alpha-cyclopiazonic acid (Q27102566)

(6aR,10Z,11aS,11bR)-10-(1-Hydroxyethylidene)-7,7-dimethyl-6a,7,11a,11b-tetrahydro-6H-pyrrolo[1',2':2,3]isoindolo[4,5,6-cd]indole-9,11(2H,10H)-dione (English)

retrieved

5 October 2016

stereoisomer of

(2R,3R,9R)-5-(1-hydroxyethylidene)-8,8-dimethyl-7,16-diazapentacyclo[9.6.1.0²,⁹.0³,⁷.0¹⁵,¹⁸]octadeca-1(17),11(18),12,14-tetraene-4,6-dione

2 references

based on heuristic

inferred from InChIKey

based on heuristic

inferred from InChI

(2R,3R,5Z,9R)-5-(1-hydroxyethylidene)-8,8-dimethyl-7,16-diazapentacyclo[9.6.1.02,9.03,7.015,18]octadeca-1(17),11(18),12,14-tetraene-4,6-dione

1 reference

based on heuristic

inferred from InChI

(2R,3S,5E,9S)-5-(1-hydroxyethylidene)-8,8-dimethyl-7,16-diazapentacyclo[9.6.1.02,9.03,7.015,18]octadeca-1(17),11(18),12,14-tetraene-4,6-dione

1 reference

1 reference

ChEBI release 2021-03-01

chemical formula

C₂₀H₂₀N₂O₃

0 references

canonical SMILES

CC(=C1C(C2(C3(C4=CNC5=CC=CC(CC3(C(C)(C)N2C1=O)[H])=C45)[H])[H])=O)O

1 reference

language of work or name

English

title

alpha-cyclopiazonic acid (English)

retrieved

5 October 2016

isomeric SMILES

C/C(=C/1\C([C@@]2([C@]3(C4=CNC5=CC=CC(C[C@]3(C(C)(C)N2C1=O)[H])=C45)[H])[H])=O)/O

1 reference

language of work or name

English

title

alpha-cyclopiazonic acid (English)

retrieved

5 October 2016

found in taxon

Penicillium griseofulvum

1 reference

stated in

Biosynthesis of α-cyclopiazonic acid. Steric course of proton removal during the cyclisation of β-cyclopiazonic acid in Penicillium griseofulvum

Aspergillus flavus

1 reference

stated in

iso-α-Cyclopiazonic acid, a new natural product isolated from the marine-derived fungus Aspergillus flavus C-F-3

Aspergillus tamarii

1 reference

stated in

Speradine A, a new pentacyclic oxindole alkaloid from a marine-derived fungus Aspergillus tamarii

Identifiers

InChI

InChI=1S/C20H20N2O3/c1-9(23)14-18(24)17-16-11-8-21-13-6-4-5-10(15(11)13)7-12(16)20(2,3)22(17)19(14)25/h4-6,8,12,16-17,21,23H,7H2,1-3H3/b14-9-/t12-,16+,17+/m1/s1

1 reference

language of work or name

English

title

alpha-cyclopiazonic acid (English)

retrieved

5 October 2016

InChIKey

CNZIQHGDUXRUJS-PTNHGACKSA-N

2 references

language of work or name

English

title

alpha-cyclopiazonic acid (English)

retrieved

5 October 2016

stated in

ChEBI release 2020-09-01

CAS Registry Number

83136-88-3

1 reference

stated in

CAS (formerly Chemical Abstracts Service)

25 January 2022

1 reference

language of work or name

English

title

(6aR,10Z,11aS,11bR)-10-(1-Hydroxyethylidene)-7,7-dimethyl-6a,7,11a,11b-tetrahydro-6H-pyrrolo[1',2':2,3]isoindolo[4,5,6-cd]indole-9,11(2H,10H)-dione (English)

5 October 2016

2 references

26 December 2021

matched by identifier from