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Details

Stereochemistry ABSOLUTE
Molecular Formula C28H32O13
Molecular Weight 576.5459
Optical Activity UNSPECIFIED
Defined Stereocenters 8 / 8
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of .BETA.-PELTATIN-.BETA.-D-GLUCOSIDE

SMILES

[H][C@]12COC(=O)[C@]1([H])[C@H](C3=CC(OC)=C(OC)C(OC)=C3)C4=CC5=C(OCO5)C(O[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O)=C4C2

InChI

InChIKey=PAIASCMUTMHGHU-WELBBKRVSA-N
InChI=1S/C28H32O13/c1-34-15-5-11(6-16(35-2)25(15)36-3)19-13-7-17-26(39-10-38-17)24(14(13)4-12-9-37-27(33)20(12)19)41-28-23(32)22(31)21(30)18(8-29)40-28/h5-7,12,18-23,28-32H,4,8-10H2,1-3H3/t12-,18+,19+,20-,21+,22-,23+,28-/m0/s1

HIDE SMILES / InChI

Molecular Formula C28H32O13
Molecular Weight 576.5459
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 8 / 8
E/Z Centers 0
Optical Activity UNSPECIFIED

β-peltatin-β-D-glucopyranoside is a cytotoxic compound which can be extracted from the terrestrial plant Bridelia ferruginuea and Cleistanthus boivinianus. β-peltatin-β-D-glucopyranoside has attracted attention as a potential scaffold for the development of new anticancer compounds.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Antiviral activity of lignans.
1998 Nov
Antiproliferative xanthones of Terminalia calcicola from the Madagascar rain forest.
2007 Apr
Antiproliferative Compounds from Cleistanthus boivinianus from the Madagascar Dry Forest.
2015 Jul 24
Antineoplastic Agents. 585. Isolation of Bridelia ferruginea Anticancer Podophyllotoxins and Synthesis of 4-Aza-podophyllotoxin Structural Modifications.
2016 Mar 25
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
Human A2780 ovarian cancer cells were harvested and resuspended in growth medium (RPMI1640 supplemented with 10% fetal bovine serum and 2 mM L-glutamine). Cells were counted and distributed to a 96 well plate. Plates were incubated for 3 hours at 37 deg-C in a 5% CO2 atmosphere. β-peltatin-β-D-glucopyranoside (β-peltatin) was prepared in 50/50 H2O/DMSO add added to the wells in an appropriate series of concentrations. Plates were then incubated for 2 days. The percent inhibition of cell growth was determined by measuring the conversion of AlamarBlue by fluorescence. β-peltatin-β-D-glucopyranoside was found to have an IC50 of 4.9 microM with respect to the proliferation of human A278- ovarian cancer cells.
Substance Class Chemical
Created
by admin
on Sat Dec 16 10:00:23 GMT 2023
Edited
by admin
on Sat Dec 16 10:00:23 GMT 2023
Record UNII
1673AQJ022
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
.BETA.-PELTATIN-.BETA.-D-GLUCOSIDE
MI  
Common Name English
.BETA.-PELTATIN-.BETA.-D-GLUCOSIDE [MI]
Common Name English
.BETA.-PELTATIN-O-.BETA.-D-GLUCOPYRANOSIDE
Common Name English
FURO(3',4':6,7)NAPHTHO(2,3-D)-1,3-DIOXOL-6(5AH)-ONE, 10-(.BETA.-D-GLUCOPYRANOSYLOXY)-5,8,8A,9-TETRAHYDRO-5-(3,4,5-TRIMETHOXYPHENYL)-, (5R,5AR,8AR)-
Systematic Name English
(-)-.BETA.-PELTATIN-5-O-.BETA.-D-GLUCOPYRANOSIDE
Common Name English
.BETA.-PELTATIN-.BETA.-D-GLUCOSIDE, (-)-
Common Name English
NSC-163025
Code English
Code System Code Type Description
CAS
11024-59-2
Created by admin on Sat Dec 16 10:00:23 GMT 2023 , Edited by admin on Sat Dec 16 10:00:23 GMT 2023
PRIMARY
EPA CompTox
DTXSID30911554
Created by admin on Sat Dec 16 10:00:23 GMT 2023 , Edited by admin on Sat Dec 16 10:00:23 GMT 2023
PRIMARY
FDA UNII
1673AQJ022
Created by admin on Sat Dec 16 10:00:23 GMT 2023 , Edited by admin on Sat Dec 16 10:00:23 GMT 2023
PRIMARY
NSC
163025
Created by admin on Sat Dec 16 10:00:23 GMT 2023 , Edited by admin on Sat Dec 16 10:00:23 GMT 2023
PRIMARY
PUBCHEM
6325789
Created by admin on Sat Dec 16 10:00:23 GMT 2023 , Edited by admin on Sat Dec 16 10:00:23 GMT 2023
PRIMARY
MERCK INDEX
m8455
Created by admin on Sat Dec 16 10:00:23 GMT 2023 , Edited by admin on Sat Dec 16 10:00:23 GMT 2023
PRIMARY Merck Index