DELPHININE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C33H45NO9
Molecular Weight	599.7117
Optical Activity	UNSPECIFIED
Defined Stereocenters	13 / 13
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@@]12C[C@@]3(O)[C@H](OC(=O)C4=CC=CC=C4)[C@]1([H])[C@@](C[C@@H]3OC)(OC(C)=O)[C@@]5([H])[C@H](OC)[C@@]6([H])[C@@]27[C@H](CC[C@@]6(COC)CN(C)[C@]57[H])OC

InChI

InChIKey=REVYTWNGZDPRKE-KESPAZQLSA-N

InChI=1S/C33H45NO9/c1-18(35)43-32-15-22(40-5)31(37)14-20(23(32)28(31)42-29(36)19-10-8-7-9-11-19)33-21(39-4)12-13-30(17-38-3)16-34(2)27(33)24(32)25(41-6)26(30)33/h7-11,20-28,37H,12-17H2,1-6H3/t20-,21+,22+,23-,24+,25+,26-,27+,28-,30+,31+,32-,33+/m1/s1

HIDE SMILES / InChI

Molecular Formula	C33H45NO9
Molecular Weight	599.7117
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	11 / 13
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/29932096 | https://www.ncbi.nlm.nih.gov/pubmed/10978212 | https://www.ncbi.nlm.nih.gov/pubmed/13747515 | https://www.ncbi.nlm.nih.gov/pubmed/18201930

Delphinine is a toxic diterpenoid alkaloid from the plants Delphinium (larkspur) and Atragene (a clematis). In ancient times delphinine was used as a treatment of lice. In vivo experiments showed that focal application of delphinine causes cardiac arrhythmias, most likely due to modulation of voltage-gated Na+ channels.

Approval Year

Substance Class	Chemical Created by `admin` on `Fri Dec 15 17:14:38 GMT 2023` Edited by `admin` on `Fri Dec 15 17:14:38 GMT 2023`
Record UNII	IN41I78D7R
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

DELPHININE

Common Name

English

DELPHININE [MI]

Common Name

English

(1.ALPHA.,6.ALPHA.,14.ALPHA.,16.BETA.)-1,6,16-TRIMETHOXY-4-(METHOXYMETHYL)-20-METHYLACONITANE-8,13,14-TRIOL 8-ACETATE 14-BENZOATE

Common Name

English

DELPHININUM

Common Name

English

NSC-56463

Code

English

DELPHININUM [HPUS]

Common Name

English

Code System Code Type Description

EPA CompTox

DTXSID50971478