基本情報
- CAS
42422-68-4- 標準SMILES
C[C@H]1CCC[C@@H](O)CCCCCc2cc(O)cc(O)c2C(=O)O1- InChIKey
DWTTZBARDOXEAM-JSGCOSHPSA-N- 分子式
- C18H26O5
- 平均分子量
- 322.4 g/mol
- 単同位体質量
- 322.17802393
概要
Beta-Zearalanol is a macrolide.
名称と識別子
- 優先名称
- beta-Zearalanol
- IUPAC
- (4S,8S)-8,16,18-trihydroxy-4-methyl-3-oxabicyclo[12.4.0]octadeca-1(14),15,17-trien-2-one
- 現地名
- タレラノール
- 英語名
- beta-Zearalanol
- 分子式
- C18H26O5
- 分子量
- 322.4
名称と別名
beta-ZearalanolTaleranol42422-68-4TaleranolumP-1560DTXSID3022532HUN219N434estrogen P-1560RefChem:890786DTXCID902532(7S,11S)-7,15,17-trihydroxy-11-methyl-12-oxabicyclo(12.4.0)octadeca-1(14),15,17-trien-13-onebeta zearalanol
名称をさらに表示
(4S)-4β-メチル-8β,16,18-トリヒドロキシ-3-オキサビシクロ[12.4.0]オクタデカン-1(14),15,17-トリエン-2-オン(3S,7S)-3,4,5,6,7,8,9,10,11,12-デカヒドロ-7,14,16-トリヒドロキシ-3-メチル-1H-2-ベンゾオキサシクロテトラデシン-1-オンβ-ゼアララノールタレラノールΒ-ゼアララノール 溶液ベータ-ゼアララノール(3S,7S)-7,14,16-トリヒドロキシ-3-メチル-3,4,5,6,7,8,9,10,11,12-デカヒドロ-1H-2-ベンゾオキサシクロテトラデシン-1-オンβ-ゼラノール(7S)-7,14,16-トリヒドロキシ-3,4,5,6,7,8,9,10,11,12-デカヒドロ-1H-2-ベンゾオキサシクロテトラデシン-1-オンβ-Zearalanolβ-ZeranolBETAZERANOLB-zearalanolZearalanol, beta-P-1560【pharmaceutical】
b-ZeranolCHEMBL491510(3S,7S)-3,4,5,6,7,8,9,10,11,12-Decahydro-7,14,16-trihydroxy-3-methyl-1H-2-benzoxacyclotetradecin-1-one(3S,7S)-7,14,16-trihydroxy-3-methyl-3,4,5,6,7,8,9,10,11,12-decahydro-1H-2-benzoxacyclotetradecin-1-oneCHEBI:35071(4S,8S)-8,16,18-trihydroxy-4-methyl-3-oxabicyclo[12.4.0]octadeca-1(14),15,17-trien-2-one1H-2-Benzoxacyclotetradecin-1-one, 3,4,5,6,7,8,9,10,11,12-decahydro-7,14,16-trihydroxy-3-methyl-, (3S-(3R*,7R*))Taleranol [USAN:INN]
物性
構造計算による物性
- XLogP
- 4.3
- 極性表面積
- 87 Ų
- 水素結合供与体数
- 3
- 水素結合受容体数
- 5
- 回転可能結合数
- 0
- 重原子数
- 23
- 形式電荷
- 0
- 複雑度
- 372
実験および物理化学的性質
Endocrine DisruptorsPotential endocrine disrupting compound
Collision Cross Section180.34 Ų [M+Na]+
物理化学的性質
- 融点
- 134 · 134-137°C
- 沸点
- 576 · 576.0±50.0 °C(Predicted)
- 比重(密度)
- 1.153 · 1.153±0.06 g/cm3(Predicted)
- 闪点
- 2 ℃ · 2℃
- 貯蔵温度
- 2 · 2-8°C
- 溶解性
- 10 mg/ml · Methanol: 10 mg/ml
- 外見
- A solid
- 酸解離定数(Pka)
- 8.08 · 8.08±0.60(Predicted)
- 色
- White to off-white
- BRN
- 4844761 · 4844761
- InChI
- 1S/C18H26O5/c1-12-6-5-9-14(19)8-4-2-3-7-13-10-15(20)11-16(21)17(13)18(22)23-12/h10-12,14,19-21H,2-9H2,1H3/t12-,14-/m0/s1
- InChIKey
- DWTTZBARDOXEAM-JSGCOSHPSA-N
- SMILES
- C[C@H]1CCC[C@@H](O)CCCCCc2cc(O)cc(O)c2C(=O)O1
化学的性質
安全と法規制
安全情報は参考情報です。供給元の安全データシート（SDS）、適用法令、専門家による評価に代わるものではありません。
GHS分類
GHS Classification
Danger
H315 (97.5%): Causes skin irritation [Warning Skin corrosion/irritation]
P203, P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P318, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 40 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
