Dihydrocucurbitacin B

Details

• Internal ID: 8ef4887b-8a8e-4d17-8e2d-8145cb507843
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cucurbitacins
• IUPAC Name: [(6R)-6-[(2S,8S,9R,10R,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-oxoheptan-2-yl] acetate
• SMILES (Canonical): CC(=O)OC(C)(C)CCC(=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)CCC(=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/C32H48O8/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/h10,19-22,25,34-35,39H,11-16H2,1-9H3/t19-,20+,21-,22+,25+,29+,30-,31+,32+/m1/s1
• InChI Key: QZJJDOYZVRUEDY-NRNCYQGDSA-N
• Popularity: 10 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₈O₈
• Molecular Weight: 560.70 g/mol
• Exact Mass: 560.33491849 g/mol
• Topological Polar Surface Area (TPSA): 138.00 Ų
• XlogP: 2.70

Synonyms

• 13201-14-4
• 23,24-dihydrocucurbitacin B
• Cucurbitacin B, dihydro-
• CHEBI:62217
• NSC-106401
• 25-acetoxy-2beta,16alpha,20-trihydroxy-10alpha-cucurbit-5-ene-3,11,22-trione
• (2S,4R)-2,16beta,20-trihydroxy-9beta,10,14-trimethyl-1,11,22-trioxo-4,9-cyclo-9,10-secocholest-5-en-25-yl acetate
• 2beta,16alpha,20,25-tetrahydroxy-9-methyl-19-nor-9beta,10alpha-lanost-5-ene-3,11,22-trione, 25-acetate
• 2beta,16alpha,20,25-tetrahydroxy-9-methyl-3,11,22-trioxo-19-nor-9beta,10alpha-lanost-5-en-25-yl acetate
• (10alpha)-25-(Acetyloxy)-2beta,16alpha,20-trihydroxy-9beta-methyl-19-norlanost-5-ene-3,11,22-trione
• CHEMBL553851
• DTXSID701314710
• HY-N4171
• NSC106401
• AKOS037514506
• [(6R)-6-[(2S,8S,9R,10R,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-oxoheptan-2-yl] acetate
• MS-30184
• CS-0032304
• C20787
• Q27131690
• (2.BETA.,9.BETA.,10.ALPHA.,16.ALPHA.)-25-(ACETYLOXY)-2,16,20-TRIHYDROXY-9-METHYL-19-NORLANOST-5-ENE-3,11,22-TRIONE
• 19-NORLANOST-5-ENE-3,11,22-TRIONE, 25-(ACETYLOXY)-2,16,20-TRIHYDROXY-9-METHYL-, (2.BETA.,9.BETA.,10.ALPHA.,16.ALPHA.)-

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	98.10%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.01%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.38%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.97%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.72%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.51%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.52%	97.25%
CHEMBL2996	Q05655	Protein kinase C delta	92.04%	97.79%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.22%	82.69%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.24%	96.95%
CHEMBL4208	P20618	Proteasome component C5	85.38%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.24%	95.56%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	83.62%	82.38%
CHEMBL340	P08684	Cytochrome P450 3A4	83.29%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.58%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.84%	99.23%

Plants that contains it

• Acanthosicyos horridus
• Begonia nantoensis
• Bryonia alba
• Bryonia cretica
• Cucumis melo
• Wilbrandia ebracteata

Cross-Links

• PubChem: 267250
• NPASS: NPC196528
• ChEMBL: CHEMBL553851
• LOTUS: LTS0150047
• wikiData: Q27131690