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Details

Stereochemistry ABSOLUTE
Molecular Formula C35H42N2O11
Molecular Weight 666.7148
Optical Activity UNSPECIFIED
Defined Stereocenters 6 / 6
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SYROSINGOPINE

SMILES

[H][C@]12C[C@@H](OC(=O)C3=CC(OC)=C(OC(=O)OCC)C(OC)=C3)[C@H](OC)[C@@H](C(=O)OC)[C@@]1([H])C[C@@]4([H])N(CCC5=C4NC6=C5C=CC(OC)=C6)C2

InChI

InChIKey=ZCDNRPPFBQDQHR-SSYATKPKSA-N
InChI=1S/C35H42N2O11/c1-7-46-35(40)48-31-26(42-3)12-18(13-27(31)43-4)33(38)47-28-14-19-17-37-11-10-22-21-9-8-20(41-2)15-24(21)36-30(22)25(37)16-23(19)29(32(28)44-5)34(39)45-6/h8-9,12-13,15,19,23,25,28-29,32,36H,7,10-11,14,16-17H2,1-6H3/t19-,23+,25-,28-,29+,32+/m1/s1

HIDE SMILES / InChI

Description
Curator's Comment: description was created based on several sources, including http://www.inventionforce.com/inventionforce/pn/display_pn_e.php?&id=&pn=8993587

Syrosingopine, a drug derived from reserpine, which was investigated for the treatment of essential hypertension. The combination of syrosingopine and a mitochondrial inhibitor for the treatment of cancer and for achieving immunosuppression was patented. This invention also relates to a fluorescence-based method for predicting syrosingopine sensitivity of a cancer cell.

Approval Year

1958
128
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Basic research
Unknown

Approved Use

Unknown
Primary
Approved
8429
Singoserp

Approved Use

Unknown
Doses

Doses

DosePopulationAdverse events​
1 mg 4 times / day multiple, oral
Highest studied dose
Dose: 1 mg, 4 times / day
Route: oral
Route: multiple
Dose: 1 mg, 4 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/13640910
Page: p.152/1612
unhealthy
n = 6
Health Status: unhealthy
Condition: Essential hypertension
Population Size: 6
Sources:
https://pubmed.ncbi.nlm.nih.gov/13640910
Page: p.152/1612
Sources:
https://pubmed.ncbi.nlm.nih.gov/13640910
Page: p.152/1612
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG

OverviewOther

Other InhibitorOther SubstrateOther Inducer
MCT4
9
Drug as perpetrator​

Drug as perpetrator​

TargetModalityActivityMetaboliteClinical evidence
MCT4
28
 yes [IC50 2.5 uM]
Sourcing

Sourcing

Vendor/AggregatorIDURL
3B Scientific (Wuhan) Corp
3B3-010917
http://www.3bsc.com/index/pro_info.php?id=33415
AHH Chemical co.,ltd
MT-58888
http://www.ahhchemical.com/product/MT-58888.html
Alfa Chemistry
AP84366
https://reagents.alfa-chemistry.com/product/syrosingopine-cas-84-36-6-17164.html
Ambinter
Amb16192922
http://www.ambinter.com/reference/16192922
Aurora Fine Chemicals LLC
K14.819.681
http://online.aurorafinechemicals.com/info?ID=K14.819.681
Chem Scene
CS-0032125
http://www.chemscene.com/84-36-6.html
ChemFaces
CFN98542
http://www.chemfaces.com/natural/Syrosingopine-CFN98542.html
ChemMol
99164369
http://www.chemmol.com/chemmol/99164369.html
Chemspace
CSSB00000053713
https://chem-space.com/CSSB00000053713
DC Chemicals
DC36785
http://www.dcchemicals.com//product_show-Syrosingopine.html
LGC Standards
LGCFOR1970.00
https://www.lgcstandards.com/US/en/p/LGCFOR1970.00
MedChem Express
HY-N4115
https://www.medchemexpress.com/syrosingopine.html
R&D Chemicals
1691
http://www.rdchemicals.com/chemicals.php?mode=details&mol_id=8266
Smolecule
S544331
http://www.smolecule.com/products/s544331
THE BioTek
bt-282900
https://www.thebiotek.com/product/inhibitors/bt-282900
Vesino Industrial Co Ltd
VA11808
http://www.vsnchem.com/goto/product/22138/
abcr GmbH
AB168081
http://www.abcr.com/shop/en/AB168081
eNovation Chemicals
D672359
https://www.enovationchem.com/ProductDetails.asp?ProductID=D672359
iChemical
EBD3077378
http://www.ichemical.com/products/84-36-6.html?utm_source=PubChem&utm_medium=website&utm_campaign=product%20catalogs
PubMed

PubMed

TitleDatePubMed
[Central and other pharmacological actions of syrosingopine (O-carbethoxysyringoyl methylreserpate)].
1973 Jul
Patents

