(18,19,21,22,24-Pentaacetyloxy-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-20-yl)methyl acetate

Details

• Internal ID: 07208f3c-be6d-4a85-8832-09e290ae843a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (18,19,21,22,24-pentaacetyloxy-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-20-yl)methyl acetate
• 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)C)COC(=O)C)OC(=O)C)OC(=O)C)C
• SMILES (Isomeric): 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)C)COC(=O)C)OC(=O)C)OC(=O)C)C
• InChI: InChI=1S/C38H47NO19/c1-16-23-11-12-39-13-24(23)32(46)51-14-34(8)25-26(52-18(3)41)30(55-21(6)44)37(15-50-17(2)40)31(56-22(7)45)27(53-19(4)42)29(57-33(47)35(16,9)48)36(10,49)38(37,58-34)28(25)54-20(5)43/h11-13,16,25-31,48-49H,14-15H2,1-10H3
• InChI Key: GGYHKBFLZJPIPM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₄₇NO₁₉
• Molecular Weight: 821.80 g/mol
• Exact Mass: 821.27422827 g/mol
• Topological Polar Surface Area (TPSA): 273.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): 0.15
• H-Bond Acceptor: 20
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8089	80.89%
Caco-2	-	0.8428	84.28%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5919	59.19%
OATP2B1 inhibitior	-	0.7128	71.28%
OATP1B1 inhibitior	+	0.8401	84.01%
OATP1B3 inhibitior	+	0.9108	91.08%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9746	97.46%
P-glycoprotein inhibitior	+	0.8213	82.13%
P-glycoprotein substrate	+	0.6181	61.81%
CYP3A4 substrate	+	0.6988	69.88%
CYP2C9 substrate	-	0.6071	60.71%
CYP2D6 substrate	-	0.8896	88.96%
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	+	0.7577	75.77%
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	-	0.9900	99.00%
Eye irritation	-	0.9004	90.04%
Skin irritation	-	0.8116	81.16%
Skin corrosion	-	0.9381	93.81%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4142	41.42%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.5193	51.93%
skin sensitisation	-	0.8544	85.44%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.8227	82.27%
Acute Oral Toxicity (c)	III	0.4692	46.92%
Estrogen receptor binding	+	0.7883	78.83%
Androgen receptor binding	+	0.7266	72.66%
Thyroid receptor binding	+	0.6232	62.32%
Glucocorticoid receptor binding	+	0.7407	74.07%
Aromatase binding	+	0.6799	67.99%
PPAR gamma	+	0.7724	77.24%
Honey bee toxicity	-	0.7536	75.36%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5503	55.03%
Fish aquatic toxicity	+	0.8112	81.12%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.50%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.52%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.37%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.76%	86.33%
CHEMBL2996	Q05655	Protein kinase C delta	95.76%	97.79%
CHEMBL2581	P07339	Cathepsin D	95.74%	98.95%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	90.94%	81.11%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.83%	91.11%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	90.58%	91.24%
CHEMBL221	P23219	Cyclooxygenase-1	90.50%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.85%	99.23%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.39%	82.69%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.37%	94.80%
CHEMBL5028	O14672	ADAM10	85.54%	97.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.39%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.06%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.91%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.48%	96.77%
CHEMBL2039	P27338	Monoamine oxidase B	83.17%	92.51%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.80%	89.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.22%	93.00%
CHEMBL1951	P21397	Monoamine oxidase A	82.11%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.99%	94.00%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	81.13%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.79%	94.45%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.36%	96.90%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.12%	97.28%

Plants that contains it

• Tripterygium wilfordii

Cross-Links

• PubChem: 85184822
• LOTUS: LTS0161787
• wikiData: Q105008374