[20,22,23,25-Tetraacetyloxy-21-(acetyloxymethyl)-26-hydroxy-3,16,26-trimethyl-6,15-dioxo-2,5,17-trioxa-11-azapentacyclo[16.7.1.01,21.03,24.07,12]hexacosa-7(12),8,10-trien-19-yl] benzoate

Details

• Internal ID: fb122f61-ec69-4645-80fb-3ad7ac9f3473
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [20,22,23,25-tetraacetyloxy-21-(acetyloxymethyl)-26-hydroxy-3,16,26-trimethyl-6,15-dioxo-2,5,17-trioxa-11-azapentacyclo[16.7.1.01,21.03,24.07,12]hexacosa-7(12),8,10-trien-19-yl] benzoate
• SMILES (Canonical): CC1C(=O)CCC2=C(C=CC=N2)C(=O)OCC3(C4C(C(C5(C(C(C(O1)C(C5(C4OC(=O)C)O3)(C)O)OC(=O)C6=CC=CC=C6)OC(=O)C)COC(=O)C)OC(=O)C)OC(=O)C)C
• SMILES (Isomeric): CC1C(=O)CCC2=C(C=CC=N2)C(=O)OCC3(C4C(C(C5(C(C(C(O1)C(C5(C4OC(=O)C)O3)(C)O)OC(=O)C6=CC=CC=C6)OC(=O)C)COC(=O)C)OC(=O)C)OC(=O)C)C
• InChI: InChI=1S/C43H49NO18/c1-21-30(50)17-16-29-28(15-12-18-44-29)39(52)55-19-40(7)31-32(57-23(3)46)36(59-25(5)48)42(20-54-22(2)45)37(60-26(6)49)33(61-38(51)27-13-10-9-11-14-27)35(56-21)41(8,53)43(42,62-40)34(31)58-24(4)47/h9-15,18,21,31-37,53H,16-17,19-20H2,1-8H3
• InChI Key: KQULAUAVGSARMD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₄₉NO₁₈
• Molecular Weight: 867.80 g/mol
• Exact Mass: 867.29496371 g/mol
• Topological Polar Surface Area (TPSA): 253.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.95
• H-Bond Acceptor: 19
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8766	87.66%
Caco-2	-	0.8450	84.50%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6200	62.00%
OATP2B1 inhibitior	-	0.5824	58.24%
OATP1B1 inhibitior	+	0.8218	82.18%
OATP1B3 inhibitior	+	0.9111	91.11%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.9887	98.87%
P-glycoprotein inhibitior	+	0.8460	84.60%
P-glycoprotein substrate	+	0.6533	65.33%
CYP3A4 substrate	+	0.7142	71.42%
CYP2C9 substrate	+	0.5930	59.30%
CYP2D6 substrate	-	0.8804	88.04%
CYP3A4 inhibition	-	0.8451	84.51%
CYP2C9 inhibition	-	0.7636	76.36%
CYP2C19 inhibition	-	0.7663	76.63%
CYP2D6 inhibition	-	0.9475	94.75%
CYP1A2 inhibition	-	0.6664	66.64%
CYP2C8 inhibition	+	0.8131	81.31%
CYP inhibitory promiscuity	-	0.7114	71.14%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5304	53.04%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9042	90.42%
Skin irritation	-	0.8061	80.61%
Skin corrosion	-	0.9374	93.74%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7584	75.84%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	-	0.5319	53.19%
skin sensitisation	-	0.8814	88.14%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.8688	86.88%
Acute Oral Toxicity (c)	III	0.5474	54.74%
Estrogen receptor binding	+	0.7942	79.42%
Androgen receptor binding	+	0.7317	73.17%
Thyroid receptor binding	+	0.6448	64.48%
Glucocorticoid receptor binding	+	0.7366	73.66%
Aromatase binding	+	0.6170	61.70%
PPAR gamma	+	0.7645	76.45%
Honey bee toxicity	-	0.7573	75.73%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.8119	81.19%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.48%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.96%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.96%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.44%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	95.84%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.10%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.39%	99.23%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.68%	82.69%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	91.54%	83.00%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	91.43%	81.11%
CHEMBL221	P23219	Cyclooxygenase-1	89.61%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.19%	97.25%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	88.17%	95.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.73%	95.56%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	87.29%	96.00%
CHEMBL5028	O14672	ADAM10	86.59%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.32%	89.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.42%	93.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	83.71%	94.42%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	83.70%	93.10%
CHEMBL4208	P20618	Proteasome component C5	83.61%	90.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.98%	96.67%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.59%	99.17%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.34%	91.07%

Plants that contains it

• Tripterygium wilfordii

Cross-Links

• PubChem: 163001772
• LOTUS: LTS0040653
• wikiData: Q105144822