[(E,6R)-6-[(2S,8S,9R,10S,13R,14S,16R,17R)-2,16-dihydroxy-4,4,9,13,14-pentamethyl-3,11-dioxo-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-hydroxy-2-methyl-5-oxohept-3-en-2-yl] acetate

Details

• Internal ID: aa5f446e-f1ca-46a3-9381-7e2f34d6da2b
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cucurbitacins
• IUPAC Name: [(E,6R)-6-[(2S,8S,9R,10S,13R,14S,16R,17R)-2,16-dihydroxy-4,4,9,13,14-pentamethyl-3,11-dioxo-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-hydroxy-2-methyl-5-oxohept-3-en-2-yl] acetate
• SMILES (Canonical): CC(=O)OC(C)(C)C=CC(=O)C(C)(C1C(CC2(C1(CC(=O)C3(C2CC=C4C3CC(C(=O)C4(C)C)O)C)C)C)O)O
• SMILES (Isomeric): CC(=O)OC(C)(C)/C=C/C(=O)[C@@](C)([C@H]1[C@@H](C[C@@]2([C@@]1(CC(=O)[C@@]3([C@H]2CC=C4[C@@H]3C[C@@H](C(=O)C4(C)C)O)C)C)C)O)O
• InChI: InChI=1S/C32H46O8/c1-17(33)40-27(2,3)13-12-23(36)32(9,39)25-21(35)15-29(6)22-11-10-18-19(14-20(34)26(38)28(18,4)5)31(22,8)24(37)16-30(25,29)7/h10,12-13,19-22,25,34-35,39H,11,14-16H2,1-9H3/b13-12+/t19-,20-,21+,22-,25-,29-,30+,31-,32-/m0/s1
• InChI Key: IXQKXEUSCPEQRD-QATBOUOLSA-N
• Popularity: 19 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₆O₈
• Molecular Weight: 558.70 g/mol
• Exact Mass: 558.31926842 g/mol
• Topological Polar Surface Area (TPSA): 138.00 Ų
• XlogP: 2.60

Synonyms

• CHEMBL507237
• REGID_for_CID_15944763
• BDBM50378060
• SMR000232280

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL5514	P42858	Huntingtin	22387.2 nM	Potency	PMID: 22085418
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	270 nM	IC50	via Super-PRED
CHEMBL1803	P20701	Leukocyte adhesion glycoprotein LFA-1 alpha	300 nM	IC50	PMID: 12088430
CHEMBL1293224	P10636	Microtubule-associated protein tau	22387.2 nM	Potency	PMID: 16989518
CHEMBL1293277	O15118	Niemann-Pick C1 protein	316.2 nM; 316.2 nM	Potency; Potency	PMID: 11520237; via Super-PRED
CHEMBL1293235	P02545	Prelamin-A/C	199.5 nM; 199.5 nM	Potency; Potency	via Super-PRED; PMID: 3430171
CHEMBL1293294	P51151	Ras-related protein Rab-9A	316.2 nM; 316.2 nM	Potency; Potency	via Super-PRED; PMID: 22620987
CHEMBL3797	Q13315	Serine-protein kinase ATM	19952.6 nM	Potency	PMID: 20025236
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	3000 nM	IC50	PMID: 20524638
CHEMBL1293232	Q16637	Survival motor neuron protein	11220.2 nM	Potency	PMID: 12137465

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.58%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.02%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.83%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.69%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.15%	96.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.05%	97.09%
CHEMBL1902	P62942	FK506-binding protein 1A	90.42%	97.05%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.38%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	88.54%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.76%	95.56%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.79%	89.34%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.55%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.47%	97.25%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.37%	91.07%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.64%	82.69%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.16%	97.21%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	82.07%	91.03%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.89%	99.23%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	81.77%	96.39%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.32%	89.00%

Plants that contains it

• Cucumis melo

Cross-Links

• PubChem: 15944763
• NPASS: NPC475524
• ChEMBL: CHEMBL507237
• LOTUS: LTS0236615
• wikiData: Q105122415