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Friedelin - 98%, high purity , CAS No.559-74-0

    Grade & Purity:
  • ≥98%
In stock
Item Number
F331475
Grouped product items
SKU Size
Availability
Price Qty
F331475-1mg
1mg
3
$93.90
F331475-5mg
5mg
2
$247.90
F331475-10mg
10mg
2
$371.90
F331475-25mg
25mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$633.90

Basic Description

Synonyms 24,25,26-Trinoroleanan-3-one, 5,9,13-trimethyl-,(4b,5b,8a,9b,10a,13a,14b)- | Friedelan-3-one | SR-05000002227-3 | 3-friedelanone | CHEBI:5171 | NSC 55141 | 3-OXOFRIEDELANE | Friedelin, technical grade | C08626 | Maybridge1_008581 | 3(2H)-PICENONE, EICOSAH
Specifications & Purity ≥98%
Storage Temp Protected from light,Store at -20°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Product Description

Friedelin is a triterpene natural product isolated from the|Quercus suber|L. cork tree bark. Friedelin is the most abundant triterpene in extracts isolated from this tree. Friedelin has been described along with similar triterpenes in studying inhibitors of photosynthesis for use as herbicides, and has been described to have antifungal and antimicrobial properties.


Product Application:

Friedelin is the major triterpene constituent of cork extracts

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
Superclass Lipids and lipid-like molecules
Class Prenol lipids
Subclass Triterpenoids
Intermediate Tree Nodes Not available
Direct Parent Triterpenoids
Alternative Parents Cyclic ketones  Organic oxides  Hydrocarbon derivatives  
Molecular Framework Aliphatic homopolycyclic compounds
Substituents Triterpenoid - Cyclic ketone - Ketone - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic homopolycyclic compound
Description This compound belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.
External Descriptors Hopanes

Associated Targets(Human)

ACHE Tclin Acetylcholinesterase (18204 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
NR1H4 Tclin Bile acid receptor FXR (6228 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
HL-60 (67320 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
HT-29 (80576 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
MCF7 (126967 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
SK-OV-3 (52876 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
TK-10 (45540 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
UACC-62 (47335 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
A549 (127892 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
HepG2 (196354 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
NCI-H460 (60772 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
SF-268 (49410 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
GPBAR1 Tchem G-protein coupled bile acid receptor 1 (1723 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
IDH1 Tclin Isocitrate dehydrogenase [NADP] cytoplasmic (40980 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Associated Targets(non-human)

Nos2 Nitric oxide synthase, inducible (3573 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Spinacia oleracea (250 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Hepatitis B virus (7925 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
RAW264.7 (28094 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
BCHE Cholinesterase (8742 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Phytophthora cactorum (113 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Mechanisms of Action

Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References

Names and Identifiers

Pubchem Sid 504756060
Pubchem Sid Url https://pubchem.ncbi.nlm.nih.gov/substance/504756060
IUPAC Name (4R,4aS,6aS,6aS,6bR,8aR,12aR,14aS,14bS)-4,4a,6a,6b,8a,11,11,14a-octamethyl-2,4,5,6,6a,7,8,9,10,12,12a,13,14,14b-tetradecahydro-1H-picen-3-one
INCHI InChI=1S/C30H50O/c1-20-21(31)9-10-22-27(20,5)12-11-23-28(22,6)16-18-30(8)24-19-25(2,3)13-14-26(24,4)15-17-29(23,30)7/h20,22-24H,9-19H2,1-8H3/t20-,22+,23-,24+,26+,27+,28-,29+,30-/m0/s1
InChIKey OFMXGFHWLZPCFL-SVRPQWSVSA-N
Smiles CC1C(=O)CCC2C1(CCC3C2(CCC4(C3(CCC5(C4CC(CC5)(C)C)C)C)C)C)C
Isomeric SMILES C[C@H]1C(=O)CC[C@@H]2[C@@]1(CC[C@H]3[C@]2(CC[C@@]4([C@@]3(CC[C@@]5([C@H]4CC(CC5)(C)C)C)C)C)C)C
WGK Germany 3
Molecular Weight 426.72
Beilstein 1916451
Reaxy-Rn 2063030
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2063030&ln=

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

7 results found

Lot Number Certificate Type Date Item
L2306234 Certificate of Analysis Nov 30, 2023 F331475
L2306235 Certificate of Analysis Nov 30, 2023 F331475
L2306236 Certificate of Analysis Nov 30, 2023 F331475
L2306215 Certificate of Analysis Nov 30, 2023 F331475
L2306216 Certificate of Analysis Nov 30, 2023 F331475
L2306217 Certificate of Analysis Nov 30, 2023 F331475
L2306237 Certificate of Analysis Nov 30, 2023 F331475

Chemical and Physical Properties

Solubility Soluble in water (partly), chloroform (1:8), and alcohol (1:250).
Sensitivity Moisture sensitive;light sensitive
Refractive Index n20D1.50 (Predicted)
Specific Rotation[α] α20D-12°±3°, c = 1 in chloroform
Boil Point(°C) ~477.2° C at 760 mmHg (Predicted)
Melt Point(°C) 262-265° C (lit.)
Molecular Weight 426.700 g/mol
XLogP3 9.800
Hydrogen Bond Donor Count 0
Hydrogen Bond Acceptor Count 1
Rotatable Bond Count 0
Exact Mass 426.386 Da
Monoisotopic Mass 426.386 Da
Topological Polar Surface Area 17.100 Ų
Heavy Atom Count 31
Formal Charge 0
Complexity 781.000
Isotope Atom Count 0
Defined Atom Stereocenter Count 9
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
The total count of all stereochemical bonds 0
Covalently-Bonded Unit Count 1

Citations of This Product

1. Yadan Chen, Yanbin Wang, Liang He, Liling Wang, Jianchen Zhao, Zhenya Yang, Qin Li, Rui Shi.  (2024)  Supercritical CO2 Extraction of Terpenoids from Indocalamus latifolius Leaves: Optimization, Purification, and Antioxidant Activity.  Foods,  13  (11): (1719). 

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