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Gambogenic acid - 10mM in DMSO, high purity , CAS No.173932-75-7

    Grade & Purity:
  • 10mM in DMSO
In stock
Item Number
G422135
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G422135-1ml
1ml
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$241.90

FGFR Inhibitors

Basic Description

Synonyms 2-​Butenoic acid,4-​[(1R,​3aS,​5S,​12aS)​-​9-​[(2E)​-​3,​7-​dimethyl-​2,​6-​octadien-​1-​yl]​-​3a,​4,​5,​7-​tetrahydro-​8,​10-​dihydroxy-​3,​3-​dimethyl-​11-​(3-​methyl-​2-​buten-​1-​yl)​-​7,​13-​dioxo-​1,​5-​methano-​1H,​3H-​furo[3,​4-​d]​xanthen-​1-​yl
Specifications & Purity 10mM in DMSO
Biochemical and Physiological Mechanisms Gambogenic Acid, identified from Gamboge, is an inhibitor of the FGFR signaling pathway in erlotinib-resistant non-small-cell lung cancer (NSCLC) and exhibits anti-tumor effects. Gambogenic acid acts is also an effective inhibitor of EZH2 that specificall
Storage Temp Protected from light,Store at -80°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Product Description

Information

Gambogenic acid is an active ingredient in gamboge, with anticancer activity. Gambogenic acid acts as an effective inhibitor of EZH2, specifically and covalently binds to Cys668 within the EZH2-SET domain, and induces EZH2 ubiquitination.

Targets

FGFR ; EZH2

Gambogenic acid is an active ingredient in gamboge, with anticancer activity. Gambogenic acid acts as an effective inhibitor of EZH2, specifically and covalently binds to Cys668 within the EZH2-SET domain, and induces EZH2 ubiquitination.

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
Superclass Organoheterocyclic compounds
Class Benzopyrans
Subclass 1-benzopyrans
Intermediate Tree Nodes Dibenzopyrans - Xanthenes
Direct Parent Xanthones
Alternative Parents Chromones  Aromatic monoterpenoids  Aryl ketones  Phenols  Oxepanes  Cyclohexenones  Alkyl aryl ethers  Vinylogous acids  Oxolanes  Oxacyclic compounds  Monocarboxylic acids and derivatives  Dialkyl ethers  Carboxylic acids  Organic oxides  Hydrocarbon derivatives  
Molecular Framework Aromatic heteropolycyclic compounds
Substituents Xanthone - Chromone - Aromatic monoterpenoid - Monoterpenoid - Aryl ketone - Alkyl aryl ether - Phenol - Oxepane - Cyclohexenone - Benzenoid - Vinylogous acid - Oxolane - Ketone - Oxacycle - Carboxylic acid derivative - Carboxylic acid - Dialkyl ether - Ether - Monocarboxylic acid or derivatives - Organic oxide - Carbonyl group - Hydrocarbon derivative - Organic oxygen compound - Organooxygen compound - Aromatic heteropolycyclic compound
Description This compound belongs to the class of organic compounds known as xanthones. These are polycyclic aromatic compounds containing a xanthene moiety conjugated to a ketone group at carbon 9. Xanthene is a tricyclic compound made up of two benzene rings linearly fused to each other through a pyran ring.
External Descriptors Not available

Product Properties

ALogP 7.717
HBD Count 2
Rotatable Bond 10

Associated Targets(Human)

U-251 (51189 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
TXN Tchem Thioredoxin (111 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Associated Targets(non-human)

Ptpn1 Protein-tyrosine phosphatase 1B (270 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

IUPAC Name (Z)-4-[(1S,2S,13S,15R)-7-[(2E)-3,7-dimethylocta-2,6-dienyl]-6,8-dihydroxy-17,17-dimethyl-5-(3-methylbut-2-enyl)-10,14-dioxo-3,16-dioxapentacyclo[11.4.1.02,11.02,15.04,9]octadeca-4,6,8,11-tetraen-15-yl]-2-methylbut-2-enoic acid
INCHI InChI=1S/C38H46O8/c1-20(2)10-9-11-22(5)13-15-25-30(39)26(14-12-21(3)4)33-29(31(25)40)32(41)27-18-24-19-28-36(7,8)46-37(34(24)42,38(27,28)45-33)17-16-23(6)35(43)44/h10,12-13,16,18,24,28,39-40H,9,11,14-15,17,19H2,1-8H3,(H,43,44)/b22-13+,23-16-/t24-,28+,37+,38-/m1/s1
InChIKey RCWNBHCZYXWDOV-VSFMGBBVSA-N
Smiles CC(=CCCC(=CCC1=C(C(=C2C(=C1O)C(=O)C3=CC4CC5C3(O2)C(C4=O)(OC5(C)C)CC=C(C)C(=O)O)CC=C(C)C)O)C)C
Isomeric SMILES CC(=CCC/C(=C/CC1=C(C(=C2C(=C1O)C(=O)C3=C[C@@H]4C[C@@H]5[C@@]3(O2)[C@](C4=O)(OC5(C)C)C/C=C(/C)\C(=O)O)CC=C(C)C)O)/C)C
PubChem CID 10794070
Molecular Weight 630.77

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

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

Chemical and Physical Properties

Sensitivity light sensitive
DMSO(mg / mL) Max Solubility 10
DMSO(mM) Max Solubility 15.8537135992394
Molecular Weight 630.800 g/mol
XLogP3 7.900
Hydrogen Bond Donor Count 3
Hydrogen Bond Acceptor Count 8
Rotatable Bond Count 10
Exact Mass 630.319 Da
Monoisotopic Mass 630.319 Da
Topological Polar Surface Area 130.000 Ų
Heavy Atom Count 46
Formal Charge 0
Complexity 1440.000
Isotope Atom Count 0
Defined Atom Stereocenter Count 4
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 2
Undefined Bond Stereocenter Count 0
The total count of all stereochemical bonds 2
Covalently-Bonded Unit Count 1

Solution Calculators

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