[(4S,6R,7R,8S,9S)-4-hydroxy-9-[(2S,3S,5R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,10-dioxatricyclo[5.3.1.04,8]undecan-6-yl] 4-hydroxybenzoate

Details

• Internal ID: 2a9674cb-a9e8-417b-9bef-5a6820721158
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: [(4S,6R,7R,8S,9S)-4-hydroxy-9-[(2S,3S,5R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,10-dioxatricyclo[5.3.1.04,8]undecan-6-yl] 4-hydroxybenzoate
• SMILES (Canonical): C1C2C(CC3(C2C(OC1OC3)OC4C(C(C(C(O4)CO)O)O)O)O)OC(=O)C5=CC=C(C=C5)O
• SMILES (Isomeric): C1[C@H]2[C@@H](C[C@@]3([C@H]2[C@@H](OC1OC3)O[C@H]4[C@H](C([C@H](C(O4)CO)O)O)O)O)OC(=O)C5=CC=C(C=C5)O
• InChI: InChI=1S/C22H28O12/c23-7-13-16(25)17(26)18(27)21(32-13)34-20-15-11-5-14(33-20)30-8-22(15,29)6-12(11)31-19(28)9-1-3-10(24)4-2-9/h1-4,11-18,20-21,23-27,29H,5-8H2/t11-,12+,13?,14?,15+,16-,17?,18-,20-,21-,22+/m0/s1
• InChI Key: VGNSHUAFKWSOOW-SKCMJWITSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₈O₁₂
• Molecular Weight: 484.40 g/mol
• Exact Mass: 484.15807632 g/mol
• Topological Polar Surface Area (TPSA): 185.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -1.80
• H-Bond Acceptor: 12
• H-Bond Donor: 6
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4857	48.57%
Caco-2	-	0.8970	89.70%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8857	88.57%
Subcellular localzation	Mitochondria	0.5810	58.10%
OATP2B1 inhibitior	-	0.8624	86.24%
OATP1B1 inhibitior	+	0.8451	84.51%
OATP1B3 inhibitior	+	0.9529	95.29%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.6173	61.73%
P-glycoprotein inhibitior	-	0.7448	74.48%
P-glycoprotein substrate	-	0.5787	57.87%
CYP3A4 substrate	+	0.6790	67.90%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8447	84.47%
CYP3A4 inhibition	-	0.8685	86.85%
CYP2C9 inhibition	-	0.9495	94.95%
CYP2C19 inhibition	-	0.7710	77.10%
CYP2D6 inhibition	-	0.8974	89.74%
CYP1A2 inhibition	-	0.9098	90.98%
CYP2C8 inhibition	+	0.7276	72.76%
CYP inhibitory promiscuity	-	0.9432	94.32%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6076	60.76%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9444	94.44%
Skin irritation	-	0.7961	79.61%
Skin corrosion	-	0.9571	95.71%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5624	56.24%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.8742	87.42%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.4292	42.92%
Estrogen receptor binding	+	0.7941	79.41%
Androgen receptor binding	+	0.5298	52.98%
Thyroid receptor binding	+	0.5798	57.98%
Glucocorticoid receptor binding	-	0.5186	51.86%
Aromatase binding	+	0.7908	79.08%
PPAR gamma	+	0.7388	73.88%
Honey bee toxicity	-	0.6802	68.02%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.7879	78.79%

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	98.31%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.63%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.20%	96.09%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	93.60%	94.97%
CHEMBL226	P30542	Adenosine A1 receptor	92.93%	95.93%
CHEMBL2996	Q05655	Protein kinase C delta	92.49%	97.79%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	91.81%	94.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.32%	86.33%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	90.80%	97.53%
CHEMBL4208	P20618	Proteasome component C5	89.41%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.40%	99.17%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	88.14%	85.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.13%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.95%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.74%	100.00%
CHEMBL2581	P07339	Cathepsin D	84.09%	98.95%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	83.35%	94.08%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	81.89%	93.10%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.76%	95.83%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.24%	94.62%

Plants that contains it

• Catalpa ovata

Cross-Links

• PubChem: 162969687
• LOTUS: LTS0143639
• wikiData: Q105285925