Patents

US8993587
1

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Oral
In Vitro Use Guide
Unknown
Name Type Language
SYROSINGOPINE
INN   JAN   MART.   MI   WHO-DD  
INN  
Official Name English
METHYL 18.BETA.-HYDROXY-11,17.ALPHA.-DIMETHOXY-3.BETA.,20.ALPHA.-YOHIMBAN-16.BETA.-CARBOXYLATE 4-HYDROXY
Common Name English
SYROSINGOPINE [MART.]
Common Name English
LONDOMIN
Brand Name English
SIRINGINA
Brand Name English
Syrosingopine [WHO-DD]
Common Name English
ISOTENSE
Brand Name English
SYROSINGOPINE [JAN]
Common Name English
YOHIMBAN-16-CARBOXYLIC ACID, 18-((4-((ETHOXYCARBONYL)OXY)-3,5-DIMETHOXYBENZOYL)OXY)-11,17-DIMETHOXY-, METHYL ESTER, (3.BETA.,16.BETA.,17.ALPHA.,18.BETA.,20.ALPHA.)-
Common Name English
SYROSINGOPINE [MI]
Common Name English
METHYL CARBETHOXYSYRINGOYL RESERPATE
Common Name English
CARBETHOXYSYRINGOYL METHYLRESERPATE
Common Name English
syrosingopine [INN]
Common Name English
NSC-77030
Code English
SU 3118
Code English
NEORESERPAN
Common Name English
SU-3118
Code English
Classification Tree Code System Code
WHO-VATC QC02LA09
Created by admin on Fri Dec 15 15:15:17 UTC 2023 , Edited by admin on Fri Dec 15 15:15:17 UTC 2023
NCI_THESAURUS C270
Created by admin on Fri Dec 15 15:15:17 UTC 2023 , Edited by admin on Fri Dec 15 15:15:17 UTC 2023
WHO-ATC C02LA09
Created by admin on Fri Dec 15 15:15:17 UTC 2023 , Edited by admin on Fri Dec 15 15:15:17 UTC 2023
NCI_THESAURUS C274
Created by admin on Fri Dec 15 15:15:17 UTC 2023 , Edited by admin on Fri Dec 15 15:15:17 UTC 2023
Code System Code Type Description
NSC
77030
Created by admin on Fri Dec 15 15:15:17 UTC 2023 , Edited by admin on Fri Dec 15 15:15:17 UTC 2023
PRIMARY
NCI_THESAURUS
C152485
Created by admin on Fri Dec 15 15:15:17 UTC 2023 , Edited by admin on Fri Dec 15 15:15:17 UTC 2023
PRIMARY
MERCK INDEX
m10417
Created by admin on Fri Dec 15 15:15:17 UTC 2023 , Edited by admin on Fri Dec 15 15:15:17 UTC 2023
PRIMARY Merck Index
INN
849
Created by admin on Fri Dec 15 15:15:17 UTC 2023 , Edited by admin on Fri Dec 15 15:15:17 UTC 2023
PRIMARY
DRUG CENTRAL
2550
Created by admin on Fri Dec 15 15:15:17 UTC 2023 , Edited by admin on Fri Dec 15 15:15:17 UTC 2023
PRIMARY
ChEMBL
CHEMBL1399124
Created by admin on Fri Dec 15 15:15:17 UTC 2023 , Edited by admin on Fri Dec 15 15:15:17 UTC 2023
PRIMARY
EPA CompTox
DTXSID9023629
Created by admin on Fri Dec 15 15:15:17 UTC 2023 , Edited by admin on Fri Dec 15 15:15:17 UTC 2023
PRIMARY
SMS_ID
100000082972
Created by admin on Fri Dec 15 15:15:17 UTC 2023 , Edited by admin on Fri Dec 15 15:15:17 UTC 2023
PRIMARY
EVMPD
SUB10792MIG
Created by admin on Fri Dec 15 15:15:17 UTC 2023 , Edited by admin on Fri Dec 15 15:15:17 UTC 2023
PRIMARY
MESH
C084824
Created by admin on Fri Dec 15 15:15:17 UTC 2023 , Edited by admin on Fri Dec 15 15:15:17 UTC 2023
PRIMARY
FDA UNII
PPG46JF0EG
Created by admin on Fri Dec 15 15:15:17 UTC 2023 , Edited by admin on Fri Dec 15 15:15:17 UTC 2023
PRIMARY
PUBCHEM
6769
Created by admin on Fri Dec 15 15:15:17 UTC 2023 , Edited by admin on Fri Dec 15 15:15:17 UTC 2023
PRIMARY
WIKIPEDIA
Syrosingopine
Created by admin on Fri Dec 15 15:15:17 UTC 2023 , Edited by admin on Fri Dec 15 15:15:17 UTC 2023
PRIMARY
CAS
84-36-6
Created by admin on Fri Dec 15 15:15:17 UTC 2023 , Edited by admin on Fri Dec 15 15:15:17 UTC 2023
PRIMARY
ECHA (EC/EINECS)
201-527-0
Created by admin on Fri Dec 15 15:15:17 UTC 2023 , Edited by admin on Fri Dec 15 15:15:17 UTC 2023
PRIMARY
ACTIVE MOIETY
Structure of SYROSINGOPINE
NIH
NCATS
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HHS VULNERABILITY DISCLOSURE
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