larotaxel

Larotaxel (code names XRP9881, RPR109881) is a drug of the taxane type that has been used experimentally in chemotherapy.

In the Vinony graph

Within Vinony's link graph, larotaxel is referenced by 271 other articles, and connects out to tiazofurin, medication and Wayback Machine.

It is catalogued under topics including Chemical pages without DrugBank identifier, Drugboxes which contain changes to verified fields and Drugboxes which contain changes to watched fields.

Its subject is documented across 5 Wikipedia language editions.

Chemical data

Formula: C45H53NO14
Molecular weight: 831.9 g/mol
IUPAC name: [(1S,2S,3R,4S,7R,9S,11R,13R,16S)-4,13-diacetyloxy-1-hydroxy-16-[(2R,3S)-2-hydroxy-3-[(2-methylpropan-2-yl)oxycarbonylamino]-3-phenylpropanoyl]oxy-15,18,18-trimethyl-12-oxo-6-oxapentacyclo[12.3.1.03,11.04,7.09,11]octadec-14-en-2-yl] benzoate
SMILES: CC1=C2[C@H](C(=O)[C@]34C[C@H]3C[C@@H]5[C@]([C@H]4[C@@H]([C@@](C2(C)C)(C[C@@H]1OC(=O)[C@@H]([C@H](C6=CC=CC=C6)NC(=O)OC(C)(C)C)O)O)OC(=O)C7=CC=CC=C7)(CO5)OC(=O)C)OC(=O)C
InChIKey: DXOJIXGRFSHVKA-BZVZGCBYSA-N
XLogP: 2.7
Polar surface area: 210 Å²
H-bond donors: 3
H-bond acceptors: 14
Formal charge: 0

via PubChem

Wikidata facts

Subclass of: chemical compound
Mass: 831.347

Show 3 more facts

canonical SMILES: CC1=C2C(C(=O)C34CC3CC5C(C4C(C(C2(C)C)(CC1OC(=O)C(C(C6=CC=CC=C6)NC(=O)OC(C)(C)C)O)O)OC(=O)C7=CC=CC=C7)(CO5)OC(=O)C)OC(=O)C
chemical formula: C₄₅H₅₃NO₁₄
isomeric SMILES: CC1=C2[C@H](C(=O)[C@]34C[C@H]3C[C@@H]5[C@]([C@H]4[C@@H]([C@@](C2(C)C)(C[C@@H]1OC(=O)[C@@H]([C@H](C6=CC=CC=C6)NC(=O)OC(C)(C)C)O)O)OC(=O)C7=CC=CC=C7)(CO5)OC(=O)C)OC(=O)C

Sources (2)

via Wikidata · CC0

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Encyclopedic overview

1 sections

Contents

References

{{Drugbox | Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 444399289 | IUPAC_name = (2α,5β,7β,10β,13α)-4,10-Diacetoxy-1-hydroxy-13-{[(2R,3S)-2-hydroxy-3-({[(2-methyl-2-propanyl)oxy]carbonyl}amino)-3-phenylpropanoyl]oxy}-9-oxo-5,20-epoxy-7,19-cyclotax-11-en-2-yl benzoate | image = Larotaxel.svg | image_class = skin-invert-image | StdInChI=1S/C45H53NO14/c1-23-29(57-39(52)33(49)32(26-15-11-9-12-16-26)46-40(53)60-41(4,5)6)21-45(54)37(58-38(51)27-17-13-10-14-18-27)35-43(36(50)34(56-24(2)47)31(23)42(45,7)8)20-28(43)19-30-44(35,22-55-30)59-25(3)48/h9-18,28-30,32-35,37,49,54H,19-22H2,1-8H3,(H,46,53)/t28-,29+,30-,32+,33-,34-,35+,37+,43-,44+,45-/m1/s1 | StdInChIKey = DXOJIXGRFSHVKA-BZVZGCBYSA-N | SMILES = CC1=C2[C@H](C(=O)[C@]34C[C@H]3C[C@@H]5[C@]([C@H]4[C@@H]([C@@](C2(C)C)(C[C@@H]1OC(=O)[C@@H]([C@H](c6ccccc6)NC(=O)OC(C)(C)C)O)O)OC(=O)c7ccccc7)(CO5)OC(=O)C)OC(=O)C

Excerpted from Wikipedia’s “larotaxel” article, available under the CC BY-SA 4.0 licence.