(Q4255014)

English

latrunculin A

chemical compound

(+)-latrunculin A
(4R)-4-[(1R,4Z,8E,10Z,12S,15R,17R)-17-hydroxy-5,12-dimethyl-3-oxo-2,16-dioxabicyclo[13.3.1]nonadeca-4,8,10-trien-17-yl]-1,3-thiazolidin-2-one
LAT-A
LatA
2-Thiazolidinone, 4-((1R,4Z,8E,10Z,12S,15R,17R)-17-hydroxy-5,12-dimethyl-3-oxo-2,16-dioxabicyclo(13.3.1)nonadeca-4,8,10-trien-17-yl)-, (4R)-
NSC 613011
Latrunculin A

In more languages

default for all languages

No label defined

No description defined

Statements

type of chemical entity

0 references

0 references

0 references

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response to toxic substance

subject has role

1 reference

Gene Ontology release 2019-11-16

cellular response to toxic substance

subject has role

1 reference

Gene Ontology release 2019-11-16

chemical structure

Latrunculin A.svg
532 × 374; 5 KB

0 references

Latrunculin A structure.svg
1,045 × 1,360; 22 KB

0 references

421.192±0 dalton

1 reference

language of work or name

latrunculin a (English)

19 October 2016

stereoisomer of

(4R)-4-[(1R,4Z,12S,15R,17R)-17-hydroxy-5,12-dimethyl-3-oxo-2,16-dioxabicyclo[13.3.1]nonadeca-4,8,10-trien-17-yl]-1,3-thiazolidin-2-one

2 references

based on heuristic

inferred from InChIKey

based on heuristic

inferred from InChI

(4S)-4-[(1R,4Z,8E,10Z,12S,15R,17R)-17-hydroxy-5,12-dimethyl-3-oxo-2,16-dioxabicyclo[13.3.1]nonadeca-4,8,10-trien-17-yl]-1,3-thiazolidin-2-one

1 reference

based on heuristic

inferred from InChI

chemical formula

C₂₂H₃₁NO₅S

1 reference

language of work or name

latrunculin a (English)

18 November 2016

canonical SMILES

CC1CCC2CC(CC(O2)(C3CSC(=O)N3)O)OC(=O)C=C(CCC=CC=C1)C

1 reference

language of work or name

latrunculin a (English)

18 November 2016

isomeric SMILES

C[C@H]/1CC[C@@H]2C[C@H](C[C@@](O2)([C@@H]3CSC(=O)N3)O)OC(=O)/C=C(\CC/C=C/C=C1)/C

1 reference

language of work or name

latrunculin a (English)

18 November 2016

Negombata magnifica

6 references

Recent research in marine natural products from the Red Sea

Latrunculin A and its C-17-O-carbamates inhibit prostate tumor cell invasion and HIF-1 activation in breast tumor cells

Latrunculins: NMR study, two new toxins and a synthetic approach

Marine toxins of Latrunculia magnifica

A new dimension to the biosynthetic products isolated from the sponge Negombata magnifica

1 reference

Dactylolide, a New Cytotoxic Macrolide from the Vanuatu SpongeDactylospongia sp.

Chromodoris elisabethina

1 reference

Latrunculin-A, ichthyotoxic constituent of the nudibranchChromodoris elisabethina

Chromodoris hamiltoni

1 reference

Unusual chlorinated homo-diterpenes from the South African nudibranch Chromodoris hamiltoni

Chromodoris lochi

2 references

Laulimalides. New potent cytotoxic macrolides from a marine sponge and a nudibranch predator

Dendrolasin and Latrunculin A from the Fijian Sponge Spongia mycofijiensis and an Associated Nudibranch Chromodoris lochi

Fasciospongia rimosa

2 references

Structures and absolute configurations of the marine toxins, latrunculin A and laulimalide

New Cytotoxic Macrolides from the SpongeFasciospongia rimosa

Cacospongia mycofijiensis

5 references

Dendrolasin and Latrunculin A from the Fijian Sponge Spongia mycofijiensis and an Associated Nudibranch Chromodoris lochi

The unexpected isolation of CTP-431, a novel thiopyrone from the sponge Cacospongia mycofijiensis

Microtubule-stabilizing activity of zampanolide, a potent macrolide isolated from the Tongan marine sponge Cacospongia mycofijiensis

The aignopsanes, a new class of sesquiterpenes from selected chemotypes of the sponge Cacospongia mycofijiensis

Additional scalarane sesterterpenes from the sponge Phyllospongia papyracea

1 reference

Isolation of Latrunculin A, 6,7-Epoxylatrunculin A, Fijianolide A, and Euryfuran from a New Genus of the Family Thorectidae

1 reference

Dactylolide, a New Cytotoxic Macrolide from the Vanuatu SpongeDactylospongia sp.

