(19,21,22,24-Tetraacetyloxy-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-20-yl)methyl acetate

Details

• Internal ID: b56cba21-483a-487b-8125-0e3f375a07dc
• Taxonomy: Alkaloids and derivatives
• IUPAC Name: (19,21,22,24-tetraacetyloxy-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-20-yl)methyl acetate
• 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)C)OC(=O)C)OC(=O)C)COC(=O)C)OC(=O)C)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)C)OC(=O)C)OC(=O)C)COC(=O)C)OC(=O)C)O)C
• InChI: InChI=1S/C36H45NO17/c1-15-16(2)31(44)53-28-25(43)29(51-20(6)41)35(14-47-17(3)38)30(52-21(7)42)26(49-18(4)39)23-27(50-19(5)40)36(35,34(28,9)46)54-33(23,8)13-48-32(45)22-11-10-12-37-24(15)22/h10-12,15-16,23,25-30,43,46H,13-14H2,1-9H3
• InChI Key: VWRGSMDCPWKKRO-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₅NO₁₇
• Molecular Weight: 763.70 g/mol
• Exact Mass: 763.26874897 g/mol
• Topological Polar Surface Area (TPSA): 247.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 0.46
• H-Bond Acceptor: 18
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6796	67.96%
Caco-2	-	0.8435	84.35%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.4470	44.70%
OATP2B1 inhibitior	-	0.7121	71.21%
OATP1B1 inhibitior	+	0.8605	86.05%
OATP1B3 inhibitior	+	0.9305	93.05%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9458	94.58%
P-glycoprotein inhibitior	+	0.8213	82.13%
P-glycoprotein substrate	+	0.7162	71.62%
CYP3A4 substrate	+	0.7094	70.94%
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	+	0.5779	57.79%
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	-	0.9898	98.98%
Eye irritation	-	0.8981	89.81%
Skin irritation	-	0.8097	80.97%
Skin corrosion	-	0.9405	94.05%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6469	64.69%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.8563	85.63%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.8670	86.70%
Acute Oral Toxicity (c)	III	0.5119	51.19%
Estrogen receptor binding	+	0.7939	79.39%
Androgen receptor binding	+	0.7300	73.00%
Thyroid receptor binding	+	0.6142	61.42%
Glucocorticoid receptor binding	+	0.7249	72.49%
Aromatase binding	+	0.6524	65.24%
PPAR gamma	+	0.7553	75.53%
Honey bee toxicity	-	0.7585	75.85%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6350	63.50%
Fish aquatic toxicity	+	0.7720	77.20%

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	98.39%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.38%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.34%	97.25%
CHEMBL2581	P07339	Cathepsin D	98.15%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.27%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.79%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	93.18%	91.49%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.90%	82.69%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.86%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.49%	94.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.41%	96.77%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	89.88%	81.11%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	89.46%	94.80%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	88.72%	93.10%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.30%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.05%	95.56%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	85.07%	96.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.75%	100.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	84.50%	94.42%
CHEMBL3401	O75469	Pregnane X receptor	83.91%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.16%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.24%	96.00%
CHEMBL5028	O14672	ADAM10	81.78%	97.50%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.34%	96.67%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.33%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.45%	91.07%
CHEMBL2535	P11166	Glucose transporter	80.28%	98.75%

Plants that contains it

• Peritassa campestris
• Tripterygium wilfordii

Cross-Links

• PubChem: 78200677
• LOTUS: LTS0088265
• wikiData: Q104199859