10-deacetylbaccatin III (HCID 154272)

名称と識別子

優先名称: 10-deacetylbaccatin III
IUPAC: [(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-acetyloxy-1,9,12,15-tetrahydroxy-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: 10-デアセチルバッカチンIII
英語名: 10-Deacetylbaccatin III
分子式: C29H36O10
分子量: 544.59

名称と別名

10-Deacetylbaccatin III32981-86-510-Deacetylbaccatine IIIUNII-4K6EWW2Z45CHEBI:1819310-DEACETYL-BACCATIN III10.BETA.-DEACETYLBACCATIN IIINSC 251677NSC-2516775beta,20-epoxy-1,7beta,10beta,13alpha-tetrahydroxy-9-oxotax-11-ene-2alpha,4alpha-diyl 4-acetate 2-benzoate[(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-acetyloxy-1,9,12,15-tetrahydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate7,11-METHANO-5H-CYCLODECA(3,4)BENZ(1,2-B)OXET-5-ONE, 12B-(ACETYLOXY)-12-(BENZOYLOXY)-1,2A,3,4,4A,6,9,10,11,12,12A,12B-DODECAHYDRO-4,6,9,11-TETRAHYDROXY-4A,8,13,13-TETRAMETHYL-, (2AR,4S,4AS,6R,9S,11S,12S,12AR,12BS)

名称をさらに表示

10-デアセチルバッカチンIII10‐デアセチルバッカチンIII10-デアセチルバッカチン-III10-デアセチルバッカチン III10-DAB10-DEACETYLBACCATIN10-DAB Ⅲ10-DAB-III1-Deacetylbaccatin IIIDocetaxel EP Impurity E10-Deacetyl Baccatin lllóNH2484110DBA III

10-DB III((1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-acetyloxy-1,9,12,15-tetrahydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo(11.3.1.03,10.04,7)heptadec-13-en-2-yl) benzoate4-(Acetyloxy)-1,9,12,15-tetrahydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo(11.3.1.0,.0,)heptadec-13-en-2-yl benzoic acid4-(Acetyloxy)-1,9,12,15-tetrahydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0,.0,]heptadec-13-en-2-yl benzoic acidRefChem:7745910-Deacetyl-baccatine III10BETA-DEACETYLBACCATIN III7,11-Methano-5H-cyclodeca(3,4)benz(1,2-b)oxet-5-one, 12b-(acetyloxy)-12-(benzoyloxy)-1,2a,3,4,4a,6,9,10,11,12,12a,12b-dodecahydro-4,6,9,11-tetrahydroxy-4a,8,13,13-tetramethyl-, (2aR-(2aalpha,4beta,4aalpha,6beta,9alpha,11alpha,12alpha,12aalpha,12balpha))-

データベース識別子

CAS: 32981-86-5
PubChem CID: 154272
DTXSID: DTXSID80865659
ChEMBL: CHEMBL393912
ChEBI: CHEBI:18193
UNII: 4K6EWW2Z45
EC Number: 608-810-1
Nikkaji: J510.941H

物性

構造計算による物性

XLogP: 0.6
極性表面積: 160 Å²
水素結合供与体数: 4
水素結合受容体数: 10
回転可能結合数: 5
重原子数: 39
形式電荷: 0
複雑度: 1,090

物理化学的性質

融点: 231 · 231-236 °C
比旋光度: -44.5 · -44.5 º (c=1, methanol 25 ºC)
沸点: 717 ℃ · 717℃
比重(密度): 1.2007 · 1.2007 (rough estimate)
屈折率: 1.5376 · 1.5376 (estimate)
闪点: 110 ° · >110°(230°F)
貯蔵温度: Sealed in dry,Room Temperature
溶解性: メタノール: 可溶、透明、無色 (5 mg + 0.1 mL MeOH)
外見: 粉
酸解離定数(Pka): 11.5 · 11.50±0.70(Predicted)
色: 白い
水溶解度: 不溶性
InChIKey: YWLXLRUDGLRYDR-IYNRKYTHSA-N
SMILES: O1C[C@@]2(OC(C)=O)[C@@]3([H])[C@H](OC(=O)C4=CC=CC=C4)[C@@]4(O)C(C)(C)C(=C(C)[C@@H](O)C4)[C@@H](O)C(=O)[C@]3(C)[C@@H](O)C[C@@]12[H]
LogP: 0.156 · 0.156 (est)
CAS データベース: 32981 · 32981-86-5(CAS DataBase Reference)

化学的性質

化学的特性10-Deacetylbaccatin III is White Solid

安全と法規制

GHS分類

GHS Classification · 5 件

Danger

H301 (25%): Toxic if swallowed [Danger Acute toxicity, oral]；H311 (25%): Toxic in contact with skin [Danger Acute toxicity, dermal]；H315 (75%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (75%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H331 (25%): Toxic if inhaled [Danger Acute toxicity, inhalation]；H335 (75%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]；H340 (50%): May cause genetic defects [Danger Germ cell mutagenicity]；H350 (50%): May cause cancer [Danger Carcinogenicity]；H373 (50%): May causes damage to organs through prolonged or repeated exposure [Warning Specific target organ toxicity, repeated exposure]；H412 (25%): Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]

P203, P260, P261, P262, P264, P264+P265, P270, P271, P273, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P316, P318, P319, P321, P330, P332+P317, P337+P317, P361+P364, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 4 reports by companies from 4 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 (25%)；Acute Tox. 3 (25%)；Skin Irrit. 2 (75%)；Eye Irrit. 2 (75%)；Acute Tox. 3 (25%)；STOT SE 3 (75%)；Muta. 1B (50%)；Carc. 1B (50%)；STOT RE 2 (50%)；Aquatic Chronic 3 (25%)

安全データ

wgk: 3
ridadr: 1544
hs_code: 29329990
risk_code: 23/24/25
hazard_code: T
safety_code: 45-38-36/37/39-28A-24/25
hazard_class: 6.1(b)
packing_group: III
Hazard Classifications: Carc. 1BEye Irrit. 2Muta. 1BSkin Irrit. 2STOT RE 2STOT SE 3
ストレージクラス: 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects

化学と産業

応用分野 · 4 件

用途10-デアセチルバッカチン(10-deacetylbaccatins)は、厳密にはタイヘイヨウイチイ(Taxus brevifolia)から単離された天然の有機化合物とその関連化合物のことを指す。10-デアセチルバッカチンIIIは、抗ガン剤であるパクリタキセル（タキソール?）の化学合成における中間体である。

用途第3世代のタキサン系制がん剤開発ツール。

使用10-Deacetylbaccatin III is a intermediate in the synthesis of Taxol and derivatives

一般的な説明10-Deacetylbaccatin III, also known as Paclitaxel Impurity 19, is an impurity of Paclitaxel. Paclitaxel is a chemotherapy drug. Chemotherapy is a treatment that destroys cancer cells using anti-cancer drugs. Paclitaxel is the non-branded name of the drug, but you may hear it called by one of its brand names such as Taxol. Some people are given a drug called nab-paclitaxel (Abraxane).