基本情報
- CAS
57074-51-8- 標準SMILES
C=C1C(=O)O[C@@H]2C[C@@H](C)[C@@H]3C[C@H](O)O[C@@H](O)[C@@]3(C)C[C@H]12- InChIKey
PYINVOHSOZSEPB-DKGLCQEFSA-N- 分子式
- C15H22O5
- 平均分子量
- 282.33 g/mol
- 単同位体質量
- 282.1467238
概要
Hymenoxon is a member of oxanes.
名称と識別子
- 優先名称
- (3aR,4aS,5R,7R,8aS,9R,10aR)-Decahydro-5,7-dihydroxy-4a,9-dimethyl-3-methylenefuro(2',3':5,6)cyclohepta(1,2-c)pyran-2(3H)-one
- IUPAC
- (1S,3R,7R,9R,10S,12R,14R)-12,14-dihydroxy-1,9-dimethyl-4-methylidene-6,13-dioxatricyclo[8.4.0.03,7]tetradecan-5-one
- 現地名
- (3aR,8aα,10aα)-3a,4,4a,5,7,8,8a,9,10,10a-デカヒドロ-5α,7β-ジヒドロキシ-4aβ,9α-ジメチル-3-メチレンフロ[2',3':5,6]シクロヘプタ[1,2-c]ピラン-2(3H)-オン
- 英語名
- HYMENOXON
- 分子式
- C15H22O5
- 分子量
- 282.33
名称と別名
HymenoxonHymenoxoneAYR8B2NT7757377-32-9DTXSID601104051NSC-217313(1S,3R,7R,9R,10S,12R,14R)-12,14-dihydroxy-1,9-dimethyl-4-methylidene-6,13-dioxatricyclo[8.4.0.03,7]tetradecan-5-one(1R,3R,4aS,5R,6aR,9aR,10aS)-1,3-dihydroxy-5,10a-dimethyl-9-methylene-3,4,4a,5,6,6a,9a,10-octahydro-1H-furo(3,4)cyclohepta(5,7-d)pyran-8-one(1R,3R,4aS,5R,6aR,9aR,10aS)-1,3-dihydroxy-5,10a-dimethyl-9-methylene-3,4,4a,5,6,6a,9a,10-octahydro-1H-furo[3,4]cyclohepta[5,7-d]pyran-8-one(1S,3R,7R,9R,10S,12R,14R)-12,14-dihydroxy-1,9-dimethyl-4-methylidene-6,13-dioxatricyclo(8.4.0.03,7)tetradecan-5-oneRefChem:400558DTXCID901535726
名称をさらに表示
(3aR,8aα,10aα)-3a,4,4a,5,7,8,8a,9,10,10a-デカヒドロ-5α,7β-ジヒドロキシ-4aβ,9α-ジメチル-3-メチレンフロ[2',3':5,6]シクロヘプタ[1,2-c]ピラン-2(3H)-オン(3aR,8aS,10aR)-3a,4,4a,5,7,8,8a,9,10,10a-デカヒドロ-5α,7β-ジヒドロキシ-4aβ,9α-ジメチル-3-メチレンフロ[2',3':5,6]シクロヘプタ[1,2-c]ピラン-2(3H)-オンヒメノキソン(3aR,8aα,10aα)-3a,4,4a,5,7,8,8a,9,10,10a-デカヒドロ-5α,7β-ジヒドロキシ-4aβ,9α-ジメチル-3-メチレンフロ[2′,3′:5,6]シクロヘプタ[1,2-c]ピラン-2(3H)-オン
物性
構造計算による物性
- XLogP
- 1.7
- 極性表面積
- 76 Ų
- 水素結合供与体数
- 2
- 水素結合受容体数
- 5
- 回転可能結合数
- 0
- 重原子数
- 20
- 形式電荷
- 0
- 複雑度
- 448
実験および物理化学的性質
Chemical ClassesBiological Agents -> Plant Toxins
物理化学的性質
- 沸点
- 289 °C · 289°C (estimate)
- 比重(密度)
- 1.0984 · 1.0984 (rough estimate)
- 屈折率
- 1.62 · 1.6200 (estimate)
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。
危険有害性情報
Hazards Summary
Emergency treatment: Plants- sesquiterpene lactones; Sesquiterpene lactones are in many plants. They cause toxicity mainly in livestock that eat the plants. Human poisoning cases are extremely rare. Possible symptoms after ingestion include irritation of mucous membranes, dyspnea, pulmonary hemorrhage, tremors, seizures, abdominal pain, and liver injury. [HSDB] Sesquiterpene lactones are a common cause of allergic dermatitis in florists. See Sesquiterpene lactones.
毒性情報
Adverse EffectsNeurotoxin - Other CNS neurotoxin
Natural Pollution Sources
HYMENOXYS ODORATA (BITTERWEED) IS A MAJOR POISONOUS RANGE PLANT THAT IS INDIGENOUS TO TEXAS, NEW MEXICO, COLORADO, OKLAHOMA, ARIZONA AND CALIFORNIA. HYMENOXON IS EXTRACTED FROM THIS PLANT. HYMENOXON WAS FOUND IN HYMENOXYS ODORATA, HELENIUM HOOPSII AND BAILEYA MULTIRADIATA, AND THE HYMENOXON CONTENT WAS RELATED TO THE RELATIVE TOXICITY (TO ANIMALS) OF THE 3 PLANTS.
Non-Human Toxicity Excerpts
NO SIGNIFICANT SEX DIFFERENCES WERE OBSERVED IN HYMENOXON ORAL LD50 VALUES FOR SWISS WHITE MICE. HYMENOXON WAS A DIRECT-ACTING MUTAGEN IN THE SALMONELLA/MAMMALIAN MICROSOME TEST. URINE SAMPLES OBTAINED FROM HYMENOXON-TREATED MICE WERE NEGATIVE FOR MUTAGENIC ACTIVITY WHEN TESTED DIRECTLY AND WHEN INCUBATED WITH BETA GLUCURONIDASE.
HYMENOXONE WAS TESTED FOR GENOTOXICITY USING 6 STRAINS OF BACILLUS SUBTILIS. IT PRODUCED LETHAL DNA DAMAGE IN STRAINS RECA8 AND MC-1. EVIDENTLY, HYMENOXONE IS CAPABLE OF INDUCING REPAIRABLE DNA DAMAGE IN BACTERIA.
THE IP LD50 IN RATS WAS 16.24 MG/KG FOR HYMENOXON. THE TOXICITY OF A SESQUITERPENE LACTONE DEPENDS ON THE NUMBER OF ALKYLATING CENTERS SUCH AS CYCLOPENTENONE, ALPHA-METHYLENE-GAMMA-LACTONE, OR HEMIACETAL MOIETIES IN THE MOLECULE.
Antidote and Emergency Treatment
EXPTL THERAPY: ADMINISTRATION OF 2 ANTIOXIDANTS BUTYLATED HYDROXYANISOLE (BHA), ETHOXYQUIN (EQ) AND DL-METHIONINE WITH THE DIET FOR 7 DAYS PROTECTED MICE FROM ACUTE TOXICITY OF HYMENOXON.
化学と産業
薬理情報
Metabolism/MetabolitesTHE SULFHYDRYL GROUP IS NOT THE PRIMARY REACTIVE SITE. HYMENOXON IS EXCRETED AS GLUCURONIDES VIA URINE AND BILE.
用途と製造
UsesToxic constituent of Hymenoxys odorata (bitterweed), Helenium hoopsii, and Baileya multiradiata (poisonous range plants); [HSDB]
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…