[(1S,3R,13S,14S,17S,18R,19R,20R,21S,22R,23R,24R)-18,19,21,24-tetraacetyloxy-22-formyloxy-25-hydroxy-3,13,14,25-tetramethyl-6,15-dioxo-2,5,16-trioxa-9-azapentacyclo[15.7.1.01,20.03,23.07,12]pentacosa-7(12),8,10-trien-20-yl]methyl furan-3-carboxylate

Details

• Internal ID: c836637e-8bec-41f5-9e97-851dbbabc055
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [(1S,3R,13S,14S,17S,18R,19R,20R,21S,22R,23R,24R)-18,19,21,24-tetraacetyloxy-22-formyloxy-25-hydroxy-3,13,14,25-tetramethyl-6,15-dioxo-2,5,16-trioxa-9-azapentacyclo[15.7.1.01,20.03,23.07,12]pentacosa-7(12),8,10-trien-20-yl]methyl furan-3-carboxylate
• SMILES (Canonical): CC1C(C(=O)OC2C(C(C3(C(C(C4C(C3(C2(C)O)OC4(COC(=O)C5=C1C=CN=C5)C)OC(=O)C)OC=O)OC(=O)C)COC(=O)C6=COC=C6)OC(=O)C)OC(=O)C)C
• SMILES (Isomeric): C[C@H]1[C@@H](C(=O)O[C@H]2[C@@H]([C@@H]([C@]3([C@@H]([C@@H]([C@@H]4[C@H]([C@@]3(C2(C)O)O[C@]4(COC(=O)C5=C1C=CN=C5)C)OC(=O)C)OC=O)OC(=O)C)COC(=O)C6=COC=C6)OC(=O)C)OC(=O)C)C
• InChI: InChI=1S/C40H45NO19/c1-18-19(2)34(47)59-31-29(55-20(3)43)33(58-23(6)46)39(16-53-35(48)24-10-12-51-14-24)32(57-22(5)45)28(54-17-42)27-30(56-21(4)44)40(39,38(31,8)50)60-37(27,7)15-52-36(49)26-13-41-11-9-25(18)26/h9-14,17-19,27-33,50H,15-16H2,1-8H3/t18-,19-,27+,28+,29-,30+,31-,32+,33-,37-,38?,39+,40-/m0/s1
• InChI Key: UGLXKZMDXMFXHL-BADPNOPZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₄₅NO₁₉
• Molecular Weight: 843.80 g/mol
• Exact Mass: 843.25857821 g/mol
• Topological Polar Surface Area (TPSA): 266.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.53
• H-Bond Acceptor: 20
• H-Bond Donor: 1
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7910	79.10%
Caco-2	-	0.8471	84.71%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6287	62.87%
OATP2B1 inhibitior	-	0.5733	57.33%
OATP1B1 inhibitior	+	0.7864	78.64%
OATP1B3 inhibitior	+	0.9121	91.21%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9855	98.55%
P-glycoprotein inhibitior	+	0.8394	83.94%
P-glycoprotein substrate	+	0.7223	72.23%
CYP3A4 substrate	+	0.7245	72.45%
CYP2C9 substrate	-	0.6014	60.14%
CYP2D6 substrate	-	0.8857	88.57%
CYP3A4 inhibition	-	0.6630	66.30%
CYP2C9 inhibition	-	0.6627	66.27%
CYP2C19 inhibition	-	0.6084	60.84%
CYP2D6 inhibition	-	0.9345	93.45%
CYP1A2 inhibition	-	0.6322	63.22%
CYP2C8 inhibition	+	0.8445	84.45%
CYP inhibitory promiscuity	-	0.5124	51.24%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4836	48.36%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9013	90.13%
Skin irritation	-	0.8418	84.18%
Skin corrosion	-	0.9463	94.63%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7198	71.98%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.8430	84.30%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.5743	57.43%
Acute Oral Toxicity (c)	III	0.4243	42.43%
Estrogen receptor binding	+	0.8025	80.25%
Androgen receptor binding	+	0.7387	73.87%
Thyroid receptor binding	+	0.6586	65.86%
Glucocorticoid receptor binding	+	0.7562	75.62%
Aromatase binding	+	0.6364	63.64%
PPAR gamma	+	0.7572	75.72%
Honey bee toxicity	-	0.6995	69.95%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.8173	81.73%

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	98.35%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.86%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.22%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.15%	97.25%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	94.93%	94.80%
CHEMBL2039	P27338	Monoamine oxidase B	94.75%	92.51%
CHEMBL2581	P07339	Cathepsin D	94.54%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	93.47%	90.17%
CHEMBL2996	Q05655	Protein kinase C delta	93.28%	97.79%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	92.73%	91.24%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	92.00%	98.75%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	91.92%	89.34%
CHEMBL1951	P21397	Monoamine oxidase A	91.12%	91.49%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	90.60%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.81%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.69%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.63%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.98%	91.11%
CHEMBL5028	O14672	ADAM10	86.61%	97.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	85.28%	96.90%
CHEMBL230	P35354	Cyclooxygenase-2	84.68%	89.63%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.34%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.80%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.01%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.53%	94.00%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	81.61%	96.00%
CHEMBL4208	P20618	Proteasome component C5	81.60%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.52%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.50%	82.69%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	80.65%	81.11%
CHEMBL255	P29275	Adenosine A2b receptor	80.28%	98.59%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.07%	97.28%

Plants that contains it

• Tripterygium wilfordii

Cross-Links

• PubChem: 477600
• LOTUS: LTS0029341
• wikiData: Q105272424