ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /化合物

ゼラノール

Zeranol

HCID 2999413
ノートを作成反応を作成見積依頼を出す
印刷プレビュー
基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
部分構造検索類似構造を探す

基本情報

CAS
26538-44-3
標準SMILES
C[C@H]1CCC[C@H](O)CCCCCc2cc(O)cc(O)c2C(=O)O1
InChIKey
DWTTZBARDOXEAM-GXTWGEPZSA-N
分子式
C18H26O5
平均分子量
322.4 g/mol
単同位体質量
322.17802393

概要

Zearalanol is a white fluffy powder. (NTP, 1992)

名称と識別子

優先名称
Zeranol
IUPAC
(4S,8R)-8,16,18-trihydroxy-4-methyl-3-oxabicyclo[12.4.0]octadeca-1(14),15,17-trien-2-one
現地名
ゼラノール
英語名
Zeranol
分子式
C18H26O5
分子量
322.4

名称と別名

ZERANOL26538-44-3Zearalanolalpha-ZearalanolRalabolZearanolalpha-ZeranolRalgroMK-188ZeranolumFrideronDTXSID4022315
名称をさらに表示
ラロンα-ゼアララノールフリデロンゼアララノール(4S)-4β-メチル-8α,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-オンゼラノール(3S,7R)-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-オンラルグロゼアラノールララボールゼラノール標準品ゼラノルΑ-ゼアララノール 溶液(7R)-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α-ゼラノールα-ゼラノール標準品α-Zeranola-zearalanolα-Zearalanolp1496raloneCS-838
THFES (HM)P-1496MK 188Xeranol76LO2L2V39DTXCID1023151H-2-Benzoxacyclotetradecin-1-one, 3,4,5,6,7,8,9,10,11,12-decahydro-7,14,16-trihydroxy-3-methyl-, (3S,7R)-1H-2-Benzoxacyclotetradecin-1-one, 3,4,5,6,7,8,9,10,11,12-decahydro-7,14,16-trihydroxy-3-methyl-, (3S-(3R*,7S*))-

データベース識別子

CAS
26538-44-3
PubChem CID
2999413
DTXSID
DTXSID4022315
ChEMBL
CHEMBL450613
ChEBI
CHEBI:35064
UNII
76LO2L2V39
EC Number
247-769-0
Nikkaji
J10.434E

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

Solubilityless than 1 mg/mL at 68 °F (NTP, 1992)
Animal DrugsFDA approved animal drugs -> Active ingredient
Endocrine DisruptorsPotential endocrine disrupting compound
Melting Point352 to 356 °F (NTP, 1992)
Physical DescriptionZearalanol is a white fluffy powder. (NTP, 1992)
Collision Cross Section181.6 Ų [M+Na]+

物理化学的性質

融点
182 · 182-184°C
比旋光度
46.3 ° · D +46.3° (c = 1.0 in methanol)
沸点
381.01 °C · 381.01°C (rough estimate)
比重(密度)
1.0919 · 1.0919 (rough estimate)
屈折率
1.612 · 1.6120 (estimate)
闪点
2 ℃ · 2℃
貯蔵温度
-20 °C · -20°C
溶解性
DMF: Soluble; DMSO: Soluble; Ethanol: Soluble; Methanol: Soluble
外見

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 · 4 件

Danger

H315 (57.4%): Causes skin irritation [Warning Skin corrosion/irritation]

P203, P260, P261, P264, P264+P265, P270, 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 68 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory Information · 2 件

Regulation (EC) No 178/2002 (amended)

1H-2-Benzoxacyclotetradecin-1-one, 3,4,5,6,7,8,9,10,11,12-decahydro-7,14,16-trihydroxy-3-methyl-, (3S,7R)-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Fire HazardsFlash point data for this chemical are not available; however, it is probably combustible. (NTP, 1992)
Health HazardsACUTE/CHRONIC HAZARDS: When heated to decomposition this compound emits acrid smoke and irritating fumes. (NTP, 1992)
Reactive GroupEsters, Sulfate Esters, Phosphate Esters, Thiophosphate Esters, and Borate Esters
Reactivity Profile · 1 件

ZEARALANOL is an alcohol. Flammable and/or toxic gases are generated by the combination of alcohols with alkali metals, nitrides, and strong reducing agents. They react with oxoacids and carboxylic acids to form esters plus water. Oxidizing agents convert them to aldehydes or ketones. Alcohols exhibit both weak acid and weak base behavior. They may initiate the polymerization of isocyanates and epoxides.

