[(1S,3R,18R,19R,20R,21S,24R)-18,21,22-triacetyloxy-20-(acetyloxymethyl)-19-benzoyloxy-25-hydroxy-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: ee39a279-3085-4591-b0fa-799606178752
• Taxonomy: Alkaloids and derivatives
• IUPAC Name: [(1S,3R,18R,19R,20R,21S,24R)-18,21,22-triacetyloxy-20-(acetyloxymethyl)-19-benzoyloxy-25-hydroxy-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)OC(=O)C)C
• SMILES (Isomeric): CC1C(C(=O)OC2[C@@H]([C@@H]([C@]3([C@@H](C(C4[C@H]([C@@]3(C2(C)O)O[C@]4(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)OC(=O)C)C
• InChI: InChI=1S/C48H51NO18/c1-24-25(2)41(54)65-38-36(62-28(5)52)40(66-43(56)31-18-13-10-14-19-31)47(23-59-26(3)50)39(63-29(6)53)35(61-27(4)51)33-37(64-42(55)30-16-11-9-12-17-30)48(47,46(38,8)58)67-45(33,7)22-60-44(57)32-20-15-21-49-34(24)32/h9-21,24-25,33,35-40,58H,22-23H2,1-8H3/t24?,25?,33?,35?,36-,37+,38?,39+,40-,45-,46?,47+,48-/m0/s1
• InChI Key: PYDAEIINPZJDBO-HEICXWOHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₅₁NO₁₈
• Molecular Weight: 929.90 g/mol
• Exact Mass: 929.31061378 g/mol
• Topological Polar Surface Area (TPSA): 253.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.62
• H-Bond Acceptor: 19
• H-Bond Donor: 1
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8593	85.93%
Caco-2	-	0.8501	85.01%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5278	52.78%
OATP2B1 inhibitior	-	0.7159	71.59%
OATP1B1 inhibitior	+	0.8392	83.92%
OATP1B3 inhibitior	+	0.9090	90.90%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9901	99.01%
P-glycoprotein inhibitior	+	0.8531	85.31%
P-glycoprotein substrate	+	0.7199	71.99%
CYP3A4 substrate	+	0.7083	70.83%
CYP2C9 substrate	-	0.6071	60.71%
CYP2D6 substrate	-	0.8896	88.96%
CYP3A4 inhibition	-	0.7700	77.00%
CYP2C9 inhibition	-	0.7689	76.89%
CYP2C19 inhibition	-	0.7054	70.54%
CYP2D6 inhibition	-	0.9450	94.50%
CYP1A2 inhibition	-	0.6309	63.09%
CYP2C8 inhibition	+	0.7105	71.05%
CYP inhibitory promiscuity	-	0.6539	65.39%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5110	51.10%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9029	90.29%
Skin irritation	-	0.8265	82.65%
Skin corrosion	-	0.9445	94.45%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7320	73.20%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8566	85.66%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.8196	81.96%
Acute Oral Toxicity (c)	III	0.4652	46.52%
Estrogen receptor binding	+	0.7941	79.41%
Androgen receptor binding	+	0.7606	76.06%
Thyroid receptor binding	+	0.6618	66.18%
Glucocorticoid receptor binding	+	0.7358	73.58%
Aromatase binding	+	0.6138	61.38%
PPAR gamma	+	0.7441	74.41%
Honey bee toxicity	-	0.7533	75.33%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.8900	89.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.34%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	98.20%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.06%	85.14%
CHEMBL2581	P07339	Cathepsin D	97.46%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.44%	96.09%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	94.45%	81.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.02%	99.23%
CHEMBL221	P23219	Cyclooxygenase-1	93.01%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.77%	97.25%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.60%	82.69%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.64%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.99%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.90%	95.56%
CHEMBL5028	O14672	ADAM10	85.68%	97.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.20%	94.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	84.69%	94.42%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	83.35%	83.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.46%	93.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	82.16%	93.10%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.00%	96.67%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.78%	95.50%
CHEMBL4208	P20618	Proteasome component C5	80.59%	90.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.50%	94.62%

Plants that contains it

• Euonymus fortunei

Cross-Links

• PubChem: 24893714
• NPASS: NPC258255