7- エピタキソール

7-Epi-Taxol

HCID 184492CAS 105454-04-4

基本情報

標準SMILES
CC(=O)O[C@H]1C(=O)[C@]2(C)[C@H](O)C[C@H]3OC[C@@]3(OC(C)=O)[C@H]2[C@H](OC(=O)c2ccccc2)[C@]2(O)C[C@H](OC(=O)[C@H](O)[C@@H](NC(=O)c3ccccc3)c3ccccc3)C(C)=C1C2(C)C
InChIKey
RCINICONZNJXQF-LYTKHFMESA-N
分子式
C47H51NO14
平均分子量
853.9 g/mol
単同位体質量
853.3309553

名称と識別子

優先名称
7-Epi-Taxol
IUPAC
[(1S,2S,3R,4S,7R,9R,10S,12R,15S)-4,12-diacetyloxy-15-[(2R,3S)-3-benzamido-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
現地名
7- エピタキソール
英語名
7-Epitaxol
分子式
C47H51NO14
分子量
853.91

名称と別名

7-Epitaxol7-epi-Taxol105454-04-4EpitaxolVRA3UAZ8BLDTXSID201318105[(1S,2S,3R,4S,7R,9R,10S,12R,15S)-4,12-diacetyloxy-15-[(2R,3S)-3-benzamido-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((1S,2S,3R,4S,7R,9R,10S,12R,15S)-4,12-diacetyloxy-15-((2R,3S)-3-benzamido-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) benzoateRefChem:546330DTXCID7017478947-Epipaclitaxel7-epi-Paclitaxel
名称をさらに表示
エピタキソール, 7- [〜2.4MG/ML] (IN SOLUTION)エピタキソール, 7-7-エピタキソール7-epi-タキソール7- エピタキソールEPITAXOL, 7-7-Epitaxol ,S9265Paclitaxel Impurity E7-Epipaclitaxel(crude)Paclitaxel 7-Epi-Impurity7-Epitaxol 7-Epipaclitaxel7-epi-Taxol, 10 mM in DMSO7-epi-Paclitaxel(7-Epitaxol)
Paclitaxel EP Impurity EMFCD077837137-Epi Paclitaxel(2aR,4R,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-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-1H-7,11-methanocyclodeca[3,4]benzo[1,2-b]oxete-6,12b-diyl diacetateC47H51NO147-Epipaclitaxel?CHEMBL503883orb1303347

データベース識別子

CAS
105454-04-4
PubChem CID
184492
DTXSID
DTXSID201318105
ChEMBL
CHEMBL503883
UNII
VRA3UAZ8BL
EC Number
630-563-3
Nikkaji
J624.351G

物性

構造計算による物性

XLogP
2.5
極性表面積
221 Ų
水素結合供与体数
4
水素結合受容体数
14
回転可能結合数
14
重原子数
62

物理化学的性質

融点
168 · 168-170C
沸点
957.1 · 957.1±65.0 °C(Predicted)
比重(密度)
1.39 · 1.39±0.1 g/cm3 (20 ºC 760 Torr)
貯蔵温度
2 · Inert atmosphere,2-8°C
溶解性
25 mg/ml; · DMF: 25 mg/ml; DMF:PBS (pH 7.2)(1:3): 0.25 mg/ml; DMSO: 10 mg/ml; Ethanol: 5 mg/ml
外見
A crystalline solid

化学的性質

化学的特性Off-White to Pale Yellow Solid

安全と法規制

GHS分類

GHS Classification · 5 件

Danger

H301 (33.3%): Toxic if swallowed [Danger Acute toxicity, oral];H315 (33.3%): Causes skin irritation [Warning Skin corrosion/irritation];H317 (33.3%): May cause an allergic skin reaction [Warning Sensitization, Skin];H318 (33.3%): Causes serious eye damage [Danger Serious eye damage/eye irritation];H334 (33.3%): May cause allergy or asthma symptoms or breathing difficulties if inhaled [Danger Sensitization, respiratory];H335 (33.3%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation];H340 (33.3%): May cause genetic defects [Danger Germ cell mutagenicity];H341 (66.7%): Suspected of causing genetic defects [Warning Germ cell mutagenicity];H351 (33.3%): Suspected of causing cancer [Warning Carcinogenicity];H360 (33.3%): May damage fertility or the unborn child [Danger Reproductive toxicity];H360FD (33.3%): May damage fertility; May damage the unborn child [Danger Reproductive toxicity];H361 (33.3%): Suspected of damaging fertility or the unborn child [Warning Reproductive toxicity];H372 (33.3%): Causes damage to organs through prolonged or repeated exposure [Danger Specific target organ toxicity, repeated exposure]

