[(3R,14S,17S,24R,25S)-21-acetyloxy-20-(acetyloxymethyl)-19-benzoyloxy-18,25-dihydroxy-3,13,14,25-tetramethyl-6,15-dioxo-22-propanoyloxy-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: ccd0ced0-4773-49ed-a240-0e17e42ca4f5
• Taxonomy: Alkaloids and derivatives
• IUPAC Name: [(3R,14S,17S,24R,25S)-21-acetyloxy-20-(acetyloxymethyl)-19-benzoyloxy-18,25-dihydroxy-3,13,14,25-tetramethyl-6,15-dioxo-22-propanoyloxy-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): CCC(=O)OC1C2C(C34C(C(C(C(C3(C1OC(=O)C)COC(=O)C)OC(=O)C5=CC=CC=C5)O)OC(=O)C(C(C6=C(C=CC=N6)C(=O)OCC2(O4)C)C)C)(C)O)OC(=O)C7=CC=CC=C7
• SMILES (Isomeric): CCC(=O)OC1C2[C@H](C34[C@@]([C@H](C(C(C3(C1OC(=O)C)COC(=O)C)OC(=O)C5=CC=CC=C5)O)OC(=O)[C@H](C(C6=C(C=CC=N6)C(=O)OC[C@@]2(O4)C)C)C)(C)O)OC(=O)C7=CC=CC=C7
• InChI: InChI=1S/C47H51NO17/c1-8-31(51)61-35-32-36(62-41(54)28-16-11-9-12-17-28)47-45(7,57)37(63-40(53)25(3)24(2)33-30(20-15-21-48-33)43(56)59-22-44(32,6)65-47)34(52)38(64-42(55)29-18-13-10-14-19-29)46(47,23-58-26(4)49)39(35)60-27(5)50/h9-21,24-25,32,34-39,52,57H,8,22-23H2,1-7H3/t24?,25-,32?,34?,35?,36+,37-,38?,39?,44-,45-,46?,47?/m0/s1
• InChI Key: MSSOSOXUURLBHN-CPECKVBXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₅₁NO₁₇
• Molecular Weight: 901.90 g/mol
• Exact Mass: 901.31569916 g/mol
• Topological Polar Surface Area (TPSA): 247.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.44
• H-Bond Acceptor: 18
• H-Bond Donor: 2
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7617	76.17%
Caco-2	-	0.8520	85.20%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.4292	42.92%
OATP2B1 inhibitior	-	0.7180	71.80%
OATP1B1 inhibitior	+	0.8266	82.66%
OATP1B3 inhibitior	+	0.9243	92.43%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9919	99.19%
P-glycoprotein inhibitior	+	0.8312	83.12%
P-glycoprotein substrate	+	0.7783	77.83%
CYP3A4 substrate	+	0.7187	71.87%
CYP2C9 substrate	-	0.8030	80.30%
CYP2D6 substrate	-	0.8777	87.77%
CYP3A4 inhibition	-	0.8680	86.80%
CYP2C9 inhibition	-	0.7807	78.07%
CYP2C19 inhibition	-	0.7414	74.14%
CYP2D6 inhibition	-	0.9460	94.60%
CYP1A2 inhibition	-	0.6531	65.31%
CYP2C8 inhibition	+	0.7747	77.47%
CYP inhibitory promiscuity	-	0.5450	54.50%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5406	54.06%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9060	90.60%
Skin irritation	-	0.8139	81.39%
Skin corrosion	-	0.9398	93.98%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7595	75.95%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.8643	86.43%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.7610	76.10%
Acute Oral Toxicity (c)	III	0.5349	53.49%
Estrogen receptor binding	+	0.7993	79.93%
Androgen receptor binding	+	0.7555	75.55%
Thyroid receptor binding	+	0.6470	64.70%
Glucocorticoid receptor binding	+	0.7356	73.56%
Aromatase binding	+	0.6009	60.09%
PPAR gamma	+	0.7593	75.93%
Honey bee toxicity	-	0.7354	73.54%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9042	90.42%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	98.23%	91.49%
CHEMBL2581	P07339	Cathepsin D	98.14%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.88%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	96.88%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.80%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.75%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.68%	85.14%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	95.02%	81.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.91%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.47%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.71%	91.11%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	89.89%	93.10%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.29%	82.69%
CHEMBL2535	P11166	Glucose transporter	86.77%	98.75%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	85.41%	83.00%
CHEMBL5028	O14672	ADAM10	84.77%	97.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.67%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.36%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.91%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.85%	96.00%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	81.83%	87.67%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.62%	96.67%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.01%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.59%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.21%	95.56%

Plants that contains it

• Euonymus phellomanus

Cross-Links

• PubChem: 5317278
• LOTUS: LTS0047420
• wikiData: Q105171373