(Q27105167)

English

reynosin

chemical compound

(3aS)-3a,4,5,5a,6,7,8,9,9abeta,9balpha-decahydro-6alpha-hydroxy-5aalpha-methyl-3,9-bis(methylene)naphtho[1,2-b]furan-2(3H)-one
(3aS,9abeta,9balpha)-3a,4,5,5a,6,7,8,9,9a,9b-decahydro-6alpha-hydroxy-5aalpha-methyl-3,9-bis(methylene)naphtho[1,2-b]furan-2(3H)-one
(+)-reynosin

In more languages

Statements

type of chemical entity

0 references

eudesmane sesquiterpenoid

0 references

248.141245±0 dalton

1 reference

language of work or name

Reynosin (English)

5 October 2016

stereoisomer of

(3aR,5aR,6R,9aS,9bS)-6-hydroxy-5a-methyl-3,9-dimethylidene-3a,4,5,6,7,8,9a,9b-octahydrobenzo[g][1]benzofuran-2-one

2 references

based on heuristic

inferred from InChIKey

based on heuristic

inferred from InChI

(3aR,5aS,6R,9aS,9bR)-6-hydroxy-5a-methyl-3,9-dimethylidene-3a,4,5,6,7,8,9a,9b-octahydrobenzo[g][1]benzofuran-2-one

2 references

based on heuristic

inferred from InChIKey

based on heuristic

inferred from InChI

(3aS,5aR,6S,9aS,9bS)-6-hydroxy-5a-methyl-3,9-dimethylidene-3a,4,5,6,7,8,9a,9b-octahydrobenzo[g][1]benzofuran-2-one

2 references

based on heuristic

inferred from InChIKey

based on heuristic

inferred from InChI

(3aS,5aS,6S,9aR,9bR)-6-hydroxy-5a-methyl-3,9-dimethylidene-3a,4,5,6,7,8,9a,9b-octahydrobenzo[g][1]benzofuran-2-one

1 reference

based on heuristic

inferred from InChI

chemical formula

C₁₅H₂₀O₃

1 reference

language of work or name

Reynosin (English)

5 October 2016

canonical SMILES

CC12CCC3C(C1C(=C)CCC2O)OC(=O)C3=C

1 reference

language of work or name

Reynosin (English)

5 October 2016

isomeric SMILES

C[C@@]12CC[C@@H]3[C@@H]([C@H]1C(=C)CC[C@H]2O)OC(=O)C3=C

1 reference

language of work or name

Reynosin (English)

5 October 2016

Anthemis macedonica

1 reference

Sesquiterpene lactones as chemotaxonomic markers in genus Anthemis

Eriocephalus kingesii

1 reference

Sesquiterpene lactones and other constituents from Eriocephalus species

Eupatorium capillifolium

1 reference

Flavonoids and sesquiterpenoids, constituents from Eupatorium capillifolium, found in a screening study guided by cell growth inhibitory activity

Gonospermum elegans

1 reference

Sesquiterpenoid derivatives from Gonospermum elegans and their cytotoxic activity for HL-60 human promyelocytic cells.

Tanacetum vulgare

2 references

Composition of the essential oil ofTanacetum vulgare

On terpenes. CCXXIX. Structure of sesquiterpenic lactones from Tanacetum vulgare L.

Brocchia cinerea

1 reference

Further glaucolides and other sesquiterpene lactones from Brocchia cinerea

Sonchus macrocarpus

1 reference

Sesquiterpene lactones from Sonchus macrocarpus

Achillea micrantha

2 references

Sesquiterpene lactones from Achillea micrantha

Sesquiterpene lactones from Achillea micrantha

Argyranthemum adauctum

1 reference

Sesquiterpenes and acetylenes from Argyranthemum adauctum ssp. jacobaeifolium

Artemisia anomala

1 reference

Artanomaloide, a dimeric guaianolide and phenylalanine derivatives from Artemisia anomala

Artemisia feddei

1 reference

Sesquiterpene Lactones and Other Constituents from Artemisia feddei

Artemisia lancea

1 reference

Sesquiterpene Lactones and Other Constituents from Artemisia feddei

Artemisia hispanica

1 reference

Sesquiterpene lactones from Artemisia hispanica

Artemisia schmidtiana

1 reference

11β,13-Dihydroguaianolides from Artemisia douglasiana and a thiophene acetylene from A. schmidtiana

Artemisia umbelliformis

1 reference

Genepolide, a sesterpene gamma-lactone with a novel carbon skeleton from mountain wormwood (Artemisia umbelliformis).

Artemisia verlotorum

1 reference

Sesquiterpene lactones from Artemisia species

Symphyotrichum subulatum var. squamatum

1 reference

PHYTOCHEMICAL STUDIES ON ASTER SQUAMATUS L. PART II: Sesquiterpene Lactones, Triterpenes and Sterols Present in the Flowers

Bishopanthus soliceps

1 reference

Highly oxygenated guaianolides from Bishopanthus soliceps

Centaurea kurdica

1 reference

Sesquiterpene lactones from Centaurea hermannii

Centaurea uniflora

1 reference

Sesquiterpene lactones from Centaurea uniflora subsp. Nervosa

1 reference

Further glaucolides and other sesquiterpene lactones from Brocchia cinerea

Echinops pappii

1 reference

Polyacetylenic thiophenes and terpenoids from the roots of Echinops pappii

Gonospermum canariense

1 reference

Sesquiterpene lactones and other constituents of Gonospermum canariense

Inula macrophylla

1 reference

A bis-sesquiterpene and sesquiterpenolides from Inula macrophylla.

