[6-[4,5-dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3a,4-dihydroxy-5'-methyl-3,8-dioxospiro[5,5a,6,7,8a,8b-hexahydro-4H-thieno[3,2-g][1]benzofuran-2,2'-oxane]-4'-yl] 4-hydroxybenzoate

Details

• Internal ID: e828c269-481d-495f-a9cf-5498b24f184b
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: [6-[4,5-dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3a,4-dihydroxy-5'-methyl-3,8-dioxospiro[5,5a,6,7,8a,8b-hexahydro-4H-thieno[3,2-g][1]benzofuran-2,2'-oxane]-4'-yl] 4-hydroxybenzoate
• SMILES (Canonical): CC1COC2(CC1OC(=O)C3=CC=C(C=C3)O)C(=O)C4(C(CC5C(CS(=O)C5C4O2)OC6C(C(C(C(O6)CO)O)O)OC7C(C(C(C(O7)CO)O)O)O)O)O
• SMILES (Isomeric): CC1COC2(CC1OC(=O)C3=CC=C(C=C3)O)C(=O)C4(C(CC5C(CS(=O)C5C4O2)OC6C(C(C(C(O6)CO)O)O)OC7C(C(C(C(O7)CO)O)O)O)O)O
• InChI: InChI=1S/C34H46O20S/c1-12-10-48-33(7-16(12)49-29(44)13-2-4-14(37)5-3-13)32(45)34(46)20(38)6-15-19(11-55(47)27(15)28(34)54-33)52-31-26(24(42)22(40)18(9-36)51-31)53-30-25(43)23(41)21(39)17(8-35)50-30/h2-5,12,15-28,30-31,35-43,46H,6-11H2,1H3
• InChI Key: XCALDFZNUKFUED-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₄₆O₂₀S
• Molecular Weight: 806.80 g/mol
• Exact Mass: 806.23031503 g/mol
• Topological Polar Surface Area (TPSA): 337.00 Ų
• XlogP: -4.20
• Atomic LogP (AlogP): -5.11
• H-Bond Acceptor: 20
• H-Bond Donor: 10
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8334	83.34%
Caco-2	-	0.8875	88.75%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Lysosomes	0.4196	41.96%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8178	81.78%
OATP1B3 inhibitior	+	0.9372	93.72%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7272	72.72%
P-glycoprotein inhibitior	+	0.6858	68.58%
P-glycoprotein substrate	+	0.6978	69.78%
CYP3A4 substrate	+	0.7373	73.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8698	86.98%
CYP3A4 inhibition	-	0.5839	58.39%
CYP2C9 inhibition	-	0.8048	80.48%
CYP2C19 inhibition	-	0.7052	70.52%
CYP2D6 inhibition	-	0.8818	88.18%
CYP1A2 inhibition	-	0.7369	73.69%
CYP2C8 inhibition	+	0.7240	72.40%
CYP inhibitory promiscuity	-	0.9147	91.47%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7600	76.00%
Carcinogenicity (trinary)	Non-required	0.6045	60.45%
Eye corrosion	-	0.9804	98.04%
Eye irritation	-	0.9125	91.25%
Skin irritation	-	0.7645	76.45%
Skin corrosion	-	0.9219	92.19%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6933	69.33%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.8426	84.26%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.5328	53.28%
Acute Oral Toxicity (c)	III	0.5697	56.97%
Estrogen receptor binding	+	0.7961	79.61%
Androgen receptor binding	+	0.7363	73.63%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6410	64.10%
Aromatase binding	+	0.5667	56.67%
PPAR gamma	+	0.7104	71.04%
Honey bee toxicity	-	0.6170	61.70%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9880	98.80%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.07%	91.49%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	97.01%	94.97%
CHEMBL2581	P07339	Cathepsin D	95.68%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.33%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.06%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.40%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.34%	97.09%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	92.11%	94.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.77%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	88.99%	91.19%
CHEMBL3714130	P46095	G-protein coupled receptor 6	88.89%	97.36%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.50%	96.61%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	87.43%	97.53%
CHEMBL2996	Q05655	Protein kinase C delta	86.44%	97.79%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.15%	99.17%
CHEMBL3232685	O00257	E3 SUMO-protein ligase CBX4	86.00%	93.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.82%	94.00%
CHEMBL5255	O00206	Toll-like receptor 4	85.05%	92.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.01%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.98%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	84.61%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.40%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.98%	97.25%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.64%	96.21%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.46%	95.89%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.94%	85.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.58%	91.07%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.41%	96.90%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.00%	95.83%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.49%	94.08%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.41%	99.23%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.39%	91.24%

Plants that contains it

• Breynia vitis-idaea

Cross-Links

• PubChem: 162887538
• LOTUS: LTS0068154
• wikiData: Q105324860