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Details

Stereochemistry ABSOLUTE
Molecular Formula C15H16O5
Molecular Weight 276.2845
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MINUMICROLIN

SMILES

COC1=C([C@H](O)[C@@H](O)C(C)=C)C2=C(C=CC(=O)O2)C=C1

InChI

InChIKey=DKEANOQWICTXTP-KBPBESRZSA-N
InChI=1S/C15H16O5/c1-8(2)13(17)14(18)12-10(19-3)6-4-9-5-7-11(16)20-15(9)12/h4-7,13-14,17-18H,1H2,2-3H3/t13-,14-/m0/s1

HIDE SMILES / InChI

Molecular Formula C15H16O5
Molecular Weight 276.2845
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Minumicrolin and murrangatin are the diastereomeric isomers. They are 8-substituted 7-methoxycoumarins isolated from Murraya species. They were found to significantly inhibit EBV-EA activation, and preserved the high viability of Raji cells, suggesting that they might be valuable anti-tumor-promoting agents. Minumicrolin showed mild butyrylcholinesterase inhibition activity. It exhibited cytotoxicity against cholangiocarcinoma cell line, KKU-100.

Originator

Sources: DOI: 10.1016/S0031-9422(00)80543-9

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
380.0 µM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Coumarins and flavonoid from Murraya paniculata (L.) Jack: Antibacterial and anti-inflammation activity.
2015-11
Coumarins from Murraya exotica collected in Egypt.
2015-04
Coumarins from Murraya paniculata var. zollingeri endemic to the Timor Islands.
2015-02
Cytotoxic compounds isolated from Murraya tetramera Huang.
2014-08-27
C-7 oxygenated coumarins from the fruits of Micromelum minutum.
2011-04
Coumarins from Galipea panamensis and Their Activity against Leishmania panamensis.
2010-05-28
Two new coumarins from Murraya paniculata.
2008-05-13
Bioactive coumarins from the leaves of Murraya omphalocarpa.
2003-07
Coumarin-related compounds as plant growth inhibitors from two rutaceous plants in Thailand.
2000-02
Anti-tumor-promoting effects of 8-substituted 7-methoxycoumarins on Epstein-Barr virus activation assay.
1999-04-26
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
Minumicrolin exhibited cytotoxicity against cholangiocarcinoma cell line, KKU-100 with IC(50)=2.9 ug/ml.
Substance Class Chemical
Created
by admin
on Mon Mar 31 21:56:31 GMT 2025
Edited
by admin
on Mon Mar 31 21:56:31 GMT 2025
Record UNII
13R570833L
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
(+)-MURPANIDIN
Preferred Name English
MINUMICROLIN
Common Name English
MURPANIDIN
Systematic Name English
2H-1-BENZOPYRAN-2-ONE, 8-(1,2-DIHYDROXY-3-METHYL-3-BUTENYL)-7-METHOXY-, (S-(R*,R*))-
Systematic Name English
2H-1-BENZOPYRAN-2-ONE, 8-((1S,2S)-1,2-DIHYDROXY-3-METHYL-3-BUTENYL)-7-METHOXY-
Systematic Name English
8-((1S,2S)-1,2-DIHYDROXY-3-METHYL-3-BUTEN-1-YL)-7-METHOXY-2H-1-BENZOPYRAN-2-ONE
Systematic Name English
Code System Code Type Description
FDA UNII
13R570833L
Created by admin on Mon Mar 31 21:56:31 GMT 2025 , Edited by admin on Mon Mar 31 21:56:31 GMT 2025
PRIMARY
CAS
88546-96-7
Created by admin on Mon Mar 31 21:56:31 GMT 2025 , Edited by admin on Mon Mar 31 21:56:31 GMT 2025
PRIMARY
PUBCHEM
6426907
Created by admin on Mon Mar 31 21:56:31 GMT 2025 , Edited by admin on Mon Mar 31 21:56:31 GMT 2025
PRIMARY