squamocin (Q27108334)

(2R)-4-[(13R)-13-[(2S,5R)-5-[(2R,5S)-5-[(1S,5S)-1,5-dihydroxyundecyl]oxolan-2-yl]oxolan-2-yl]-13-hydroxytridecyl]-2-methyl-2H-furan-5-one

Squamocin (English)

5 October 2016

2 references

1 reference

Squamocin-D

2 references

2 references

(2R)-4-[(13R)-13-[(2R,5S)-5-[(2R,5S)-5-[(1S,5R)-1,5-dihydroxyundecyl]oxolan-2-yl]oxolan-2-yl]-13-hydroxytridecyl]-2-methyl-2H-furan-5-one

2 references

(5S)-3-[(13R)-13-[(2R,2'S,5R,5'R)-5'-[(1R,5S)-1,5-Dihydroxyundecyl]octahydro[2,2'-bifuran]-5-yl]-13-hydroxytridecyl]-5-methyl-2(5H)-furanone

2 references

(2R)-4-[(13S)-13-[(2R,5S)-5-[(2R,5S)-5-[(1S,5R)-1,5-dihydroxyundecyl]oxolan-2-yl]oxolan-2-yl]-13-hydroxytridecyl]-2-methyl-2H-furan-5-one

2 references

(2R)-4-[(13S)-13-[(2S,5S)-5-[(2R,5R)-5-[(1S,5S)-1,5-dihydroxyundecyl]oxolan-2-yl]oxolan-2-yl]-13-hydroxytridecyl]-2-methyl-2H-furan-5-one

1 reference

(2R)-4-[(13S)-13-[(2S,5S)-5-[(2S,5S)-5-[(1R,5S)-1,5-dihydroxyundecyl]oxolan-2-yl]oxolan-2-yl]-13-hydroxytridecyl]-2-methyl-2H-furan-5-one

1 reference

(2R)-4-[(13R)-13-[(2S,5S)-5-[(2R,5S)-5-[(1S,5S)-1,5-dihydroxyundecyl]oxolan-2-yl]oxolan-2-yl]-13-hydroxytridecyl]-2-methyl-2H-furan-5-one

1 reference

(2S)-4-[(13R)-13-[(2S,5R)-5-[(2R,5S)-5-[(1S,5R)-1,5-dihydroxyundecyl]oxolan-2-yl]oxolan-2-yl]-13-hydroxytridecyl]-2-methyl-2H-furan-5-one

1 reference

(2S)-4-[(13R)-13-[(2S,5R)-5-[(2R,5R)-5-[(1R,5S)-1,5-dihydroxyundecyl]oxolan-2-yl]oxolan-2-yl]-13-hydroxytridecyl]-2-methyl-2H-furan-5-one

1 reference

(2S)-4-[(13S)-13-[(2R,5R)-5-[(2R,5R)-5-[(1S,5R)-1,5-dihydroxyundecyl]oxolan-2-yl]oxolan-2-yl]-13-hydroxytridecyl]-2-methyl-2H-furan-5-one

1 reference

chemical formula

C₃₇H₆₆O₇

1 reference

Squamocin (English)

5 October 2016

CCCCCCC(CCCC(C1CCC(O1)C2CCC(O2)C(CCCCCCCCCCCCC3=CC(OC3=O)C)O)O)O

1 reference

Squamocin (English)

5 October 2016

CCCCCC[C@@H](CCC[C@@H]([C@H]1CC[C@@H](O1)[C@H]2CC[C@@H](O2)[C@@H](CCCCCCCCCCCCC3=C[C@@H](OC3=O)C)O)O)O

1 reference

Screening of acetogenin-producing plants in Brazilian flora

Squamocin (English)

5 October 2016

7 references

Aromin-A, an Annonaceous acetogenin from Annona cherimola

Bioactive acetogenins from seeds of Annona cherimolia

Aromin-A, an Annonaceous acetogenin from Annona cherimola

Molvizarin and motrilin: Two novel cytotoxic bis-tetrahydro-furanic γ-lactone acetogenins from Annona cherimolia

Isolation and Structure of Three New Bis-Tetrahydrofuran Acetogenins from the Roots of Annona cherimolia

Tucumanin, a beta-hydroxy-gamma-lactone bistetrahydrofuranic acetogenin from Annona cherimolia, is a potent inhibitor of mitochondrial complex I.

Annona glauca

1 reference

Leishmanicidal and Trypanocidal activities of Acetogenins isolated fromAnnona glauca

Annona bullata

1 reference

Bullatalicinone, a new potent bioactive acetogenin, and squamocin fromannona bullata (Annonaceae)

Annona glabra

3 references

Four Novel Annonaceous Acetogenins from annona Montana

Isolation and Insecticidal Activity of Three Acetogenins from Seeds of Pond Apple, Annona glabra L.

Chemical constituents from the leaves of Annona rugulosa (Annonaceae)

Annona purpurea

1 reference

Purpurediolin and purpurenin, two new cytotoxic adjacent bis-tetrahydrofuran annonaceous acetogenins from the seeds of Annona purpurea

Annona reticulata

4 references

Acetogenins from seeds of Annona reticulata

Squamocin and Rolliniastatin I from the Seeds of Annona reticulata

Semisynthesis and biological activity of aminoacyl triesters of squamocin, an annonaceous acetogenin.

