[(1S,3R,15S,18S,19R,20R,21R,22S,23R,24R,25R,26S)-20,22,23,25-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-19-yl] furan-2-carboxylate

Details

• Internal ID: 2d227097-f590-40c6-ba11-8a2e48e4c197
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [(1S,3R,15S,18S,19R,20R,21R,22S,23R,24R,25R,26S)-20,22,23,25-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-19-yl] furan-2-carboxylate
• 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)C6=CC=CO6)OC(=O)C)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)C6=CC=CO6)OC(=O)C)COC(=O)C)OC(=O)C)OC(=O)C)C
• InChI: InChI=1S/C41H47NO19/c1-19-13-14-26-25(11-9-15-42-26)36(49)54-17-38(7)28-29(55-21(3)44)33(57-23(5)46)40(18-53-20(2)43)34(58-24(6)47)30(59-37(50)27-12-10-16-52-27)32(60-35(19)48)39(8,51)41(40,61-38)31(28)56-22(4)45/h9-12,15-16,19,28-34,51H,13-14,17-18H2,1-8H3/t19-,28+,29+,30-,31+,32-,33+,34-,38-,39-,40+,41-/m0/s1
• InChI Key: QDCVCZSRTIIJSZ-GTVWHPQGSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₄₇NO₁₉
• Molecular Weight: 857.80 g/mol
• Exact Mass: 857.27422827 g/mol
• Topological Polar Surface Area (TPSA): 266.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.75
• H-Bond Acceptor: 20
• 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	-	0.8445	84.45%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6200	62.00%
OATP2B1 inhibitior	-	0.7163	71.63%
OATP1B1 inhibitior	+	0.8290	82.90%
OATP1B3 inhibitior	+	0.9111	91.11%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.9855	98.55%
P-glycoprotein inhibitior	+	0.8257	82.57%
P-glycoprotein substrate	+	0.7271	72.71%
CYP3A4 substrate	+	0.7309	73.09%
CYP2C9 substrate	+	0.5985	59.85%
CYP2D6 substrate	-	0.8789	87.89%
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	+	0.7787	77.87%
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	-	0.9030	90.30%
Skin irritation	-	0.8061	80.61%
Skin corrosion	-	0.9374	93.74%
Ames mutagenesis	-	0.6170	61.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7179	71.79%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.8814	88.14%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.7258	72.58%
Acute Oral Toxicity (c)	III	0.5474	54.74%
Estrogen receptor binding	+	0.7988	79.88%
Androgen receptor binding	+	0.7480	74.80%
Thyroid receptor binding	+	0.6155	61.55%
Glucocorticoid receptor binding	+	0.7337	73.37%
Aromatase binding	+	0.6458	64.58%
PPAR gamma	+	0.7686	76.86%
Honey bee toxicity	-	0.7311	73.11%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.90%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	98.53%	91.49%
CHEMBL2581	P07339	Cathepsin D	97.34%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.76%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.14%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.58%	97.25%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	93.45%	82.69%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.09%	94.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.01%	91.11%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	90.35%	96.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	89.36%	95.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.06%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.56%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.13%	99.23%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.18%	92.62%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.91%	93.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.84%	95.56%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	83.93%	94.42%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	83.08%	81.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.91%	96.77%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.02%	96.67%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.35%	99.17%

Plants that contains it

• Tripterygium wilfordii

Cross-Links

• PubChem: 44584753
• NPASS: NPC85879