Cucurbitacin IIb

Details

• Internal ID: 5a57d23b-8a91-4bef-8284-b8ca6a3cd586
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cucurbitacins
• IUPAC Name: (2S,3S,8S,9R,10R,13R,14S,16R,17R)-17-[(2R)-2,6-dihydroxy-6-methyl-3-oxoheptan-2-yl]-2,3,16-trihydroxy-4,4,9,13,14-pentamethyl-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-11-one
• SMILES (Canonical): CC1(C(C(CC2C1=CCC3C2(C(=O)CC4(C3(CC(C4C(C)(C(=O)CCC(C)(C)O)O)O)C)C)C)O)O)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@H](C4(C)C)O)O)C)C)[C@](C)(C(=O)CCC(C)(C)O)O)O
• InChI: InChI=1S/C30H48O7/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/h9,17-20,23-24,31-32,35-37H,10-15H2,1-8H3/t17-,18+,19-,20+,23+,24-,27+,28-,29+,30+/m1/s1
• InChI Key: VVBWBGOEAVGFTN-LPQIEKFGSA-N
• Popularity: 11 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₈O₇
• Molecular Weight: 520.70 g/mol
• Exact Mass: 520.34000387 g/mol
• Topological Polar Surface Area (TPSA): 135.00 Ų
• XlogP: 2.00

Synonyms

• 50298-90-3
• Dihydrocucurbitacin F
• 23,24-Dihydrocucurbitacin F
• (2S,3S,8S,9R,10R,13R,14S,16R,17R)-17-[(2R)-2,6-dihydroxy-6-methyl-3-oxoheptan-2-yl]-2,3,16-trihydroxy-4,4,9,13,14-pentamethyl-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-11-one
• Cucurbitacin centob
• 25-Deacetyl Hemslecin A
• Curcurbitacin-Iib
• CHEMBL486260
• DTXSID901314928
• HY-N1987
• MFCD02752610
• AKOS016010575
• AC-34875
• MS-29661
• CS-0018308
• S0949

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	97.64%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.87%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.99%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.90%	97.09%
CHEMBL2581	P07339	Cathepsin D	91.66%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.90%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.67%	95.56%
CHEMBL2996	Q05655	Protein kinase C delta	87.82%	97.79%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.25%	96.95%
CHEMBL4208	P20618	Proteasome component C5	85.38%	90.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.27%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.48%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.20%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.92%	96.61%

Plants that contains it

• Begonia heracleifolia
• Cayaponia angustiloba
• Dendrosicyos socotrana
• Elaeocarpus dolichostylus
• Hemsleya carnosiflora
• Hemsleya dolichocarpa
• Hemsleya graciliflora
• Hemsleya macrosperma
• Physocarpus capitatus
• Purshia mexicana

Cross-Links

• PubChem: 10481797
• LOTUS: LTS0092368
• wikiData: Q104253150