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Merck
CN

SML3860

Sigma-Aldrich

Conolidine

≥98% (HPLC)

Synonym(s):

(+)-Conolidine, (+)-Ervaticine, (2R,4E,5S)-4-Ethylidene-1,4,5,7-tetrahydro-2,5-ethano-2H-azocino[4,3-b]indol-6(3H)-one, Ervaticine

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About This Item

Empirical Formula (Hill Notation):
C17H18N2O
CAS Number:
100414-81-1
Molecular Weight:
266.34
UNSPSC Code:
51111800
NACRES:
NA.77

Key Documents

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Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: >2 mg/mL, clear

storage temp.

-10 to -25°C

SMILES string

O=C(C1=C(C[N@](CC2)C/3)C4=C(C=CC=C4)N1)[C@@H]2C3=C(C)\[H]

InChI

1S/C17H18N2O/c1-2-11-9-19-8-7-12(11)17(20)16-14(10-19)13-5-3-4-6-15(13)18-16/h2-6,12,18H,7-10H2,1H3/b11-2-/t12-/m0/s1

InChI key

DBGBUYFOJXOYNY-RENATIMJSA-N

Related Categories

Biochem/physiol Actions

Natural analgesic that induces pain relieve though activation of atypical scavenger receptor for chemokines and opioid peptides ACKR3 (CXCR7).



Conolidine is a natural analgesic isolated from tropical flowering shrub Tabernaemontana divaricate, which exhibits potent analgesia in in vivo models of tonic and persistent pain. Conolidine induces pain relieve though activation of atypical scavenger receptor for chemokines and opioid peptides ACKR3 (CXCR7). It appears that conolidine inhibits scavenging functions of ACKR3 therefore increasing levels of endogenous opioid peptides.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000331166

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Conolidine: A Novel Plant Extract for Chronic Pain
Amber N Edinoff
Anesthesiology Keywords Review, 11(6) (2021)
The natural analgesic conolidine targets the newly identified opioid scavenger ACKR3/CXCR7.
Martyna Szpakowska et al.
Signal transduction and targeted therapy, 6(1), 209-209 (2021-06-03)
Saori Naoe et al.
The Journal of organic chemistry, 81(13), 5690-5698 (2016-06-09)
A total synthesis of (+)-conolidine has been achieved via the gold(I)-catalyzed cascade cyclization of a conjugated enyne. Remarkably, this strategy allowed for the simultaneous formation of the indole ring and the ethylidene-substituted piperidine moiety of (+)-conolidine under homogeneous gold catalysis

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