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L-보르니올

[(1S)-endo]-(-)-Borneol

HCID 1201518
노트반응

데이터를 보충하는 중입니다. 잠시 후 페이지를 새로 고치면 최신 내용을 볼 수 있습니다

기본 정보이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
464-45-9
표준 SMILES
CC1(C)[C@H]2CC[C@]1(C)[C@H](O)C2
InChIKey
DTGKSKDOIYIVQL-QXFUBDJGSA-N
분자식
C10H18O
평균 분자량
154.253 g/mol
단동위원소 질량
154.1357652

이름 및 식별자

우선 이름
[(1S)-endo]-(-)-Borneol
IUPAC
(1S,2R,4S)-1,7,7-Trimethylbicyclo[2.2.1]heptan-2-ol
현지명
L-보르니올
영어명
L(-)-Borneol
분자식
C10H18O
분자량
154.25

이름 및 동의어

L-보르니올L-BORNEOL[(1S)-ENDO]-(-)-BORNEOLbornelLinderolBORNEOL FLAKESBORNYL ALCOHOL1-Bornyl alcohol2-bornanolBornencamphorlaevo-borneol

데이터베이스 식별자

CAS
464-45-9、507-70-0
PubChem CID
1201518
DTXSID
DTXSID3022035
ChEMBL
CHEMBL3186705
ChEBI
CHEBI:15394
UNII
1Y84986J9Q
EC Number
207-353-1
Nikkaji
J9.306H

물성

물리화학적 성질

녹는점
206 · 206-209 °C
끓는 점
210 °C · 210 °C(lit.)
밀도
0.8389 · 0.8389 (rough estimate)
증기 밀도
5.31 · 5.31 (vs air)
증기압
33.5 mm · 33.5 mm Hg ( 25 °C)
FEMA
2157 · 2157 | BORNEOL
굴절률
-36 ° · -36 ° (C=5, EtOH)
인화점
150 °F · 150 °F
저장 조건
30 °C · Store below +30°C.
용해도
almost transparency in EtOH
산도 계수 (pKa)
15.36 · 15.36±0.60(Predicted)
물리적 상태
결정질 분말 또는 결정
색상
흰색에서 밝은 노란색
냄새
10 % · 디프로필렌 글리콜 중 10.00%. 소나무 목질 장뇌
냄새 유형
발사믹
수용성
불용성
Merck
14 · 14,1338
BRN
3587558 · 3587558
Henry's Law Constant
4.5 · 4.5×10-1 mol/(m3Pa) at 25℃, Fichan et al. (1999)
주요 응용
음식 및 음료
InChI
1S/C10H18O/c1-9(2)7-4-5-10(9,3)8(11)6-7/h7-8,11H,4-6H2,1-3H3/t7-,8+,10+/m0/s1
InChIKey
DTGKSKDOIYIVQL-QXFUBDJGSA-N
SMILES
CC1(C)[C@H]2CC[C@]1(C)[C@H](O)C2
LogP
2.75 at · 2.75 at 20℃
NIST
2.2 · Bicyclo[2.2.1]heptan-2-ol, 1,7,7-trimethyl-, (1S-endo)-(464-45-9)
EPA
(-)-Borneol (464-45-9)

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

안전 데이터

wgk
2
tsca
TSCA listed
rtecs
DT5095000
ridadr
UN 1312 4.1/PG 3
독성
LD50 orally in Rabbit: 5800 mg/kg
HS 번호
29061900
risk_code
11-43
hazard_code
F,Xi
safety_code
16-36/37
포장분류
III
위험 등급
4.1
Hazard Classifications
Aquatic Chronic 3Flam. Sol. 2Skin Sens. 1
스토리지 클래스
4.1B - Flammable solid hazardous materials

화학 및 산업

응용 분야 · 4건

개요Borneol is an analgetic, antibacterial, and resuscitation-inducing norborneol derived from fresh branches and leaves of Cinnamomum camphora (L.) Presl. Far more than 2000years ago, it has been introduced to China . In China, it has been firstly recorded in Ming Yi Bie Lu and then included in Tang Ben Cao. It was recorded in history that borneol was derived from Dryobalanops camphora gaertner and then precipitated from the resin to form the natural crystal compound or distilled from the trunk and cooled down to form the crystal compound, which is certified from Indonesia. In China, the natural borneol mainly relied on imports. In recent years, it was extracted from the Lauraceae plants, including Cinnamomum camphora, Cinnamomum longepaniculatum, and Cinnamomum burmannii, which greatlyincreases the resources of natural borneol for China. Cinnamomum camphora is mainly distributed in Jiangxi and Fujian provinces with 81.78% of borneol. Cinnamomum longepaniculatum is mainly distributed in Hunan and Sichuan provinces with 77.57% of borneol. Cinnamomum burmannii is mainly distributed in Yunnan and Guangxi provinces with 70.81% of borneol. Among them, Cinnamomum camphora contains more borneol than the other two types .

역사Borneol has been widely used worldwide. It has been systematically studied since 1803 in Dutch literature. This might be because borneol was originated from Indonesia which had been the colony of the Netherlands since the seventeenth century. Stockman reviewed the borneol systematically and conducted the preliminary pharmacological experiments. The current pharmacological studies of borneol focus on crossing blood-brain barrier and its mechanism, as well as promoting the penetration of blood-brain barrier after compatibility with other drugs, which has been started by Qizhong Mo in Shanghai Institute of Materia Medica, Chinese Academy of Sciences since 1982 . Qide Wu et al. synthesized a series of ester derivatives of natural borneol and studied its biological properties. It was found that (+) – 4-methoxybenzoic acid borneol ester had a significant effect on the opening of the blood-brain barrier and was less toxic than borneol . Because of the unique chemical structure of borneol and relatively low molecular weight, borneol is often modified to observe whether the drug has such pharmacological effects of antitumor, increasing the penetration of blood-brain barrier, antibacterial, antioxidant, and others. Up to date, there is no druggability report based on borneol modification.

용도(-)-Borneol is used to prepare its esters by reacting with acids. Its derivatives are used as chiral ligands in asymmetric synthesis. It is also used in flavors and perfumes. Further, it is used in traditional Chinese medicine as moxa. In addition to this, it is used as a component of many essential oils and also used as a natural insect repellent.

관련 반응

4건
반응 기록 만들기
HRID 1427897 반응식
HRID 1427897반응물로uspto-grants-2015_01
HRID 1793759 반응식
HRID 1793759반응물로uspto-grants-2006_04
HRID 1849577 반응식
HRID 1849577반응물로uspto-grants-2015_02
HRID 2421803 반응식
HRID 2421803반응물로uspto-grants-2011_06

화합물 노트

불러오는 중…

이 페이지에서기본 정보이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트

화학적 성질

white to light yellow crystalline powder. Dry woody, slightly camphoraceous odor. Less peppery than dextro-Borneol.

일반 설명(-)-Borneol is an enantiomer. It is a bicyclic monoterpene compound used gengrally for analgesia and anaesthesia. It is considered as positive modulators of GABA receptors.

제조 방법 · 1건

생산 방법L(-)-Borneol can be produced from l-Camphor which by reduction yields a mixture of l-Borneo] and d-iso-Borneol.Purification e.g. by dehydration, which acts fast upon iso-Borneol to yield Camphene, while Borneol is more resistant to dehydration.

상·하류 제품 정보

상류 원료

테레핀유

하류 제품

(-)-장뇌Bicyclo[2.2.1]heptane-1-methanol, 2-hydroxy-7,7-dimethyl-, (1S-endo)- (9CI)

공급사100 곳

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