(Q27276261)

Paspalinine (English)

(1R,4S,5R,16R,19R,23S)-19-hydroxy-4,5,24,24-tetramethyl-25,26-dioxa-7-azaheptacyclo[21.2.1.01,20.04,19.05,16.06,14.08,13]hexacosa-6(14),8,10,12,20-pentaen-22-one

14 October 2016

stereoisomer of

1 reference

based on heuristic

inferred from InChI

(1S,4R,5S,16S,19S,23S)-19-hydroxy-4,5,24,24-tetramethyl-25,26-dioxa-7-azaheptacyclo[21.2.1.01,20.04,19.05,16.06,14.08,13]hexacosa-6(14),8,10,12,20-pentaen-22-one

1 reference

based on heuristic

inferred from InChI

chemical formula

C₂₇H₃₁NO₄

1 reference

Paspalinine (English)

14 October 2016

canonical SMILES

CC1(C2C(=O)C=C3C4(CCC5CC6=C(C5(C4(CCC3(O2)O1)C)C)NC7=CC=CC=C67)O)C

1 reference

Paspalinine (English)

14 October 2016

isomeric SMILES

C[C@]12CC[C@]34C(=CC(=O)[C@H](O3)C(O4)(C)C)[C@@]1(CC[C@@H]5[C@@]2(C6=C(C5)C7=CC=CC=C7N6)C)O

1 reference

Paspalitrem C, a new metabolite from sclerotia of Claviceps paspali

Paspalinine (English)

14 October 2016

3 references

Isolation and determination of paspalitrem-type tremorgenic mycotoxins using liquid chromatography with diode-array detection

Paspalum staggers: isolation and identification of tremorgenic metabolites from sclerotia of Claviceps paspali

Aspergillus flavus

4 references

Aflavarin and β-Aflatrem: New Anti-Insectan Metabolites from the Sclerotia of Aspergillus flavus

Indole metabolites from a strain of Aspergillus flavus

Isolation and structures of two new indoloditerpenes related to aflavinine from a microsclerotium-producing strain of Aspergillus flavus.

1 reference

New paspalinine derivatives with antiinsectan activity from the sclerotia of Aspergillus nomius

Penicillium miczynskii

1 reference

Antiinsectan alkaloids: Shearinines A-C and a new paxilline derivative from the ascostromata of Eupenicillium shearii

Penicillium janthinellum

1 reference

Molecular Cloning and Functional Analysis of Gene Clusters for the Biosynthesis of Indole-Diterpenes in Penicillium crustosum and P. janthinellum.

Penicillium simplicissimum

1 reference

Molecular Cloning and Functional Analysis of Gene Clusters for the Biosynthesis of Indole-Diterpenes in Penicillium crustosum and P. janthinellum.

Penicillium ianthinellum

1 reference

Molecular Cloning and Functional Analysis of Gene Clusters for the Biosynthesis of Indole-Diterpenes in Penicillium crustosum and P. janthinellum.

Identifiers

InChI

InChI=1S/C27H31NO4/c1-23(2)22-19(29)14-20-26(30)10-9-15-13-17-16-7-5-6-8-18(16)28-21(17)25(15,4)24(26,3)11-12-27(20,31-22)32-23/h5-8,14-15,22,28,30H,9-13H2,1-4H3/t15-,22-,24+,25+,26+,27-/m0/s1

1 reference

Paspalinine (English)

14 October 2016

2 references

Paspalinine (English)

14 October 2016

ChEBI release 2020-09-01

CAS Registry Number

63722-91-8

2 references

Global Substance Registration System

UNII

D97Q5DS722

paspalinine (English)

14 October 2016

https://commonchemistry.cas.org/detail?cas_rn=63722-91-8

9 April 2021

1 reference

Paspalinine (English)

14 October 2016

2 references

Paspalinine (English)

matched by identifier from

14 October 2016

ChEBI ID

138862

mapping relation type

exact match

2 references

matched by identifier from

ChEBI release 2019-10-02

International Chemical Identifier

InChI

InChI=1S/C27H31NO4/c1-23(2)22-19(29)14-20-26(30)10-9-15-13-17-16-7-5-6-8-18(16)28-21(17)25(15,4)24(26,3)11-12-27(20,31-22)32-23/h5-8,14-15,22,28,30H,9-13H2,1-4H3/t15-,22-,24+,25+,26+,27-/m0/s1

1 reference

0 references

DSSTOX compound identifier

0 references

2 references

Global Substance Registration System

UNII

D97Q5DS722

paspalinine (English)

matched by identifier from

14 October 2016