[(1R,3R,15S,18R,19S,20S,21S,22S,23S,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-3-carboxylate

Details

• Internal ID: 542d7283-118a-4957-9cd3-7579b101804a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [(1R,3R,15S,18R,19S,20S,21S,22S,23S,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-3-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=COC=C6)(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=COC=C6)(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(7,64-36(51)26-13-16-55-17-26)14-12-28-27(11-10-15-44-28)37(52)57-18-40(29,8)65-43/h10-11,13,15-17,29-35,54H,12,14,18-19H2,1-9H3/t29-,30-,31+,32+,33+,34+,35+,39-,40-,41+,42-,43+/m0/s1
• InChI Key: BBAJDSBWLRFBMI-CSDHAGKYSA-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: 0.90
• 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	-	0.8459	84.59%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6200	62.00%
OATP2B1 inhibitior	-	0.5883	58.83%
OATP1B1 inhibitior	+	0.7937	79.37%
OATP1B3 inhibitior	+	0.9111	91.11%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.9920	99.20%
P-glycoprotein inhibitior	+	0.8136	81.36%
P-glycoprotein substrate	+	0.7175	71.75%
CYP3A4 substrate	+	0.7317	73.17%
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	+	0.8016	80.16%
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	-	0.9054	90.54%
Skin irritation	-	0.8061	80.61%
Skin corrosion	-	0.9374	93.74%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6691	66.91%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	-	0.5056	50.56%
skin sensitisation	-	0.8814	88.14%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.6295	62.95%
Acute Oral Toxicity (c)	III	0.5474	54.74%
Estrogen receptor binding	+	0.8157	81.57%
Androgen receptor binding	+	0.7490	74.90%
Thyroid receptor binding	+	0.6396	63.96%
Glucocorticoid receptor binding	+	0.7757	77.57%
Aromatase binding	+	0.6600	66.00%
PPAR gamma	+	0.7961	79.61%
Honey bee toxicity	-	0.7207	72.07%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
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	98.60%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.02%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.87%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.15%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	96.37%	90.17%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	96.11%	82.69%
CHEMBL2581	P07339	Cathepsin D	95.84%	98.95%
CHEMBL2039	P27338	Monoamine oxidase B	95.66%	92.51%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.39%	97.25%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	92.74%	81.11%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	91.74%	93.10%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.65%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.09%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.08%	99.23%
CHEMBL230	P35354	Cyclooxygenase-2	90.54%	89.63%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	88.27%	96.00%
CHEMBL2996	Q05655	Protein kinase C delta	86.25%	97.79%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.92%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.90%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.59%	91.07%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	85.46%	94.42%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	85.44%	98.75%
CHEMBL5028	O14672	ADAM10	83.46%	97.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.30%	96.90%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.74%	95.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.43%	93.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.25%	96.67%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.89%	95.89%

Plants that contains it

• Tripterygium wilfordii

Cross-Links

• PubChem: 162847966
• LOTUS: LTS0226502
• wikiData: Q104922596