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Details

Stereochemistry ABSOLUTE
Molecular Formula C16H23NO8
Molecular Weight 357.3557
Optical Activity UNSPECIFIED
Defined Stereocenters 8 / 8
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BAKANKOSIN

SMILES

OC[C@H]1O[C@@H](O[C@@H]2OC=C3[C@@H](CCNC3=O)[C@H]2C=C)[C@H](O)[C@@H](O)[C@@H]1O

InChI

InChIKey=CYRRHDGXDUVPMO-ZASXJUAOSA-N
InChI=1S/C16H23NO8/c1-2-7-8-3-4-17-14(22)9(8)6-23-15(7)25-16-13(21)12(20)11(19)10(5-18)24-16/h2,6-8,10-13,15-16,18-21H,1,3-5H2,(H,17,22)/t7-,8+,10-,11-,12+,13-,15+,16+/m1/s1

HIDE SMILES / InChI

Molecular Formula C16H23NO8
Molecular Weight 357.3557
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 8 / 8
E/Z Centers 0
Optical Activity UNSPECIFIED

Originator

Curator's Comment: In 1907, Bourquelot and Herissey discovered bakankosine in seeds of the Madagascarean tropical woodyplant Strychnos vacacua (family Loganiaceae, order Gentianales).

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Studies in iridoid synthesis. Chemoselective transformations of cis-1,2,4,6-tetrahydrophthalic anhydride.
2008-02-07
Astonishing diversity of natural surfactants: 6. Biologically active marine and terrestrial alkaloid glycosides.
2005-11

Sample Use Guides

Hypodermic injections of 0.28 g of Bakankosin per kg animal were not toxic to guinea pigs.
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Mon Mar 31 23:05:13 GMT 2025
Edited
by admin
on Mon Mar 31 23:05:13 GMT 2025
Record UNII
0JKT0DM566
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BAKANKOSIDE
Preferred Name English
BAKANKOSIN
MI  
Common Name English
BAKANKOSIN [MI]
Common Name English
BAKANKOSINE
Common Name English
H-PYRANO(3,4-C)PYRIDIN-8-ONE, 4-ETHENYL-3-(.BETA.-D-GLUCOPYRANOSYLOXY)-3,4,4A,5,6,7-HEXAHYDRO-, (3S,4R,4AS)-
Common Name English
Code System Code Type Description
FDA UNII
0JKT0DM566
Created by admin on Mon Mar 31 23:05:13 GMT 2025 , Edited by admin on Mon Mar 31 23:05:13 GMT 2025
PRIMARY
CAS
1398-17-0
Created by admin on Mon Mar 31 23:05:13 GMT 2025 , Edited by admin on Mon Mar 31 23:05:13 GMT 2025
PRIMARY
PUBCHEM
442506
Created by admin on Mon Mar 31 23:05:13 GMT 2025 , Edited by admin on Mon Mar 31 23:05:13 GMT 2025
PRIMARY
EPA CompTox
DTXSID10331852
Created by admin on Mon Mar 31 23:05:13 GMT 2025 , Edited by admin on Mon Mar 31 23:05:13 GMT 2025
PRIMARY
MERCK INDEX
m2206
Created by admin on Mon Mar 31 23:05:13 GMT 2025 , Edited by admin on Mon Mar 31 23:05:13 GMT 2025
PRIMARY Merck Index