P203, P233, P260, P261, P264, P264+P265, P270, P271, P272, P280, P284, P301+P316, P302+P352, P304+P340, P305+P354+P338, P317, P318, P319, P321, P330, P332+P317, P333+P317, P342+P316, P362+P364, P403, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 3 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

危険有害性情報

Hazard Classes and CategoriesAcute Tox. 3 (33.3%);Skin Irrit. 2 (33.3%);Skin Sens. 1 (33.3%);Eye Dam. 1 (33.3%);Resp. Sens. 1 (33.3%);STOT SE 3 (33.3%);Muta. 1B (33.3%);Muta. 2 (66.7%);Carc. 2 (33.3%);Repr. 1B (33.3%);Repr. 1B (33.3%);Repr. 2 (33.3%);STOT RE 1 (33.3%)

毒性情報

Exposure RoutesWhen a 24 hour infusion of 135 mg/m^2 is given to ovarian cancer patients, the maximum plasma concentration (Cmax) is 195 ng/mL, while the AUC is 6300 ng*h/mL.
Toxicity Summary · 1 件

Paclitaxel interferes with the normal function of microtubule growth. Whereas drugs like colchicine cause the depolymerization of microtubules in vivo, paclitaxel arrests their function by having the opposite effect; it hyper-stabilizes their structure. This destroys the cell's ability to use its cytoskeleton in a flexible manner. Specifically, paclitaxel binds to the β subunit of tubulin. Tubulin is the 'building block' of mictotubules, and the binding of paclitaxel locks these building blocks in place. The resulting microtubule/paclitaxel complex does not have the ability to disassemble. This adversely affects cell function because the shortening and lengthening of microtubules (termed dynamic instability) is necessary for their function as a transportation highway for the cell. Chromosomes, for example, rely upon this property of microtubules during mitosis. Further research has indicated that paclitaxel induces programmed cell death (apoptosis) in cancer cells by binding to an apoptosis stopping protein called Bcl-2 (B-cell leukemia 2) and thus arresting its function.

Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
Toxicity DataRat (ipr) LD<sub>50</sub>=32530 &micro;g/kg.

安全データ

hs_code
29329990

化学と産業

薬理情報

Metabolism/Metabolites · 1 件

Hepatic. In vitro studies with human liver microsomes and tissue slices showed that paclitaxel was metabolized primarily to 6a-hydrox-ypaclitaxel by the cytochrome P450 isozyme CYP2C8; and to two minor metabolites, 3&rsquo;-p-hydroxypaclitaxel and 6a, 3&rsquo;-p-dihydroxypaclitaxel, by CYP3A4. Route of Elimination: In 5 patients administered a 225 or 250 mg/m2 dose of radiolabeled paclitaxel as a 3-hour infusion, a mean of 71% of the radioactivity was excreted in the feces in 120 hours, and 14% was recovered in the urine. Half Life: When a 24 hour infusion of 135 mg/m^2 is given to ovarian cancer patients, the elimination half=life is 52.7 hours.

MeSH Pharmacological Classification · 2 件

Agents obtained from higher plants that have demonstrable cytostatic or antineoplastic activity.

Agents that interact with TUBULIN to inhibit or promote polymerization of MICROTUBULES.

用途と製造

UsesUsed in the treatment of Kaposi's sarcoma and cancer of the lung, ovarian, and breast. Abraxane&#8482; is specfically indicated for the treatment of metastatic breast cancer and locally advanced or metastatic non-small cell lung cancer.

応用分野

使用7-Epitaxol has been isolated from Taxus brevifolia. It is an antineoplastic that is currently being used in cancer research. Paclitaxel EP Impurity E.

サプライヤー50 社

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成都曼思特生物科技有限公司18010516991 · [email protected]
济南百隆化学有限公司[email protected] · [email protected]
南京普怡生物科技有限公司13814510036 · [email protected]
合肥翰刚医药科技有限公司+8618062405514 · [email protected]

関連反応

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