Luffariellolide - ≥98% , CAS No.111149-87-2

CAS: 111149-87-2 Cat. No.: L274847 Molecular Weight: 386.57 PubChem CID: 5387248
AVAILABLE TO ORDER
GRADE & PURITY ≥98%
Synonyms
BDBM50478547 | SMP2_000178 | AKOS025294086 | CHEBI:181926 | J-002531 | Luffariellolide | 3-[(3E,7E)-4,8-dimethyl-10-(2,6,6-trimethylcyclohexen-1-yl)deca-3,7-dienyl]-2-hydroxy-2H-furan-5-one | NSC622149 | NSC-622149 | 3-[(3E,7E)-4,8-dimethyl-10-(2,6,6-trim
Storage
Protected from light,Store at -20°C,Desiccated
Shipped In
Ice chest + Ice pads
 ·  off list, applied to all prices below.
Size
Status
Price
Qty
1mg
L274847-1mg
8-12 wks(?) Production requires sourcing of materials. We appreciate your patience and understanding.
$191.90
5mg
L274847-5mg
8-12 wks(?) Production requires sourcing of materials. We appreciate your patience and understanding.
$662.90
10mg
L274847-10mg
8-12 wks(?) Production requires sourcing of materials. We appreciate your patience and understanding.
$971.90
25mg
L274847-25mg
8-12 wks(?) Production requires sourcing of materials. We appreciate your patience and understanding.
$1,765.90
50mg
L274847-50mg
8-12 wks(?) Production requires sourcing of materials. We appreciate your patience and understanding.
$2,648.90
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Why this grade

≥98% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

🌡

Storage & shipping

Protected from light,Store at -20°C,Desiccated Ships Ice chest + Ice pads Check lot-specific COA for exact specifications.

📋

Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

📚

Literature proof

Cited in 0 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Overview

Luffariellolide is an inhibitor of human synovial fluid phospholipase A2 (HSF-PLA2) (IC50=5 μM). Luffariellolide effectively inhibits phorbol ester (PMA)-induced ear edema (ED50=50 μg/ear). 

Specifications

Synonyms
BDBM50478547 | SMP2_000178 | AKOS025294086 | CHEBI:181926 | J-002531 | Luffariellolide | 3-[(3E, 7E)-4, 8-dimethyl-10-(2, 6, 6-trimethylcyclohexen-1-yl)deca-3, 7-dienyl]-2-hydroxy-2H-furan-5-one | NSC622149 | NSC-622149 | 3-[(3E, 7E)-4, 8-dimethyl-10-(2, 6, 6-trim
Specifications & Purity
≥98%
Biochemical and Physiological Mechanisms
Potent, partially reversible phospholipase A2 (PLA 2 ) inhibitor (IC 50 = 5 µM). Also a novel RARα agonist (EC 50 = 1 μM). Derivative of marine sponge Luffariella sp. Displays anti-inflammatory activity and active in vivo .
Storage
Protected from light, Store at -20°C, Desiccated
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Action Type
INHIBITOR
Note
Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.
Purity
≥98%
Names and Identifiers
Canonical SmilesCC1=C(C(CCC1)(C)C)CCC(=CCCC(=CCCC2=CC(=O)OC2O)C)C
IUPAC Name3-[(3E,7E)-4,8-dimethyl-10-(2,6,6-trimethylcyclohexen-1-yl)deca-3,7-dienyl]-2-hydroxy-2H-furan-5-one
InChIKeyJPWPYTMXSXYUPG-QZPYEDBESA-N
INCHI1S/C25H38O3/c1-18(11-7-13-21-17-23(26)28-24(21)27)9-6-10-19(2)14-15-22-20(3)12-8-16-25(22,4)5/h10-11,17,24,27H,6-9,12-16H2,1-5H3/b18-11+,19-10+
Isomeric SMILES CC1=C(C(CCC1)(C)C)CC/C(=C/CC/C(=C/CCC2=CC(=O)OC2O)/C)/C
PubChem CID 5387248
Molecular Weight 386.57

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassLipids and lipid-like molecules
ClassPrenol lipids
SubclassTerpene lactones
Intermediate Tree Nodes Not available
Direct ParentDiterpene lactones
Alternative Parents Diterpenoids  Butenolides  Enoate esters  Lactones  Hemiacetals  Oxacyclic compounds  Monocarboxylic acids and derivatives  Organic oxides  Hydrocarbon derivatives  Carbonyl compounds  
Molecular FrameworkAliphatic heteromonocyclic compounds
Substituents Diterpene lactone - Diterpenoid - 2-furanone - Dihydrofuran - Enoate ester - Alpha,beta-unsaturated carboxylic ester - Carboxylic acid ester - Hemiacetal - Lactone - Oxacycle - Carboxylic acid derivative - Monocarboxylic acid or derivatives - Organoheterocyclic compound - Carbonyl group - Organic oxygen compound - Hydrocarbon derivative - Organic oxide - Organooxygen compound - Aliphatic heteromonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety.
External Descriptors Not available
3D Structure
Interactive Chemical Structure Model





Associated Targets(Human)
PLA2G2A Tchem Phospholipase A2 group IIA (1079 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
T47D (39041 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HeLa (62764 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MDA-MB-231 (73002 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Associated Targets(non-human)
Phospholipase A2 (8 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Staphylococcus aureus (210822 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Escherichia coli (133304 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Bacillus subtilis (32866 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Candida albicans (78123 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
L5178Y (1809 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PC-12 (7051 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Cladosporium herbarum (157 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mechanisms of Action
Certificates(CoA,COO,BSE/TSE and Analysis Chart)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Chemical and Physical Properties
SolubilitySoluble in DMSO and in ethanol
Sensitivitylight sensitive
Molecular Weight386.600 g/mol
XLogP36.000
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count9
Exact Mass386.282 Da
Monoisotopic Mass386.282 Da
Topological Polar Surface Area46.500 Ų
Heavy Atom Count28
Formal Charge0
Complexity689.000
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count2
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds2
Covalently-Bonded Unit Count1
Solution Calculators
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