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Details

Stereochemistry ABSOLUTE
Molecular Formula C36H56O9
Molecular Weight 632.8244
Optical Activity UNSPECIFIED
Defined Stereocenters 15 / 15
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of QUINOVIN

SMILES

[H][C@@]6(O[C@H]1CC[C@@]2(C)[C@@]([H])(CC[C@]3(C)[C@]2([H])CC=C4[C@]5([H])[C@@H](C)[C@H](C)CC[C@@]5(CC[C@@]34C(O)=O)C(O)=O)C1(C)C)O[C@H](C)[C@@H](O)[C@H](O)[C@H]6O

InChI

InChIKey=PUOQHFWXBKTHST-DLCGLXBKSA-N
InChI=1S/C36H56O9/c1-18-10-15-35(30(40)41)16-17-36(31(42)43)21(25(35)19(18)2)8-9-23-33(6)13-12-24(32(4,5)22(33)11-14-34(23,36)7)45-29-28(39)27(38)26(37)20(3)44-29/h8,18-20,22-29,37-39H,9-17H2,1-7H3,(H,40,41)(H,42,43)/t18-,19+,20-,22+,23-,24+,25+,26-,27+,28-,29+,33+,34-,35+,36-/m1/s1

HIDE SMILES / InChI

Molecular Formula C36H56O9
Molecular Weight 632.8244
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 15 / 15
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/12135095 | https://www.ncbi.nlm.nih.gov/pubmed/12462343

Quinovin is a glucoside isolated from bark of Cortex chinae and Mitragyna stipulosa. Quinovin is a mixture of three glycosides, 60% A (Quinovic acid b-D-quinovoside), 5% B (Cincholic acid b-D-quinovoside) and 30% C (Quinovic acid b-D-glucoside). Quinovine was shown to inhibit PDE1 from snake venom in submillimolar concentrations.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
166.0 µM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
Activity against snake venom phosphodiesterase I (Sigma P 4631) (EC 3.1.4.1) was assayed. 33mM tris-HCl buffer pH 8.8 containing 30mM Mg(C2H3O2)2  4H2O with 0.000742 U/well final concentration was prepared using microtiter plate, and 0.33mM bis-( p-nitrophenyl) phosphate was used as a substrate. Quinovine was added, and after 30 min incubation the enzyme activity was monitored spectrophotometrically at 37C on a microtitre plate reader by following the release of p-nitrophenol from p-nitrophenyl phosphate at 410 nm.
Substance Class Chemical
Created
by admin
on Sat Dec 16 09:03:45 GMT 2023
Edited
by admin
on Sat Dec 16 09:03:45 GMT 2023
Record UNII
5655DJH94B
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
QUINOVIN
MI  
Common Name English
CHINOVIN
Common Name English
QUINOVIN [MI]
Common Name English
URS-12-ENE-27,28-DIOIC ACID, 3-((6-DEOXY-.BETA.-D-GLUCOPYRANOSYL)OXY)-, (3.BETA.)-
Systematic Name English
QUINOVA-BITTER
Common Name English
3-O-(.BETA.-D-QUINOVOPYRANOSYL)QUINOVIC ACID
Common Name English
Code System Code Type Description
CAS
53516-73-7
Created by admin on Sat Dec 16 09:03:45 GMT 2023 , Edited by admin on Sat Dec 16 09:03:45 GMT 2023
SUPERSEDED
CAS
107870-05-3
Created by admin on Sat Dec 16 09:03:45 GMT 2023 , Edited by admin on Sat Dec 16 09:03:45 GMT 2023
PRIMARY
FDA UNII
5655DJH94B
Created by admin on Sat Dec 16 09:03:45 GMT 2023 , Edited by admin on Sat Dec 16 09:03:45 GMT 2023
PRIMARY
PUBCHEM
11411086
Created by admin on Sat Dec 16 09:03:45 GMT 2023 , Edited by admin on Sat Dec 16 09:03:45 GMT 2023
PRIMARY
MERCK INDEX
m9463
Created by admin on Sat Dec 16 09:03:45 GMT 2023 , Edited by admin on Sat Dec 16 09:03:45 GMT 2023
PRIMARY Merck Index