Strictosamide (Q27149725)

inferred from SMILES

mass

498.2 dalton

1 reference

Strictosamide (English)

5H-Indolo[2,3-a]pyrano[3,4-g]quinolizin-5-one, 1-ethenyl-2-(|A-D-glucopyranosyloxy)-1,2,7,8,13,13b,14,14a-octahydro-, (1R,2S,13bS,14aS)-

8 October 2016

stereoisomer of

2 references

inferred from InChIKey

(1R,18S,19R,20S)-19-ethenyl-18-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-17-oxa-3,13-diazapentacyclo[11.8.0.0²,¹⁰.0⁴,⁹.0¹⁵,²⁰]henicosa-2(10),4,6,8,15-pentaen-14-one

1 reference

(1S,18S,19S,20S)-19-ethenyl-18-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4,6,8,15-pentaen-14-one

1 reference

(1R,18S,19S,20S)-19-ethenyl-18-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4,6,8,15-pentaen-14-one

1 reference

chemical formula

C₂₆H₃₀N₂O₈

1 reference

Strictosamide (English)

8 October 2016

canonical SMILES

C=CC1C2CC3C4=C(CCN3C(=O)C2=COC1OC5C(C(C(C(O5)CO)O)O)O)C6=CC=CC=C6N4

1 reference

Strictosamide (English)

8 October 2016

isomeric SMILES

C=C[C@@H]1[C@@H]2C[C@H]3C4=C(CCN3C(=O)C2=CO[C@H]1O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C6=CC=CC=C6N4

1 reference

Alkaloids from Rhazya stricta

Strictosamide (English)

8 October 2016

1 reference

Nauclea orientalis

4 references

New indole alkaloid glycosides from Nauclea orientalis

New indole alkaloids from the bark of Alstonia scholaris

Isolation, Partial Synthesis and Stereochemical Study of 10-Hydroxystrictosamide, a Constituent of Nauclea orientalis in Thailand

New indole alkaloids from the bark of Nauclea orientalis

Ophiorrhiza liukiuensis

2 references

Camptothecins and two new monoterpene glucosides from Ophiorrhiza liukiuensis

Camptothecins and Two New Monoterpene Glucosides from Ophiorrhiza liukiuensis.

Sinoadina racemosa

2 references

Six Secoiridoid Glucosides from Jasminum polyanthum.

Six secoiridoid glucosides from Adina racemosa

Mostuea brunonis

2 references

20-O-beta-glucopyranosyl camptothecin from mostuea brunonis: A potential camptothecin pro-drug with improved solubility

20-O-beta-glucopyranosyl camptothecin from mostuea brunonis: A potential camptothecin pro-drug with improved solubility

Nauclea latifolia

4 references

Naucleamides A—E, New Monoterpene Indole Alkaloids from Nauclea latifolia.

New indole alkaloids from Sarcocephalus latifolius.

Naucleamides A-E, new monoterpene indole alkaloids from Nauclea latifolia

Isolation of strictosidine (isovincoside) lactam from Nauclea latifolia

Nauclea pobeguinii

2 references

Constituants des Ecorces de Racine de Nauclea pobeguinii

Valeur de la forět des Marais Tanoé-Ehy (sudest de la COTE D'IVOIRE) pour la conservation: dimension socio-anthropologique

Neonauclea sessilifolia

2 references

Two chromone-secoiridoid glycosides and three indole alkaloid glycosides from Neonauclea sessilifolia

Two chromone-secoiridoid glycosides and three indole alkaloid glycosides from Neonauclea sessilifolia

Ochrosia acuminata

2 references

New indole alkaloids from the roots of Ochrosia acuminata

New Indole Alkaloids from the Roots of Ochrosia acuminata

Ophiorrhiza pumila

4 references

Constituents of regenerated plants of Ophiorrhiza pumila; formation of a new glycocamptothecin and predominant formation of (3R)-deoxypumiloside over (3S)-congener

Constituents of regenerated plants of Ophiorrhiza pumila; formation of a new glycocamptothecin and predominant formation of (3R)-deoxypumiloside over (3S)-congener

