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8-ヒドロキシベルガプテン

8-Hydroxybergapten

HCID 3083726
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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
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基本情報

CAS
1603-47-0
標準SMILES
COc1c2ccoc2c(O)c2oc(=O)ccc12
InChIKey
MVJHUMZXIJPVHV-UHFFFAOYSA-N
分子式
C12H8O5
平均分子量
232.19 g/mol
単同位体質量
232.03717335

概要

9-Hydroxy-4-methoxypsoralen is a member of psoralens.

名称と識別子

優先名称
8-Hydroxybergapten
IUPAC
9-hydroxy-4-methoxyfuro[3,2-g]chromen-7-one
現地名
8-ヒドロキシベルガプテン
英語名
9-HYDROXY-4-METHOXY-PSORALEN
分子式
C12H8O5
分子量
232.19

名称と別名

8-Hydroxybergapten1603-47-09-Hydroxy-4-methoxypsoralen9-hydroxy-4-methoxyfuro[3,2-g]chromen-7-oneKBZ9E8KHG67H-Furo(3,2-g)(1)benzopyran-7-one, 9-hydroxy-4-methoxy-DTXSID201668549-HYDROXY-4-METHOXY-7H-FURO[3,2-G]CHROMEN-7-ONE9-hydroxy-4-methoxyfuro(3,2-g)chromen-7-one9-hydroxy-4-methoxy-7H-furo(3,2-g)chromen-7-one9-hydroxy-5-methoxy-2H-furo(3,2-g)chromen-2-one9-hydroxy-5-methoxy-2H-furo[3,2-g]chromen-2-one
名称をさらに表示
8-ヒドロキシベルガプテン9-HYDROXY-METHOXY-PSORALEN8-Hydroxybergapten, 10 mM in DMSO7H-Furo[3,2-g][1]benzopyran-7-one,9-hydroxy-4-methoxy-8-Hydroxybergapten,inhibit,8Hydroxybergapten,8 Hydroxybergapten,Inhibitor
7H-Furo[3,2-g][1]benzopyran-7-one, 9-hydroxy-4-methoxy-RefChem:1074713DTXCID60893459-HYDROXY-4-METHOXY-PSORALENUNII-KBZ9E8KHG6CHEMBL19340699-Hydroxy-4-methoxy-7H-furo[3,2-g][1]benzopyran-7-one9-Hydroxy-4-methoxy-7H-Furo(3,2-g)(1)benzopyran-7-one

データベース識別子

CAS
1603-47-0
PubChem CID
3083726
DTXSID
DTXSID20166854
ChEMBL
CHEMBL1934069
ChEBI
CHEBI:174187
UNII
KBZ9E8KHG6
Nikkaji
J2.067.132G

物性

構造計算による物性補完中

XLogP
1.9
極性表面積
68.9 Ų
水素結合供与体数
1
水素結合受容体数
5
回転可能結合数
1
重原子数
17
形式電荷
0
複雑度
353

実験および物理化学的性質

Melting Point222.5 - 223 °C
Physical DescriptionSolid

物理化学的性質

融点
221.5 · 221.5-222 °C
沸点
488.2 · 488.2±45.0 °C(Predicted)
比重(密度)
1.484 · 1.484
貯蔵温度
-20 °C · Store at -20°C
溶解性
Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
外見
Cryst.
酸解離定数(Pka)
6.58 · 6.58±0.20(Predicted)
色
Light yellow to green yellow

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。

毒性情報

Health Effects · 1 件

The furocoumarin 8-methoxypsoralen is carcinogenic to humans, and possibly 5-methoxypsoralen as well (L135). There is some evidence from mouse studies that other furocoumarins are carcinogenic when combined with exposure to UVA radiation (A15105). The SKLM regards the additional risk of skin cancer arising from the consumption of typical quantities of furocoumarin-containing foods, which remain significantly below the range of phototoxic doses, as insignificant. However, the consumption of phototoxic quantities cannot be ruled out for certain foods, particularly celery and parsnips, that may lead to significant increases in furocoumarin concentrations, depending on the storage, processing and production conditions. (L2157) Furocoumarin photochemotherapy is known to induce a number of side-effects including erythema, edema, hyperpigmentation, and premature aging of skin. All photobiological effects of furocoumarins result from their photochemical reactions. Because many dietary or water soluble furocoumarins are strong inhibitors of cytochrome P450s, they will also cause adverse drug reactions when taken with other drugs.

Toxicity Summary · 1 件

The mechanism of action many furocoumarins is based on their ability to form photoadducts with DNA and other cellular components such as RNA, proteins, and several proteins found in the membrane such as phospholipases A2 and C, Ca-dependent and cAMPdependent protein-kinase and epidermal growth factor. Furocoumarins intercalate between base pairs of DNA and after ultraviolet-A irradiation, giving cycloadducts. (L579)

Carcinogen Classification · 1 件

Not listed by IARC. IARC has assessed other furocoumarins, classifying 8-methoxypsoralen as carcinogenic to humans (Group 1), 5-methoxypsoralen as possibly carcinogenic to humans (Group 2A), and certain other furocoumarins as not being classifiable as to their carcinogenicity to humans (Group 3). (L135)

化学と産業

薬理情報

Cellular LocationsCytoplasm

応用分野

使用8-Hydroxybergapten is known as a skin-whitening components in Bai Zhi (Angelica dahurica), used as a face cream. Also, it shows strong abilities to induce alk. phosphatase (AP).

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