[(1S,3S,13S,14S,17S,18S,19S,20R,21S,22S,23R,24S,25S)-18,21,22,24-tetraacetyloxy-20-(acetyloxymethyl)-14,25-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-19-yl] furan-2-carboxylate

Details

• Internal ID: 26181054-ad01-4844-ad96-7f6b3602c4d9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [(1S,3S,13S,14S,17S,18S,19S,20R,21S,22S,23R,24S,25S)-18,21,22,24-tetraacetyloxy-20-(acetyloxymethyl)-14,25-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-19-yl] furan-2-carboxylate
• SMILES (Canonical): CC1C2=C(C=NC=C2)C(=O)OCC3(C4C(C(C5(C(C(C(C(C5(C4OC(=O)C)O3)(C)O)OC(=O)C1(C)O)OC(=O)C)OC(=O)C6=CC=CO6)COC(=O)C)OC(=O)C)OC(=O)C)C
• SMILES (Isomeric): C[C@H]1C2=C(C=NC=C2)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)OC(=O)[C@@]1(C)O)OC(=O)C)OC(=O)C6=CC=CO6)COC(=O)C)OC(=O)C)OC(=O)C)C
• InChI: InChI=1S/C41H47NO20/c1-18-24-12-13-42-15-25(24)34(48)55-16-37(7)27-28(56-20(3)44)32(59-23(6)47)40(17-54-19(2)43)33(60-35(49)26-11-10-14-53-26)29(57-21(4)45)31(61-36(50)38(18,8)51)39(9,52)41(40,62-37)30(27)58-22(5)46/h10-15,18,27-33,51-52H,16-17H2,1-9H3/t18-,27+,28-,29+,30-,31-,32+,33+,37+,38-,39-,40+,41-/m0/s1
• InChI Key: WLAFFGCMQBVKFL-BPAYHVMZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₄₇NO₂₀
• Molecular Weight: 873.80 g/mol
• Exact Mass: 873.26914289 g/mol
• Topological Polar Surface Area (TPSA): 286.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.04
• H-Bond Acceptor: 21
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7871	78.71%
Caco-2	-	0.8490	84.90%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5919	59.19%
OATP2B1 inhibitior	-	0.7166	71.66%
OATP1B1 inhibitior	+	0.8172	81.72%
OATP1B3 inhibitior	+	0.9080	90.80%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9821	98.21%
P-glycoprotein inhibitior	+	0.8152	81.52%
P-glycoprotein substrate	+	0.6944	69.44%
CYP3A4 substrate	+	0.7219	72.19%
CYP2C9 substrate	-	0.6014	60.14%
CYP2D6 substrate	-	0.8857	88.57%
CYP3A4 inhibition	-	0.8279	82.79%
CYP2C9 inhibition	-	0.7820	78.20%
CYP2C19 inhibition	-	0.7450	74.50%
CYP2D6 inhibition	-	0.9358	93.58%
CYP1A2 inhibition	-	0.6585	65.85%
CYP2C8 inhibition	+	0.8111	81.11%
CYP inhibitory promiscuity	-	0.6104	61.04%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5222	52.22%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9023	90.23%
Skin irritation	-	0.8260	82.60%
Skin corrosion	-	0.9432	94.32%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6965	69.65%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	-	0.5343	53.43%
skin sensitisation	-	0.8629	86.29%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.7917	79.17%
Acute Oral Toxicity (c)	III	0.4692	46.92%
Estrogen receptor binding	+	0.7819	78.19%
Androgen receptor binding	+	0.7407	74.07%
Thyroid receptor binding	+	0.6399	63.99%
Glucocorticoid receptor binding	+	0.7642	76.42%
Aromatase binding	+	0.6587	65.87%
PPAR gamma	+	0.7736	77.36%
Honey bee toxicity	-	0.7266	72.66%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6150	61.50%
Fish aquatic toxicity	+	0.8973	89.73%

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	98.40%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.72%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.67%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	96.56%	90.17%
CHEMBL2581	P07339	Cathepsin D	96.47%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	96.05%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.63%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	94.28%	91.49%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	92.75%	91.24%
CHEMBL255	P29275	Adenosine A2b receptor	91.57%	98.59%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.28%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.76%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.63%	96.77%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.16%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.83%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.66%	94.00%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	86.99%	81.11%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.97%	93.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.88%	91.07%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.08%	97.28%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	82.88%	96.00%
CHEMBL5028	O14672	ADAM10	82.44%	97.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.84%	96.90%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.62%	89.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.33%	89.34%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.99%	82.69%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.47%	94.42%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163106426
• LOTUS: LTS0224497
• wikiData: Q105307842