23,24-dihydrocucurbitacin D

Details

• Internal ID: cb5744f3-3871-4e65-a43a-857e3f26c70d
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cucurbitacins
• IUPAC Name: (2S,8S,9R,10R,13R,14S,16R,17R)-17-[(2R)-2,6-dihydroxy-6-methyl-3-oxoheptan-2-yl]-2,16-dihydroxy-4,4,9,13,14-pentamethyl-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthrene-3,11-dione
• SMILES (Canonical): CC1(C2=CCC3C4(CC(C(C4(CC(=O)C3(C2CC(C1=O)O)C)C)C(C)(C(=O)CCC(C)(C)O)O)O)C)C
• SMILES (Isomeric): C[C@@]12C[C@H]([C@@H]([C@]1(CC(=O)[C@@]3([C@H]2CC=C4[C@H]3C[C@@H](C(=O)C4(C)C)O)C)C)[C@](C)(C(=O)CCC(C)(C)O)O)O
• InChI: InChI=1S/C30H46O7/c1-25(2,36)12-11-21(33)30(8,37)23-19(32)14-27(5)20-10-9-16-17(13-18(31)24(35)26(16,3)4)29(20,7)22(34)15-28(23,27)6/h9,17-20,23,31-32,36-37H,10-15H2,1-8H3/t17-,18+,19-,20+,23+,27+,28-,29+,30+/m1/s1
• InChI Key: ITMUUFDDBRYVNJ-VOKXYEOFSA-N
• Popularity: 7 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₆O₇
• Molecular Weight: 518.70 g/mol
• Exact Mass: 518.32435380 g/mol
• Topological Polar Surface Area (TPSA): 132.00 Ų
• XlogP: 2.10

Synonyms

• 23,24-dihydrocucurbitacin D
• 55903-92-9
• CHEBI:62218
• (2S,8S,9R,10R,13R,14S,16R,17R)-17-[(2R)-2,6-dihydroxy-6-methyl-3-oxoheptan-2-yl]-2,16-dihydroxy-4,4,9,13,14-pentamethyl-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthrene-3,11-dione
• Tetrahydrocucurbitacin I
• Dihydrocucurbitacin D
• 2beta,16alpha,20,25-tetrahydroxy-10alpha-cucurbit-5-ene-3,11,22-trione
• 2beta,16alpha,20,25- tetrahydroxy-9beta-methyl-19-nor-10alpha-lanost-5-ene-3,11,22-trione
• (2S,4R)-2,16,20,25-tetrahydroxy-9beta,10,14-trimethyl-4,9-cyclo-9,10-seco-16alpha-cholest-5-ene-1,11,22-trione
• CHEMBL564629
• SCHEMBL10307357
• DTXSID101317423
• AKOS040734738
• 23,24-Dihydrocucurbitacin D (Cucurbitacin R)
• Q27131691

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
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.04%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.66%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.98%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.70%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.41%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.90%	94.45%
CHEMBL2996	Q05655	Protein kinase C delta	88.31%	97.79%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.37%	95.56%
CHEMBL4208	P20618	Proteasome component C5	85.02%	90.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.88%	96.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.55%	85.14%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.54%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.08%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.37%	86.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.14%	96.77%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.09%	99.23%

Plants that contains it

• Begonia heracleifolia
• Bryonia cretica
• Cayaponia tayuya
• Cucumis melo
• Dendrosicyos socotrana
• Ecballium elaterium
• Neoalsomitra clavigera
• Trichosanthes tricuspidata
• Wilbrandia ebracteata

Cross-Links

• PubChem: 180535
• LOTUS: LTS0206024
• wikiData: Q27131691