[(1S,3R,15R,18S,19R,20R,21R,22S,23R,24R,25R,26S)-20,22,23,25-tetraacetyloxy-21-(acetyloxymethyl)-15,26-dihydroxy-3,15,26-trimethyl-6,16-dioxo-2,5,17-trioxa-9-azapentacyclo[16.7.1.01,21.03,24.07,12]hexacosa-7(12),8,10-trien-19-yl] benzoate

Details

• Internal ID: 7aa07bc7-d9f2-4762-acb7-cc3e88eab901
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [(1S,3R,15R,18S,19R,20R,21R,22S,23R,24R,25R,26S)-20,22,23,25-tetraacetyloxy-21-(acetyloxymethyl)-15,26-dihydroxy-3,15,26-trimethyl-6,16-dioxo-2,5,17-trioxa-9-azapentacyclo[16.7.1.01,21.03,24.07,12]hexacosa-7(12),8,10-trien-19-yl] benzoate
• SMILES (Canonical): CC(=O)OCC12C(C(C3C(C14C(C(C(C2OC(=O)C)OC(=O)C5=CC=CC=C5)OC(=O)C(CCC6=C(C=NC=C6)C(=O)OCC3(O4)C)(C)O)(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)C5=CC=CC=C5)OC(=O)[C@](CCC6=C(C=NC=C6)C(=O)OC[C@@]3(O4)C)(C)O)(C)O)OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C43H49NO19/c1-21(45)55-20-42-34(59-24(4)48)30(57-22(2)46)29-32(58-23(3)47)43(42)41(8,54)33(31(35(42)60-25(5)49)61-36(50)27-12-10-9-11-13-27)62-38(52)39(6,53)16-14-26-15-17-44-18-28(26)37(51)56-19-40(29,7)63-43/h9-13,15,17-18,29-35,53-54H,14,16,19-20H2,1-8H3/t29-,30-,31+,32-,33+,34-,35+,39-,40+,41+,42-,43+/m1/s1
• InChI Key: YIBQGGFZCZIJOB-UDTLMCMUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₄₉NO₁₉
• Molecular Weight: 883.80 g/mol
• Exact Mass: 883.28987833 g/mol
• Topological Polar Surface Area (TPSA): 273.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.27
• H-Bond Acceptor: 20
• 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	+	0.8532	85.32%
Caco-2	-	0.8420	84.20%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5889	58.89%
OATP2B1 inhibitior	-	0.7250	72.50%
OATP1B1 inhibitior	+	0.8372	83.72%
OATP1B3 inhibitior	+	0.9010	90.10%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9884	98.84%
P-glycoprotein inhibitior	+	0.8320	83.20%
P-glycoprotein substrate	+	0.6378	63.78%
CYP3A4 substrate	+	0.7041	70.41%
CYP2C9 substrate	-	0.6048	60.48%
CYP2D6 substrate	-	0.8826	88.26%
CYP3A4 inhibition	-	0.6518	65.18%
CYP2C9 inhibition	-	0.8072	80.72%
CYP2C19 inhibition	-	0.8064	80.64%
CYP2D6 inhibition	-	0.9493	94.93%
CYP1A2 inhibition	-	0.6305	63.05%
CYP2C8 inhibition	+	0.8449	84.49%
CYP inhibitory promiscuity	-	0.7865	78.65%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5365	53.65%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9058	90.58%
Skin irritation	-	0.7922	79.22%
Skin corrosion	-	0.9373	93.73%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6929	69.29%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.5157	51.57%
skin sensitisation	-	0.8905	89.05%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.5879	58.79%
Acute Oral Toxicity (c)	III	0.5067	50.67%
Estrogen receptor binding	+	0.7935	79.35%
Androgen receptor binding	+	0.7542	75.42%
Thyroid receptor binding	+	0.6381	63.81%
Glucocorticoid receptor binding	+	0.7396	73.96%
Aromatase binding	+	0.6395	63.95%
PPAR gamma	+	0.7820	78.20%
Honey bee toxicity	-	0.7325	73.25%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.8238	82.38%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.89%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	97.46%	90.17%
CHEMBL1951	P21397	Monoamine oxidase A	97.34%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.31%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.92%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.09%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.37%	85.14%
CHEMBL2996	Q05655	Protein kinase C delta	91.60%	97.79%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	91.46%	81.11%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	90.15%	91.07%
CHEMBL5028	O14672	ADAM10	89.57%	97.50%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	87.40%	94.08%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.24%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.99%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.52%	94.62%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.16%	97.25%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	82.87%	83.00%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	82.83%	96.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.38%	82.69%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.09%	94.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.60%	91.11%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.04%	95.50%
CHEMBL2039	P27338	Monoamine oxidase B	80.86%	92.51%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.10%	95.71%

Plants that contains it

• Tripterygium wilfordii

Cross-Links

• PubChem: 162961925
• LOTUS: LTS0033081
• wikiData: Q105348728