Microhelenin C - ≥95% , CAS No.63569-07-3

CAS: 63569-07-3 Cat. No.: M646746 Molecular Weight: 346.42 PubChem CID: 5281483
AVAILABLE TO ORDER
GRADE & PURITY ≥95%
Synonyms
C09509 | 2-Butenoic acid, 2-methyl-, 2,3,3a,4,4a,5,7a,8,9,9a-decahydro-3,4a,8-trimethyl-2,5-dioxoazuleno(6,5-b)furan-4-yl ester, (3S-(3alpha,3abeta,4betaE),4aalpha,7abeta,8beta,9abeta))- | Microhelenin C | (E)-(3S,3aR,4S,4aR,7aR,8R,9aR)-3,4a,8-Trimethyl-2
Storage
Protected from light,Store at -80°C
Shipped In
Dry ice packs + Cold packs
 ·  off list, applied to all prices below.
Size
Status
Price
Qty
1mg
M646746-1mg
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$440.90
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Why this grade

≥95% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Protected from light,Store at -80°C Ships Dry ice packs + Cold packs Check lot-specific COA for exact specifications.

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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

Microhelenin C is a sesquiterpene lactone that can be isolated from Helenium microcephalum , with antitumor activity.

Form:Solid

Specifications

Synonyms
C09509 | 2-Butenoic acid, 2-methyl-, 2, 3, 3a, 4, 4a, 5, 7a, 8, 9, 9a-decahydro-3, 4a, 8-trimethyl-2, 5-dioxoazuleno(6, 5-b)furan-4-yl ester, (3S-(3alpha, 3abeta, 4betaE), 4aalpha, 7abeta, 8beta, 9abeta))- | Microhelenin C | (E)-(3S, 3aR, 4S, 4aR, 7aR, 8R, 9aR)-3, 4a, 8-Trimethyl-2
Specifications & Purity
≥95%
Biochemical and Physiological Mechanisms
Microhelenin C is a sesquiterpene lactone that can be isolated from Helenium microcephalum , with antitumor activity.
Storage
Protected from light, Store at -80°C
Shipped In
Dry ice packs + Cold packs
This product requires cold chain shipping. Ground and other economy services are not available.
Purity
≥95%
Names and Identifiers
Canonical SmilesCC=C(C)C(=O)OC1C2C(C(=O)OC2CC(C3C1(C(=O)C=C3)C)C)C
IUPAC Name[(1S,3aR,5R,5aR,8aR,9S,9aR)-1,5,8a-trimethyl-2,8-dioxo-3a,4,5,5a,9,9a-hexahydro-1H-azuleno[6,5-b]furan-9-yl] (E)-2-methylbut-2-enoate
InChIKeyKUPPZVXLWANEJJ-YFVRYKHXSA-N
INCHI1S/C20H26O5/c1-6-10(2)18(22)25-17-16-12(4)19(23)24-14(16)9-11(3)13-7-8-15(21)20(13,17)5/h6-8,11-14,16-17H,9H2,1-5H3/b10-6+/t11-,12+,13+,14-,16-,17+,20+/m1/s1
Isomeric SMILES C/C=C(\C)/C(=O)O[C@H]1[C@@H]2[C@@H](C(=O)O[C@@H]2C[C@H]([C@H]3[C@]1(C(=O)C=C3)C)C)C
Alternate CAS 63569-07-3
PubChem CID 5281483
MeSH Entry Terms microhelenin A;microhelenin B;microhelenin C;microhelenin D;microhelenin E;microhelenins
Molecular Weight 346.42

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.

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🔬 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 ParentSesquiterpene lactones
Alternative Parents Ambrosanolides and secoambrosanolides  Pseudoguaianes  Fatty acid esters  Gamma butyrolactones  Dicarboxylic acids and derivatives  Tetrahydrofurans  Enoate esters  Ketones  Oxacyclic compounds  Organic oxides  Hydrocarbon derivatives  
Molecular FrameworkAliphatic heteropolycyclic compounds
Substituents Helenalin-skeleton - Ambrosanolide - Pseudoguaiane sesquiterpenoid - Sesquiterpenoid - Fatty acid ester - Dicarboxylic acid or derivatives - Gamma butyrolactone - Fatty acyl - Tetrahydrofuran - Enoate ester - Alpha,beta-unsaturated carboxylic ester - Lactone - Ketone - Carboxylic acid ester - Oxacycle - Carboxylic acid derivative - Organoheterocyclic compound - Carbonyl group - Hydrocarbon derivative - Organooxygen compound - Organic oxygen compound - Organic oxide - Aliphatic heteropolycyclic compound
DescriptionThis compound belongs to the class of organic compounds known as sesquiterpene lactones. These are sesquiterpenoids containing a lactone ring.
External Descriptors pseudoguaianolide
3D Structure
Interactive Chemical Structure Model





Associated Targets(Human)
HCT-116 (91556 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HepG2 (196354 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HeLa (62764 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
RELA Tchem Nuclear factor NF-kappa-B p65 subunit (627 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Associated Targets(non-human)
RAW264.7 (28094 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
SolubilityDMSO : 100 mg/mL (288.67 mM; Need ultrasonic)
Molecular Weight346.400 g/mol
XLogP32.300
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count5
Rotatable Bond Count3
Exact Mass346.178 Da
Monoisotopic Mass346.178 Da
Topological Polar Surface Area69.700 Ų
Heavy Atom Count25
Formal Charge0
Complexity676.000
Isotope Atom Count0
Defined Atom Stereocenter Count7
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds1
Covalently-Bonded Unit Count1
Solution Calculators
Reviews

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