3-[6-(Acetyloxymethyl)-4-[4,5-dihydroxy-6-methyl-5-[1-(2-methylpropanoyloxy)ethyl]oxan-2-yl]oxy-3-hydroxy-5-(2-isothiocyanatobut-2-enoyloxy)oxan-2-yl]-2,3-dihydroxy-6-imino-5-oxocyclohexene-1-carboxylic acid

Details

• Internal ID: 5ea28009-faea-49dc-9592-83199b493c9a
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
• IUPAC Name: 3-[6-(acetyloxymethyl)-4-[4,5-dihydroxy-6-methyl-5-[1-(2-methylpropanoyloxy)ethyl]oxan-2-yl]oxy-3-hydroxy-5-(2-isothiocyanatobut-2-enoyloxy)oxan-2-yl]-2,3-dihydroxy-6-imino-5-oxocyclohexene-1-carboxylic acid
• SMILES (Canonical): CC=C(C(=O)OC1C(OC(C(C1OC2CC(C(C(O2)C)(C(C)OC(=O)C(C)C)O)O)O)C3(CC(=O)C(=N)C(=C3O)C(=O)O)O)COC(=O)C)N=C=S
• SMILES (Isomeric): CC=C(C(=O)OC1C(OC(C(C1OC2CC(C(C(O2)C)(C(C)OC(=O)C(C)C)O)O)O)C3(CC(=O)C(=N)C(=C3O)C(=O)O)O)COC(=O)C)N=C=S
• InChI: InChI=1S/C32H42N2O17S/c1-7-16(34-11-52)30(43)51-24-18(10-46-15(6)35)49-27(31(44)9-17(36)22(33)21(26(31)39)28(40)41)23(38)25(24)50-20-8-19(37)32(45,13(4)47-20)14(5)48-29(42)12(2)3/h7,12-14,18-20,23-25,27,33,37-39,44-45H,8-10H2,1-6H3,(H,40,41)
• InChI Key: MVYBNALQCIXIJW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₂N₂O₁₇S
• Molecular Weight: 758.70 g/mol
• Exact Mass: 758.22041905 g/mol
• Topological Polar Surface Area (TPSA): 330.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): -0.58
• H-Bond Acceptor: 19
• H-Bond Donor: 7
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7606	76.06%
Caco-2	-	0.8709	87.09%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6299	62.99%
OATP2B1 inhibitior	-	0.8591	85.91%
OATP1B1 inhibitior	+	0.8269	82.69%
OATP1B3 inhibitior	+	0.9362	93.62%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8678	86.78%
P-glycoprotein inhibitior	+	0.7274	72.74%
P-glycoprotein substrate	+	0.8141	81.41%
CYP3A4 substrate	+	0.7193	71.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8845	88.45%
CYP3A4 inhibition	-	0.8993	89.93%
CYP2C9 inhibition	-	0.7678	76.78%
CYP2C19 inhibition	-	0.7424	74.24%
CYP2D6 inhibition	-	0.8832	88.32%
CYP1A2 inhibition	-	0.7765	77.65%
CYP2C8 inhibition	+	0.6787	67.87%
CYP inhibitory promiscuity	-	0.6782	67.82%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5781	57.81%
Eye corrosion	-	0.9827	98.27%
Eye irritation	-	0.9122	91.22%
Skin irritation	-	0.7591	75.91%
Skin corrosion	-	0.9189	91.89%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6533	65.33%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	-	0.5831	58.31%
skin sensitisation	-	0.7905	79.05%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.4905	49.05%
Acute Oral Toxicity (c)	III	0.6131	61.31%
Estrogen receptor binding	+	0.8423	84.23%
Androgen receptor binding	+	0.6531	65.31%
Thyroid receptor binding	+	0.5199	51.99%
Glucocorticoid receptor binding	+	0.7304	73.04%
Aromatase binding	+	0.7259	72.59%
PPAR gamma	+	0.7315	73.15%
Honey bee toxicity	-	0.6581	65.81%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.8932	89.32%

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	99.55%	91.11%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	95.87%	89.34%
CHEMBL2581	P07339	Cathepsin D	95.84%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.93%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.28%	97.25%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.13%	96.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.16%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.86%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.40%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	89.06%	91.19%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	89.04%	93.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.76%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.23%	86.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.74%	96.77%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	86.30%	93.04%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	85.79%	94.80%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.73%	85.14%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	84.61%	83.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.20%	97.21%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.64%	93.56%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.40%	89.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.37%	94.33%
CHEMBL1951	P21397	Monoamine oxidase A	83.20%	91.49%
CHEMBL5028	O14672	ADAM10	82.84%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.71%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.53%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.06%	96.09%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.26%	82.50%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.61%	98.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.29%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162816388
• LOTUS: LTS0226754
• wikiData: Q104172117