CID 131675964

Details

• Internal ID: 4b4ad0fa-15d5-45e1-96e3-ef146bba3f11
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [(1S,15S,18S,19R,20R,21R,22S,23R,25R,26S)-20,22,23,25-tetraacetyloxy-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-19-yl] furan-3-carboxylate
• SMILES (Canonical): CC1CCC2=C(C=CC=N2)C(=O)OCC3(C4C(C(C5(C(C(C(C(C5(C4OC(=O)C)O3)(C)O)OC1=O)OC(=O)C6=COC=C6)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)OCC3(C4[C@H]([C@H]([C@@]5([C@H]([C@H]([C@@H]([C@]([C@]5([C@@H]4OC(=O)C)O3)(C)O)OC1=O)OC(=O)C6=COC=C6)OC(=O)C)COC(=O)C)OC(=O)C)OC(=O)C)C
• InChI: InChI=1S/C41H47NO19/c1-19-11-12-27-26(10-9-14-42-27)37(50)54-17-38(7)28-29(55-21(3)44)33(57-23(5)46)40(18-53-20(2)43)34(58-24(6)47)30(59-36(49)25-13-15-52-16-25)32(60-35(19)48)39(8,51)41(40,61-38)31(28)56-22(4)45/h9-10,13-16,19,28-34,51H,11-12,17-18H2,1-8H3/t19-,28?,29+,30-,31+,32-,33+,34-,38?,39-,40+,41-/m0/s1
• InChI Key: QFIYSPKZWOALMZ-YLDGZBFISA-N
• Popularity: 7 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₄₇NO₁₉
• Molecular Weight: 857.80 g/mol
• Exact Mass: 857.27422827 g/mol
• Topological Polar Surface Area (TPSA): 266.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.75
• H-Bond Acceptor: 20
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8766	87.66%
Caco-2	-	0.8444	84.44%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6200	62.00%
OATP2B1 inhibitior	-	0.7165	71.65%
OATP1B1 inhibitior	+	0.7958	79.58%
OATP1B3 inhibitior	+	0.9111	91.11%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.9795	97.95%
P-glycoprotein inhibitior	+	0.8282	82.82%
P-glycoprotein substrate	+	0.7309	73.09%
CYP3A4 substrate	+	0.7308	73.08%
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	+	0.7989	79.89%
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	-	0.9034	90.34%
Skin irritation	-	0.8061	80.61%
Skin corrosion	-	0.9374	93.74%
Ames mutagenesis	-	0.6470	64.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6924	69.24%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.8814	88.14%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.5969	59.69%
Acute Oral Toxicity (c)	III	0.5474	54.74%
Estrogen receptor binding	+	0.8113	81.13%
Androgen receptor binding	+	0.7456	74.56%
Thyroid receptor binding	+	0.6167	61.67%
Glucocorticoid receptor binding	+	0.7350	73.50%
Aromatase binding	+	0.6557	65.57%
PPAR gamma	+	0.7733	77.33%
Honey bee toxicity	-	0.7360	73.60%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
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
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.53%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.81%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	97.79%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.68%	86.33%
CHEMBL2581	P07339	Cathepsin D	96.48%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.27%	97.25%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	94.44%	82.69%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	93.13%	81.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.66%	89.00%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	91.57%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.29%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.64%	94.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.56%	91.11%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	88.77%	93.10%
CHEMBL2039	P27338	Monoamine oxidase B	88.49%	92.51%
CHEMBL221	P23219	Cyclooxygenase-1	87.41%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.34%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.82%	95.89%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	85.41%	87.67%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	84.92%	94.42%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.79%	93.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.46%	95.56%
CHEMBL230	P35354	Cyclooxygenase-2	84.20%	89.63%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.09%	97.09%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.72%	94.80%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.90%	96.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.64%	98.75%
CHEMBL5028	O14672	ADAM10	81.62%	97.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.37%	91.07%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.25%	96.67%
CHEMBL2535	P11166	Glucose transporter	80.96%	98.75%

Plants that contains it

• Tripterygium wilfordii

Cross-Links

• PubChem: 131675964
• LOTUS: LTS0212833
• wikiData: Q104250460