[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[[(1S,2S,4S,5S,6R,10S)-5-hydroxy-2-(hydroxymethyl)-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-10-yl]oxy]oxan-2-yl]methyl 4-hydroxybenzoate

Details

• Internal ID: 8dffb237-7110-43f0-acc3-e5eba5e68625
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[[(1S,2S,4S,5S,6R,10S)-5-hydroxy-2-(hydroxymethyl)-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-10-yl]oxy]oxan-2-yl]methyl 4-hydroxybenzoate
• SMILES (Canonical): C1=COC(C2C1C(C3C2(O3)CO)O)OC4C(C(C(C(O4)COC(=O)C5=CC=C(C=C5)O)O)O)O
• SMILES (Isomeric): C1=CO[C@H]([C@H]2[C@@H]1[C@@H]([C@H]3[C@@]2(O3)CO)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)COC(=O)C5=CC=C(C=C5)O)O)O)O
• InChI: InChI=1S/C22H26O12/c23-8-22-13-11(14(25)18(22)34-22)5-6-30-20(13)33-21-17(28)16(27)15(26)12(32-21)7-31-19(29)9-1-3-10(24)4-2-9/h1-6,11-18,20-21,23-28H,7-8H2/t11-,12-,13-,14+,15-,16+,17-,18+,20+,21+,22-/m1/s1
• InChI Key: MWMWUAQALQTNGV-LHBWGZIGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₆O₁₂
• Molecular Weight: 482.40 g/mol
• Exact Mass: 482.14242626 g/mol
• Topological Polar Surface Area (TPSA): 188.00 Ų
• XlogP: -1.90
• Atomic LogP (AlogP): -2.02
• H-Bond Acceptor: 12
• 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	+	0.5631	56.31%
Caco-2	-	0.9005	90.05%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6002	60.02%
OATP2B1 inhibitior	-	0.8522	85.22%
OATP1B1 inhibitior	+	0.7871	78.71%
OATP1B3 inhibitior	+	0.9565	95.65%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7925	79.25%
P-glycoprotein inhibitior	-	0.7025	70.25%
P-glycoprotein substrate	-	0.7057	70.57%
CYP3A4 substrate	+	0.6517	65.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8522	85.22%
CYP3A4 inhibition	-	0.9111	91.11%
CYP2C9 inhibition	-	0.8998	89.98%
CYP2C19 inhibition	-	0.7733	77.33%
CYP2D6 inhibition	-	0.8787	87.87%
CYP1A2 inhibition	-	0.8773	87.73%
CYP2C8 inhibition	+	0.7496	74.96%
CYP inhibitory promiscuity	-	0.7594	75.94%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5420	54.20%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9288	92.88%
Skin irritation	-	0.7661	76.61%
Skin corrosion	-	0.9476	94.76%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6344	63.44%
Micronuclear	-	0.5267	52.67%
Hepatotoxicity	-	0.8074	80.74%
skin sensitisation	-	0.7853	78.53%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.6951	69.51%
Acute Oral Toxicity (c)	III	0.4388	43.88%
Estrogen receptor binding	+	0.7307	73.07%
Androgen receptor binding	+	0.5535	55.35%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5408	54.08%
Aromatase binding	+	0.6170	61.70%
PPAR gamma	+	0.6970	69.70%
Honey bee toxicity	-	0.8323	83.23%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6850	68.50%
Fish aquatic toxicity	+	0.7544	75.44%

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	95.72%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	91.96%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.36%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.94%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.75%	99.17%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	87.56%	89.67%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.81%	96.61%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	86.01%	94.97%
CHEMBL3401	O75469	Pregnane X receptor	86.00%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.21%	94.00%
CHEMBL4208	P20618	Proteasome component C5	85.18%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.07%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	84.11%	95.93%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.91%	96.95%
CHEMBL3194	P02766	Transthyretin	82.91%	90.71%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.94%	96.90%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.46%	97.21%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.84%	89.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.75%	95.83%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.31%	95.89%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.21%	94.62%

Plants that contains it

• Catalpa bignonioides

Cross-Links

• PubChem: 101618816
• LOTUS: LTS0178469
• wikiData: Q105173662