Analogues of cytotoxic squamocin using reliable reactions: new insights into the reactivity and role of the α,β-unsaturated lactone of the annonaceous acetogenins

Annona salzmannii

1 reference

A new bistetrahydrofuran acetogenin from the roots of Annona salzmanii

Annona spinescens

1 reference

Three new bistetrahydrofuran acetogenins from the seeds of Annona spinescens

Annona squamosa

7 references

Molecular mode of action of annonins

Atemoyin, A New Bis-Tetrahydrofuran Acetogenin from the Seeds ofAnnona atemoya1

Squamocin, a new cytotoxic bis-tetrahydrofuran containing acetogenin from Annona squamosa

Annonaceous Acetogenins from the Seeds of Annona squamosa. Adjacent Bis-tetrahydrofuranic Acetogenins.

Squamosten-A, a Novel Mono-tetrahydrofuranic Acetogenin with a Double Bond in the Hydrocarbon Chain, from Annona aquamosa L.

Isolation and structure of neoannonin, a novel insecticidal compound from the seeds of Annona squamosa.

Four annonins from Annona squamosa

Asimina triloba

2 references

The absolute configuration of adjacent bis-THF acetogenins and asiminocin, a novel highly potent asimicin isomer from Asimina triloba.

Bullatin and Bullanin: Two Novel, Highly Cytotoxic Acetogenins from Asimina triloba

Goniothalamus cardiopetalus

2 references

Cardiobutanolide, a Styryllactone from Goniothalamus cardiopetalus.

Cardiobutanolide, a styryllactone from Goniothalamus cardiopetalus

Annona emarginata

1 reference

Acetogenins and other compounds from Rollinia emarginata and their antiprotozoal activities

Annona mucosa

3 references

Epomusenins A and B, two acetogenins from fruits of Rollinia mucosa

Tryptamine derived amides and acetogenins from the seeds of Rollinia mucosa

Tryptamine derived amides and acetogenins from the seeds of Rollinia mucosa

Annona neosericea

1 reference

Bistetrahydrofuranoid acetogenins from Rollinia sericea

Uvaria chamae

2 references

Chamuvarinin, an acetogenin bearing a tetrahydropyran ring from the roots of Uvaria chamae

A new adjacent bis-tetrahydrofuran annonaceous acetogenin from the seeds of Uvaria chamae

Uvaria hookeri

1 reference

Antibacterial, antifungal and anthelmintic activities of root barks of Uvaria hookeri and Uvaria narum

Uvaria narum

2 references

Squamocin-28-one and panalicin, two acetogenins from Uvaria narum

Antibacterial, antifungal and anthelmintic activities of root barks of Uvaria hookeri and Uvaria narum

Anomianthus dulcis

1 reference

An Annonaceous acetogenin from the stem of Anomianthus dulcis

Uvaria concava

1 reference

Antibacterial, antifungal and anthelmintic activities of root barks of Uvaria hookeri and Uvaria narum

Annona senegalensis

1 reference

Cytotoxic and antiparasitic activity from Annona senegalensis seeds

Identifiers

InChI

InChI=1S/C37H66O7/c1-3-4-5-15-19-30(38)20-17-22-32(40)34-24-26-36(44-34)35-25-23-33(43-35)31(39)21-16-13-11-9-7-6-8-10-12-14-18-29-27-28(2)42-37(29)41/h27-28,30-36,38-40H,3-26H2,1-2H3/t28-,30-,31+,32-,33+,34+,35+,36+/m0/s1

1 reference

DAEFUOXKPZLQMM-AUDZWCKFSA-N

Squamocin (English)

5 October 2016

2 references

Squamocin (English)

5 October 2016

ChEBI release 2020-09-01

2 references

DAEFUOXKPZLQMM-AUDZWCKFSA-N

Squamocin (English)

5 October 2016

8 April 2021

https://commonchemistry.cas.org/detail?cas_rn=120298-30-8

1 reference

Annonin I (English)

5 October 2016

1 reference

Squamocin (English)

5 October 2016

mapping relation type

2 references

matched by identifier from

English

title

Squamocin (English)

retrieved

5 October 2016

International Chemical Identifier

InChI

InChI=1S/C37H66O7/c1-3-4-5-15-19-30(38)20-17-22-32(40)34-24-26-36(44-34)35-25-23-33(43-35)31(39)21-16-13-11-9-7-6-8-10-12-14-18-29-27-28(2)42-37(29)41/h27-28,30-36,38-40H,3-26H2,1-2H3/t28-,30-,31+,32-,33+,34+,35+,36+/m0/s1

1 reference

Mapping file of InChIStrings, InChIKeys and DTXSIDs for the EPA CompTox Dashboard

SQUAMOCIN (English)

5 October 2016

1 reference

1 reference

DSSTOX compound identifier

0 references

1 reference

Squamocin (English)

5 October 2016

1 reference