Dicentrine

Dicentrine
Identifiers
3D model (JSmol)	Interactive image;
ChemSpider	91532;
PubChem CID	101300;
	InChI InChI=1S/C20H21NO4/c1-21-5-4-11-7-17-20(25-10-24-17)19-13-9-16(23-3)15(22-2)8-12(13)6-14(21)18(11)19/h7-9,14H,4-6,10H2,1-3H3/t14-/m0/s1 Key: YJWBWQWUHVXPNC-AWEZNQCLSA-N;
	SMILES CN1CCc2cc3c(c-4c2[C@@H]1Cc5c4cc(c(c5)OC)OC)OCO3;
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
	Infobox references

Dicentrine is an anticancer compound isolated from Lindera.

S-(+)-Dicentrine is an aporphinic alkaloid found in several plant species, mainly from Lauraceae family, which showed significant antinociceptive activity in an acute model of visceral pain in mice. It has also been shown to reduce spontaneous nociception and attenuating mechanical and cold hypersensitivity, probably via a TRPA1-dependent mechanism.^[1]

References

↑ Montrucchio, Deise Prehs; Córdova, Marina Machado; Santos, Adair Roberto Soares (2013-07-04). "Plant Derived Aporphinic Alkaloid S-(+)-Dicentrine Induces Antinociceptive Effect in Both Acute and Chronic Inflammatory Pain Models: Evidence for a Role of TRPA1 Channels". PLOS ONE. 8 (7): e67730. doi:10.1371/journal.pone.0067730. ISSN 1932-6203. PMC 3701576. PMID 23861794.

Anti-tumor effects of d-dicentrine from the root of Lindera megaphylla

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[1] Montrucchio, Deise Prehs; Córdova, Marina Machado; Santos, Adair Roberto Soares (2013-07-04). "Plant Derived Aporphinic Alkaloid S-(+)-Dicentrine Induces Antinociceptive Effect in Both Acute and Chronic Inflammatory Pain Models: Evidence for a Role of TRPA1 Channels". PLOS ONE. 8 (7): e67730. doi:10.1371/journal.pone.0067730. ISSN 1932-6203. PMC 3701576. PMID 23861794.

Opium components
Alkaloids	16-Hydroxythebaine Berberine Canadine Codamine Coptisine Coreximine Cycloartenol Cycloartenone Cyclolaudenol Dehydroreticuline Dihydrosanguinarine Glaucine Isoboldine Isocorypalmine Laudanidine Magnoflorine Narceine Narceinone Norlaudanosoline Norsanguinarine Oripavine Oxysanguinarine Palaudine Papaverrubine B (O-methyl-porphyroxine) Papaverrubine C (epiporphyroxine) Reticuline Salutaridine (sinoacutine) Sanguinarine Scoulerine Somniferine Stepholidine
Morphine group (Phenanthrenes. Includes opioids)	Codeine Morphine Narcotoline Neopine Perparin Papaverrubine D (porphyroxine) Pseudocodeine Pseudomorphine Thebaine
Isoquinolines	Cotarnine Eupaverine Hydrocotarnine Laudanosine Laudanine Noscapine (narcotine) Papaverine Papaveraldine Xanthaline
Protopine group	α-Allocryptopine α-Fagarine Corycavamine Corycavine Cryptopine Protopine
Tetrahydroprotoberberine group	Corydaline Corybulbine Isocorybulbine Capaurine
Aporphine group	Dicentrine Glaucine Corytuberine Cularine Corydine Isocorydine Bulbocapnine
Phtalide-isoquinolines	Adulmine Bicuculline Bicucine Corlumine
α-Naphthaphenanthridines	Chelidonine β-Homochelidonoine Chelerythrine Sanguinarine
Other components	Meconic acid

Identifiers

3D model (JSmol)	Interactive image
ChemSpider	91532
PubChem CID	101300
InChI InChI=1S/C20H21NO4/c1-21-5-4-11-7-17-20(25-10-24-17)19-13-9-16(23-3)15(22-2)8-12(13)6-14(21)18(11)19/h7-9,14H,4-6,10H2,1-3H3/t14-/m0/s1 Key: YJWBWQWUHVXPNC-AWEZNQCLSA-N
SMILES CN1CCc2cc3c(c-4c2[C@@H]1Cc5c4cc(c(c5)OC)OC)OCO3
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references