[(1R,2R,3S,4R,5S)-2-[(2R,3S,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4,5-trihydroxycyclohexyl] (2S,3R,3aS,4S,4'S,5'R,6S,7aR)-4'-benzoyloxy-3,3a,4-trihydroxy-5'-methylspiro[3,4,5,6,7,7a-hexahydro-1-benzofuran-2,2'-oxane]-6-carboxylate

Details

• Internal ID: beabbcb7-9d84-4412-a165-da8d1ea84c48
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Aminosaccharides > N-acyl-alpha-hexosamines
• IUPAC Name: [(1R,2R,3S,4R,5S)-2-[(2R,3S,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4,5-trihydroxycyclohexyl] (2S,3R,3aS,4S,4'S,5'R,6S,7aR)-4'-benzoyloxy-3,3a,4-trihydroxy-5'-methylspiro[3,4,5,6,7,7a-hexahydro-1-benzofuran-2,2'-oxane]-6-carboxylate
• SMILES (Canonical): CC1COC2(CC1OC(=O)C3=CC=CC=C3)C(C4(C(CC(CC4O2)C(=O)OC5CC(C(C(C5OC6C(C(C(C(O6)CO)O)O)NC(=O)C)O)O)O)O)O)O
• SMILES (Isomeric): C[C@@H]1CO[C@]2(C[C@@H]1OC(=O)C3=CC=CC=C3)[C@@H]([C@]4([C@H](C[C@@H](C[C@H]4O2)C(=O)O[C@@H]5C[C@@H]([C@H]([C@@H]([C@H]5O[C@@H]6[C@H]([C@H]([C@@H]([C@H](O6)CO)O)O)NC(=O)C)O)O)O)O)O)O
• InChI: InChI=1S/C35H49NO18/c1-14-13-49-34(11-20(14)51-30(45)16-6-4-3-5-7-16)33(47)35(48)22(40)8-17(9-23(35)54-34)31(46)50-19-10-18(39)25(41)28(44)29(19)53-32-24(36-15(2)38)27(43)26(42)21(12-37)52-32/h3-7,14,17-29,32-33,37,39-44,47-48H,8-13H2,1-2H3,(H,36,38)/t14-,17+,18+,19-,20+,21-,22+,23-,24+,25-,26-,27-,28+,29+,32-,33+,34+,35-/m1/s1
• InChI Key: OFMUQXHBRUAVAD-ITCJFNOUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₉NO₁₈
• Molecular Weight: 771.80 g/mol
• Exact Mass: 771.29496371 g/mol
• Topological Polar Surface Area (TPSA): 301.00 Ų
• XlogP: -3.30
• Atomic LogP (AlogP): -4.05
• H-Bond Acceptor: 18
• 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	-	0.6486	64.86%
Caco-2	-	0.8834	88.34%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.4789	47.89%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7873	78.73%
OATP1B3 inhibitior	+	0.9463	94.63%
MATE1 inhibitior	-	0.9246	92.46%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.6446	64.46%
P-glycoprotein inhibitior	+	0.7001	70.01%
P-glycoprotein substrate	+	0.6926	69.26%
CYP3A4 substrate	+	0.7314	73.14%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8690	86.90%
CYP3A4 inhibition	-	0.9239	92.39%
CYP2C9 inhibition	-	0.9289	92.89%
CYP2C19 inhibition	-	0.8972	89.72%
CYP2D6 inhibition	-	0.9239	92.39%
CYP1A2 inhibition	-	0.9223	92.23%
CYP2C8 inhibition	+	0.7360	73.60%
CYP inhibitory promiscuity	-	0.7887	78.87%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6050	60.50%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9148	91.48%
Skin irritation	-	0.7816	78.16%
Skin corrosion	-	0.9424	94.24%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7437	74.37%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	-	0.5932	59.32%
skin sensitisation	-	0.8648	86.48%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.5944	59.44%
Estrogen receptor binding	+	0.8047	80.47%
Androgen receptor binding	+	0.6959	69.59%
Thyroid receptor binding	+	0.5290	52.90%
Glucocorticoid receptor binding	+	0.7058	70.58%
Aromatase binding	+	0.5783	57.83%
PPAR gamma	+	0.7422	74.22%
Honey bee toxicity	-	0.6573	65.73%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.8839	88.39%

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	97.21%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	96.17%	90.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	95.29%	95.50%
CHEMBL2581	P07339	Cathepsin D	94.74%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.59%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	94.06%	96.61%
CHEMBL1951	P21397	Monoamine oxidase A	90.93%	91.49%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	90.26%	94.23%
CHEMBL226	P30542	Adenosine A1 receptor	90.07%	95.93%
CHEMBL5028	O14672	ADAM10	88.96%	97.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.72%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.06%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.85%	97.09%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	85.51%	94.08%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.33%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	85.10%	91.19%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	83.96%	97.53%
CHEMBL2996	Q05655	Protein kinase C delta	83.92%	97.79%
CHEMBL3401	O75469	Pregnane X receptor	83.62%	94.73%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.35%	97.14%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.07%	96.95%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.18%	95.83%

Plants that contains it

• Phyllanthus acidus

Cross-Links

• PubChem: 163013651
• LOTUS: LTS0214566
• wikiData: Q105191249