(6R,25R)-5-O-デメチル-28-デオキシ-6,28-エポキシ-25-(1-メチルエチル)ミルベマイシンB
Milbemycin D
基本情報
- CAS
77855-81-3- 標準SMILES
CC1=C[C@H]2C(=O)O[C@H]3C[C@@H](C/C=C(\C)C[C@@H](C)/C=C/C=C4\CO[C@H]([C@@H]1O)[C@@]42O)O[C@@]1(CC[C@H](C)[C@@H](C(C)C)O1)C3- InChIKey
BWCRYQGQPDBOAU-WZBVPYLGSA-N- 分子式
- C33H48O7
- 平均分子量
- 556.7 g/mol
- 単同位体質量
- 556.34000387
概要
Milbemycin D is a milbemycin originally isolated from Streptomyces hygroscopicus with formula C33H48O7 that has insecticidal and anthelmintic proerties. It has a role as an insecticide, a nematicide and an anthelminthic drug.
名称と識別子
- 優先名称
- Milbemycin D
- IUPAC
- (1R,4S,5'S,6R,6'R,8R,10E,13R,14E,16E,20R,21R,24S)-21,24-dihydroxy-5',11,13,22-tetramethyl-6'-propan-2-ylspiro[3,7,19-trioxatetracyclo[15.6.1.14,8.020,24]pentacosa-10,14,16,22-tetraene-6,2'-oxane]-2-one
- 現地名
- (6R,25R)-5-O-デメチル-28-デオキシ-6,28-エポキシ-25-(1-メチルエチル)ミルベマイシンB
- 英語名
- Milbemycin D
- 分子式
- C33H48O7
- 分子量
- 556.73
名称と別名
Milbemycin DAntibiotic B 41D77855-81-3B 41D04S0E2XJQICHEBI:141371Milbemycin B, 5-O-demethyl-28-deoxy-6,28-epoxy-25-(1-methylethyl)-, (6R,25R)-(1R,4S,5'S,6R,6'R,8R,10E,13R,14E,16E,20R,21R,24S)-21,24-dihydroxy-5',11,13,22-tetramethyl-6'-propan-2-ylspiro[3,7,19-trioxatetracyclo[15.6.1.14,8.020,24]pentacosa-10,14,16,22-tetraene-6,2'-oxane]-2-one(1R,4S,5'S,6R,6'R,8R,10E,13R,14E,16E,20R,21R,24S)-21,24-dihydroxy-5',11,13,22-tetramethyl-6'-propan-2-ylspiro(3,7,19-trioxatetracyclo(15.6.1.14,8.020,24)pentacosa-10,14,16,22-tetraene-6,2'-oxane)-2-oneRefChem:158881Milbemycin D (~90%)(6R,25)-5-O-Demethyl-28-deoxy-6,28-epoxy-25-(1-methylethyl)milbemycin B
名称をさらに表示
(6R,25R)-5-O-デメチル-28-デオキシ-6,28-エポキシ-25-(1-メチルエチル)ミルベマイシンBミルベマイシンD抗生物質B-41D(1'R,2R,4'S,5S,6R,8'R,13'R,14'E,16'E,20'R,21'R,24'S)-21',24'-ジヒドロキシ-5,11',13',22'-テトラメチル-6-(プロパン-2-イル)-3',7',19'-トリオキサスピロ[オキサン-2,6'-テトラシクロ[15.6.1.14,8.020,24]ペンタコサン]-10',14',16',22'-テトラエン-2'-オン
物性
構造計算による物性
- XLogP
- 4.1
- 極性表面積
- 94.5 Ų
- 水素結合供与体数
- 2
- 水素結合受容体数
- 7
- 回転可能結合数
- 1
- 重原子数
- 40
- 形式電荷
- 0
- 複雑度
- 1,090
実験および物理化学的性質
DrugsPharmaceuticals -> Antibiotics
物理化学的性質
- 融点
- 186 · 186-188°
- 比旋光度
- 27 · D27 +107° (c = 0.25 in acetone)
- 沸点
- 460.61 °C · 460.61°C (rough estimate)
- 比重(密度)
- 1.0367 · 1.0367 (rough estimate)
- 屈折率
- 1.53 · 1.5300 (estimate)
- 貯蔵温度
- -20 °C · Hygroscopic, -20°C Freezer, Under inert atmosphere
- 溶解性
- クロロホルム（わずかに）
- 外見
- 個体
- 酸解離定数(Pka)
- 12.46 · 12.46±0.70(Predicted)
- 色
- ホワイトからオフホワイト
- 安定性
- 吸湿性
化学と産業
薬理情報
MeSH Pharmacological Classification
Agents that kill parasitic worms. They are used therapeutically in the treatment of HELMINTHIASIS in man and animal.
Substances used in the treatment or control of nematode infestations. They are used also in veterinary practice.
Pesticides designed to control insects that are harmful to man. The insects may be directly harmful, as those acting as disease vectors, or indirectly harmful, as destroyers of crops, food products, or textile fabrics.
応用分野
使用Milbemycins are a complex family of macrocyclic lactones containing a highly characteristic spiroketal group, produced by Streptomyces hydroscopicus subsp. aureolarcrimosus. Milbemycin D is a minor member of a group of analogues containing a 25-isopropyl substituent. Milbemycin D is a highly selective and potent nematocide and insecticide. Like the closely related avermectin, milbemycins are thought to act on chloride-gated ion channels.
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