[(3R,13S,14R,17S,18R,19R,20R,21S,22R,24R,25S)-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 furan-3-carboxylate

Details

• Internal ID: f7d817d2-c4ed-4332-b02f-e83e83458fd9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [(3R,13S,14R,17S,18R,19R,20R,21S,22R,24R,25S)-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 furan-3-carboxylate
• 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)C6=COC=C6)OC(=O)C)OC(=O)C)C
• SMILES (Isomeric): C[C@H]1C2=C(C=NC=C2)C(=O)OC[C@]3(C4[C@H]([C@H]([C@@]5([C@H]([C@H]([C@@H]([C@](C5([C@@H]4OC(=O)C)O3)(C)O)OC(=O)[C@]1(C)O)OC(=O)C)OC(=O)C)COC(=O)C6=COC=C6)OC(=O)C)OC(=O)C)C
• InChI: InChI=1S/C41H47NO20/c1-18-25-10-12-42-14-26(25)35(49)54-16-37(7)27-28(56-19(2)43)32(59-22(5)46)40(17-55-34(48)24-11-13-53-15-24)33(60-23(6)47)29(57-20(3)44)31(61-36(50)38(18,8)51)39(9,52)41(40,62-37)30(27)58-21(4)45/h10-15,18,27-33,51-52H,16-17H2,1-9H3/t18-,27?,28+,29-,30+,31-,32+,33-,37-,38+,39-,40+,41?/m0/s1
• InChI Key: SNHDYNFTVFWAHX-HXJJIMNWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₄₇NO₂₀
• Molecular Weight: 873.80 g/mol
• Exact Mass: 873.26914289 g/mol
• Topological Polar Surface Area (TPSA): 286.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 1.04
• H-Bond Acceptor: 21
• 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	+	0.6900	69.00%
Caco-2	-	0.8502	85.02%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6378	63.78%
OATP2B1 inhibitior	-	0.7162	71.62%
OATP1B1 inhibitior	+	0.7875	78.75%
OATP1B3 inhibitior	+	0.9100	91.00%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9820	98.20%
P-glycoprotein inhibitior	+	0.8106	81.06%
P-glycoprotein substrate	+	0.6819	68.19%
CYP3A4 substrate	+	0.7217	72.17%
CYP2C9 substrate	-	0.6014	60.14%
CYP2D6 substrate	-	0.8857	88.57%
CYP3A4 inhibition	-	0.7943	79.43%
CYP2C9 inhibition	-	0.7126	71.26%
CYP2C19 inhibition	-	0.6703	67.03%
CYP2D6 inhibition	-	0.9319	93.19%
CYP1A2 inhibition	-	0.6518	65.18%
CYP2C8 inhibition	+	0.8307	83.07%
CYP inhibitory promiscuity	-	0.5088	50.88%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4828	48.28%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9022	90.22%
Skin irritation	-	0.8441	84.41%
Skin corrosion	-	0.9470	94.70%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6889	68.89%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	+	0.5907	59.07%
skin sensitisation	-	0.8559	85.59%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.6277	62.77%
Acute Oral Toxicity (c)	III	0.4806	48.06%
Estrogen receptor binding	+	0.7948	79.48%
Androgen receptor binding	+	0.7373	73.73%
Thyroid receptor binding	+	0.6456	64.56%
Glucocorticoid receptor binding	+	0.7487	74.87%
Aromatase binding	+	0.6498	64.98%
PPAR gamma	+	0.7675	76.75%
Honey bee toxicity	-	0.7337	73.37%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5103	51.03%
Fish aquatic toxicity	+	0.8252	82.52%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.26%	85.14%
CHEMBL2996	Q05655	Protein kinase C delta	97.95%	97.79%
CHEMBL221	P23219	Cyclooxygenase-1	97.63%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.05%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.97%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.40%	96.09%
CHEMBL2039	P27338	Monoamine oxidase B	95.19%	92.51%
CHEMBL2581	P07339	Cathepsin D	94.44%	98.95%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	94.31%	81.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.77%	99.23%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	89.48%	91.24%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.45%	91.07%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	88.35%	94.80%
CHEMBL1951	P21397	Monoamine oxidase A	88.18%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.60%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.52%	95.89%
CHEMBL5028	O14672	ADAM10	85.65%	97.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.60%	94.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.11%	89.34%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	85.09%	87.67%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.98%	96.90%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.17%	82.69%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.83%	91.11%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.76%	93.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.22%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.74%	96.77%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	82.62%	96.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	80.83%	93.10%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.48%	100.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.47%	98.75%

Plants that contains it

• Tripterygium wilfordii

Cross-Links

• PubChem: 5318394
• NPASS: NPC62699
• LOTUS: LTS0118180
• wikiData: Q105256434