0 references

Identifiers

InChI=1S/C22H31NO5S/c1-15-7-5-3-4-6-8-16(2)11-20(24)27-18-12-17(10-9-15)28-22(26,13-18)19-14-29-21(25)23-19/h3-5,7,11,15,17-19,26H,6,8-10,12-14H2,1-2H3,(H,23,25)/b4-3+,7-5-,16-11-/t15-,17-,18-,19+,22-/m1/s1

1 reference

language of work or name

latrunculin a (English)

18 November 2016

DDVBPZROPPMBLW-IZGXTMSKSA-N

2 references

language of work or name

latrunculin a (English)

18 November 2016

ChEBI release 2020-09-01

CAS Registry Number

2 references

Global Substance Registration System

language of work or name

latrunculin a (English)

18 November 2016

DDVBPZROPPMBLW-IZGXTMSKSA-N

CAS Common Chemistry

10 April 2021

https://commonchemistry.cas.org/detail?cas_rn=76343-93-6

1 reference

language of work or name

Latrunculin A (English)

18 November 2016

2 references

language of work or name

latrunculin a (English)

18 November 2016

matched by identifier from

DDVBPZROPPMBLW-IZGXTMSKSA-N

Reaxys registry number

4239363

1 reference

language of work or name

latrunculin A (English)

19 October 2016

mapping relation type

3 references

language of work or name

LATRUNCULIN A (English)

18 November 2016

ChEBI release 2019-10-02

matched by identifier from

International Chemical Identifier

InChI=1S/C22H31NO5S/c1-15-7-5-3-4-6-8-16(2)11-20(24)27-18-12-17(10-9-15)28-22(26,13-18)19-14-29-21(25)23-19/h3-5,7,11,15,17-19,26H,6,8-10,12-14H2,1-2H3,(H,23,25)/b4-3+,7-5-,16-11-/t15-,17-,18-,19+,22-/m1/s1

1 reference

language of work or name

LATRUNCULIN A (English)

18 November 2016

SCHEMBL12998892

2 references

based on heuristic

inferred from InChIKey

matched by identifier from

DDVBPZROPPMBLW-IZGXTMSKSA-N

UniChem compound ID

1 reference

DSSTox substance ID

1 reference

matched by identifier from

DDVBPZROPPMBLW-IZGXTMSKSA-N

DSSTOX compound identifier

DTXCID501323505

0 references

0 references

1 reference

matched by identifier from

DDVBPZROPPMBLW-IZGXTMSKSA-N

2 references

Global Substance Registration System

language of work or name

latrunculin a (English)

18 November 2016

matched by identifier from

DDVBPZROPPMBLW-IZGXTMSKSA-N

Probes And Drugs ID

0 references

0 references

Google Knowledge Graph ID

0 references

PDB structure ID

1 reference

Protein Data Bank

PDB structure ID

language of work or name

4GY2 (English)

19 October 2016

1 reference

Protein Data Bank

PDB structure ID

language of work or name

4H0V (English)

19 October 2016

1 reference

Protein Data Bank

PDB structure ID

language of work or name

4H0Y (English)

19 October 2016

1 reference

Protein Data Bank

PDB structure ID

language of work or name

1SQK (English)

19 October 2016

1 reference

Protein Data Bank

PDB structure ID

language of work or name

1ESV (English)

19 October 2016

1 reference

Protein Data Bank

PDB structure ID

language of work or name

1IJJ (English)

19 October 2016

1 reference

Protein Data Bank

PDB structure ID

language of work or name

4H0T (English)

19 October 2016

1 reference

Protein Data Bank

PDB structure ID

language of work or name

4H0X (English)

19 October 2016

1 reference

Protein Data Bank

PDB structure ID

language of work or name

4H03 (English)

19 October 2016

1 reference

Protein Data Bank

PDB structure ID

language of work or name

2Q31 (English)

19 October 2016

1 reference

Protein Data Bank

PDB structure ID

language of work or name

1RFQ (English)

19 October 2016

1 reference

Protein Data Bank

PDB structure ID

language of work or name

3SJH (English)

19 October 2016

1 reference

Protein Data Bank

PDB structure ID

language of work or name

3BUZ (English)

19 October 2016

1 reference

Protein Data Bank

PDB structure ID

language of work or name

1LCU (English)

19 October 2016

1 reference

Protein Data Bank

PDB structure ID

language of work or name

2Q1N (English)

19 October 2016

1 reference

Protein Data Bank

PDB structure ID

language of work or name

2A5X (English)

19 October 2016

1 reference

Protein Data Bank

PDB structure ID

language of work or name

1RDW (English)

19 October 2016

Sitelinks

Wikipedia(1 entry)

ruwiki Латрункулин A

Wikibooks(0 entries)

Wikinews(0 entries)

Wikiquote(0 entries)

Wikisource(0 entries)

Wikiversity(0 entries)

Wikivoyage(0 entries)

Wiktionary(0 entries)

Multilingual sites(0 entries)

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