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

Details

• Internal ID: 34e00529-0d90-4cd0-87d5-f9516cfb9a24
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: [(2S,3S,4R,5S,6S)-3,5-dihydroxy-2-[[(1S,2S,4S,5S,6R,10S)-2-(hydroxymethyl)-10-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-5-yl]oxy]-6-methyloxan-4-yl] benzoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C3C=COC(C3C4(C2O4)CO)OC5C(C(C(C(O5)CO)O)O)O)O)OC(=O)C6=CC=CC=C6)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@@H]([C@@H](O1)O[C@H]2[C@@H]3C=CO[C@H]([C@@H]3[C@@]4([C@H]2O4)CO)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)OC(=O)C6=CC=CC=C6)O
• InChI: InChI=1S/C28H36O15/c1-11-16(31)22(40-24(36)12-5-3-2-4-6-12)20(35)27(38-11)41-21-13-7-8-37-25(15(13)28(10-30)23(21)43-28)42-26-19(34)18(33)17(32)14(9-29)39-26/h2-8,11,13-23,25-27,29-35H,9-10H2,1H3/t11-,13+,14+,15+,16-,17+,18-,19+,20-,21-,22+,23-,25-,26-,27-,28+/m0/s1
• InChI Key: LAHYSGAVTFLLED-XIRDKHGHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₆O₁₅
• Molecular Weight: 612.60 g/mol
• Exact Mass: 612.20542044 g/mol
• Topological Polar Surface Area (TPSA): 227.00 Ų
• XlogP: -2.10
• Atomic LogP (AlogP): -2.87
• H-Bond Acceptor: 15
• H-Bond Donor: 7
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5181	51.81%
Caco-2	-	0.8712	87.12%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6629	66.29%
OATP2B1 inhibitior	-	0.8627	86.27%
OATP1B1 inhibitior	+	0.8014	80.14%
OATP1B3 inhibitior	+	0.9595	95.95%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7023	70.23%
P-glycoprotein inhibitior	-	0.5317	53.17%
P-glycoprotein substrate	-	0.5873	58.73%
CYP3A4 substrate	+	0.6671	66.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8621	86.21%
CYP3A4 inhibition	-	0.9456	94.56%
CYP2C9 inhibition	-	0.9117	91.17%
CYP2C19 inhibition	-	0.8243	82.43%
CYP2D6 inhibition	-	0.9207	92.07%
CYP1A2 inhibition	-	0.8889	88.89%
CYP2C8 inhibition	+	0.5842	58.42%
CYP inhibitory promiscuity	-	0.7606	76.06%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5872	58.72%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9322	93.22%
Skin irritation	-	0.7890	78.90%
Skin corrosion	-	0.9482	94.82%
Ames mutagenesis	-	0.5570	55.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6623	66.23%
Micronuclear	-	0.5841	58.41%
Hepatotoxicity	-	0.7282	72.82%
skin sensitisation	-	0.8180	81.80%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.5923	59.23%
Acute Oral Toxicity (c)	III	0.4425	44.25%
Estrogen receptor binding	+	0.6985	69.85%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.5371	53.71%
Glucocorticoid receptor binding	+	0.6160	61.60%
Aromatase binding	+	0.5705	57.05%
PPAR gamma	+	0.6730	67.30%
Honey bee toxicity	-	0.7741	77.41%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.6729	67.29%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.98%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.55%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.28%	91.49%
CHEMBL2581	P07339	Cathepsin D	95.18%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.18%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	91.37%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.69%	96.09%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	88.28%	94.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.13%	89.00%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	85.87%	87.67%
CHEMBL3401	O75469	Pregnane X receptor	85.61%	94.73%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.25%	94.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.77%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.57%	99.17%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.54%	96.61%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	82.37%	94.08%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.25%	96.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	81.97%	83.00%
CHEMBL5028	O14672	ADAM10	81.36%	97.50%
CHEMBL4208	P20618	Proteasome component C5	81.18%	90.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.09%	95.83%

Plants that contains it

• Gmelina arborea

Cross-Links

• PubChem: 163036384
• LOTUS: LTS0244485
• wikiData: Q105148655