| Identification | Back Directory | [Name]
RUGULOSIN | [CAS]
23537-16-8 | [Synonyms]
RUGULOSIN
Nsc160880
NSC 249990
Rugulosin A
(+)-RUGULOSIN
(+)-Rugulosin
(+)-(1S,1'S,2R,2'R,3S,3'S,9AR,9'AR)-RUGULOSIN
(+)-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-
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,6R,13aS,14R,17S,18R,19R,20S)-
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*)]- | [Molecular Formula]
C30H22O10 | [MDL Number]
MFCD01684610 | [MOL File]
23537-16-8.mol | [Molecular Weight]
542.49 |
| Chemical Properties | Back Directory | [Melting point ]
293℃ (decomposition) | [Boiling point ]
535.95°C (rough estimate) | [density ]
1.3164 (rough estimate) | [refractive index ]
1.5376 (estimate) | [storage temp. ]
Store at -20°C | [solubility ]
DMSO: Soluble; Ethanol: Soluble; Methanol: Soluble | [form ]
A solid | [pka]
4.20±1.00(Predicted) | [IARC]
3 (Vol. 40, Sup 7) 1987 | [EPA Substance Registry System]
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,6R,13aS,14R,17S,18R,19R,20S)- (23537-16-8) |
| Hazard Information | Back Directory | [Description]
(+)-Rugulosin is a pigment and mycotoxin produced by certain fungi. It inhibits HIV-1 integrase activity with IC50 values of 19 and 25 μM in coupled and strand transfer assays, respectively. It also inhibits ribonuclease H in rat liver by 83% at a concentration of 157 μM and ribonucleases H1, H2, and H3 in T. pyriformis by 100, 99, and 100%, respectively, at a concentration of 313 μM. (+)-Rugulosin leads to hepatic injury and liver cell hyperplasia in mice when administered in the diet. It is cytotoxic to insect cells but not mammalian C6/36, L929, and HepG2 cells (ID50s = 1.2, >200, 23.7, and >200 μg/ml, respectively). | [Uses]
(+)-Rugulosin is an intense yellow pigment produced by some species of Penicillium, Aspergillus and the fungal symbiotants of some lichens. (+)-Rugulosin shows antibacterial and insecticidal activity and has found application as a bioinsecticide, notably as the active secondary metabolite in endophytic fungi of seedlings. | [Uses]
Rugulosin (+ form) is an intense yellow pigment produced by Penicillium and Aspergillus. | [Definition]
ChEBI: Rugulosin is a cyclic ketone and an organic polycyclic compound. |
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