Psychotria bahiensis

3 references

Novel bis(monoterpenoid) indole alkaloids from Psychotria bahiensis

Novel bis(monoterpenoid) indole alkaloids from Psychotria bahiensis

1 reference

Indole monoterpene alkaloids from leaves of Psychotria suterella Müll. Arg. (Rubiaceae)

Simira mexicana

1 reference

Alkaloids from Gelsemium elegans

Cephalanthus occidentalis

1 reference

Six new triterpenoid saponins from the root and stem bark of Cephalanthus occidentalis

Cinnamodendron axillare

1 reference

Paratunamides A-D, oxindole alkaloids from Cinnamodendron axillare

Psychotria prunifolia

1 reference

Quaternary β-carboline alkaloids from Psychotria prunifolia (Kunth) Steyerm.

Rauvolfia serpentina

1 reference

Divergence of the indole alkaloid pattern in two somatic hybrid plant cell subcultures of Rauvolfia serpentina x Rhazya stricta

Uncaria rhynchophylla

2 references

Alkaloids from the leaves of Uncaria rhynchophylla and their inhibitory activity on NO production in lipopolysaccharide-activated microglia

Studies on plants containing indole alkaloids. VIII. Indole alkaloid glycosides and other constituents of the leaves of Uncaria rhynchophylla Miq.

Palicourea prunifolia

2 references

Quaternary β-carboline alkaloids from Psychotria prunifolia (Kunth) Steyerm.

2 references

Camptothecins and two new monoterpene glucosides from Ophiorrhiza liukiuensis

Camptothecins and Two New Monoterpene Glucosides from Ophiorrhiza liukiuensis.

Amsonia orientalis

1 reference

Flavonoid glycosides from Rhazya orientalis

Melodinus axillaris

1 reference

Phytochemical and Pharmacological Properties of the Genus Melodinus – A Review

Vinca porno

1 reference

Indole alkaloids from cultivated Vinca major

Palicourea acuminata

1 reference

Chemodiversity of tryptamine-derived alkaloids in six Costa Rican Palicourea species (Rubiaceae-Palicoureeae).

Palicourea winkleri

1 reference

Chemodiversity of tryptamine-derived alkaloids in six Costa Rican Palicourea species (Rubiaceae-Palicoureeae).

Nauclea officinalis

1 reference

In vivo anti-inflammatory and analgesic activities of strictosamide from Nauclea officinalis

Palicourea dichroa

2 references

Alkaloids from Cephaelis dichroa

Quinoline alkaloids from Psychotria glomerulata

Identifiers

InChI

InChI=1S/C26H30N2O8/c1-2-12-15-9-18-20-14(13-5-3-4-6-17(13)27-20)7-8-28(18)24(33)16(15)11-34-25(12)36-26-23(32)22(31)21(30)19(10-29)35-26/h2-6,11-12,15,18-19,21-23,25-27,29-32H,1,7-10H2/t12-,15+,18+,19-,21-,22+,23-,25+,26+/m1/s1

1 reference

Strictosamide (English)

8 October 2016

2 references

Strictosamide (English)

8 October 2016

ChEBI release 2020-09-01

CAS Registry Number

23141-25-5

1 reference

https://commonchemistry.cas.org/detail?cas_rn=23141-25-5

8 April 2021

1 reference

(15beta,16alpha,17beta)-21-Oxo-16-vinyl-19,20-didehydro-18-oxayohimban-17-yl beta-D-glucopyranoside (English)

8 October 2016

2 references

Strictosamide (English)

matched by identifier from

8 October 2016

ChEBI ID

80684

mapping relation type

2 references

Strictosamide (English)

matched by identifier from

8 October 2016

International Chemical Identifier

InChI

InChI=1S/C26H30N2O8/c1-2-12-15-9-18-20-14(13-5-3-4-6-17(13)27-20)7-8-28(18)24(33)16(15)11-34-25(12)36-26-23(32)22(31)21(30)19(10-29)35-26/h2-6,11-12,15,18-19,21-23,25-27,29-32H,1,7-10H2/t12-,15+,18+,19-,21-,22+,23-,25+,26+/m1/s1

1 reference

2 references

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

matched by identifier from

DSSTOX compound identifier

0 references

0 references

1 reference

Strictosamide (English)