(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-bis(acetyloxy)-1,9-dihydroxy-15-{[(2R,3S)-2-hydroxy-3-phenyl-3-(phenylformamido)propanoyl]oxy}-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0^{3,10}.0^{4,7}]heptadec-13-en-2-yl benzoate

Basic Information

$(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-bis(acetyloxy)-1,9-dihydroxy-15-{[(2R,3S)-2-hydroxy-3-phenyl-3-(phenylformamido)propanoyl]oxy}-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0^{3,10}.0^{4,7}]heptadec-13-en-2-yl benzoate$

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CAS Number

33069-62-4

Molecular Formula

C47H51NO14

Molecular Weight

853.92 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ketones

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

Physical State

Powder

Melting Point

213-216 ºC

Boiling Point

957.1°C at 760 mmHg

Flash Point

9℃

Solubility

methanol: 50 mg/mL, clear, colorless

Refractive Index

-49 ° (C=1, MeOH)

Specific Rotation

-49° - -54° (c=1, MeOH)

SMILES

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CC(=O)O[C@@H]1C2=C(C)[C@H](C[C@@](O)([C@@H](OC(=O)c3ccccc3)[C@@H]4[C@@]5(CO[C@@H]5C[C@H](O)[C@@]4(C)C1=O)OC(=O)C)C2(C)C)OC(=O)[C@H](O)[C@@H](NC(=O)c6ccccc6)c7ccccc7

InChI

InChI=1S/C47H51NO14/c1-25-31(60-43(56)36(52)35(28-16-10-7-11-17-28)48-41(54)29-18-12-8-13-19-29)23-47(57)40(61-42(55)30-20-14-9-15-21-30)38-45(6,32(51)22-33-46(38,24-58-33)62-27(3)50)39(53)37(59-26(2)49)34(25)44(47,4)5/h7-21,31-33,35-38,40,51-52,57H,22-24H2,1-6H3,(H,48,54)/t31-,32-,33+,35-,36+,37+,38-,40-,45+,46-,47+/m0/s1

InChIKey

RCINICONZNJXQF-MZXODVADSA-N

LogP

3.735700000000003

Topological Polar Surface Area

221.28999999999996 Å²

Hydrogen Bond Donor/Acceptor

4 / 15

Complexity

1790

Safety Information

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GHS Hazard Pictograms

H318

H341

H332

H312

H302

H335

H315

H334

H317

Hazard Statement

H318 Causes serious eye damage
Serious eye damage/eye irritation

H341 Suspected of causing genetic defects
Germ cell mutagenicity

H332 Harmful if inhaled
Acute toxicity, inhalation

H312 Harmful in contact with skin
Acute toxicity, dermal

H302 Harmful if swallowed
Acute toxicity, oral

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

H315 Causes skin irritation
Skin corrosion/irritation

H334 May cause allergy or asthma symptoms or breathing difficulties if inhaled
Sensitization, respiratory

H317 May cause an allergic skin reaction
Sensitization, Skin

Hazard Class

Class 6.1 Class 6.1

Storage Conditions

2-8℃

Stability

Stable. Incompatible with strong oxidizing agents. Combustible.

Synonyms & References

English

Paclitaxel
N-BENZYL-BETA-PHENYLISOSERINE ESTER
PACLITAXEL, TAXUS BREVIFOLIA
PACLITAXEL, TAXUS SPECIES
PACLITAXOL
TAXOL(TM)
taxol a
TAXOL EQUIVALENT
PACLITAXEL(P)
PACLITAXEL(P) PrintBack
PACLITAXEL(RG)
Paclitaxel(Taxol)
PACLITAXEL,Taxol
Taxol
&nbsp
(-)-Paclitaxel
ABI 007
Capxol
DHP 107
EMPAC
NK 105
Onxal
taxal
TAXUS
Desmocap11
7,11-Methano-5H-cyclodeca[3,4]benz[1,2-b]oxete benzenepropanoic acid deriv.
(-)-Paclitaxel,Abraxane,Capxol,Cyclopax,Genaxol,Genetaxyl,Genexol,Genexol-PM,TaxAlbin,Taxol,Taxol A,...
(2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-9-(((2R,3S)-3-benzamido-2-hydroxy-3-phenylpropanoyl)oxy)-12-(benzoyloxy)-4,11-dihydroxy-4a,8,13,13-tetramethyl-5-oxo-3,4,4a,5,6,9,10,11,12,12a-decahydro-1H-7,11-methanocyclodeca[3,4]benzo[1,2-b]oxete-6,12b(2aH)-diyl diacetate

MDL Number

MFCD00869953

Customs Code

2932999021

FAQ

What is (1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-bis(acetyloxy)-1,9-dihydroxy-15-{[(2R,3S)-2-hydroxy-3-phenyl-3-(phenylformamido)propanoyl]oxy}-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0^{3,10}.0^{4,7}]heptadec-13-en-2-yl benzoate (CAS: 33069-62-4)?

This compound is known as paclitaxel, commonly referred to as Taxol. It is a complex diterpenoid with the chemical formula C43H59NO14. Paclitaxel is a natural product derived from the Pacific yew tree and is known for its unique ability to stabilize microtubules. It has a high molecular weight and is typically used in pharmaceutical applications. Its structure includes multiple chiral centers and functional groups, contributing to its biological activity and therapeutic use.

What are the main uses of (1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-bis(acetyloxy)-1,9-dihydroxy-15-{[(2R,3S)-2-hydroxy-3-phenyl-3-(phenylformamido)propanoyl]oxy}-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0^{3,10}.0^{4,7}]heptadec-13-en-2-yl benzoate (CAS: 33069-62-4)?

Paclitaxel (CAS: 33069-62-4) is primarily used as an antineoplastic agent in cancer treatment, particularly for breast, ovarian, and lung cancers. It works by inhibiting cell division and is often used in combination with other chemotherapy drugs. Additionally, it has applications in research for studying cell biology and drug development. Its unique mechanism of action makes it a valuable compound in oncology and pharmaceutical science.

Is (1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-bis(acetyloxy)-1,9-dihydroxy-15-{[(2R,3S)-2-hydroxy-3-phenyl-3-(phenylformamido)propanoyl]oxy}-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0^{3,10}.0^{4,7}]heptadec-13-en-2-yl benzoate (CAS: 33069-62-4) safe?

Paclitaxel (CAS: 33069-62-4) is generally safe when used under medical supervision. However, it can cause side effects such as neuropathy, hypersensitivity reactions, and myelosuppression. Proper handling and protective measures are essential during its use and storage. Safety standards include controlled exposure and adherence to pharmaceutical guidelines to minimize risks and ensure effective treatment.

How should (1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-bis(acetyloxy)-1,9-dihydroxy-15-{[(2R,3S)-2-hydroxy-3-phenyl-3-(phenylformamido)propanoyl]oxy}-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0^{3,10}.0^{4,7}]heptadec-13-en-2-yl benzoate (CAS: 33069-62-4) be stored?

Paclitaxel (CAS: 33069-62-4) should be stored in a cool, dry, and dark place, ideally at 2-8°C. It should be kept in a sealed container to prevent moisture and contamination. Avoid exposure to light and heat to maintain its stability and potency. Always store it in a secure location away from children and follow specific safety guidelines for handling and disposal.