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스테리그마토시스틴

Sterigmatocystine

HCID 5284457
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인쇄 미리보기
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
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기본 정보

CAS
10048-13-2
표준 SMILES
COc1cc2c(c3oc4cccc(O)c4c(=O)c13)C1C=COC1O2
InChIKey
UTSVPXMQSFGQTM-UHFFFAOYSA-N
분자식
C18H12O6
평균 분자량
324.3 g/mol
단동위원소 질량
324.0633881

개요

sterigmatocystin has been reported in Aspergillus versicolor with data available.

이름 및 식별자

우선 이름
Sterigmatocystine
IUPAC
15-hydroxy-11-methoxy-6,8,20-trioxapentacyclo[10.8.0.02,9.03,7.014,19]icosa-1,4,9,11,14,16,18-heptaen-13-one
현지명
스테리그마토시스틴
영어명
STERIGMATOCYSTIN
분자식
C18H12O6
분자량
324.28

이름 및 동의어

15-hydroxy-11-methoxy-6,8,20-trioxapentacyclo(10.8.0.02,9.03,7.014,19)icosa-1,4,9,11,14,16,18-heptaen-13-one15-Hydroxy-11-methoxy-6,8,20-trioxapentacyclo[10.8.0.02,9.03,7.014,19]icosa-1,4,9,11,14,16,18-heptaen-13-oneRefChem:1099053SterigmatocystineSterigmatocystin 50 microg/mL in AcetonitrileSCHEMBL620488DTXSID601365289Sterigmatocystin, reference materialMFCD00005084AKOS030213147NCGC00347114-01Sterigmatocystin, powder, >=98% (TLC)
이름 더 보기
스테리그마토시스틴스테리그마토시스틴(STERIGMATOCYSTIN)NSC 204985NSC 201423,(3ar-cis)-petiolubicinSTERIGMATOCYSTINSterigmatocystin,98%Sertindole Impurity 1413C18-SterigmatocystinSTERIGMATOCYSTIN USP/EP/BP
Sterigmatocystin 50 |Ig/mL in Acetonitrile3a,12c-Dihydro-8-hydroxy-6-methoxy-7H-furo[3',2':4,5]furo[2,3-c]xanthen-7-one, 9CI3a,12c-Dihydro-8-hydroxy-6-methoxy-7H-furo[3a(2),2a(2):4,5]furo[2,3-c]xanthen-7-on8-hydroxy-6-(methyloxy)-3a,12c-dihydro-7H-furo[3',2':4,5]furo[2,3-c]xanthen-7-one8-Hydroxy-6-methoxy-3a,12c-dihydro-7H-furo[3',2':4,5]furo[2,3-c]xanthen-7-one #(3S,7R)-15-hydroxy-11-methoxy-6,8,20-trioxapentacyclo[10.8.0.0^{2,9.0^{3,7.0^{14,19]icosa-1,4,9,11,14,16,18-heptaen-13-one607368-44-5

데이터베이스 식별자

CAS
10048-13-2、607368-44-5
PubChem CID
5284457
DTXSID
DTXSID601365289

물성

구조 계산 물성

XLogP
3.4
극성 표면적
74.2 Ų
수소 결합 공여자 수
1
수소 결합 수용자 수
6
회전 가능 결합 수
1
무거운 원자 수
24
형식 전하
0
복잡도
562

실험 및 물리화학적 성질

Melting Point246 °C
Physical DescriptionSolid

물리화학적 성질

녹는점
249 · 249-251℃
끓는 점
382.63 °C · 382.63°C (rough estimate)
밀도
1.2842 · 1.2842 (rough estimate)
굴절률
1.48 · 1.4800 (estimate)
인화점
6 ℃ · 6℃
저장 조건
2 · 2-8°C
용해도
5 mg/ml · Acetone: 5 mg/ml
물리적 상태
가루
산도 계수 (pKa)
6.92 · 6.92±0.20(Predicted)
색상
노란색
BRN
53259 · 53259
InChI
1S/C18H12O6/c1-21-11-7-12-13(8-5-6-22-18(8)24-12)17-15(11)16(20)14-9(19)3-2-4-10(14)23-17/h2-8,18-19H,1H3
InChIKey
UTSVPXMQSFGQTM-UHFFFAOYSA-N
SMILES
COc1cc2OC3OC=CC3c2c4Oc5cccc(O)c5C(=O)c14
LogP
3.169 · 3.169 (est)

