MedKoo Cat#: 527698 | Name: Diptoindonesin G

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Diptoindonesin G is an ERß stabilizer, significantly increasing ERß protein stability while decreasing ERα protein levels, regulating ERα and ERß stability through targeting CHIP E3 ubiquitin ligase.

Chemical Structure

Diptoindonesin G
Diptoindonesin G
CAS#1190948-58-3

Theoretical Analysis

MedKoo Cat#: 527698

Name: Diptoindonesin G

CAS#: 1190948-58-3

Chemical Formula: C21H12O6

Exact Mass: 360.0634

Molecular Weight: 360.32

Elemental Analysis: C, 70.00; H, 3.36; O, 26.64

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
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Synonym
Diptoindonesin G
IUPAC/Chemical Name
4,7,9-Trihydroxy-1-(4-hydroxyphenyl)-6Hanthra[1,9-bc]furan-6-one
InChi Key
BYHAUTWYDTUGRC-UHFFFAOYSA-N
InChi Code
InChI=1S/C21H12O6/c22-10-3-1-9(2-4-10)21-19-13-5-11(23)7-15(25)17(13)20(26)14-6-12(24)8-16(27-21)18(14)19/h1-8,22-25H
SMILES Code
O=C1C2=C3C(OC(C4=CC=C(O)C=C4)=C3C5=C1C(O)=CC(O)=C5)=CC(O)=C2
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 360.32 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Xu T, Sun T, Zhang Y, Qiu B, Wang Y, Qin Y, Dong G. RhI-Catalyzed Carboacylation/Aromatization Cascade Initiated by Regioselective C-C Activation of Benzocyclobutenones. Angew Chem Int Ed Engl. 2018 Jan 23. doi: 10.1002/anie.201713179. [Epub ahead of print] PubMed PMID: 29360217. 2: Singh DK, Kim I. Skeletal Reorganization: Synthesis of Diptoindonesin G from Pauciflorol F. J Org Chem. 2018 Jan 24. doi: 10.1021/acs.joc.7b03089. [Epub ahead of print] PubMed PMID: 29322777. 3: Gao J, Fan M, Xiang G, Wang J, Zhang X, Guo W, Wu X, Sun Y, Gu Y, Ge H, Tan R, Qiu H, Shen Y, Xu Q. Diptoindonesin G promotes ERK-mediated nuclear translocation of p-STAT1 (Ser727) and cell differentiation in AML cells. Cell Death Dis. 2017 May 4;8(5):e2765. doi: 10.1038/cddis.2017.159. PubMed PMID: 28471454; PubMed Central PMCID: PMC5520695. 4: Jung Y, Singh DK, Kim I. Symmetry-based approach to oligostilbenoids: Rapid entry to viniferifuran, shoreaphenol, malibatol A, and diptoindonesin G. Beilstein J Org Chem. 2016 Dec 12;12:2689-2693. doi: 10.3762/bjoc.12.266. eCollection 2016. PubMed PMID: 28144340; PubMed Central PMCID: PMC5238531. 5: Liu JT, Do TJ, Simmons CJ, Lynch JC, Gu W, Ma ZX, Xu W, Tang W. Total synthesis of diptoindonesin G and its analogues as selective modulators of estrogen receptors. Org Biomol Chem. 2016 Sep 26;14(38):8927-8930. PubMed PMID: 27714255. 6: Zhao Z, Wang L, James T, Jung Y, Kim I, Tan R, Hoffmann FM, Xu W. Reciprocal Regulation of ERα and ERβ Stability and Activity by Diptoindonesin G. Chem Biol. 2015 Dec 17;22(12):1608-21. doi: 10.1016/j.chembiol.2015.10.011. Epub 2015 Dec 3. PubMed PMID: 26670079; PubMed Central PMCID: PMC4767166. 7: Basri DF, Luoi CK, Azmi AM, Latip J. Evaluation of the Combined Effects of Stilbenoid from Shorea gibbosa and Vancomycin against Methicillin-Resistant Staphylococcus aureus (MRSA). Pharmaceuticals (Basel). 2012 Sep 20;5(9):1032-43. doi: 10.3390/ph5091032. PubMed PMID: 24280704; PubMed Central PMCID: PMC3816650. 8: Kim K, Kim I. Total synthesis of diptoindonesin G via a highly efficient domino cyclodehydration/intramolecular Friedel-Crafts acylation/regioselective demethylation sequence. Org Lett. 2010 Nov 19;12(22):5314-7. doi: 10.1021/ol102322g. Epub 2010 Oct 29. PubMed PMID: 21033722. 9: Ge HM, Yang WH, Shen Y, Jiang N, Guo ZK, Luo Q, Xu Q, Ma J, Tan RX. Immunosuppressive resveratrol aneuploids from Hopea chinensis. Chemistry. 2010 Jun 1;16(21):6338-45. doi: 10.1002/chem.201000230. PubMed PMID: 20411548. 10: Juliawaty LD, Sahidin, Hakim EH, Achmad SA, Syah YM, Latip J, Said IM. A 2-arylbenzofuran derivative from Hopea mengarawan. Nat Prod Commun. 2009 Jul;4(7):947-50. PubMed PMID: 19731600.