(Q104393694)

English

(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

chemical compound

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instance of

type of chemical entity

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subclass of

biogenic 2,5-diketopiperazine

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mass

511.231850396 dalton

1 reference

1 reference

1 reference

C₂₇H₃₃N₃O₇

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canonical SMILES

O=C1N2C3C4=C(C=5C=CC(OC)=CC5N4C(OOC(C)(C)C3)C=C(C)C)C(O)C2(O)C(=O)N6CCCC16

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isomeric SMILES

COc1ccc2c3c4n(c2c1)[C@H](C=C(C)C)OOC(C)(C)C[C@H]4N1C(=O)[C@H]2CCCN2C(=O)[C@@]1(O)[C@@H]3O

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found in taxon

Penicillium melinii

2 references

stated in

Effect of culture conditions on tremorgen production by some Penicillium species

stated in

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

Penicillium novae-zeelandiae

1 reference

stated in

Effect of culture conditions on tremorgen production by some Penicillium species

Penicillium simplicissimum

1 reference

stated in

Effect of culture conditions on tremorgen production by some Penicillium species

Aspergillus fischeri

1 reference

stated in

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

Neosartorya fischeri

1 reference

stated in

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

Aspergillus fumigatus

2 references

stated in

12,13-Dihydroxy-fumitremorgin C from Aspergillus fumigatus

stated in

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

Penicillium estinogenum

1 reference

stated in

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

Penicillium paxilli

1 reference

stated in

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

Talaromyces verruculosus

1 reference

stated in

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

Aspergillus sydowii

1 reference

stated in

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

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+/m1/s1

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InChIKey

LRXYHMMJJCTUMY-VGNGTMRHSA-N

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2 references

17 September 2022

inferred from InChIKey

matched by identifier from

InChIKey

LRXYHMMJJCTUMY-VGNGTMRHSA-N

1 reference

(Q104393694)

(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

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