paxilline (Q10860377)

(1S,2R,5S,7S,11S,14S)-11-hydroxy-7-(2-hydroxypropan-2-yl)-1,2-dimethyl-6-oxa-23-azahexacyclo[12.10.0.02,11.05,10.016,24.017,22]tetracosa-9,16(24),17,19,21-pentaen-8-one

paxilline (English)

6 October 2016

1 reference

based on heuristic

inferred from InChI

chemical formula

C₂₇H₃₃NO₄

1 reference

paxilline (English)

20 November 2016

CC12CCC3C(=CC(=O)C(O3)C(C)(C)O)C1(CCC4C2(C5=C(C4)C6=CC=CC=C6N5)C)O

1 reference

paxilline (English)

20 November 2016

C[C@]12CC[C@H]3C(=CC(=O)[C@H](O3)C(C)(C)O)[C@@]1(CC[C@@H]4[C@@]2(C5=C(C4)C6=CC=CC=C6N5)C)O

1 reference

Paxilline biosynthesis by Acremonium loliae; a step towards defining the origin of lolitrem neurotoxins

paxilline (English)

20 November 2016

1 reference

Emericella desertorum

4 references

Isolation of a new tremorgenic indoloditerpene, 1'-O-acetylpaxilline, from Emericella striata and distribution of paxilline in Emericella spp

Aspergillus Toxins

Studies on fungal products. Part 17. Isolation and structures of novel indoloditerpenes, emindoles DA and DB, from Emericella desertorum: X-ray molecular structure of emindole DA acetate

Studies on fungal products. Part 10. Isolation and structures of novel bicoumarins, desertorins A, B, and C, from Emericella desertorum

Penicillium miczynskii

1 reference

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

Penicillium paxilli

10 references

Immunochemical techniques in natural products chemistry: Isolation and structure determination of a novel indole-diterpenoid aided by TLC-ELISAgram

Penicillium Toxins

Molecular cloning and genetic analysis of an indole-diterpene gene cluster from Penicillium paxilli

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

Paxilline biosynthesis by Acremonium loliae; a step towards defining the origin of lolitrem neurotoxins

Biosynthesis and transformation of tremorgenic indolediterpenoids by Penicillium paxilli and Acremonium lolii

Chemically different tremorgenic mycotoxins in isolates of Penicillium paxilli from Australia and North America

The structure of paxilline, a tremorgenic metabolite of bainier

Biosynthesis and transformation of tremorgenic indolediterpenoids by Penicillium paxilli and Acremonium lolii

A new pyrone derivative from the endophytic fungus Penicillium paxilli PSU-A71.

Claviceps paspali

1 reference

Indole-diterpenes and ergot alkaloids in Cynodon dactylon (Bermuda grass) infected with Claviceps cynodontis from an outbreak of tremors in cattle

Penicillium thiersii

1 reference

Thiersinines A and B: novel antiinsectan indole diterpenoids from a new fungicolous Penicillium species (NRRL 28147).

Penicillium camemberti

1 reference

Indole-diterpenoids with anti-H1N1 activity from the aciduric fungus Penicillium camemberti OUCMDZ-1492.

Aspergillus striatus

2 references

Isolation of a new tremorgenic indoloditerpene, 1'-O-acetylpaxilline, from Emericella striata and distribution of paxilline in Emericella spp

Studies on fungal products. IX. Dethiosecoemestrin, a new metabolite related to emestrin, from Emericella striata

Aspergillus foveolatus

1 reference

Isolation of a new tremorgenic indoloditerpene, 1'-O-acetylpaxilline, from Emericella striata and distribution of paxilline in Emericella spp

subject has role

potassium channel blocker

1 reference

Medical Subject Headings

MeSH descriptor ID

C048220

InChI=1S/C27H33NO4/c1-24(2,30)23-20(29)14-18-21(32-23)10-11-25(3)26(4)15(9-12-27(18,25)31)13-17-16-7-5-6-8-19(16)28-22(17)26/h5-8,14-15,21,23,28,30-31H,9-13H2,1-4H3/t15-,21-,23-,25+,26+,27+/m0/s1

15 March 2018

Identifiers

InChI

1 reference

paxilline (English)

20 November 2016

2 references

paxilline (English)

20 November 2016

ChEBI release 2020-09-01

CAS Registry Number

57186-25-1

2 references

Global Substance Registration System

UNII

3T9U9Z96L7

paxilline (English)

20 November 2016

https://commonchemistry.cas.org/detail?cas_rn=57186-25-1

9 April 2021

1 reference

Paxilline (English)

20 November 2016

2 references

English

paxilline (English)

20 November 2016

ChEBI ID

34907

mapping relation type

2 references

English

PAXILLINE (English)

20 November 2016

International Chemical Identifier

InChI

InChI=1S/C27H33NO4/c1-24(2,30)23-20(29)14-18-21(32-23)10-11-25(3)26(4)15(9-12-27(18,25)31)13-17-16-7-5-6-8-19(16)28-22(17)26/h5-8,14-15,21,23,28,30-31H,9-13H2,1-4H3/t15-,21-,23-,25+,26+,27+/m0/s1

1 reference

PAXILLINE (English)

20 November 2016

2 references

inferred from InChIKey

splash10-001i-0003900000-7a1b40adf6994bf2c931

1 reference

0 references

DSSTox substance ID

DTXSID10972643

1 reference

DSSTOX compound identifier

DTXCID001400110

0 references

EC number

637-206-0

1 reference

ECHA Substance Infocard database

ECHA Substance Infocard ID

100.164.932

27 December 2018

ECHA Substance Infocard ID

Paxilline from Penicillium paxilli (English)

quotation

CAS no.: 57186-25-1 (English)

100.164.932

1 reference

ECHA Substance Infocard database

ECHA Substance Infocard ID

100.164.932

27 December 2018

Paxilline from Penicillium paxilli (English)

quotation

CAS no.: 57186-25-1 (English)

MeSH descriptor ID

C048220

1 reference

Medical Subject Headings

MeSH descriptor ID

C048220

Human Metabolome Database ID

14 March 2018

HMDB0030323

2 references

based on heuristic

inferred from InChIKey

1 reference

Global Substance Registration System

Paxilline (English)

6 October 2016

2 references

UNII

3T9U9Z96L7

English

paxilline (English)

20 November 2016

Natural Product Atlas ID

NPA028977

2 references

based on heuristic

inferred from InChIKey

0 references

1 reference

inferred by common MeSH mappings on source and on Wikidata

Paxilline (English)

6 October 2016

0 references

Microsoft Academic ID

0 references

1 reference

UMLS 2023