[(1R,3R,15S,18S,19R,20S,21R,22R,24S,25R,26R)-22,25-diacetyloxy-21-(acetyloxymethyl)-15,19,26-trihydroxy-3,15,26-trimethyl-6,16,23-trioxo-2,5,17-trioxa-11-azapentacyclo[16.7.1.01,21.03,24.07,12]hexacosa-7(12),8,10-trien-20-yl] benzoate

Details

• Internal ID: b448c7b7-6689-4a4c-8445-17b5cd5e088e
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Hexacarboxylic acids and derivatives
• IUPAC Name: [(1R,3R,15S,18S,19R,20S,21R,22R,24S,25R,26R)-22,25-diacetyloxy-21-(acetyloxymethyl)-15,19,26-trihydroxy-3,15,26-trimethyl-6,16,23-trioxo-2,5,17-trioxa-11-azapentacyclo[16.7.1.01,21.03,24.07,12]hexacosa-7(12),8,10-trien-20-yl] benzoate
• SMILES (Canonical): CC(=O)OCC12C(C(C3C(C14C(C(C(=O)C2OC(=O)C)C(O4)(COC(=O)C5=C(CCC(C(=O)O3)(C)O)N=CC=C5)C)OC(=O)C)(C)O)O)OC(=O)C6=CC=CC=C6
• SMILES (Isomeric): CC(=O)OC[C@]12[C@@H]([C@H]([C@H]3[C@@]([C@]14[C@@H]([C@H](C(=O)[C@@H]2OC(=O)C)[C@@](O4)(COC(=O)C5=C(CC[C@](C(=O)O3)(C)O)N=CC=C5)C)OC(=O)C)(C)O)O)OC(=O)C6=CC=CC=C6
• InChI: InChI=1S/C39H43NO17/c1-19(41)51-18-38-30(54-21(3)43)26(44)25-28(53-20(2)42)39(38)37(6,50)29(27(45)31(38)55-32(46)22-11-8-7-9-12-22)56-34(48)35(4,49)15-14-24-23(13-10-16-40-24)33(47)52-17-36(25,5)57-39/h7-13,16,25,27-31,45,49-50H,14-15,17-18H2,1-6H3/t25-,27-,28+,29-,30-,31+,35-,36-,37+,38-,39+/m0/s1
• InChI Key: PYEORABUEAEFKO-UDSSXVGJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₄₃NO₁₇
• Molecular Weight: 797.80 g/mol
• Exact Mass: 797.25309890 g/mol
• Topological Polar Surface Area (TPSA): 258.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 0.34
• H-Bond Acceptor: 18
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8192	81.92%
Caco-2	-	0.8409	84.09%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.3787	37.87%
OATP2B1 inhibitior	-	0.7240	72.40%
OATP1B1 inhibitior	+	0.8347	83.47%
OATP1B3 inhibitior	+	0.9252	92.52%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9836	98.36%
P-glycoprotein inhibitior	+	0.8307	83.07%
P-glycoprotein substrate	+	0.6908	69.08%
CYP3A4 substrate	+	0.7158	71.58%
CYP2C9 substrate	-	0.6080	60.80%
CYP2D6 substrate	-	0.8766	87.66%
CYP3A4 inhibition	-	0.8227	82.27%
CYP2C9 inhibition	-	0.8309	83.09%
CYP2C19 inhibition	-	0.8306	83.06%
CYP2D6 inhibition	-	0.9463	94.63%
CYP1A2 inhibition	-	0.7526	75.26%
CYP2C8 inhibition	+	0.8368	83.68%
CYP inhibitory promiscuity	-	0.7705	77.05%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5557	55.57%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9054	90.54%
Skin irritation	-	0.7907	79.07%
Skin corrosion	-	0.9369	93.69%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6691	66.91%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.8847	88.47%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.7698	76.98%
Acute Oral Toxicity (c)	III	0.5394	53.94%
Estrogen receptor binding	+	0.7953	79.53%
Androgen receptor binding	+	0.7485	74.85%
Thyroid receptor binding	+	0.6144	61.44%
Glucocorticoid receptor binding	+	0.7398	73.98%
Aromatase binding	+	0.6271	62.71%
PPAR gamma	+	0.7803	78.03%
Honey bee toxicity	-	0.7336	73.36%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.7489	74.89%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.70%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.52%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.58%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.55%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.97%	99.23%
CHEMBL2535	P11166	Glucose transporter	93.88%	98.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.27%	91.11%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	93.19%	81.11%
CHEMBL1951	P21397	Monoamine oxidase A	91.96%	91.49%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	90.36%	95.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.05%	89.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	89.60%	94.62%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	89.20%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.78%	95.56%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	85.17%	94.08%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.86%	91.07%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	84.80%	96.00%
CHEMBL5028	O14672	ADAM10	84.38%	97.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.31%	94.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	82.67%	83.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.56%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.83%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	81.65%	90.17%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.03%	96.67%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.72%	89.67%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.72%	98.75%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.54%	92.62%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	80.39%	96.39%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.04%	93.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163096258
• LOTUS: LTS0260990
• wikiData: Q105216553