Taxine A

Details

• Internal ID: ff43c6cf-62cc-4d97-b36d-3c786c53d373
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
• IUPAC Name: [(1R,2S,3E,5S,7S,8S,10R,13S)-2,13-diacetyloxy-7,10-dihydroxy-8,12,15,15-tetramethyl-9-oxo-5-tricyclo[9.3.1.14,8]hexadeca-3,11-dienyl] (2R,3S)-3-(dimethylamino)-2-hydroxy-3-phenylpropanoate
• SMILES (Canonical): CC1=C2C(C(=O)C3(CC(=CC(C(C2(C)C)CC1OC(=O)C)OC(=O)C)C(CC3O)OC(=O)C(C(C4=CC=CC=C4)N(C)C)O)C)O
• SMILES (Isomeric): CC1=C2[C@H](C(=O)[C@]3(C/C(=C\[C@@H]([C@@H](C2(C)C)C[C@@H]1OC(=O)C)OC(=O)C)/[C@H](C[C@@H]3O)OC(=O)[C@@H]([C@H](C4=CC=CC=C4)N(C)C)O)C)O
• InChI: InChI=1S/C35H47NO10/c1-18-24(44-19(2)37)15-23-26(45-20(3)38)14-22-17-35(6,32(42)30(40)28(18)34(23,4)5)27(39)16-25(22)46-33(43)31(41)29(36(7)8)21-12-10-9-11-13-21/h9-14,23-27,29-31,39-41H,15-17H2,1-8H3/b22-14+/t23-,24-,25-,26-,27-,29-,30+,31+,35-/m0/s1
• InChI Key: KOTXAHKUCAQPQA-MCBQMXOVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₇NO₁₀
• Molecular Weight: 641.70 g/mol
• Exact Mass: 641.31999670 g/mol
• Topological Polar Surface Area (TPSA): 160.00 Ų
• XlogP: 1.60

Synonyms

• 1361-49-5
• ORV5NB1NST
• UNII-ORV5NB1NST
• NSC674284
• NSC 674284
• NSC-674284
• CHEBI:9417
• C10619
• [(1R,2S,3E,5S,7S,8S,10R,13S)-2,13-diacetyloxy-7,10-dihydroxy-8,12,15,15-tetramethyl-9-oxo-5-tricyclo[9.3.1.14,8]hexadeca-3,11-dienyl] (2R,3S)-3-(dimethylamino)-2-hydroxy-3-phenylpropanoate
• Benzenepropanoic acid, beta-(dimethylamino)-alpha-hydroxy-, 2,13-bis(acetyloxy)-7,10-dihydroxy-8,12,15,15-tetramethyl-9-oxotricyclo(9.3.1.1(4,8))hexadeca-3,11-dien-5-yl ester, (1S-(1R*,2S*,3E,5R*-(alphaS*,betaR*),7R*,8R*,10S*,13R*))-
• TAXIN A
• TAXINE A [MI]
• TAXINE A, (-)-
• CHEMBL1983334
• DTXSID201098349
• Q27108385
• (.ALPHA. R,.BETA. S)-.BETA.-(DIMETHYLAMINO)-.ALPHA.-HYDROXY BENZENEPROPANOIC ACID (1S, 2R, 3E, 5S, 7S, 8S, 10R, 13S)-2,13-BIS(ACETYLOXY)-7,10-DIHYDROXY-8,12,15,15-TETRAMETHYL-9-OXOTRICYCLO(9.3.1.1 4,8)HEXADECA-3,11-DIEN-5-YL ESTER
• BENZENEPROPANOIC ACID, .BETA.-(DIMETHYLAMINO)-.ALPHA.-HYDROXY-, (1S,2R,3E,5S,7S,8S,10R,13S)-2,13-BIS(ACETYLOXY)-7,10-DIHYDROXY-8,12,15,15-TETRAMETHYL-9-OXOTRICYCLO(9.3.1.14,8)HEXADECA-3,11-DIEN-5-YL ESTER, (.ALPHA.R,.BETA.S)-
• Benzenepropanoic acid, beta-(dimethylamino)-alpha-hydroxy-, (1S,2R,3E,5S,7S,8S,10R,13S)-2,13-bis(acetyloxy)-7,10-dihydroxy-8,12,15,15-tetramethyl-9-oxotricyclo[9.3.1.14,8]hexadeca-3,11-dien-5-yl ester, (alphaR,betaS)-

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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.99%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.77%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.52%	85.14%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	97.38%	94.62%
CHEMBL4040	P28482	MAP kinase ERK2	97.32%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.01%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.63%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	92.48%	90.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	91.06%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.44%	89.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	90.03%	94.08%
CHEMBL340	P08684	Cytochrome P450 3A4	89.19%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.45%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.15%	86.33%
CHEMBL5028	O14672	ADAM10	86.52%	97.50%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	81.30%	89.44%

Plants that contains it

• Taxus baccata
• Taxus cuspidata

Cross-Links

• PubChem: 5281829
• LOTUS: LTS0175135
• wikiData: Q27108385