RYANIA

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C25H35NO9
Molecular Weight	493.5467
Optical Activity	UNSPECIFIED
Defined Stereocenters	11 / 11
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(C)[C@@]1(O)[C@@H](OC(=O)C2=CC=CN2)[C@@]3(O)[C@@]4(C)C[C@]5(O)O[C@@]6([C@H](O)[C@@H](C)CC[C@]46O)[C@@]3(O)[C@]15C

InChI

InChIKey=JJSYXNQGLHBRRK-YSOSZROBSA-N

InChI=1S/C25H35NO9/c1-12(2)22(31)17(34-16(28)14-7-6-10-26-14)23(32)18(4)11-21(30)19(22,5)25(23,33)24(35-21)15(27)13(3)8-9-20(18,24)29/h6-7,10,12-13,15,17,26-27,29-33H,8-9,11H2,1-5H3/t13-,15+,17+,18-,19-,20-,21-,22+,23+,24+,25+/m0/s1

HIDE SMILES / InChI

Molecular Formula	C25H35NO9
Molecular Weight	493.5467
Charge	0
Count

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

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/3985981 | https://www.ncbi.nlm.nih.gov/pubmed/9085309

Ryanodine (or ryania), a natural product found in members of the genusRyania and was previously used in insecticides. Its properties and biological actions have permitted the identification and molecular characterization of a family of intracellular Ca2+ release channels, now commonly termed the ryanodine receptors. Ryanodine binds with high affinity to the ryanodine receptors to modulate intracellular Ca2+ release, depending on the concentration used

Approval Year

Targets

Primary Target	Pharmacology	Potency
Ryanodine receptor 1 4 Target ID: P21817 Gene ID: 6261.0 Gene Symbol: RYR1 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/3985981	Binding Agent 1076	11.3 nM [Kd]
Ryanodine receptor 2 1 Target ID: Q92736 Gene ID: 6262.0 Gene Symbol: RYR2 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/3985981	Binding Agent 1076
Ryanodine receptor 3 1 Target ID: Q15413 Gene ID: 6263.0 Gene Symbol: RYR3 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/9718083	Binding Agent 1076

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2596

PubMed

Title	Date	PubMed
Structure-activity relationship of selected meta- and para-hydroxylated non-dioxin like polychlorinated biphenyls: from single RyR1 channels to muscle dysfunction.	2013-12	24014653
The calcium signaling pathway regulates leydig cell steroidogenesis through a transcriptional cascade involving the nuclear receptor NR4A1 and the steroidogenic acute regulatory protein.	2013-01	23183170
Para- and ortho-substitutions are key determinants of polybrominated diphenyl ether activity toward ryanodine receptors and neurotoxicity.	2011-04	21106467
Ryanodine receptor-2 upregulation and nicotine-mediated plasticity.	2011-01-05	21113126
Lysosome-dependent Ca(2+) release response to Fas activation in coronary arterial myocytes through NAADP: evidence from CD38 gene knockouts.	2010-05	20200208
Enantiomeric specificity of (-)-2,2',3,3',6,6'-hexachlorobiphenyl toward ryanodine receptor types 1 and 2.	2009-01	18954145
In vitro biologic activities of the antimicrobials triclocarban, its analogs, and triclosan in bioassay screens: receptor-based bioassay screens.	2008-09	18795164
FK506 binding protein 12/12.6 depletion increases endothelial nitric oxide synthase threonine 495 phosphorylation and blood pressure.	2007-03	17261647
Doxorubicin-induced reactive oxygen species generation and intracellular Ca2+ increase are reciprocally modulated in rat cardiomyocytes.	2006-10-31	17079870
Calcium transients regulate titin organization during myofibrillogenesis.	2005-03	15662726
Doxorubicin cardiac dysfunction: effects on calcium regulatory proteins, sarcoplasmic reticulum, and triiodothyronine.	2005	16244372
Endothelin B receptor Ca2+ signaling in shark vascular smooth muscle: participation of inositol trisphosphate and ryanodine receptors.	2004-09	15326217
Calcium transients regulate patterned actin assembly during myofibrillogenesis.	2004-02	14745949
Dantrolene inhibition of ryanodine receptor Ca2+ release channels. Molecular mechanism and isoform selectivity.	2001-04-27	11278295
Effect of sulphur mustard on the expression of urokinase in cultured 3T3 fibroblasts.	1997	9101041
The effect of flunarizine and ryanodine on acquired torsades de pointes arrhythmias in the intact canine heart.	1995-03	7620644
Effect of ryanodine on ventricular fibrillation induced by myocardial ischaemia.	1993-12	8313422
Sodium-pump injury and arrhythmogenic transient depolarizations in catecholamine-induced cardiac hypertrophy.	1992-01-21	1319336

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

Kinetic and equilibrium measurements of [3H]ryanodine (ryania) binding to the Ca2+ release channel of rabbit skeletal and rat cardiac sarcoplasmic reticulum (SR) are examined to ascertain the nature of cooperative interactions among high and low affinity binding sites and to quantitate their distribution. Equilibrium studies reveal affinities of 1-4 nM for the highest affinity binding site and of 30-50 nM, 500-800 nM, and 2-4 microM for the lower affinity sites in both preparations, with Hill coefficients of significantly less than 1, and initial rates of association and dissociation increase with increasing concentrations of ryanodine.

Substance Class	Chemical Created by `admin` on `Mon Mar 31 21:52:31 GMT 2025` Edited by `admin` on `Mon Mar 31 21:52:31 GMT 2025`
Record UNII	37H6ATE4SA
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

(+)-RYANODINE

Preferred Name

English

RYANIA

Common Name

English

RYANODINE [MI]

Common Name

English

RYANIA [ISO]

Common Name

English

1H-PYRROLE-2-CARBOXYLIC ACID, (3S,4R,4AR,6S,6AS,7S,8R,8AS,8BR,9S,9AS)-DODECAHYDRO-4,6,7,8A,8B,9A-HEXAHYDROXY-3,6A,9-TRIMETHYL-7-(1-METHYLETHYL)-6,9-METHANOBENZO(1,2)PENTALENO(1,6-BC)FURAN-8-YL ESTER

Systematic Name

English

NSC-114572

Code

English

RYANEX

Brand Name

English

RYANICIDE

Brand Name

English

RYANODIN

Brand Name

English

Classification Tree Code System Code

EPA PESTICIDE CODE

71502