Methyl 2-(2,16,17,35-tetraacetyloxy-21,34-dihydroxy-7,21,22,32,34-pentamethyl-6,10,12,20,29-pentaoxo-5,13,19,30,33-pentaoxa-26-azahexacyclo[16.15.1.14,15.01,15.03,32.023,28]pentatriaconta-23(28),24,26-trien-11-yl)acetate

Details

• Internal ID: 61d00003-1d9a-4b8a-98a2-aa5c3794f9c7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: methyl 2-(2,16,17,35-tetraacetyloxy-21,34-dihydroxy-7,21,22,32,34-pentamethyl-6,10,12,20,29-pentaoxo-5,13,19,30,33-pentaoxa-26-azahexacyclo[16.15.1.14,15.01,15.03,32.023,28]pentatriaconta-23(28),24,26-trien-11-yl)acetate
• SMILES (Canonical): CC1CCC(=O)C(C(=O)OCC23C(C(C4C(C25C(C(C(C3OC(=O)C)OC(=O)C)OC(=O)C(C(C6=C(C=NC=C6)C(=O)OCC4(O5)C)C)(C)O)(C)O)OC(=O)C)OC1=O)OC(=O)C)CC(=O)OC
• SMILES (Isomeric): CC1CCC(=O)C(C(=O)OCC23C(C(C4C(C25C(C(C(C3OC(=O)C)OC(=O)C)OC(=O)C(C(C6=C(C=NC=C6)C(=O)OCC4(O5)C)C)(C)O)(C)O)OC(=O)C)OC1=O)OC(=O)C)CC(=O)OC
• InChI: InChI=1S/C45H55NO22/c1-19-11-12-28(51)26(15-29(52)59-10)38(54)61-18-44-35(64-23(5)49)31(66-37(19)53)30-33(63-22(4)48)45(44)43(9,58)34(32(62-21(3)47)36(44)65-24(6)50)67-40(56)42(8,57)20(2)25-13-14-46-16-27(25)39(55)60-17-41(30,7)68-45/h13-14,16,19-20,26,30-36,57-58H,11-12,15,17-18H2,1-10H3
• InChI Key: GSBZVVMZYQMZBG-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₅₅NO₂₂
• Molecular Weight: 961.90 g/mol
• Exact Mass: 961.32157238 g/mol
• Topological Polar Surface Area (TPSA): 316.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 0.29
• H-Bond Acceptor: 23
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7880	78.80%
Caco-2	-	0.8540	85.40%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7119	71.19%
OATP2B1 inhibitior	-	0.8625	86.25%
OATP1B1 inhibitior	+	0.8022	80.22%
OATP1B3 inhibitior	+	0.9362	93.62%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9539	95.39%
P-glycoprotein inhibitior	+	0.7834	78.34%
P-glycoprotein substrate	+	0.7999	79.99%
CYP3A4 substrate	+	0.7402	74.02%
CYP2C9 substrate	+	0.5936	59.36%
CYP2D6 substrate	-	0.8779	87.79%
CYP3A4 inhibition	-	0.7437	74.37%
CYP2C9 inhibition	-	0.8656	86.56%
CYP2C19 inhibition	-	0.7842	78.42%
CYP2D6 inhibition	-	0.9496	94.96%
CYP1A2 inhibition	-	0.7511	75.11%
CYP2C8 inhibition	+	0.8444	84.44%
CYP inhibitory promiscuity	-	0.7646	76.46%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5668	56.68%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9050	90.50%
Skin irritation	-	0.8079	80.79%
Skin corrosion	-	0.9491	94.91%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3809	38.09%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.5343	53.43%
skin sensitisation	-	0.8992	89.92%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.7342	73.42%
Acute Oral Toxicity (c)	III	0.3723	37.23%
Estrogen receptor binding	+	0.8022	80.22%
Androgen receptor binding	+	0.7620	76.20%
Thyroid receptor binding	+	0.6220	62.20%
Glucocorticoid receptor binding	+	0.8016	80.16%
Aromatase binding	+	0.6673	66.73%
PPAR gamma	+	0.8126	81.26%
Honey bee toxicity	-	0.7062	70.62%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.8771	87.71%

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	99.67%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.16%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.27%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.73%	86.33%
CHEMBL2996	Q05655	Protein kinase C delta	93.78%	97.79%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.27%	94.45%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	93.19%	91.24%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.73%	91.11%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	91.56%	81.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.55%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.19%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.90%	93.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.40%	95.56%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.22%	94.33%
CHEMBL255	P29275	Adenosine A2b receptor	86.12%	98.59%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.96%	99.23%
CHEMBL5028	O14672	ADAM10	85.54%	97.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.32%	100.00%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	84.22%	96.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.00%	91.07%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.65%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.23%	96.77%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.53%	94.80%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.14%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.06%	95.89%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.53%	96.90%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.04%	93.03%

Plants that contains it

• Tripterygium wilfordii

Cross-Links

• PubChem: 477597
• LOTUS: LTS0113948
• wikiData: Q105017026