Radicicol

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Names

[ CAS No. ]:
12772-57-5

[ Name ]:
Radicicol

[Synonym ]:
monorden
monorderne
[Biotinyl]-Radicicol
(1aR,2Z,4E,14R,15aR)-8-Chloro-9,11-dihydroxy-14-methyl-1a,14,15,15a-tetrahydro-6H-oxireno[e][2]benzoxacyclotetradecine-6,12(7H)-dione
Monorden/Radicicol
humicola fuscoatra
Radicicol from Diheterospora chlamydosporia
6H-Oxireno[e][2]benzoxacyclotetradecin-6,12(7H)-dione, 8-chloro-1a,14,15,15a-tetrahydro-9,11-dihydroxy-14-methyl-, (1aR,2Z,4E,14R,15aR)-
MFCD01709459
KF9-A
RADISICOL
Radicicol
[TAMRA]-Radicicol
MONORODENE
FO-4910

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
656.2±55.0 °C at 760 mmHg

[ Melting Point ]:
190-194ºC

[ Molecular Formula ]:
C18H17ClO6

[ Molecular Weight ]:
364.777

[ Flash Point ]:
350.7±31.5 °C

[ Exact Mass ]:
364.071381

[ PSA ]:
96.36000

[ LogP ]:
1.53

[ Vapour Pressure ]:
0.0±2.0 mmHg at 25°C

[ Index of Refraction ]:
1.583

[ Storage condition ]:
-20°C

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
RR1105000
CHEMICAL NAME :
6H-Oxireno(e)(2)benzoxacyclotetradecin-6,12(7H)-dione , 8-chloro-1a,14,15,15a-tetrahydro-9, 11-dihydroxy-14-methyl-
CAS REGISTRY NUMBER :
12772-57-5
LAST UPDATED :
199609
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C18-H17-Cl-O6
MOLECULAR WEIGHT :
364.80
WISWESSER LINE NOTATION :
T F3-14-6 BVO GO MV IU KUTT&J D1 PG QQ SQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
300 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JANTAJ Journal of Antibiotics. (Japan Antibiotics Research Assoc., 2-20-8 Kamiosaki, Shinagawa-ku, Tokyo, 141, Japan) V.2-5, 1948-52; V.21- 1968- Volume(issue)/page/year: 48,824,1995
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
175 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
85GDA2 "CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980- Volume(issue)/page/year: 2,448,1980

Safety Information

[ Symbol ]:

GHS06, GHS08

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H301-H340-H350

[ Precautionary Statements ]:
Missing Phrase - N15.00950417-P201-P280-P308 + P313

[ Hazard Codes ]:
Xn: Harmful;

[ Risk Phrases ]:
R22

[ Safety Phrases ]:
26

[ RIDADR ]:
UN 2811 6.1/PG 3

[ WGK Germany ]:
1

[ RTECS ]:
RR1105000

[ Hazard Class ]:
6.1

[ HS Code ]:
29322090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

  • Monocillin I
  • (3R,4R,6S)-6-(hydroxy)-3,4-(oxiranyl)hept-1-ene
  • (3R,4R,6S)-6-(tert-butyldiphenylsilyl)-3,4-(oxiranyl)hept-1-ene
  • o-Orsellinic acid
  • (R)-1-((2R,3R)-3-vinyloxiran-2-yl)propan-2-yl 2,4-dihydroxy-6-methylbenzoate
  • (R)-1-((2R,3R)-3-vinyloxiran-2-yl)propan-2-yl 2,4-bis(methoxymethoxy)-6-methylbenzoate
  • (1aR,2Z,4E,14R,15aR)-9,11-bis(methoxymethoxy)-14-methyl-1a,14,15,15a-tetrahydro-6H-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H)-dione
  • (1aR,2Z,4E,14R,15aR)-9,11-bis(methoxymethoxy)-14-methyl-1a,14,15,15a-tetrahydro-6H-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H)-dione

DownStream

Articles

Screening for negative effects of candidate ascidian antifoulant compounds on a target aquaculture species, Perna canaliculus Gmelin.

Biofouling 29(1) , 29-37, (2013)

The natural chemical compounds radicicol, polygodial and ubiquinone-10 (Q10) have previously been identified as inhibitors of metamorphosis in ascidian larvae. Accordingly, they have potential as a sp...

[Thermosensitization of tumor cells with inhibitors of chaperone activity and expression].

Biomed. Khim. 58(6) , 662-72, (2012)

Effects of inhibitors of the heat shock protein 90 (HSP90) chaperone activity and inhibitors of the heat shock protein (HSP) expression on sensitivity of HeLa tumor cells to hyperthermia were studied....

Geldanamycin and its derivatives as Hsp90 inhibitors.

Front. Biosci. (Landmark Ed.) 17 , 2269-77, (2012)

The Hsp90 molecule, one of the most abundant heat shock proteins in mammalian cells, maintains homeostasis and prevents stress-induced cellular damage. Hsp90 is expressed under normal conditions at a ...


More Articles

Related Compounds

  • Radicicol-diacetat
  • 6',7'-Dimethoxy-3',4'-dihydro-2'H-spiro[cyclobutane-1,1'-isoquinoline]
  • 7',8'-Dihydro-6'H-spiro[cyclobutane-1,5'-[1,3]dioxolo[4,5-G]isoquinoline]
  • 6'-Nitro-3',4'-dihydro-2'H-spiro[cyclobutane-1,1'-isoquinoline]
  • 4-(1-(3-Bromophenyl)cyclopropyl)morpholine
  • tert-Butyl 6a-methylhexahydropyrrolo[3,4-b]pyrrole-5(1H)-carboxylate
  • 2,6-Dimethyltetrahydro-2H-thiopyran-4-carboxylic acid
  • 1-Bromo-3-(3,3,3-trifluoroprop-1-yn-1-yl)benzene
  • 5-Chloro-3-iodo-1-trityl-1H-pyrazolo[3,4-c]pyridine
  • 5-Chloro-3-cyclopropyl-1-trityl-1H-pyrazolo[3,4-c]pyridine
  • 4-((4-Aminophenyl)buta-1,3-diyn-1-yl)-N-((2R,3R)-4,4-difluoro-3-hydroxy-1-(hydroxyamino)-3-methyl-1-oxobutan-2-yl)benzamide
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