(Q27107597)

Oxyacanthine (English)

(1S,14R)-20,21,25-trimethoxy-15,30-dimethyl-8,23-dioxa-15,30-diazaheptacyclo[22.6.2.29,12.13,7.114,18.027,31.022,33]hexatriaconta-3(36),4,6,9(35),10,12(34),18,20,22(33),24,26,31-dodecaen-6-ol

5 October 2016

stereoisomer of

2 references

based on heuristic

inferred from InChIKey

2 references

inferred from InChIKey

based on heuristic

inferred from InChI

chemical formula

C₃₇H₄₀N₂O₆

1 reference

Oxyacanthine (English)

5 October 2016

canonical SMILES

CN1CCC2=CC(=C(C3=C2C1CC4=CC=C(C=C4)OC5=C(C=CC(=C5)CC6C7=CC(=C(C=C7CCN6C)OC)O3)O)OC)OC

1 reference

Oxyacanthine (English)

5 October 2016

isomeric SMILES

CN1CCC2=CC(=C(C3=C2[C@@H]1CC4=CC=C(C=C4)OC5=C(C=CC(=C5)C[C@@H]6C7=CC(=C(C=C7CCN6C)OC)O3)O)OC)OC

1 reference

Antibacterial Activity and Alkaloid Content ofBerberis thunbergii,Berberis vulgarisandHydrastis canadensis

Oxyacanthine (English)

5 October 2016

4 references

Berberis alkaloids. XL. An investigation of the alkaloids ofBerberis thunbergii

Über die Alkaloide der Berberis Thumbergii, D C. var. Maximowiczii, Franch. I. Mitteilung

Über die alkaloidc von Berberis Thumbergü, DC. Var. Maximowiczü, Frcmch. (I. Mitteilung)

Daphnandra dielsii

1 reference

Nortenuipine-2'b-N-oxide, a New Bisbenzylisoquinoline Alkaloid from Daphnandra dielsii

Berberis orthobotrys

1 reference

New Alkaloids From Berberis orthobotrys

Berberis heteropoda

4 references

Berberis alkaloids. XVI. Structure of berpodine

Berberis alkaloids. XVII. Investigation of the alkaloids of Berberis heteropoda

Berberis alkaloids XIII. An investigation of the alkaloids of Berberis heteropoda

Über die Alkaloide von Berberis heteropoda

Berberis sibirica

2 references

Berberis alkaloids. XXIX. An investigation of the alkaloids ofBerberis sibirica

1 reference

Berberis alkaloids. XXVI. An investigation of the alkaloids ofBerberis amurensis

Berberis nummularia

7 references

Berberis alkaloids. XXIV. Structure of bernumine

Berberis alkaloids. XXV. Structures of bernumidine and bernumicine

Berberis alkaloids

Berberis alkaloids. XXX. Dynamics of the accumulation of the alkaloids ofBerberis integerrima andB. nummularia

Berberis alkaloids XXXV. The structure of nummularine

Bisbenzylisoquinoline alkaloids in Berberis cell cultures

Berberis alkaloids XXXV. The structure of nummularine

Berberis densiflora

1 reference

Berberis alkaloids XXXIX. New alkaloids fromB. densiflora

Berberis heterobotrys

1 reference

2 references

Alkaloids of Anatolian Thalictrum minus var. majus

Alkaloids of Anatolian Thalictrum sultanabadense

Berberis beaniana

1 reference

Bisbenzylisoquinoline alkaloids in Berberis cell cultures

Berberis boliviana

1 reference

Alkaloidal Content of Four Berberis Species. Structure of Berberilaurine, a New Bisbenzyltetrahydroisoquinoline

Berberis canadensis

1 reference

Bisbenzylisoquinoline alkaloids in Berberis cell cultures

Berberis cerasina

1 reference

Bisbenzylisoquinoline alkaloids in Berberis cell cultures

Berberis chitria

1 reference

Isoquinoline derived alkaloids from Berberis chitria

Berberis crataegina

3 references

Alkaloids ofBerberis crataegina

A comparative study on the anti-inflammatory, antinociceptive and antipyretic effects of isoquinoline alkaloids from the roots of Turkish Berberis species.

A comparative study on the anti-inflammatory, antinociceptive and antipyretic effects of isoquinoline alkaloids from the roots of Turkish Berberis species.

Berberis cretica

1 reference

Corydinemethine: a New Phenanthrene Alkaloid from Berberis cretica

Berberis fendleri

1 reference

Staphylococcus aureus MDR efflux pump inhibitors from a Berberis and a Mahonia (sensu strictu) species.

2 references

Gandharamine: A New Benzylisoquinoline Alkaloid from Berberis baluchistanica

Berberis empetrifolia

1 reference

Bisbenzylisoquinoline alkaloids in Berberis cell cultures

Berberis stolonifera

1 reference

Bisbenzylisoquinoline alkaloids in Berberis cell cultures

Berberis taliensis

1 reference

Bisbenzylisoquinoline alkaloids in Berberis cell cultures

Berberis wilsoniae

1 reference

Bisbenzylisoquinoline alkaloids in Berberis cell cultures

Dehaasia incrassata

1 reference

Alkaloids from Dehaasia incrassata

Laurelia sempervirens

1 reference

Bisbenzylisoquinoline Alkaloids of Laurelia sempervirens

Stephania cephalantha

1 reference

Alkaloidal Constituents of the Tubers of Stephania cepharantha Cultivated in Japan: Structure of 3,4-Dehydrocycleanine, a New Bisbenzylisoquinoline Alkaloid.

