[22,23,25-Triacetyloxy-21-(acetyloxymethyl)-15,20,26-trihydroxy-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-3-carboxylate

Details

• Internal ID: c8405ccc-e6e8-4b81-83fa-ae1e5c26ded0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [22,23,25-triacetyloxy-21-(acetyloxymethyl)-15,20,26-trihydroxy-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-3-carboxylate
• SMILES (Canonical): CC(=O)OCC12C(C(C3C(C14C(C(C(C2OC(=O)C)OC(=O)C)C(O4)(COC(=O)C5=C(CCC(C(=O)O3)(C)O)N=CC=C5)C)OC(=O)C)(C)O)OC(=O)C6=COC=C6)O
• SMILES (Isomeric): CC(=O)OCC12C(C(C3C(C14C(C(C(C2OC(=O)C)OC(=O)C)C(O4)(COC(=O)C5=C(CCC(C(=O)O3)(C)O)N=CC=C5)C)OC(=O)C)(C)O)OC(=O)C6=COC=C6)O
• InChI: InChI=1S/C39H45NO19/c1-18(41)52-17-38-28(45)27(57-32(46)22-11-14-51-15-22)30-37(7,50)39(38)29(55-20(3)43)25(26(54-19(2)42)31(38)56-21(4)44)36(6,59-39)16-53-33(47)23-9-8-13-40-24(23)10-12-35(5,49)34(48)58-30/h8-9,11,13-15,25-31,45,49-50H,10,12,16-17H2,1-7H3
• InChI Key: FJNRMKRBMAPHGL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₄₅NO₁₉
• Molecular Weight: 831.80 g/mol
• Exact Mass: 831.25857821 g/mol
• Topological Polar Surface Area (TPSA): 280.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): 0.29
• H-Bond Acceptor: 20
• H-Bond Donor: 3
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9026	90.26%
Caco-2	-	0.8478	84.78%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.4680	46.80%
OATP2B1 inhibitior	-	0.7225	72.25%
OATP1B1 inhibitior	+	0.7884	78.84%
OATP1B3 inhibitior	+	0.9092	90.92%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9780	97.80%
P-glycoprotein inhibitior	+	0.8058	80.58%
P-glycoprotein substrate	+	0.7110	71.10%
CYP3A4 substrate	+	0.7283	72.83%
CYP2C9 substrate	-	0.6014	60.14%
CYP2D6 substrate	-	0.8744	87.44%
CYP3A4 inhibition	-	0.7677	76.77%
CYP2C9 inhibition	-	0.8239	82.39%
CYP2C19 inhibition	-	0.8263	82.63%
CYP2D6 inhibition	-	0.9490	94.90%
CYP1A2 inhibition	-	0.6687	66.87%
CYP2C8 inhibition	+	0.8106	81.06%
CYP inhibitory promiscuity	-	0.8038	80.38%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5297	52.97%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9035	90.35%
Skin irritation	-	0.7947	79.47%
Skin corrosion	-	0.9395	93.95%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6704	67.04%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	+	0.5516	55.16%
skin sensitisation	-	0.8878	88.78%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	+	0.6059	60.59%
Acute Oral Toxicity (c)	III	0.5373	53.73%
Estrogen receptor binding	+	0.7849	78.49%
Androgen receptor binding	+	0.7464	74.64%
Thyroid receptor binding	+	0.6137	61.37%
Glucocorticoid receptor binding	+	0.7244	72.44%
Aromatase binding	+	0.6662	66.62%
PPAR gamma	+	0.7947	79.47%
Honey bee toxicity	-	0.7287	72.87%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.7847	78.47%

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	99.21%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	98.32%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.04%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	96.86%	90.17%
CHEMBL2581	P07339	Cathepsin D	96.41%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.10%	86.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	94.97%	82.69%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	94.59%	81.11%
CHEMBL2039	P27338	Monoamine oxidase B	92.43%	92.51%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.26%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.09%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.86%	97.25%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.48%	94.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.08%	91.11%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	88.52%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.43%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.03%	100.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	86.17%	98.75%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	84.95%	93.10%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	84.59%	94.42%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.29%	96.77%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.29%	91.07%
CHEMBL5028	O14672	ADAM10	83.72%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.53%	95.89%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	82.80%	96.67%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.73%	96.90%
CHEMBL2996	Q05655	Protein kinase C delta	82.59%	97.79%
CHEMBL2535	P11166	Glucose transporter	82.03%	98.75%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.97%	93.00%
CHEMBL1937	Q92769	Histone deacetylase 2	81.75%	94.75%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	81.62%	87.67%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	80.67%	96.39%

Plants that contains it

• Tripterygium wilfordii

Cross-Links

• PubChem: 14604913
• LOTUS: LTS0041808
• wikiData: Q104996238