Taxol C

Details

• Internal ID: 13150244-05d4-4b7b-96e5-51bcd0b4b0e4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
• IUPAC Name: [(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-diacetyloxy-15-[(2R,3S)-3-(hexanoylamino)-2-hydroxy-3-phenylpropanoyl]oxy-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate
• SMILES (Canonical): CCCCCC(=O)NC(C1=CC=CC=C1)C(C(=O)OC2CC3(C(C4C(C(CC5C4(CO5)OC(=O)C)O)(C(=O)C(C(=C2C)C3(C)C)OC(=O)C)C)OC(=O)C6=CC=CC=C6)O)O
• SMILES (Isomeric): CCCCCC(=O)N[C@@H](C1=CC=CC=C1)[C@H](C(=O)O[C@H]2C[C@]3([C@H]([C@H]4[C@@]([C@H](C[C@@H]5[C@]4(CO5)OC(=O)C)O)(C(=O)[C@@H](C(=C2C)C3(C)C)OC(=O)C)C)OC(=O)C6=CC=CC=C6)O)O
• InChI: InChI=1S/C46H57NO14/c1-8-9-12-21-33(51)47-35(28-17-13-10-14-18-28)36(52)42(55)59-30-23-46(56)40(60-41(54)29-19-15-11-16-20-29)38-44(7,31(50)22-32-45(38,24-57-32)61-27(4)49)39(53)37(58-26(3)48)34(25(30)2)43(46,5)6/h10-11,13-20,30-32,35-38,40,50,52,56H,8-9,12,21-24H2,1-7H3,(H,47,51)/t30-,31-,32+,35-,36+,37+,38-,40-,44+,45-,46+/m0/s1
• InChI Key: BEHTXUBGUDGCNQ-IEAAAIHOSA-N
• Popularity: 24 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₅₇NO₁₄
• Molecular Weight: 847.90 g/mol
• Exact Mass: 847.37790549 g/mol
• Topological Polar Surface Area (TPSA): 221.00 Ų
• XlogP: 2.70

Synonyms

• 153415-45-3
• Paclitaxel C
• [(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-diacetyloxy-15-[(2R,3S)-3-(hexanoylamino)-2-hydroxy-3-phenylpropanoyl]oxy-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate
• L5P3TE6LS8
• SCHEMBL44876
• CHEMBL306601
• DTXSID00433334
• AKOS040762410
• PACLITAXEL IMPURITY C [EP IMPURITY]
• 7,11-Methano-1H-cyclodeca[3,4]benz[1,2-b]oxete, benzenepropanoic acid deriv
• 4,10beta-bis(acetyloxy)-13alpha-[[(2R,3S)-3-(hexanoylamino)-2-hydroxy-3-phenylpropanoyl]oxy]-1,7beta-dihydroxy-9-oxo-5beta,20-epoxytax-11-en-2alpha-yl benzoate (N-debenzoyl-N-hexanoylpaclitaxel
• Benzenepropanoic acid, alpha-hydroxy-beta-[(1-oxohexyl)amino]-, (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-6,12b-bis(acetyloxy)-12-(benzoyloxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-4,11-dihydroxy-4a,8,13,13-tetramethyl-5-oxo-7,11-methano-1H-cyclodeca[3,4]benz[1,2-b]oxet-9-yl ester, (alphaR,betaS)-
• Benzenepropanoic acid, alpha-hydroxy-beta-[(1-oxohexyl)amino]-, 6,12b-bis(acetyloxy)-12-(benzoyloxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-4,11-dihydroxy-4a,8,13,13-tetramethyl-5-oxo-7,11-methano-1H-cyclodeca[3,4]benz[1,2-b]oxet-9-yl ester, [2aR-[2aalpha,4beta,4abeta,6beta,9alpha(alphaR*,betaS*),11alpha,12alpha,12aalpha,12balpha]]-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293294	P51151	Ras-related protein Rab-9A	35.5 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	99.90%	90.17%
CHEMBL2581	P07339	Cathepsin D	99.75%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.16%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.55%	99.17%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	97.13%	95.17%
CHEMBL2996	Q05655	Protein kinase C delta	95.65%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.55%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.01%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.27%	99.23%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	92.87%	96.47%
CHEMBL230	P35354	Cyclooxygenase-2	92.50%	89.63%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.77%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.34%	97.09%
CHEMBL2535	P11166	Glucose transporter	89.91%	98.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.87%	95.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.73%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.31%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.81%	94.45%
CHEMBL5028	O14672	ADAM10	88.72%	97.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.66%	96.00%
CHEMBL299	P17252	Protein kinase C alpha	88.56%	98.03%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	88.49%	83.00%
CHEMBL340	P08684	Cytochrome P450 3A4	88.48%	91.19%
CHEMBL1951	P21397	Monoamine oxidase A	87.83%	91.49%
CHEMBL240	Q12809	HERG	86.14%	89.76%
CHEMBL4302	P08183	P-glycoprotein 1	85.63%	92.98%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.65%	89.00%
CHEMBL4267	P37173	TGF-beta receptor type II	84.42%	88.18%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	84.11%	81.11%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	83.13%	98.75%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.89%	94.62%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	82.12%	94.08%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.80%	96.90%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.23%	97.14%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.19%	93.56%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	81.11%	89.44%
CHEMBL5255	O00206	Toll-like receptor 4	80.31%	92.50%

Plants that contains it

• Corylus avellana
• Taxus baccata
• Taxus cuspidata
• Taxus mairei
• Taxus wallichiana var. chinensis

Cross-Links

• PubChem: 9962663
• NPASS: NPC471629
• ChEMBL: CHEMBL306601
• LOTUS: LTS0158087
• wikiData: Q61978370