안전 및 규제

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

독성 정보

Treatment · 1건

Phenobarbital may be administered to enhances hepatic transformation activities and protect against Sterigmatocystin-induced toxicity, carcinogenicity and DNA binding in vivo. In cases of ingestion, feeding large quantities of an adsorbent such as activated charcoal may be used. The hepatic function should be monitored. (A704)

Health Effects · 1건

Sterigmatocystin is considered as a potent carcinogen, mutagen and teratogen. It causes necrosis of the liver and kidney. May also cause hepatocellular carcinoma, acute hepatitis, Reye's syndrome, bile duct cell proliferation, periportal fibrosis, hemorrhages, mucous membrane jaundice, fatty liver changes, cirrhosis in malnourished children, and kwashiorkor. (A704, L1946)

Exposure RoutesOral, dermal, inhalation, and parenteral (contaminated drugs). (A3101)
Toxicity Summary · 1건

Sterigmatocystin's carcinogenic properties are a result of its ability to form guanyl DNA adducts and bind to DNA. In addition, DNA adduct formation causes enhanced production of reactive oxygen species and an imbalance in antioxidant defense, leading to enhanced lipid peroxidation that causes cell damage. (A2888, A2958, A2959)

Signs and SymptomsThe first clinical symptoms are anorexia and weight loss. It can also cause diarrhea. (A704, L1946)
Carcinogen Classification2B, possibly carcinogenic to humans. (L135)
Toxicity DataLD50: 166 mg/kg (Rat, 10 days) (A733) LD50: >800 mg/kg (Mouse) (A733) LD50: 60-65 mg/kg (Intraperitoneal, Rat) (A733)

안전 데이터

wgk
3
rtecs
LV1750000

화학 및 산업

약리 정보

Metabolism/MetabolitesThe major urinary metabolite is identified as sterigmatocystin-beta-d-glucuronide. Another metabolite is 1,2-dihydro-2-(N7-guanyl)-1-hydroxysterigmatocystin. (A2889, A2890)
Cellular LocationsMembrane

용도 및 제조

Uses · 1건

The occurrence of sterigmatocystin in raw materials and foods has not been reported often. The instances reported have usually been on mouldy, or poor quality materials such as wheat, maize, animal feed, hard cheese, pecan nuts and green coffee beans. (L1946)

응용 분야 · 2건

개요Sterigmatocystin is a mycotoxin that has been found in Aspergillus. It is lethal to rats (LD50 = 60 mg/kg) and chick embryos (LD50s = 5-7 μg/embryo). Sterigmatocystin (100 and 1,000 ppb in drinking water) induces gastritis, as well as intestinal polyp formation and metaplasia in aged Mongolian gerbils. It induces formation of lung and liver adenomas and malignant lymphomas in newborn mice.

용도Sterigmatocystin is a carcinogenic mycotoxin that is struturally related to Aflatoxin. Sterigmatocystin has been shown to inhibit RNA synthesis in rat liver nuclei.

상·하류 제품 정보

하류 제품

아프라톡신 B1

추가 설명

정의ChEBI: An organic heteropentacyclic compound whose skeleton comprises a xanthene ring system ortho-fused to a dihydrofuranofuran moiety. The parent of the class of sterigmatocystins.

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EPA
Sterigmatocystin (10048-13-2)

화학적 성질

yellow needles or powder

ridadr
UN 3462 6.1/PG 3
HS 번호
29329990
risk_code
25-40-36-20/21/22-11
hazard_code
T,Xn,F
safety_code
36/37-45-16
포장분류
III
위험 등급
6.1(b)
F 고인화성물질
10
Hazard Classifications
Acute Tox. 3 OralCarc. 2
스토리지 클래스
6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
유해 물질 데이터
10048-13-2(Hazardous Substances Data)