Rugulovasine

Rugulovasine

Names
IUPAC name A: (4S,5R)-4'-methyl-4-(methylamino)-3,4-dihydro-1H,5'H-spiro[benzo[cd]indole-5,2'-furan]-5'-one B: (4R,5R)-4'-methyl-4-(methylamino)-3,4-dihydro-1H,5'H-spiro[benzo[cd]indole-5,2'-furan]-5'-one
Identifiers
CAS Number	A: 26909-33-1 26909-34-2
3D model (JSmol)	A: Interactive image B: Interactive image
ChemSpider	A: 103037 B: 106408
PubChem CID	A: 115153 B: 119088
InChI A: InChI=1/C16H16N2O2/c1-9-7-16(20-15(9)19)11-4-3-5-12-14(11)10(8-18-12)6-13(16)17-2/h3-5,7-8,13,17-18H,6H2,1-2H3/t13-,16+/s2 Key: QTWQJTORJVFWAQ-WKTCHCBJNA-N B: InChI=1/C16H16N2O2/c1-9-7-16(20-15(9)19)11-4-3-5-12-14(11)10(8-18-12)6-13(16)17-2/h3-5,7-8,13,17-18H,6H2,1-2H3/t13-,16-/s2 Key: QTWQJTORJVFWAQ-AYSIPDSENA-N
SMILES A: O=C1OC2(C=C1C)C=3C=CC=C4NC=C(C43)CC2NC B: O=C1OC2(C=C1C)C=3C=CC=C4NC=C(C43)CC2NC
Properties
Chemical formula	C16H16N2O2
Molar mass	268.316 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Rugulovasines are bio-active alkaloids made by Penicillium.^[1] Rugulovasine A and B bind strongly to the 5-HT_1A, 5-HT_2A, and 5-HT_2C receptors, but lack meaningful binding affinity towards the α₁ adrenergic and dopamine receptors.^[2] Little is known about the in vivo activity of Rugulovasine A and B, although they have hypotensive effects in cats.^[3]