(2S,3S,8R,9S,10R,13R,14S,16S)-17-[(E,1R)-1,5-dihydroxy-1,5-dimethyl-2-oxo-hex-3-enyl]-2,3,16-trihydroxy-4,4,9,13,14-pentamethyl-2,3,7,8,10,12,16,17-octahydro-1H-cyclopenta[a]phenanthrene-11,15-dione

Details

• Internal ID: b458e312-16f4-4bf1-bfd8-899caf447ac8
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cucurbitacins
• IUPAC Name: (2S,3S,8R,9S,10R,13R,14S,16S)-17-[(E,2R)-2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl]-2,3,16-trihydroxy-4,4,9,13,14-pentamethyl-2,3,7,8,10,12,16,17-octahydro-1H-cyclopenta[a]phenanthrene-11,15-dione
• SMILES (Canonical): CC1(C(C(CC2C1=CCC3C2(C(=O)CC4(C3(C(=O)C(C4C(C)(C(=O)C=CC(C)(C)O)O)O)C)C)C)O)O)C
• SMILES (Isomeric): C[C@]12CC(=O)[C@@]3([C@H]([C@@]1(C(=O)[C@H](C2[C@](C)(C(=O)/C=C/C(C)(C)O)O)O)C)CC=C4[C@H]3C[C@@H]([C@H](C4(C)C)O)O)C
• InChI: InChI=1S/C30H44O8/c1-25(2,37)12-11-19(32)30(8,38)22-21(34)24(36)29(7)18-10-9-15-16(13-17(31)23(35)26(15,3)4)28(18,6)20(33)14-27(22,29)5/h9,11-12,16-18,21-23,31,34-35,37-38H,10,13-14H2,1-8H3/b12-11+/t16-,17+,18-,21+,22?,23-,27-,28+,29-,30+/m1/s1
• InChI Key: UGRYXCKXFRMPOI-VYDLIQPASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₄O₈
• Molecular Weight: 532.70 g/mol
• Exact Mass: 532.30361836 g/mol
• Topological Polar Surface Area (TPSA): 152.00 Ų
• XlogP: 1.10

Synonyms

• CHEMBL283616
• (2S,3S,8R,9S,10R,13R,14S,16S)-17-[(E,1R)-1,5-dihydroxy-1,5-dimethyl-2-oxo-hex-3-enyl]-2,3,16-trihydroxy-4,4,9,13,14-pentamethyl-2,3,7,8,10,12,16,17-octahydro-1H-cyclopenta[a]phenanthrene-11,15-dione
• 9-Methyl-2,3,16,20,25-pentahydroxy-19-norlanosta-5,23-diene-11,15,22-trione, (2.beta.,3.alpha.,9.beta.,10.alpha.,23E)

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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.55%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.31%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.50%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.44%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.20%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.11%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	84.33%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.05%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.02%	86.33%
CHEMBL1902	P62942	FK506-binding protein 1A	83.14%	97.05%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.81%	96.77%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.75%	91.07%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	81.50%	98.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.37%	89.00%
CHEMBL4208	P20618	Proteasome component C5	80.61%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.37%	85.14%

Plants that contains it

• Crataegus pinnatifida
• Olea europaea
• Purshia mexicana

Cross-Links

• PubChem: 6473862
• LOTUS: LTS0202490
• wikiData: Q104393312