[(1S,3S,17R,18S,19R,20R,21R,22R,23S,24R,25R)-18,21,22,24-tetraacetyloxy-19,25-dihydroxy-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 acetate

Details

• Internal ID: d20f68a9-98f6-4481-9063-dea26d7ba46f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [(1S,3S,17R,18S,19R,20R,21R,22R,23S,24R,25R)-18,21,22,24-tetraacetyloxy-19,25-dihydroxy-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 acetate
• 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)C)OC(=O)C)COC(=O)C)O)OC(=O)C)C
• SMILES (Isomeric): CC1C(C(=O)O[C@@H]2[C@H]([C@@H]([C@@]3([C@H]([C@@H]([C@H]4[C@H]([C@@]3([C@]2(C)O)O[C@@]4(COC(=O)C5=C1C=CN=C5)C)OC(=O)C)OC(=O)C)OC(=O)C)COC(=O)C)O)OC(=O)C)C
• InChI: InChI=1S/C36H45NO17/c1-15-16(2)31(44)53-29-26(50-19(5)40)27(43)35(14-47-17(3)38)30(52-21(7)42)25(49-18(4)39)24-28(51-20(6)41)36(35,34(29,9)46)54-33(24,8)13-48-32(45)23-12-37-11-10-22(15)23/h10-12,15-16,24-30,43,46H,13-14H2,1-9H3/t15?,16?,24-,25+,26-,27-,28+,29+,30-,33+,34+,35+,36-/m0/s1
• InChI Key: HVIXLNKRVQWIFN-AALRUMRISA-N
• Popularity: 0 references 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	+	0.8534	85.34%
Caco-2	-	0.8445	84.45%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5825	58.25%
OATP2B1 inhibitior	-	0.7119	71.19%
OATP1B1 inhibitior	+	0.8408	84.08%
OATP1B3 inhibitior	+	0.8856	88.56%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9380	93.80%
P-glycoprotein inhibitior	+	0.8230	82.30%
P-glycoprotein substrate	+	0.6625	66.25%
CYP3A4 substrate	+	0.6973	69.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8843	88.43%
CYP3A4 inhibition	-	0.7768	77.68%
CYP2C9 inhibition	-	0.7668	76.68%
CYP2C19 inhibition	-	0.7415	74.15%
CYP2D6 inhibition	-	0.9432	94.32%
CYP1A2 inhibition	-	0.6132	61.32%
CYP2C8 inhibition	+	0.7354	73.54%
CYP inhibitory promiscuity	-	0.6316	63.16%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5427	54.27%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.8989	89.89%
Skin irritation	-	0.8094	80.94%
Skin corrosion	-	0.9385	93.85%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4312	43.12%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.5806	58.06%
skin sensitisation	-	0.8655	86.55%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.7149	71.49%
Acute Oral Toxicity (c)	III	0.4972	49.72%
Estrogen receptor binding	+	0.7889	78.89%
Androgen receptor binding	+	0.7322	73.22%
Thyroid receptor binding	+	0.6415	64.15%
Glucocorticoid receptor binding	+	0.7351	73.51%
Aromatase binding	+	0.6486	64.86%
PPAR gamma	+	0.7591	75.91%
Honey bee toxicity	-	0.7262	72.62%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5250	52.50%
Fish aquatic toxicity	+	0.8300	83.00%

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	98.97%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.93%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.93%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.78%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.53%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.55%	91.11%
CHEMBL2996	Q05655	Protein kinase C delta	94.30%	97.79%
CHEMBL1951	P21397	Monoamine oxidase A	92.12%	91.49%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	91.15%	91.24%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	87.88%	81.11%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.58%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.26%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.32%	82.69%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.17%	99.23%
CHEMBL221	P23219	Cyclooxygenase-1	85.71%	90.17%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.66%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.96%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.96%	94.00%
CHEMBL5028	O14672	ADAM10	84.83%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.16%	95.56%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.53%	95.71%
CHEMBL255	P29275	Adenosine A2b receptor	81.30%	98.59%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.72%	89.34%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.57%	97.28%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.00%	100.00%

Plants that contains it

• Dittrichia viscosa
• Stevia achalensis
• Tripterygium wilfordii

Cross-Links

• PubChem: 101109642
• LOTUS: LTS0004972
• wikiData: Q105033299