(3S,4S)-3-[(2R,3R,4R,5S,6S)-6-(acetyloxymethyl)-3,5-dihydroxy-4-[(2R,4R,5R,6R)-5-hydroxy-4-methoxy-6-methyl-5-[(1R)-1-[(2S)-2-methylbutanoyl]oxyethyl]oxan-2-yl]oxyoxan-2-yl]-2,4-dihydroxy-6-imino-5-oxocyclohexene-1-carboxylic acid

Details

• Internal ID: 7db2a455-27fa-4282-bd3b-45616672d893
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (3S,4S)-3-[(2R,3R,4R,5S,6S)-6-(acetyloxymethyl)-3,5-dihydroxy-4-[(2R,4R,5R,6R)-5-hydroxy-4-methoxy-6-methyl-5-[(1R)-1-[(2S)-2-methylbutanoyl]oxyethyl]oxan-2-yl]oxyoxan-2-yl]-2,4-dihydroxy-6-imino-5-oxocyclohexene-1-carboxylic acid
• SMILES (Canonical): CCC(C)C(=O)OC(C)C1(C(OC(CC1OC)OC2C(C(OC(C2O)C3C(C(=O)C(=N)C(=C3O)C(=O)O)O)COC(=O)C)O)C)O
• SMILES (Isomeric): CC[C@H](C)C(=O)O[C@H](C)[C@@]1([C@H](O[C@H](C[C@H]1OC)O[C@H]2[C@H]([C@@H](O[C@@H]([C@H]2O)[C@@H]3[C@@H](C(=O)C(=N)C(=C3O)C(=O)O)O)COC(=O)C)O)C)O
• InChI: InChI=1S/C29H43NO16/c1-7-10(2)28(39)44-12(4)29(40)11(3)43-16(8-15(29)41-6)46-26-20(32)14(9-42-13(5)31)45-25(24(26)36)18-21(33)17(27(37)38)19(30)23(35)22(18)34/h10-12,14-16,18,20,22,24-26,30,32-34,36,40H,7-9H2,1-6H3,(H,37,38)/t10-,11+,12+,14-,15+,16-,18-,20-,22-,24+,25+,26-,29+/m0/s1
• InChI Key: OBQJKLCJBQKLPR-CYMDVGJASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₃NO₁₆
• Molecular Weight: 661.60 g/mol
• Exact Mass: 661.25818428 g/mol
• Topological Polar Surface Area (TPSA): 269.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -1.24
• H-Bond Acceptor: 16
• H-Bond Donor: 7
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6743	67.43%
Caco-2	-	0.8609	86.09%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5738	57.38%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8194	81.94%
OATP1B3 inhibitior	+	0.9184	91.84%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.5798	57.98%
P-glycoprotein inhibitior	+	0.6679	66.79%
P-glycoprotein substrate	+	0.7205	72.05%
CYP3A4 substrate	+	0.6930	69.30%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8902	89.02%
CYP3A4 inhibition	-	0.9017	90.17%
CYP2C9 inhibition	-	0.7926	79.26%
CYP2C19 inhibition	-	0.7757	77.57%
CYP2D6 inhibition	-	0.9025	90.25%
CYP1A2 inhibition	-	0.8586	85.86%
CYP2C8 inhibition	+	0.5253	52.53%
CYP inhibitory promiscuity	-	0.6269	62.69%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5830	58.30%
Eye corrosion	-	0.9856	98.56%
Eye irritation	-	0.9100	91.00%
Skin irritation	-	0.7669	76.69%
Skin corrosion	-	0.9329	93.29%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6182	61.82%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	-	0.5192	51.92%
skin sensitisation	-	0.8051	80.51%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.5523	55.23%
Acute Oral Toxicity (c)	III	0.6336	63.36%
Estrogen receptor binding	+	0.7844	78.44%
Androgen receptor binding	+	0.6269	62.69%
Thyroid receptor binding	-	0.5876	58.76%
Glucocorticoid receptor binding	+	0.6814	68.14%
Aromatase binding	+	0.6891	68.91%
PPAR gamma	+	0.6915	69.15%
Honey bee toxicity	-	0.7272	72.72%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.8480	84.80%

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	96.65%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.71%	85.14%
CHEMBL2581	P07339	Cathepsin D	95.66%	98.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	95.66%	97.21%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.66%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.39%	97.25%
CHEMBL5255	O00206	Toll-like receptor 4	89.94%	92.50%
CHEMBL340	P08684	Cytochrome P450 3A4	89.88%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.59%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.14%	96.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.94%	96.95%
CHEMBL2413	P32246	C-C chemokine receptor type 1	88.29%	89.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.01%	89.00%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	86.69%	92.68%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.56%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.78%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.38%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.90%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	84.78%	90.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.15%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.84%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.36%	94.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.53%	100.00%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	81.74%	92.78%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.09%	93.56%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.95%	96.90%
CHEMBL299	P17252	Protein kinase C alpha	80.51%	98.03%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.12%	93.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 137306390
• LOTUS: LTS0183743
• wikiData: Q105189122