[21,22-Diacetyloxy-20-(acetyloxymethyl)-19-benzoyloxy-18,25-dihydroxy-3,13,14,25-tetramethyl-6,15-dioxo-2,5,16-trioxa-11-azapentacyclo[15.7.1.01,20.03,23.07,12]pentacosa-7(12),8,10-trien-24-yl] benzoate

Details

• Internal ID: fa97b99b-717c-4b56-b399-963e9a7e065b
• Taxonomy: Alkaloids and derivatives
• IUPAC Name: [21,22-diacetyloxy-20-(acetyloxymethyl)-19-benzoyloxy-18,25-dihydroxy-3,13,14,25-tetramethyl-6,15-dioxo-2,5,16-trioxa-11-azapentacyclo[15.7.1.01,20.03,23.07,12]pentacosa-7(12),8,10-trien-24-yl] benzoate
• SMILES (Canonical): CC1C(C(=O)OC2C(C(C3(C(C(C4C(C3(C2(C)O)OC4(COC(=O)C5=C1N=CC=C5)C)OC(=O)C6=CC=CC=C6)OC(=O)C)OC(=O)C)COC(=O)C)OC(=O)C7=CC=CC=C7)O)C
• SMILES (Isomeric): CC1C(C(=O)OC2C(C(C3(C(C(C4C(C3(C2(C)O)OC4(COC(=O)C5=C1N=CC=C5)C)OC(=O)C6=CC=CC=C6)OC(=O)C)OC(=O)C)COC(=O)C)OC(=O)C7=CC=CC=C7)O)C
• InChI: InChI=1S/C46H49NO17/c1-23-24(2)39(52)62-36-33(51)37(63-41(54)29-17-12-9-13-18-29)45(22-57-25(3)48)38(60-27(5)50)34(59-26(4)49)31-35(61-40(53)28-15-10-8-11-16-28)46(45,44(36,7)56)64-43(31,6)21-58-42(55)30-19-14-20-47-32(23)30/h8-20,23-24,31,33-38,51,56H,21-22H2,1-7H3
• InChI Key: HHFVGDDLOBPLQQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₄₉NO₁₇
• Molecular Weight: 887.90 g/mol
• Exact Mass: 887.30004909 g/mol
• Topological Polar Surface Area (TPSA): 247.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.05
• H-Bond Acceptor: 18
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6560	65.60%
Caco-2	-	0.8513	85.13%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.4470	44.70%
OATP2B1 inhibitior	-	0.7159	71.59%
OATP1B1 inhibitior	+	0.8445	84.45%
OATP1B3 inhibitior	+	0.9264	92.64%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9877	98.77%
P-glycoprotein inhibitior	+	0.8392	83.92%
P-glycoprotein substrate	+	0.7330	73.30%
CYP3A4 substrate	+	0.7122	71.22%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8843	88.43%
CYP3A4 inhibition	-	0.8882	88.82%
CYP2C9 inhibition	-	0.8259	82.59%
CYP2C19 inhibition	-	0.7853	78.53%
CYP2D6 inhibition	-	0.9404	94.04%
CYP1A2 inhibition	-	0.7067	70.67%
CYP2C8 inhibition	+	0.7162	71.62%
CYP inhibitory promiscuity	-	0.6096	60.96%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5315	53.15%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9035	90.35%
Skin irritation	-	0.8225	82.25%
Skin corrosion	-	0.9416	94.16%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7628	76.28%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.8639	86.39%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.8363	83.63%
Acute Oral Toxicity (c)	III	0.5119	51.19%
Estrogen receptor binding	+	0.8009	80.09%
Androgen receptor binding	+	0.7564	75.64%
Thyroid receptor binding	+	0.6557	65.57%
Glucocorticoid receptor binding	+	0.7396	73.96%
Aromatase binding	+	0.6008	60.08%
PPAR gamma	+	0.7485	74.85%
Honey bee toxicity	-	0.7538	75.38%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.8723	87.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.28%	85.14%
CHEMBL2581	P07339	Cathepsin D	98.25%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.82%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	97.46%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.16%	96.09%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	95.68%	81.11%
CHEMBL221	P23219	Cyclooxygenase-1	94.84%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.69%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.01%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.26%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	89.13%	82.69%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.10%	89.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	86.50%	83.00%
CHEMBL2535	P11166	Glucose transporter	86.24%	98.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.22%	94.00%
CHEMBL5028	O14672	ADAM10	85.79%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.78%	95.56%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	83.72%	94.42%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.45%	96.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.93%	91.07%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	82.39%	93.10%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.22%	94.80%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.20%	96.77%
CHEMBL3401	O75469	Pregnane X receptor	81.97%	94.73%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.64%	96.67%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.43%	95.50%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.19%	94.62%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.61%	93.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.03%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.02%	95.89%

Plants that contains it

• Euonymus japonicus
• Euonymus phellomanus

Cross-Links

• PubChem: 14635600
• LOTUS: LTS0184330
• wikiData: Q105028268