Air and Water ReactionsInsoluble in water.

化学と産業

薬理情報

Metabolism/Metabolites · 1 件

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)

MeSH Pharmacological ClassificationNon-steroidal compounds with estrogenic activity.

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)
Use Classification · 3 件

Veterinary Drug -> GROWTH_PROMOTER -> JECFA Functional Classes

Veterinary Drug -> GROWTH_PROMOTER -> JECFA Functional Classes

Veterinary Drug -> GROWTH_PROMOTER -> JECFA Functional Classes

General Manufacturing Information1H-2-Benzoxacyclotetradecin-1-one, 3,4,5,6,7,8,9,10,11,12-decahydro-7,14,16-trihydroxy-3-methyl-, (3S,7R)-: INACTIVE
応用分野 · 3 件

用途動物用医薬品定量用の標準品。

使用α-Zearalanol is a minor analogue of the zearalenone family of resorcinyl macrocyclic lactones, produced by several species of Fusarium. Like the other zearalenones, α-zearalanol exhibits estrogenic activity in animals. The potency of α-zearalanol, generically known as zeranol, lead to its commercial development as a growth promotant in livestock.

一般的な説明White fluffy powder.

関連反応

3 件
反応記録を作成
HRID 248443 の反応式
HRID 248443生成物としてuspto-grants-1993_05
HRID 846324 の反応式
HRID 846324生成物としてuspto-grants-1992_08
HRID 1189596 の反応式
HRID 1189596生成物としてuspto-grants-2014_03

化合物ノート

読み込み中…

このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
その他の操作
ノートを作成反応を作成見積依頼を出す
A solid
酸解離定数(Pka)
8.08 · 8.08±0.60(Predicted)
色
Off-white to light yellow
由来生物
synthetic (organic)
安定性
吸湿性
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-GXTWGEPZSA-N
SMILES
C[C@H]1CCC[C@H](O)CCCCCc2cc(O)cc(O)c2C(=O)O1
CAS データベース
26538 · 26538-44-3
EPAの化学物質情報
Zeranol (26538-44-3)

化学的性質

化学的特性Off-White to Tan

Hazard Classes and CategoriesSkin Irrit. 2 (57.4%)

安全と保護具

Fire FightingFires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
First Aid · 1 件

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Nonfire Spill Response · 1 件

SMALL SPILLS AND LEAKAGE: Should a spill occur while you are handling this chemical, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with 60-70% ethanol and transfer the dampened material to a suitable container. Use absorbent paper dampened with 60-70% ethanol to pick up any remaining material. Seal the absorbent paper, and any of your clothes, which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with 60-70% ethanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

Minimum Risk LevelEstimated acceptable daily intake is 0 - 0.5 ug/kg. (L1955)
Personal Protective Equipment (PPE) · 1 件

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with a combination filter cartridge, i.e. organic vapor/acid gas/HEPA (specific for organic vapors, HCl, acid gas, SO2 and a high efficiency particulate filter). (NTP, 1992)

毒性情報

Health Effects · 1 件

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 · 1 件

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)

Carcinogen ClassificationNot listed by IARC.

安全データ

wgk
3
tsca
TSCA listed
rtecs
DM2520000
ridadr
UN 1648 3 / PGII
毒性
LD50 in mice (mg/kg): 4400 i.p.; >40000 orally (Baldwin)
risk_code
60-36/37/38-36-20/21/22-11
hazard_code
T,Xn,F
safety_code
53-36/37/39-45-36/37-16
Hazard Classifications
Repr. 2Skin Corr. 1B
ストレージクラス
8A - Combustible corrosive hazardous materials

上流・下流製品情報

上流原料

水素