Rudbeckia subtomentosa

1 reference

Sesquiterpene lactones and lignanes from Rudbeckia species

Tanacetum parthenium

3 references

3,4-β-Epoxy-8-deoxycumambrin B, A sesquiterpene lactone from Tanacetum parthenium

Comparative study of Tanacetum species growing in Bulgaria.

Sesquiterpene lactones and other constituents from Tanacetum parthenium

Tanacetum praeteritum

2 references

Sesquiterpene lactones from Tanacetum praeteritum

Cytotoxic and antibacterial activities of sesquiterpene lactones isolated from Tanacetum praeteritum subsp. praeteritum

1 reference

Chemical constituents of two Chinese Magnoliaceae plants, Tsoongiodendron odorum and Manglietiastrum sinicum, and their inhibition of platelet aggregation

Eremanthus erythropappus

1 reference

Selective Extraction of α-Methylene-γ-Lactones. Reinvestigation of Vanillosmopsis erythropappa

Lepidaploa sagraeana

1 reference

Sesquiterpenic Lactones of Some Species of Genus Vernonia SCHREB.

Dolomiaea souliei

1 reference

Sesquiterpene lactones from Vladimiria souliei

Warionia saharae

1 reference

New cytotoxic sesquiterpene lactones from Warionia saharae

Ambrosia confertiflora

1 reference

Sesquiterpene lactones from Ambrosia confertiflora (Compositae)

Artemisia rutifolia

1 reference

Sesquiterpene lactones from Artemisia rutifolia

Gonospermum fruticosum

1 reference

Chemotaxonomy of Gonospermum and related genera

Lactuca floridana

1 reference

Biosynthetic studies of lactucin derivatives in hairy root cultures of lactuca floridana

Schistostephium rotundifolium

1 reference

Sesquiterpene lactones and other constituents from Schistostephium species

Artemisia verlotiorum

1 reference

Sesquiterpene lactones from Artemisia species

Dolomiaea costus

4 references

Cytotoxic sesquiterpene lactones from the root of Saussurea lappa

Inhibitory effect of sesquiterpene lactones from Saussurea lappa on tumor necrosis factor-alpha production in murine macrophage-like cells

Reynosin from Sassurea lappa as inhibitor on CINC-1 induction in LPS-stimulated NRK-52E cells

Melanogenesis inhibitory compounds from Saussureae Radix

Magnolia grandiflora

1 reference

Cytotoxic sesquiterpenoids from the leaves of Magnolia grandiflora

Cotula cinereum

1 reference

Further glaucolides and other sesquiterpene lactones from Brocchia cinerea

Stevia chamaedrys

1 reference

Guaianolides and other constituents from Stevia species

1 reference

New sesquiterpene lactones from Laurus nobilis leaves as inhibitors of nitric oxide production

Ainsliaea uniflora

1 reference

Sesquiterpene lactones from Diaspananthus uniflorus (SCH. BIP.) KITAM.

Artemisia biennis

1 reference

Sesquiterpene lactones from Artemisia hispanica

Artemisia aethiopica

1 reference

Sesquiterpene lactones from Artemisia hispanica

1 reference

A bis-sesquiterpene and sesquiterpenolides from Inula macrophylla.

Identifiers

InChI=1S/C15H20O3/c1-8-4-5-11(16)15(3)7-6-10-9(2)14(17)18-13(10)12(8)15/h10-13,16H,1-2,4-7H2,3H3/t10-,11+,12+,13-,15-/m0/s1

1 reference

language of work or name

Reynosin (English)

5 October 2016

FKBUODICGDOIGB-PFFFPCNUSA-N

2 references

language of work or name

Reynosin (English)

5 October 2016

ChEBI release 2020-09-01

CAS Registry Number

2 references

language of work or name

reynosin (English)

5 October 2016

FKBUODICGDOIGB-PFFFPCNUSA-N

CAS Common Chemistry

9 April 2021

https://commonchemistry.cas.org/detail?cas_rn=28254-53-7

1 reference

language of work or name

(3aS,5aR,6R,9aS,9bS)-6-hydroxy-5a-methyl-3,9-dimethylidenedecahydronaphtho[1,2-b]furan-2(3H)-one (English)

5 October 2016

2 references

language of work or name

Reynosin (English)

5 October 2016

matched by identifier from

FKBUODICGDOIGB-PFFFPCNUSA-N

Reaxys registry number

1621245

1 reference

language of work or name

reynosin (English)

5 October 2016

mapping relation type

2 references

language of work or name

reynosin (English)

5 October 2016

matched by identifier from

International Chemical Identifier

InChI=1S/C15H20O3/c1-8-4-5-11(16)15(3)7-6-10-9(2)14(17)18-13(10)12(8)15/h10-13,16H,1-2,4-7H2,3H3/t10-,11+,12+,13-,15-/m0/s1

1 reference

language of work or name

REYNOSIN (English)

5 October 2016

2 references

based on heuristic

inferred from InChIKey

matched by identifier from

FKBUODICGDOIGB-PFFFPCNUSA-N

UniChem compound ID

1 reference

splash10-0abi-0900000000-aa0bddc2362b7cb980a0

0 references

DSSTox substance ID

0 references

DSSTOX compound identifier

DTXCID501379110

0 references

0 references

2 references

Global Substance Registration System

language of work or name

REYNOSIN (English)

5 October 2016

matched by identifier from

FKBUODICGDOIGB-PFFFPCNUSA-N

Sitelinks

Wikipedia(0 entries)

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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