(Q78086174)

verruculogen metabolic process

inferred from SMILES

part of

subject has role

participant

1 reference

Gene Ontology release 2019-11-16

verruculogen biosynthetic process

subject has role

product

1 reference

Gene Ontology release 2019-11-16

chemical structure

Verruculogen.svg
685 × 465; 26 KB

0 references

mass

511.231850396 dalton

1 reference

2 references

inferred from InChIKey

(9S,14R,17R,23S,24R)-23,24-dihydroxy-5-methoxy-12,12-dimethyl-9-(2-methylprop-1-enyl)-10,11-dioxa-8,15,21-triazahexacyclo[12.10.1.02,7.08,25.015,23.017,21]pentacosa-1(25),2(7),3,5-tetraene-16,22-dione

inferred from InChI

2 references

inferred from InChIKey

inferred from InChI

chemical formula

C₂₇H₃₃N₃O₇

0 references

canonical SMILES

CC(=CC1N2C3=C(C=CC(=C3)OC)C4=C2C(CC(OO1)(C)C)N5C(=O)C6CCCN6C(=O)C5(C4O)O)C

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isomeric SMILES

CC(=C[C@@H]1N2C3=C(C=CC(=C3)OC)C4=C2[C@H](CC(OO1)(C)C)N5C(=O)[C@@H]6CCCN6C(=O)[C@@]5([C@H]4O)O)C

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found in taxon

Aspergillus caespitosus

1 reference

Aspergillus Toxins

Aspergillus fumigatus

5 references

Aspergillus Toxins

Novel mammalian cell cycle inhibitors, tryprostatins A, B and other diketopiperazines produced by Aspergillus fumigatus. II. Physico-chemical properties and structures

12,13-Dihydroxy-fumitremorgin C from Aspergillus fumigatus

Novel mammalian cell cycle inhibitors, tryprostatins A, B and other diketopiperazines produced by Aspergillus fumigatus. I. Taxonomy, fermentation, isolation and biological properties.

Novel mammalian cell cycle inhibitors, tryprostatins A, B and other diketopiperazines produced by Aspergillus fumigatus. II. Physico-chemical properties and structures

Isaria tenuipes

1 reference

Isariotins E and F, spirocyclic and bicyclic hemiacetals from the entomopathogenic fungus Isaria tenuipes BCC 12625.

Penicillium brasilianum

1 reference

Penicillium glandicola

1 reference

Penicillium janthinellum

2 references

Production of tremorgenic toxins by Penicillium janthinellum Biourge: a possible aetiological factor in ryegrass staggers

Penicillium simplicissimum

4 references

Acetoxydehydroaustin, a New Bioactive Compound, and Related Compound Neoaustin fromPenicilliumsp. MG–11

Effect of culture conditions on tremorgen production by some Penicillium species

Production of tremorgenic toxins by Penicillium janthinellum Biourge: a possible aetiological factor in ryegrass staggers

Talaromyces verruculosus

3 references

Letter: Structure of verruculogen, a tremor producing peroxide from Penicillium verruculosum

A New Tremorgenic Metabolite Related to Verruculogen from Penicillium verruculosum

Stereochemical course of ring formation in fumitremorgin B and verruculogen, metabolites of Penicillium verruculosum: investigation into the loss of stereochemical integrity of the geminal methyl groups

Penicillium melinii

2 references

Effect of culture conditions on tremorgen production by some Penicillium species

Large-scale and pH-controlled fermentation production of the tremorgenic mycotoxin verruculogen

Penicillium novae-zeelandiae

2 references

Effect of culture conditions on tremorgen production by some Penicillium species

Production of tremorgenic toxins by Penicillium janthinellum Biourge: a possible aetiological factor in ryegrass staggers

Aspergillus fischeri

1 reference

Growth of and fumitremorgin production by Neosartorya fischeri as affected by temperature, light, and water activity.

Neosartorya fischeri

1 reference

Growth of and fumitremorgin production by Neosartorya fischeri as affected by temperature, light, and water activity.

Penicillium estinogenum

1 reference

Large-scale and pH-controlled fermentation production of the tremorgenic mycotoxin verruculogen

Penicillium paxilli

1 reference

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

Penicillium ianthinellum

2 references

Production of tremorgenic toxins by Penicillium janthinellum Biourge: a possible aetiological factor in ryegrass staggers

Aspergillus sydowii

1 reference

Cytotoxic alkaloids and antibiotic nordammarane triterpenoids from the marine-derived fungus Aspergillus sydowi

Cordyceps tenuipes

1 reference

Isariotins E and F, spirocyclic and bicyclic hemiacetals from the entomopathogenic fungus Isaria tenuipes BCC 12625.

Penicillium janczewskii

1 reference

Production of tremorgenic toxins by Penicillium janthinellum Biourge: a possible aetiological factor in ryegrass staggers

Penicillium restrictum

1 reference

Production of tremorgenic toxins by Penicillium janthinellum Biourge: a possible aetiological factor in ryegrass staggers

Identifiers

InChI

InChI=1S/C27H33N3O7/c1-14(2)11-20-29-18-12-15(35-5)8-9-16(18)21-22(29)19(13-26(3,4)37-36-20)30-24(32)17-7-6-10-28(17)25(33)27(30,34)23(21)31/h8-9,11-12,17,19-20,23,31,34H,6-7,10,13H2,1-5H3/t17-,19-,20+,23-,27+/m0/s1

0 references

InChIKey

LRXYHMMJJCTUMY-GWXUGYLUSA-N

1 reference

LRXYHMMJJCTUMY-GWXUGYLUSA-N

ChEBI release 2020-09-01

CAS Registry Number

12771-72-1

1 reference

InChIKey

9 April 2021

https://commonchemistry.cas.org/detail?cas_rn=12771-72-1

0 references

0 references

Reaxys registry number

3579339

0 references

ChEBI ID

72765

mapping relation type

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0 references

1 reference

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MassBank accession ID

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DSSTOX compound identifier

DTXCID801324071

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EC number

634-189-1

1 reference

ECHA Substance Infocard database

ECHA Substance Infocard ID

100.162.193

retrieved

27 December 2018

title

Verruculogen (English)

quotation

CAS no.: 12771-72-1 (English)

ECHA Substance Infocard ID

100.162.193

1 reference

ECHA Substance Infocard database

ECHA Substance Infocard ID

100.162.193

retrieved

27 December 2018

title

Verruculogen (English)

quotation

CAS no.: 12771-72-1 (English)

MeSH descriptor ID

C009658

0 references

Natural Product Atlas ID

NPA020331

1 reference

inferred by common MeSH mappings on source and on Wikidata

inferred from InChIKey

0 references

0 references

1 reference

6 April 2020

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Microsoft Academic ID

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1 reference