Taccalonolide A

Details

• Internal ID: be6a36e0-b4d8-4d8f-8642-3151b2fde4c1
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
• IUPAC Name: [(1S,2S,3R,5S,7S,9S,10R,11R,12S,13S,14R,15R,16S,17S,22S,23S,24R,25R)-10,14,25-triacetyloxy-3,22-dihydroxy-11,15,17,22,23-pentamethyl-4,21-dioxo-8,20-dioxaheptacyclo[13.10.0.02,12.05,11.07,9.016,24.019,23]pentacos-18-en-13-yl] acetate
• SMILES (Canonical): CC1C=C2C(C3C1C4(C(C3OC(=O)C)C5C(C(C4OC(=O)C)OC(=O)C)C6(C(CC7C(C6OC(=O)C)O7)C(=O)C5O)C)C)(C(C(=O)O2)(C)O)C
• SMILES (Isomeric): C[C@@H]1C=C2[C@@]([C@H]3[C@H]1[C@@]4([C@@H]([C@H]3OC(=O)C)[C@H]5[C@H]([C@@H]([C@@H]4OC(=O)C)OC(=O)C)[C@@]6([C@H](C[C@H]7[C@@H]([C@@H]6OC(=O)C)O7)C(=O)[C@@H]5O)C)C)([C@](C(=O)O2)(C)O)C
• InChI: InChI=1S/C36H46O14/c1-12-10-19-35(8,36(9,44)32(43)50-19)24-21(12)34(7)22(28(24)45-13(2)37)20-23(29(46-14(3)38)31(34)48-16(5)40)33(6)17(25(41)26(20)42)11-18-27(49-18)30(33)47-15(4)39/h10,12,17-18,20-24,26-31,42,44H,11H2,1-9H3/t12-,17-,18+,20+,21+,22-,23-,24+,26-,27+,28-,29+,30+,31+,33+,34-,35+,36-/m1/s1
• InChI Key: PTTJLTMUKRRHAT-VJAKQJMOSA-N
• Popularity: 13 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₆O₁₄
• Molecular Weight: 702.70 g/mol
• Exact Mass: 702.28875614 g/mol
• Topological Polar Surface Area (TPSA): 202.00 Ų
• XlogP: 1.70

Synonyms

• 108885-68-3
• CHEBI:9388
• CHEMBL1821838
• AC1L9BGV
• C08635
• [(1S,2S,3R,5S,7S,9S,10R,11R,12S,13S,14R,15R,16S,17S,22S,23S,24R,25R)-10,14,25-triacetyloxy-3,22-dihydroxy-11,15,17,22,23-pentamethyl-4,21-dioxo-8,20-dioxaheptacyclo[13.10.0.02,12.05,11.07,9.016,24.019,23]pentacos-18-en-13-yl] acetate
• DTXSID80910895
• PTTJLTMUKRRHAT-VJAKQJMOSA-N
• HY-N2416
• AKOS037515195
• MS-31170
• CS-0022618
• A904550
• Q27108373
• 16,24-Cycloergost-22-en-26-oicacid, 1,11,12,15-tetrakis(acetyloxy)-2,3-epoxy-7,23,25-trihydroxy-6-oxo-, g-lactone, (1a,2a,3a,5a,7b,11a,12a,15a,16b,24b,25S)-
• 5,7-Dihydroxy-1,5,5a,11a,13a-pentamethyl-4,8-dioxo-4,5,5a,5b,6,6a,6b,7,8,8a,9,9a,10a,11,11a,11b,12,13,13a,13b-icosahydro-1H-oxireno[6',7']naphtho[1',2':7,8]fluoreno[2,1-b]furan-6,11,12,13-tetrayl tetraacetate

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
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.98%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	97.26%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.32%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.96%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.55%	86.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.56%	96.77%
CHEMBL2581	P07339	Cathepsin D	92.46%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.14%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.56%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.46%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	90.57%	91.19%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.15%	94.00%
CHEMBL2039	P27338	Monoamine oxidase B	85.92%	92.51%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.67%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.10%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.00%	93.00%
CHEMBL221	P23219	Cyclooxygenase-1	84.65%	90.17%
CHEMBL4208	P20618	Proteasome component C5	83.97%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.67%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.61%	92.94%
CHEMBL3401	O75469	Pregnane X receptor	82.03%	94.73%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.81%	85.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.22%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.19%	95.89%

Plants that contains it

• Anthriscus sylvestris
• Tacca chantrieri
• Tacca plantaginea

Cross-Links

• PubChem: 441685
• NPASS: NPC65858
• ChEMBL: CHEMBL1821838
• LOTUS: LTS0115343
• wikiData: Q27108373