYP inhibitory promiscuity	-	0.5515	55.15%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7050	70.50%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.8353	83.53%
Skin irritation	-	0.8297	82.97%
Skin corrosion	-	0.9762	97.62%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6124	61.24%
Micronuclear	+	0.5233	52.33%
Hepatotoxicity	-	0.5642	56.42%
skin sensitisation	-	0.8164	81.64%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.5599	55.99%
Acute Oral Toxicity (c)	III	0.6859	68.59%
Estrogen receptor binding	+	0.5414	54.14%
Androgen receptor binding	-	0.6489	64.89%
Thyroid receptor binding	-	0.5393	53.93%
Glucocorticoid receptor binding	-	0.5801	58.01%
Aromatase binding	-	0.6310	63.10%
PPAR gamma	+	0.6058	60.58%
Honey bee toxicity	-	0.7907	79.07%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.7159	71.59%

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	94.93%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.42%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.41%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.22%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.55%	86.33%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	87.74%	83.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.31%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.85%	96.00%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	85.59%	94.23%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.72%	92.62%

Plants that contains it

• Itoa orientalis
• Populus tremuloides

Cross-Links

• PubChem: 38361552
• LOTUS: LTS0147474
• wikiData: Q104401414