危険有害性情報
Regulatory InformationRegulation (EC) No 178/2002 (amended)
Hazard Classes and CategoriesSkin Irrit. 2 (97.5%)
安全と保護具
Minimum Risk LevelEstimated acceptable daily intake is 0 - 0.5 ug/kg. (L1955)
毒性情報
Health Effects
Zeranol is an estrogen-like endocrine disrupting chemical that interferes with the binding of natural estrogens, disrupting hormone levels and causing various reproductive disorders in males and females. It has been shown to cause developmental problems in animals by causing tissue malformations and produce irregularities in the estrous cycle. In humans, zeranol induces breast cancer cell growth. (A2965)
Exposure RoutesOral, dermal, inhalation, and parenteral (contaminated drugs). (A3101)
Toxicity Summary
Zeranol acts as an agonist at the estrogen receptors, interfering with the binding of natural estrogens. This disrupts hormone levels and affects a number of signaling processes, leading to various reproductive disorders in males and females. Mycotoxins are often able to enter the liver and kidney by human organic anion transporters (hOATs) and human organic cation transporters (hOCTs). They can also inhibit uptake of anions and cations by these transporters, interefering with the secretion of endogenous metabolites, drugs, and xenobiotics including themselves. This results in increased cellular accumulation of toxic compounds causing nephro- and hepatotoxicity. (A2965, A2961, A3014)
化学と産業
薬理情報
Metabolism/Metabolites
Metabolism of zeranol occurs in the liver. During phase I metabolism, dehydrogenation produces zearalanone as the major metabolite and beta-zearalanol as the minor metabolite. Cytochrome P450 enzymes also catalyze the aromatic hydroxylation of zeranol, producing 13-hydroxy-alpha-zearalanol and 15-hydroxy-alpha-zearalanol. During phase II metabolism reduction/oxidation occurs, forming the glucuronide and sulfate conjugates of zearalanone and beta-zearalanol. In humans, the metabolites are excreted mainly in the urine. (A2966)
用途と製造
UsesZeranol is a mycotoxin derived from fungi in the Fusarium family, and may be found as a contaminant in fungus-infected crops. (L1954)
応用分野
使用Animal growth promotant. Anabolic. Controlled substance.
サプライヤー35 社
成都乐美天医药科技有限公司17308096051 17308096051 · [email protected]
成都超九八生物科技有限公司13348960310 13348960310 · [email protected]
上海赛可锐生物科技有限公司021-58000709 13120558703 · [email protected]
安耐吉化学&3A（安徽泽升科技有限公司）021-58432009 400-005-6266 · [email protected]
孟成科技（上海）有限公司400-820-6829 · [email protected]
梯希爱（上海）化工贸易有限公司021-61109150 · [email protected]
関連反応
0 件
現在のフィルター条件では反応記録がありません。
化合物ノート
読み込み中…