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

Details

• Internal ID: d56c3598-a907-478b-9533-ab6018e5d536
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [(1S,3S,18R,19S,20R,21R,22R,23R,24S,25R,26R)-19,20,22,23,25-pentaacetyloxy-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-15-yl] furan-2-carboxylate
• SMILES (Canonical): CC(=O)OCC12C(C(C3C(C14C(C(C(C2OC(=O)C)OC(=O)C)OC(=O)C(CCC5=C(C=CC=N5)C(=O)OCC3(O4)C)(C)OC(=O)C6=CC=CO6)(C)O)OC(=O)C)OC(=O)C)OC(=O)C
• SMILES (Isomeric): CC(=O)OC[C@]12[C@H]([C@@H]([C@H]3[C@H]([C@]14[C@]([C@@H]([C@H]([C@@H]2OC(=O)C)OC(=O)C)OC(=O)C(CCC5=C(C=CC=N5)C(=O)OC[C@]3(O4)C)(C)OC(=O)C6=CC=CO6)(C)O)OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C43H49NO21/c1-20(45)56-19-42-34(61-24(5)49)30(58-21(2)46)29-32(60-23(4)48)43(42)41(9,54)33(31(59-22(3)47)35(42)62-25(6)50)63-38(53)39(7,64-37(52)28-13-11-17-55-28)15-14-27-26(12-10-16-44-27)36(51)57-18-40(29,8)65-43/h10-13,16-17,29-35,54H,14-15,18-19H2,1-9H3/t29-,30+,31+,32+,33+,34-,35-,39?,40+,41+,42+,43-/m0/s1
• InChI Key: YGMBSUJXZFLWPG-WRPSAISVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₄₉NO₂₁
• Molecular Weight: 915.80 g/mol
• Exact Mass: 915.27970757 g/mol
• Topological Polar Surface Area (TPSA): 292.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.44
• H-Bond Acceptor: 22
• 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	+	0.8766	87.66%
Caco-2	-	0.8468	84.68%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6200	62.00%
OATP2B1 inhibitior	-	0.5871	58.71%
OATP1B1 inhibitior	+	0.8257	82.57%
OATP1B3 inhibitior	+	0.9111	91.11%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.9936	99.36%
P-glycoprotein inhibitior	+	0.8106	81.06%
P-glycoprotein substrate	+	0.6959	69.59%
CYP3A4 substrate	+	0.7295	72.95%
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	+	0.7748	77.48%
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	-	0.9044	90.44%
Skin irritation	-	0.8061	80.61%
Skin corrosion	-	0.9374	93.74%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6741	67.41%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	-	0.5609	56.09%
skin sensitisation	-	0.8814	88.14%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.7292	72.92%
Acute Oral Toxicity (c)	III	0.5474	54.74%
Estrogen receptor binding	+	0.8165	81.65%
Androgen receptor binding	+	0.7489	74.89%
Thyroid receptor binding	+	0.6395	63.95%
Glucocorticoid receptor binding	+	0.7709	77.09%
Aromatase binding	+	0.6802	68.02%
PPAR gamma	+	0.8014	80.14%
Honey bee toxicity	-	0.7145	71.45%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
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
CHEMBL1951	P21397	Monoamine oxidase A	99.14%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.01%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.43%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.89%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.82%	86.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	95.21%	82.69%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.85%	97.25%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.85%	94.00%
CHEMBL221	P23219	Cyclooxygenase-1	93.35%	90.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.62%	92.62%
CHEMBL2039	P27338	Monoamine oxidase B	87.41%	92.51%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.76%	89.00%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	86.64%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.47%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.83%	99.23%
CHEMBL255	P29275	Adenosine A2b receptor	85.08%	98.59%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.06%	95.89%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	84.49%	94.42%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.10%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.15%	95.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.57%	93.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.53%	96.77%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	82.23%	81.11%
CHEMBL2996	Q05655	Protein kinase C delta	82.06%	97.79%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.04%	96.90%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.02%	96.67%

Plants that contains it

• Tripterygium wilfordii

Cross-Links

• PubChem: 101109639
• LOTUS: LTS0079143
• wikiData: Q105348147