5-[6-(acetyloxymethyl)-3-hydroxy-4-[5-hydroxy-5-(1-hydroxyethyl)-4-methoxy-6-methyloxan-2-yl]oxy-5-[(E)-2-isothiocyanatobut-2-enoyl]oxyoxan-2-yl]-2-amino-5-hydroxy-3,6-dioxocyclohexene-1-carboxylic acid

Details

• Internal ID: 0ef15278-ad59-4b20-b5fb-737b1ad2bf91
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 5-[6-(acetyloxymethyl)-3-hydroxy-4-[5-hydroxy-5-(1-hydroxyethyl)-4-methoxy-6-methyloxan-2-yl]oxy-5-[(E)-2-isothiocyanatobut-2-enoyl]oxyoxan-2-yl]-2-amino-5-hydroxy-3,6-dioxocyclohexene-1-carboxylic acid
• SMILES (Canonical): CC=C(C(=O)OC1C(OC(C(C1OC2CC(C(C(O2)C)(C(C)O)O)OC)O)C3(CC(=O)C(=C(C3=O)C(=O)O)N)O)COC(=O)C)N=C=S
• SMILES (Isomeric): C/C=C(\C(=O)OC1C(OC(C(C1OC2CC(C(C(O2)C)(C(C)O)O)OC)O)C3(CC(=O)C(=C(C3=O)C(=O)O)N)O)COC(=O)C)/N=C=S
• InChI: InChI=1S/C29H38N2O16S/c1-6-14(31-10-48)27(39)47-22-16(9-43-13(4)33)45-25(28(40)8-15(34)20(30)19(24(28)36)26(37)38)21(35)23(22)46-18-7-17(42-5)29(41,11(2)32)12(3)44-18/h6,11-12,16-18,21-23,25,32,35,40-41H,7-9,30H2,1-5H3,(H,37,38)/b14-6+
• InChI Key: HBWPSKYRTCNBSD-MKMNVTDBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₈N₂O₁₆S
• Molecular Weight: 702.70 g/mol
• Exact Mass: 702.19420430 g/mol
• Topological Polar Surface Area (TPSA): 312.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): -2.19
• H-Bond Acceptor: 18
• H-Bond Donor: 6
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8637	86.37%
Caco-2	-	0.8740	87.40%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.4028	40.28%
OATP2B1 inhibitior	-	0.7208	72.08%
OATP1B1 inhibitior	+	0.8372	83.72%
OATP1B3 inhibitior	+	0.9405	94.05%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8703	87.03%
P-glycoprotein inhibitior	+	0.7025	70.25%
P-glycoprotein substrate	+	0.8654	86.54%
CYP3A4 substrate	+	0.7093	70.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8747	87.47%
CYP3A4 inhibition	-	0.9206	92.06%
CYP2C9 inhibition	-	0.7803	78.03%
CYP2C19 inhibition	-	0.7550	75.50%
CYP2D6 inhibition	-	0.8813	88.13%
CYP1A2 inhibition	-	0.7735	77.35%
CYP2C8 inhibition	+	0.6144	61.44%
CYP inhibitory promiscuity	-	0.7754	77.54%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5546	55.46%
Eye corrosion	-	0.9824	98.24%
Eye irritation	-	0.9184	91.84%
Skin irritation	-	0.7626	76.26%
Skin corrosion	-	0.9188	91.88%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3780	37.80%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	-	0.6342	63.42%
skin sensitisation	-	0.7875	78.75%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	+	0.5392	53.92%
Acute Oral Toxicity (c)	III	0.6066	60.66%
Estrogen receptor binding	+	0.8137	81.37%
Androgen receptor binding	+	0.6343	63.43%
Thyroid receptor binding	+	0.5417	54.17%
Glucocorticoid receptor binding	+	0.7231	72.31%
Aromatase binding	+	0.7119	71.19%
PPAR gamma	+	0.7094	70.94%
Honey bee toxicity	-	0.6493	64.93%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.6783	67.83%

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	99.15%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.25%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.92%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.33%	85.14%
CHEMBL2581	P07339	Cathepsin D	95.18%	98.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	94.71%	89.34%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.70%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.97%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.82%	89.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	91.60%	89.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.70%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.65%	97.25%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.19%	96.47%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.69%	96.95%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.04%	93.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.91%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.68%	95.56%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	85.27%	98.75%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	85.24%	95.58%
CHEMBL5028	O14672	ADAM10	84.79%	97.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.43%	86.33%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	83.33%	94.42%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	82.66%	83.00%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	82.47%	95.71%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.92%	97.21%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.75%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	81.67%	91.19%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.49%	94.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.48%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.48%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 6443928
• LOTUS: LTS0247187
• wikiData: Q105108874