[(1S,3S,13S,14S,17R,18R,19S,20R,21S,24R,25R)-18,19,21,24-tetraacetyloxy-3,13,14,25-tetramethyl-6,15,22-trioxo-2,5,16-trioxa-11-azapentacyclo[15.7.1.01,20.03,23.07,12]pentacosa-7(12),8,10-trien-20-yl]methyl acetate

Details

• Internal ID: a1c27470-8596-4a37-8af7-4e58beaafad0
• Taxonomy: Alkaloids and derivatives
• IUPAC Name: [(1S,3S,13S,14S,17R,18R,19S,20R,21S,24R,25R)-18,19,21,24-tetraacetyloxy-3,13,14,25-tetramethyl-6,15,22-trioxo-2,5,16-trioxa-11-azapentacyclo[15.7.1.01,20.03,23.07,12]pentacosa-7(12),8,10-trien-20-yl]methyl acetate
• SMILES (Canonical): CC1C(C(=O)OC2C(C34C(C(C(=O)C(C3(C(C2OC(=O)C)OC(=O)C)COC(=O)C)OC(=O)C)C(O4)(COC(=O)C5=C1N=CC=C5)C)OC(=O)C)C)C
• SMILES (Isomeric): C[C@H]1[C@@H](C(=O)O[C@@H]2[C@H]([C@@]34[C@@H](C(C(=O)[C@H]([C@]3([C@@H]([C@@H]2OC(=O)C)OC(=O)C)COC(=O)C)OC(=O)C)[C@](O4)(COC(=O)C5=C1N=CC=C5)C)OC(=O)C)C)C
• InChI: InChI=1S/C36H43NO16/c1-15-16(2)32(44)52-27-17(3)36-29(49-20(6)40)24(34(9,53-36)13-47-33(45)23-11-10-12-37-25(15)23)26(43)30(50-21(7)41)35(36,14-46-18(4)38)31(51-22(8)42)28(27)48-19(5)39/h10-12,15-17,24,27-31H,13-14H2,1-9H3/t15-,16-,17+,24?,27+,28+,29+,30+,31+,34+,35-,36+/m0/s1
• InChI Key: HIZXOIDYACHULC-MOTSPOBHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₃NO₁₆
• Molecular Weight: 745.70 g/mol
• Exact Mass: 745.25818428 g/mol
• Topological Polar Surface Area (TPSA): 223.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.56
• H-Bond Acceptor: 17
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9615	96.15%
Caco-2	-	0.8250	82.50%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5012	50.12%
OATP2B1 inhibitior	-	0.7078	70.78%
OATP1B1 inhibitior	+	0.8334	83.34%
OATP1B3 inhibitior	+	0.9265	92.65%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9856	98.56%
P-glycoprotein inhibitior	+	0.8811	88.11%
P-glycoprotein substrate	+	0.6929	69.29%
CYP3A4 substrate	+	0.7153	71.53%
CYP2C9 substrate	+	0.5923	59.23%
CYP2D6 substrate	-	0.8866	88.66%
CYP3A4 inhibition	-	0.6274	62.74%
CYP2C9 inhibition	-	0.7420	74.20%
CYP2C19 inhibition	-	0.5628	56.28%
CYP2D6 inhibition	-	0.9350	93.50%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	+	0.5973	59.73%
CYP inhibitory promiscuity	-	0.5060	50.60%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5121	51.21%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.8940	89.40%
Skin irritation	-	0.8276	82.76%
Skin corrosion	-	0.9399	93.99%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3705	37.05%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.5965	59.65%
skin sensitisation	-	0.8111	81.11%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.8513	85.13%
Acute Oral Toxicity (c)	III	0.5780	57.80%
Estrogen receptor binding	+	0.8035	80.35%
Androgen receptor binding	+	0.7264	72.64%
Thyroid receptor binding	+	0.6515	65.15%
Glucocorticoid receptor binding	+	0.7823	78.23%
Aromatase binding	+	0.6461	64.61%
PPAR gamma	+	0.7741	77.41%
Honey bee toxicity	-	0.7113	71.13%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.8348	83.48%

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	98.57%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.52%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	96.93%	91.49%
CHEMBL2581	P07339	Cathepsin D	96.22%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.95%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.56%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.16%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.07%	94.00%
CHEMBL2039	P27338	Monoamine oxidase B	92.28%	92.51%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	92.16%	93.10%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.52%	89.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	90.40%	94.42%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	89.44%	94.80%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.23%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.86%	99.23%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.63%	82.69%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.25%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.63%	95.56%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	87.49%	81.11%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	86.05%	95.71%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	85.64%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.46%	99.17%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	82.62%	96.39%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	81.07%	95.17%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.70%	96.67%

Plants that contains it

• Euonymus sachalinensis

Cross-Links

• PubChem: 101593037
• LOTUS: LTS0257504
• wikiData: Q104402694