Rugulosin((+)-Rugulosin)

Modify Date: 2024-01-02 21:58:22

Rugulosin((+)-Rugulosin) Structure
Rugulosin((+)-Rugulosin) structure
 Common Name Rugulosin((+)-Rugulosin)
CAS Number 23537-16-8 Molecular Weight 542.49000
Density 1.87g/cm3 Boiling Point 980ºC at 760mmHg
Molecular Formula C30H22O10 Melting Point N/A
MSDS N/A Flash Point 560.3ºC

 Use of Rugulosin((+)-Rugulosin)


Rugulosin is a crystalline colouring matter of Penicillium rugulosum Thom. Rugulosin shows markedly specific antibacterial activity and moderately antifungal activity[1].

 Names

Name rugulosin
Synonym More Synonyms

 Rugulosin((+)-Rugulosin) Biological Activity

Description Rugulosin is a crystalline colouring matter of Penicillium rugulosum Thom. Rugulosin shows markedly specific antibacterial activity and moderately antifungal activity[1].
Related Catalog
In Vitro Rugulosin is very highly antibacterial active against certain bacilli, streptococci and corynebacteria, but is much less active against Gram-negative organisms[1]. Rugulosin completely inhibits the growth of Pythium intermedium de Bary at a concentration of 1: 50000[1].
References

[1]. BREEN J, et al. Studies in the biochemistry of micro-organisms. 95. Rugulosin, a crystalline colouring matter of Penicillium rugulosum Thom. Biochem J. 1955 Aug;60(4):618-26.

 Chemical & Physical Properties

Density 1.87g/cm3
Boiling Point 980ºC at 760mmHg
Molecular Formula C30H22O10
Molecular Weight 542.49000
Flash Point 560.3ºC
Exact Mass 542.12100
PSA 189.66000
LogP 2.01080
Vapour Pressure 0mmHg at 25°C
Index of Refraction 1.868

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
VM1610000
CHEMICAL NAME :
Rugulosin
CAS REGISTRY NUMBER :
23537-16-8
LAST UPDATED :
199510
DATA ITEMS CITED :
14
MOLECULAR FORMULA :
C30-H22-O10
MOLECULAR WEIGHT :
542.52

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
44 mg/kg
TOXIC EFFECTS :
Behavioral - tremor Behavioral - coma Nutritional and Gross Metabolic - body temperature decrease
TYPE OF TEST :
LD - Lethal dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>4 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
55 mg/kg
TOXIC EFFECTS :
Behavioral - tremor Behavioral - coma Nutritional and Gross Metabolic - body temperature decrease
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1100 mg/kg/22D-C
TOXIC EFFECTS :
Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - hepatic microsomal mixed oxidase (dealkylation, hydroxylation, etc.) Related to Chronic Data - death
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
4400 mg/kg/1Y-C
TOXIC EFFECTS :
Tumorigenic - equivocal tumorigenic agent by RTECS criteria Liver - tumors

MUTATION DATA

TYPE OF TEST :
Mutation in microorganisms
TEST SYSTEM :
Yeast - Saccharomyces cerevisiae
DOSE/DURATION :
100 umol/L
REFERENCE :
CPBTAL Chemical and Pharmaceutical Bulletin. (Japan Pub. Trading Co., USA, 1255 Howard St., San Francisco, CA 94103) V.6- 1958- Volume(issue)/page/year: 22,2258,1974 *** REVIEWS *** IARC Cancer Review:Animal Inadequate Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 40,99,1986 IARC Cancer Review:Human No Adequate Data IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 40,99,1986 IARC Cancer Review:Group 3 IMSUDL IARC Monographs, Supplement. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) No.1- 1979- Volume(issue)/page/year: 7,56,1987 TOXICOLOGY REVIEW LLOYA2 Lloydia. (Cincinnati, OH) V.1-41, 1938-78. For publisher information, see JNPRDF. Volume(issue)/page/year: 38,21,1975 TOXICOLOGY REVIEW ARMIAZ Annual Review of Microbiology. (Annual Reviews, Inc., POB 10139, Palo Alto, CA 94303) V.1- 1947- Volume(issue)/page/year: 26,279,1972

 Synonyms

(5aS:17S:20S)-1.7.9.15.17.20-hexahydroxy-5.8.13.16-tetraoxo-5.8.13.16-tetrahydro-6H.14H-6c.13ac.!5ar.14c-[1.2.3.4]butanetetrayl-cycloocta[1.2-b:5.6-b']dinaphthalene
(+)-Rugulosin,(1S,1S,2R,2R,3S,3S,9aR,9aR)-Rugulosin,(2R,2R)-Rugulosin
5H,6H-6,13A,5A,14-[1,2,3,4]Butanetetraylcycloocta[1,2-B:5,6-B']dinaphthalene-5,8,13,16(14H)-tetrone,1,7,9,15,17,20-hexahydroxy-3,11-dimethyl-,[5as-(5ar*,6S*,13ar*,14S*,17R*,18S*,19S*,20R*)]
(+)-rugulosin
(5aS:17S:20S)-1.7.9.15.17.20-Hexahydroxy-5.8.13.16-tetraoxo-5.8.13.16-tetrahydro-6H.14H-6c.13ac.!5ar.14c-[1.2.3.4]butantetryl-cycloocta[1.2-b:5.6-b']dinaphthalin
5H,6H-6,13A,5A,14-[1,2,3,4]Butanetetraylcycloocta[1,2-B:5,6-B']dinaphthalene-5,8,13,16(14H)-tetrone,1,7,9,15,17,20-hexahydroxy-3,11-dimethyl
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