[(1S,3R,15S,18S,19R,20R,21R,22S,23S,24R,25R,26S)-19,22,23,25-tetraacetyloxy-21-(acetyloxymethyl)-26-hydroxy-3,15,26-trimethyl-6,16-dioxo-2,5,17-trioxa-11-azapentacyclo[16.7.1.01,21.03,24.07,12]hexacosa-7(12),8,10-trien-20-yl] benzoate

Details

• Internal ID: 9931b369-de32-4e2d-b1f8-6e3a5d7d0116
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [(1S,3R,15S,18S,19R,20R,21R,22S,23S,24R,25R,26S)-19,22,23,25-tetraacetyloxy-21-(acetyloxymethyl)-26-hydroxy-3,15,26-trimethyl-6,16-dioxo-2,5,17-trioxa-11-azapentacyclo[16.7.1.01,21.03,24.07,12]hexacosa-7(12),8,10-trien-20-yl] benzoate
• SMILES (Canonical): CC1CCC2=C(C=CC=N2)C(=O)OCC3(C4C(C(C5(C(C(C(C(C5(C4OC(=O)C)O3)(C)O)OC1=O)OC(=O)C)OC(=O)C6=CC=CC=C6)COC(=O)C)OC(=O)C)OC(=O)C)C
• SMILES (Isomeric): C[C@H]1CCC2=C(C=CC=N2)C(=O)OC[C@]3([C@@H]4[C@@H]([C@H]([C@@]5([C@H]([C@H]([C@@H]([C@]([C@]5([C@@H]4OC(=O)C)O3)(C)O)OC1=O)OC(=O)C)OC(=O)C6=CC=CC=C6)COC(=O)C)OC(=O)C)OC(=O)C)C
• InChI: InChI=1S/C43H49NO18/c1-21-16-17-29-28(15-12-18-44-29)39(52)55-19-40(7)30-31(56-23(3)46)35(59-26(6)49)42(20-54-22(2)45)36(61-38(51)27-13-10-9-11-14-27)32(57-24(4)47)34(60-37(21)50)41(8,53)43(42,62-40)33(30)58-25(5)48/h9-15,18,21,30-36,53H,16-17,19-20H2,1-8H3/t21-,30+,31-,32-,33+,34-,35+,36-,40-,41-,42+,43-/m0/s1
• InChI Key: WQXGLECMNMWOGT-PFNSZYJRSA-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: 2.20
• Atomic LogP (AlogP): 2.16
• 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	-	0.8408	84.08%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6200	62.00%
OATP2B1 inhibitior	-	0.5787	57.87%
OATP1B1 inhibitior	+	0.8395	83.95%
OATP1B3 inhibitior	+	0.9111	91.11%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.9828	98.28%
P-glycoprotein inhibitior	+	0.8485	84.85%
P-glycoprotein substrate	+	0.7013	70.13%
CYP3A4 substrate	+	0.7148	71.48%
CYP2C9 substrate	-	0.6048	60.48%
CYP2D6 substrate	-	0.8826	88.26%
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	+	0.7965	79.65%
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	-	0.9054	90.54%
Skin irritation	-	0.8061	80.61%
Skin corrosion	-	0.9374	93.74%
Ames mutagenesis	-	0.6770	67.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6938	69.38%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8814	88.14%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.7123	71.23%
Acute Oral Toxicity (c)	III	0.5474	54.74%
Estrogen receptor binding	+	0.8043	80.43%
Androgen receptor binding	+	0.7556	75.56%
Thyroid receptor binding	+	0.6279	62.79%
Glucocorticoid receptor binding	+	0.7364	73.64%
Aromatase binding	+	0.6234	62.34%
PPAR gamma	+	0.7757	77.57%
Honey bee toxicity	-	0.7589	75.89%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
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
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.87%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	97.66%	91.49%
CHEMBL2581	P07339	Cathepsin D	97.40%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.40%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.20%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.40%	99.23%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	94.18%	81.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	93.64%	82.69%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.25%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	89.97%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.38%	95.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.47%	93.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.21%	97.25%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	86.22%	96.00%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	85.98%	87.67%
CHEMBL5028	O14672	ADAM10	85.54%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.30%	89.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	84.54%	83.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.92%	94.00%
CHEMBL2535	P11166	Glucose transporter	82.86%	98.75%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.67%	94.62%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	82.59%	95.17%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.98%	96.67%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.55%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.36%	100.00%

Plants that contains it

• Euonymus fortunei
• Nidorella ulmifolia

Cross-Links

• PubChem: 163016413
• LOTUS: LTS0004686
• wikiData: Q105266131