1,3,5-Trihydroxyxanthone

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

MedKoo CAT#: 526087

CAS#: 6732-85-0

Description: 1,3,5-Trihydroxyxanthone is a highly cytotoxic natural compound against a range of bacteria and yeasts; Anti-androgenic.


Chemical Structure

img
1,3,5-Trihydroxyxanthone
CAS# 6732-85-0

Theoretical Analysis

MedKoo Cat#: 526087
Name: 1,3,5-Trihydroxyxanthone
CAS#: 6732-85-0
Chemical Formula: C13H8O5
Exact Mass: 244.04
Molecular Weight: 244.202
Elemental Analysis: C, 63.94; H, 3.30; O, 32.76

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

Request quote for custom synthesis

Synonym: 1,3,5-Trihydroxyxanthone

IUPAC/Chemical Name: 1,3,5-trihydroxy-9H-xanthen-9-one

InChi Key: XESIWQIMUSNPRO-UHFFFAOYSA-N

InChi Code: InChI=1S/C13H8O5/c14-6-4-9(16)11-10(5-6)18-13-7(12(11)17)2-1-3-8(13)15/h1-5,14-16H

SMILES Code: O=C1C2=C(OC3=C1C=CC=C3O)C=C(O)C=C2O

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:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 244.20 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
Formulation protocol:
In vitro protocol:
In vivo protocol:

Molarity Calculator

Calculate the mass, volume, or concentration required for a solution.
=
x
x
g/mol

*When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and SDS / CoA (available online).

Reconstitution Calculator

The reconstitution calculator allows you to quickly calculate the volume of a reagent to reconstitute your vial. Simply enter the mass of reagent and the target concentration and the calculator will determine the rest.

=
÷

Dilution Calculator

Calculate the dilution required to prepare a stock solution.
x
=
x

1: El-Awaad I, Bocola M, Beuerle T, Liu B, Beerhues L. Bifunctional CYP81AA proteins catalyse identical hydroxylations but alternative regioselective phenol couplings in plant xanthone biosynthesis. Nat Commun. 2016 May 5;7:11472. doi: 10.1038/ncomms11472. PubMed PMID: 27145837; PubMed Central PMCID: PMC4858744.

2: He K, Cao TW, Wang HL, Geng CA, Zhang XM, Chen JJ. [Chemical constituents of Swertia patens]. Zhongguo Zhong Yao Za Zhi. 2015 Oct;40(20):4012-7. Chinese. PubMed PMID: 27062819.

3: Ali M, Latif A, Zaman K, Arfan M, Maitland D, Ahmad H, Ahmad M. Anti-ulcer xanthones from the roots of Hypericum oblongifolium Wall. Fitoterapia. 2014 Jun;95:258-65. doi: 10.1016/j.fitote.2014.03.014. Epub 2014 Mar 29. PubMed PMID: 24685505.

4: Wang G, Shi G, Chen X, Chen F, Yao R, Wang Z. Loading of free radicals on the functional graphene combined with liquid chromatography-tandem mass spectrometry screening method for the detection of radical-scavenging natural antioxidants. Anal Chim Acta. 2013 Nov 13;802:103-12. doi: 10.1016/j.aca.2013.09.041. Epub 2013 Sep 30. PubMed PMID: 24176511.

5: Jantan I, Saputri FC. Benzophenones and xanthones from Garcinia cantleyana var. cantleyana and their inhibitory activities on human low-density lipoprotein oxidation and platelet aggregation. Phytochemistry. 2012 Aug;80:58-63. doi: 10.1016/j.phytochem.2012.05.003. Epub 2012 May 26. PubMed PMID: 22640928.

6: Lin CF, Chen YJ, Huang YL, Chiou WF, Chiu JH, Chen CC. A new auronol from Cudrania cochinchinensis. J Asian Nat Prod Res. 2012;14(7):704-7. doi: 10.1080/10286020.2012.682305. Epub 2012 May 15. PubMed PMID: 22582907.

7: Ali M, Arfan M, Ahmad M, Singh K, Anis I, Ahmad H, Choudhary MI, Shah MR. Anti-inflammatory xanthones from the twigs of Hypericum oblongifolium wall. Planta Med. 2011 Dec;77(18):2013-8. doi: 10.1055/s-0031-1280114. Epub 2011 Aug 25. PubMed PMID: 21870324.

8: Lannang AM, Louh GN, Biloa BM, Komguem J, Mbazoa CD, Sondengam BL, Naesens L, Pannecouque C, De Clercq E, Sayed El Ashry el H. Cytotoxicity of natural compounds isolated from the seeds of Garcinia afzelii. Planta Med. 2010 May;76(7):708-12. doi: 10.1055/s-0029-1240627. Epub 2009 Nov 20. PubMed PMID: 19937549.

9: Wang LL, Li ZL, Hua HM, Liu XQ. [Chemical constituents from barks of Garcinia tetralata]. Zhongguo Zhong Yao Za Zhi. 2008 Oct;33(20):2350-2. Chinese. PubMed PMID: 19157125.

10: Louh GN, Lannang AM, Mbazoa CD, Tangmouo JG, Komguem J, Castilho P, Ngninzeko FN, Qamar N, Lontsi D, Choudhary MI, Sondengam BL. Polyanxanthone A, B and C, three xanthones from the wood trunk of Garcinia polyantha Oliv. Phytochemistry. 2008 Feb;69(4):1013-7. Epub 2007 Nov 26. PubMed PMID: 18022654.

11: Komguem J, Meli AL, Manfouo RN, Lontsi D, Ngounou FN, Kuete V, Kamdem HW, Tane P, Ngadjui BT, Sondengam BL, Connolly JD. Xanthones from Garcinia smeathmannii (Oliver) and their antimicrobial activity. Phytochemistry. 2005 Jul;66(14):1713-7. PubMed PMID: 15907961.

12: Hay AE, Hélesbeux JJ, Duval O, Labaïed M, Grellier P, Richomme P. Antimalarial xanthones from Calophyllum caledonicum and Garcinia vieillardii. Life Sci. 2004 Nov 5;75(25):3077-85. PubMed PMID: 15474559.

13: Zeng GY, Tan GS, Xu KP, Xu XP, Li FS, Tan JB, Hu GY. [Water-soluble chemical constituents of Swertia davidi Franch]. Yao Xue Xue Bao. 2004 May;39(5):351-3. Chinese. PubMed PMID: 15338877.

14: Jantan I, Pisar MM, Idris MS, Taher M, Ali RM. In vitro inhibitory effect of rubraxanthone isolated from Garcinia parvifolia on platelet-activating factor receptor binding. Planta Med. 2002 Dec;68(12):1133-4. PubMed PMID: 12494345.

15: Zhang Z, ElSohly HN, Jacob MR, Pasco DS, Walker LA, Clark AM. Natural products inhibiting Candida albicans secreted aspartic proteases from Tovomita krukovii. Planta Med. 2002 Jan;68(1):49-54. PubMed PMID: 11842327.

16: Schmidt W, Peters S, Beerhues L. Xanthone 6-hydroxylase from cell cultures of Centaurium erythraea RAFN and Hypericum androsaemium L. Phytochemistry. 2000 Feb;53(4):427-31. PubMed PMID: 10731018.

17: Wu QL, Wang SP, Du LJ, Yang JS, Xiao PG. Xanthones from Hypericum japonicum and H. henryi. Phytochemistry. 1998 Nov;49(5):1395-402. PubMed PMID: 9842731.