Epothilone A

Details

• Internal ID: e75bb5b5-484e-460b-942d-3cc38f9e85cb
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues > Epothilones and analogues
• IUPAC Name: (1S,3S,7S,10R,11S,12S,16R)-7,11-dihydroxy-8,8,10,12-tetramethyl-3-[(E)-1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-4,17-dioxabicyclo[14.1.0]heptadecane-5,9-dione
• SMILES (Canonical): CC1CCCC2C(O2)CC(OC(=O)CC(C(C(=O)C(C1O)C)(C)C)O)C(=CC3=CSC(=N3)C)C
• SMILES (Isomeric): C[C@H]1CCC[C@@H]2[C@@H](O2)C[C@H](OC(=O)C[C@@H](C(C(=O)[C@@H]([C@H]1O)C)(C)C)O)/C(=C/C3=CSC(=N3)C)/C
• InChI: InChI=1S/C26H39NO6S/c1-14-8-7-9-19-21(32-19)11-20(15(2)10-18-13-34-17(4)27-18)33-23(29)12-22(28)26(5,6)25(31)16(3)24(14)30/h10,13-14,16,19-22,24,28,30H,7-9,11-12H2,1-6H3/b15-10+/t14-,16+,19+,20-,21-,22-,24-/m0/s1
• InChI Key: HESCAJZNRMSMJG-KKQRBIROSA-N
• Popularity: 278 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₉NO₆S
• Molecular Weight: 493.70 g/mol
• Exact Mass: 493.24980914 g/mol
• Topological Polar Surface Area (TPSA): 138.00 Ų
• XlogP: 4.00

Synonyms

• 152044-53-6
• (-)-Epothilone A
• Epo A
• Epothilon A
• Epothilone A [MI]
• CHEBI:31549
• 51E07YBX96
• (1R,5S,6S,7R,10S,14S,16S)-6,10-dihydroxy-5,7,9,9-tetramethyl-14-[(E)-1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-13,17-dioxabicyclo[14.1.0]heptadecane-8,12-dione
• 4,17-Dioxabicyclo(14.1.0)heptadecane-5,9-dione, 7,11-dihydroxy-8,8,10,12-tetramethyl-3-((1E)-1-methyl-2-(2-methyl-4-thiazolyl)ethenyl)-, (1S,3S,7S,10R,11S,12S,16R)-
• epothile
• Epoa
• Epothilone-A
• Epothilones
• EpothiloneA
• UNII-51E07YBX96
• SCHEMBL4775
• EPOTHILONE A [WHO-DD]
• CHEMBL329993
• CHEBI:94722
• DTXSID10332288
• HESCAJZNRMSMJG-KKQRBIROSA-N
• EX-A2056
• LMPK04000040
• NSC684362
• s1297
• AKOS025401597
• BCP9000654
• CCG-269643
• NSC-684362
• NCGC00346505-02
• (1S,3S,7S,10R,11S,12S,16R)-7,11-dihydroxy-8,8,10,12-tetramethyl-3-((E)-1-(2-methylthiazol-4-yl)prop-1-en-2-yl)-4,17-dioxabicyclo[14.1.0]heptadecane-5,9-dione
• AC-22615
• HY-13503
• CS-0007126
• E78311
• J-008878
• BRD-K71823332-001-01-1
• BRD-K71823332-001-03-7
• Q27104197
• (-)-Epothilone A, from Sorangium cellulosum, >95% (HPLC), solid
• (1R,5S,6S,7R,10S,14S,16S)-6,10-dihydroxy-5,7,9, 9-tetramethyl-14-[(E)-1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-13, 17-dioxabicyclo[14.1.0]heptadecane-8,12-dione
• (1S,3S,7S,10R,11S,12S,16R)-7,11-dihydroxy-8,8,10,12-tetramethyl-3-[(1E)-1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-4,17-dioxabicyclo[14.1.0]heptadecane-5,9-dione
• (1S,3S,7S,10R,11S,12S,16R)-7,11-dihydroxy-8,8,10,12-tetramethyl-3-[(1E)-1-methyl-2-(2-methyl-4-thiazolyl)ethenyl]-4,17-dioxabicyclo[14.1.0]heptadecane-5,9-dione
• (1S,3S,7S,10R,11S,12S,16R)-7,11-dihydroxy-8,8,10,12-tetramethyl-3-[(E)-1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-4,17-dioxabicyclo[14.1.0]heptadecane-5,9-dione
• (1S,3S,7S,10R,11S,12S,16R)-7,11-dihydroxy-8,8,10,12-tetramethyl-3-[(E)-1-methyl-2-(2-methyl-1,3-thiazol-4-yl)ethenyl]-4,17-dioxabicyclo[14.1.0]heptadecane-5,9-dione
• (1S,7S,10R,11S,12S,16R)-7-Hydroxy-11-(S)-hydroxy-8,8,10,12-tetramethyl-3-[(E)-1-methyl-2-(2-methyl-thiazol-4-yl)-vinyl]-4,17-dioxa-bicyclo[14.1.0]heptadecane-5,9-dione
• 186692-57-9

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
CHEMBL3038477	P67870	Casein kinase II alpha/beta	95.52%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.89%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.63%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.76%	95.56%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	91.79%	87.67%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.51%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.01%	86.33%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	86.45%	96.39%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.27%	93.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.03%	94.45%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	85.01%	86.00%
CHEMBL2581	P07339	Cathepsin D	84.16%	98.95%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	83.49%	82.38%
CHEMBL340	P08684	Cytochrome P450 3A4	82.66%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.29%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	81.69%	94.73%
CHEMBL3012	Q13946	Phosphodiesterase 7A	80.54%	99.29%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	80.37%	81.11%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.18%	93.03%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 448799
• LOTUS: LTS0070475
• wikiData: Q27104197