(3S,8S,9R,10R,13R,14S,17R)-17-[(2R)-5,6-dihydroxy-6-methylheptan-2-yl]-3-hydroxy-4,4,9,13,14-pentamethyl-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-11-one

Details

• Internal ID: ab836b3b-eeac-41d1-b171-0cd4bb60f0d3
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cucurbitacins
• IUPAC Name: (3S,8S,9R,10R,13R,14S,17R)-17-[(2R)-5,6-dihydroxy-6-methylheptan-2-yl]-3-hydroxy-4,4,9,13,14-pentamethyl-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-11-one
• SMILES (Canonical): CC(CCC(C(C)(C)O)O)C1CCC2(C1(CC(=O)C3(C2CC=C4C3CCC(C4(C)C)O)C)C)C
• SMILES (Isomeric): C[C@H](CCC(C(C)(C)O)O)[C@H]1CC[C@@]2([C@@]1(CC(=O)[C@@]3([C@H]2CC=C4[C@H]3CC[C@@H](C4(C)C)O)C)C)C
• InChI: InChI=1S/C30H50O4/c1-18(9-13-24(32)27(4,5)34)19-15-16-28(6)22-12-10-20-21(11-14-23(31)26(20,2)3)30(22,8)25(33)17-29(19,28)7/h10,18-19,21-24,31-32,34H,9,11-17H2,1-8H3/t18-,19-,21-,22+,23+,24?,28+,29-,30+/m1/s1
• InChI Key: FPMQKXQOBKDVHF-ZGUWQJCPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₀O₄
• Molecular Weight: 474.70 g/mol
• Exact Mass: 474.37091007 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 5.10

Synonyms

• 4965-97-3
• (3S,8S,9R,10R,13R,14S,17R)-17-[(2R)-5,6-dihydroxy-6-methylheptan-2-yl]-3-hydroxy-4,4,9,13,14-pentamethyl-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-11-one
• CHEBI:3198
• DTXSID10331635
• AKOS040760308
• C08789
• Q27105986

2D Structure

ADMET Properties (via admetSAR 2)

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

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.44%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.88%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.66%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.28%	91.11%
CHEMBL2996	Q05655	Protein kinase C delta	91.23%	97.79%
CHEMBL1937	Q92769	Histone deacetylase 2	89.73%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.14%	94.45%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.12%	93.56%
CHEMBL1907	P15144	Aminopeptidase N	86.87%	93.31%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.71%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.69%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.45%	90.71%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.07%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.67%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.49%	86.33%
CHEMBL299	P17252	Protein kinase C alpha	82.38%	98.03%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.14%	82.69%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	81.89%	94.78%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.87%	93.03%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.73%	93.04%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	81.62%	97.29%
CHEMBL1871	P10275	Androgen Receptor	81.51%	96.43%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.01%	96.61%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	80.66%	95.00%

Plants that contains it

• Siraitia grosvenorii

Cross-Links

• PubChem: 441813
• LOTUS: LTS0049308
• wikiData: Q27105986