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

Details

• Internal ID: c5942685-158e-4a59-9ff0-956e75ccf745
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [(1R,3R,15S,18S,19R,20S,21R,22S,23S,24S,25R,26R)-19,20,22,23,25-pentaacetyloxy-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-21-yl]methyl acetate
• SMILES (Canonical): CC1CCC2=C(C=CC=N2)C(=O)OCC3(C4C(C(C5(C(C(C(C(C5(C4OC(=O)C)O3)C)OC1=O)OC(=O)C)OC(=O)C)COC(=O)C)OC(=O)C)OC(=O)C)C
• SMILES (Isomeric): C[C@H]1CCC2=C(C=CC=N2)C(=O)OC[C@]3([C@H]4[C@@H]([C@H]([C@@]5([C@@H]([C@@H]([C@H]([C@H]([C@@]5([C@@H]4OC(=O)C)O3)C)OC1=O)OC(=O)C)OC(=O)C)COC(=O)C)OC(=O)C)OC(=O)C)C
• InChI: InChI=1S/C38H47NO17/c1-17-12-13-26-25(11-10-14-39-26)35(47)49-15-36(9)27-29(50-20(4)41)32(53-23(7)44)37(16-48-19(3)40)33(54-24(8)45)30(51-21(5)42)28(55-34(17)46)18(2)38(37,56-36)31(27)52-22(6)43/h10-11,14,17-18,27-33H,12-13,15-16H2,1-9H3/t17-,18+,27-,28-,29-,30+,31+,32+,33+,36-,37+,38-/m0/s1
• InChI Key: SGYXRITWGDMMSS-OUWJXSMFSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₄₇NO₁₇
• Molecular Weight: 789.80 g/mol
• Exact Mass: 789.28439903 g/mol
• Topological Polar Surface Area (TPSA): 233.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.75
• H-Bond Acceptor: 18
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9667	96.67%
Caco-2	-	0.8253	82.53%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5883	58.83%
OATP2B1 inhibitior	-	0.7102	71.02%
OATP1B1 inhibitior	+	0.8526	85.26%
OATP1B3 inhibitior	+	0.9336	93.36%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.9866	98.66%
P-glycoprotein inhibitior	+	0.8648	86.48%
P-glycoprotein substrate	+	0.6717	67.17%
CYP3A4 substrate	+	0.7119	71.19%
CYP2C9 substrate	-	0.6056	60.56%
CYP2D6 substrate	-	0.8810	88.10%
CYP3A4 inhibition	-	0.7068	70.68%
CYP2C9 inhibition	-	0.7424	74.24%
CYP2C19 inhibition	-	0.6802	68.02%
CYP2D6 inhibition	-	0.9362	93.62%
CYP1A2 inhibition	-	0.5397	53.97%
CYP2C8 inhibition	+	0.6834	68.34%
CYP inhibitory promiscuity	-	0.5729	57.29%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5325	53.25%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.8991	89.91%
Skin irritation	-	0.8053	80.53%
Skin corrosion	-	0.9276	92.76%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4107	41.07%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.5908	59.08%
skin sensitisation	-	0.8513	85.13%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.7859	78.59%
Acute Oral Toxicity (c)	III	0.6020	60.20%
Estrogen receptor binding	+	0.8234	82.34%
Androgen receptor binding	+	0.7115	71.15%
Thyroid receptor binding	+	0.6346	63.46%
Glucocorticoid receptor binding	+	0.7400	74.00%
Aromatase binding	+	0.6505	65.05%
PPAR gamma	+	0.7815	78.15%
Honey bee toxicity	-	0.7645	76.45%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.7286	72.86%

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	98.85%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	98.36%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.31%	85.14%
CHEMBL2581	P07339	Cathepsin D	96.29%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	95.40%	82.69%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.77%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.35%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.27%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.74%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.17%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.77%	95.56%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	89.23%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.33%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.60%	89.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	86.40%	93.10%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	85.19%	95.17%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	84.23%	94.42%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.65%	99.17%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	83.37%	81.11%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.27%	91.07%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.54%	96.77%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	81.83%	96.39%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	81.33%	96.09%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.73%	96.67%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.57%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.00%	95.89%

Plants that contains it

• Euonymus alatus

Cross-Links

• PubChem: 163005536
• LOTUS: LTS0076654
• wikiData: Q105252720