Thalictrum cultratum

1 reference

Nine Bisbenzylisoquinoline Alkaloids from Thalictrum cultratum

Daphnandra johnsonii

1 reference

Alkaloids of Daphnandra johnsonii

Berberis vulgaris

7 references

Antibacterial Activity and Alkaloid Content ofBerberis thunbergii,Berberis vulgarisandHydrastis canadensis

Isoquinoline alkaloids from Berberis Vulgaris subsp. Australis

Berberis alkaloids. XXXIII. Investigations of the alkaloids ofBerberis vulgaris

Quaternary Isoquinoline Alkaloids and Some Diterpenoid Alkaloids in Plants of the Czech Republic

Study on the anti-inflammatory action of Berberis vulgaris root extract, alkaloid fractions and pure alkaloids

Berberis vulgaris Linn.

Pharmacological and therapeutic effects of Berberis vulgaris and its active constituent, berberine

Mahonia aquifolium

6 references

Alkaloids from aerial parts of Stephania longa

Pharmacological and therapeutic effects of Berberis vulgaris and its active constituent, berberine

Beiträge zur Kenntnis der Alkaloide von Berberis aquifolium

Analytical and pharmacological studies on Mahonia aquifolium

The antipsoriatic Mahonia aquifolium and its active constituents; II. Antiproliferative activity against cell growth of human keratinocytes

Effect of bisbenzylisoquinoline alkaloids from Mahonia aquifolium on the isolated rat aorta.

Berberis turcomanica

2 references

Berberis Alkaloids XXXVIII. Turcamine ? A new isoquinoline alkaloid fromBerberis turcomanica

Berberis alkaloids XXXV. An Investigation ofBerberis turcomanica

Berberis integerrima

9 references

Berberis alkaloids XXXIX. New alkaloids fromB. densiflora

Berberis alkaloids. XXI. Intebrine ? A new N-benzylisoquinoline alkaloid from Berberis integerrima

Berberis alkaloids. XXII. Interbrinine and intebrimine ? New alkaloids from Berberis integerrima

Berberis alkaloids XXXII. Berberal — A new alkaloid fromBerberis heterobotrys

Berberis alkaloids 2?-N-methylberbamine fromBerberis oblonga

Berberis alkaloids XIV. Dynamics of the accumulation of alkaloids in Berberis oblonga

Berberis alkaloids. XXX. Dynamics of the accumulation of the alkaloids ofBerberis integerrima andB. nummularia

BerberisAlkaloids. XLI. Alkaloids from Leaves of CultivatedBerberis oblonga

5 references

Berberis alkaloids XXXII. Berberal — A new alkaloid fromBerberis heterobotrys

Berberis alkaloids 2?-N-methylberbamine fromBerberis oblonga

Berberis alkaloids XIV. Dynamics of the accumulation of alkaloids in Berberis oblonga

BerberisAlkaloids. XLI. Alkaloids from Leaves of CultivatedBerberis oblonga

Berberis repens

1 reference

Alkaloids of Mahonia repens With A Brief Review of Previous Work in the Genus Mahonia

Identifiers

InChI

InChI=1S/C37H40N2O6/c1-38-14-12-24-19-32(41-3)33-21-27(24)28(38)17-23-8-11-30(40)31(18-23)44-26-9-6-22(7-10-26)16-29-35-25(13-15-39(29)2)20-34(42-4)36(43-5)37(35)45-33/h6-11,18-21,28-29,40H,12-17H2,1-5H3/t28-,29+/m1/s1

1 reference

Oxyacanthine (English)

HGNHIFJNOKGSKI-WDYNHAJCSA-N

5 October 2016

InChIKey

2 references

Oxyacanthine (English)

5 October 2016

ChEBI release 2020-09-01

2 references

oxyacanthine (English)

HGNHIFJNOKGSKI-WDYNHAJCSA-N

5 October 2016

InChIKey

10 April 2021

https://commonchemistry.cas.org/detail?cas_rn=548-40-3

1 reference

Vinetine (English)

5 October 2016

1 reference

Oxyacanthine (English)

5 October 2016

Reaxys registry number

78855

1 reference

oxyacanthine (English)

5 October 2016

ChEBI ID

7853

mapping relation type

1 reference

oxyacanthine (English)

5 October 2016

1 reference

DSSTOX compound identifier

AROMOLINE (English)

5 October 2016

1 reference

0 references

0 references

0 references

208-946-8

1 reference

ECHA Substance Infocard database

ECHA Substance Infocard ID

100.008.134

27 December 2018

ECHA Substance Infocard ID

Oxyacanthine (English)

quotation

CAS no.: 548-40-3 (English)

100.008.134

1 reference

ECHA Substance Infocard database

ECHA Substance Infocard ID

100.008.134

27 December 2018

Oxyacanthine (English)

quotation

CAS no.: 548-40-3 (English)

1 reference

oxyacanthine (English)

5 October 2016

0 references

1 reference

oxyacanthine (English)