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MedKoo Cat#: 145830 | Name: Dermocybin

Description:

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

Dermocybin is a natural anthraquinone compound. It is primarily isolated from the fruiting bodies of the fungus Cortinarius sanguineus. This compound has garnered interest due to its potential applications as a biocolourant and its metabolic properties.

Chemical Structure

Dermocybin
Dermocybin
CAS#7229-69-8

Theoretical Analysis

MedKoo Cat#: 145830

Name: Dermocybin

CAS#: 7229-69-8

Chemical Formula: C16H12O7

Exact Mass: 316.0600

Molecular Weight: 316.27

Elemental Analysis: C, 60.76; H, 3.82; O, 35.41

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 #
No Data
Synonym
Dermocybin; NSC-257450; NSC257450; NSC 257450;
IUPAC/Chemical Name
1,3,4,5-tetrahydroxy-2-methoxy-7-methylanthracene-9,10-dione
InChi Key
WZDHOIZUFUBGHK-UHFFFAOYSA-N
InChi Code
1S/C16H12O7/c1-5-3-6-8(7(17)4-5)12(19)10-9(11(6)18)14(21)16(23-2)15(22)13(10)20/h3-4,17,20-22H,1-2H3
SMILES Code
COC1=C(O)C2=C(C(=O)C3=C(C=C(C)C=C3O)C2=O)C(O)=C1O
Appearance
To be determined
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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 316.27 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: Birkinshaw JH, Gourlay R. The structure of dermocybin. Biochem J. 1961 Aug;80(2):387-92. doi: 10.1042/bj0800387. PMID: 16748917; PMCID: PMC1244013. 2: Yli-Öyrä J, Juvonen RO, Lehtonen M, Herrala M, Finel M, Räisänen R, Rysä J. Anthraquinone biocolourant dermocybin is metabolized whereas dermorubin is not in in vitro liver fractions and recombinant metabolic enzymes. Basic Clin Pharmacol Toxicol. 2024 Jun;134(6):846-857. doi: 10.1111/bcpt.14013. Epub 2024 Apr 25. PMID: 38664998. 3: Ritacca AG, Prejanò M, Alberto ME, Marino T, Toscano M, Russo N. On the antibacterial photodynamic inactivation mechanism of Emodin and Dermocybin natural photosensitizers: A theoretical investigation. J Comput Chem. 2024 Jun 5;45(15):1254-1260. doi: 10.1002/jcc.27326. Epub 2024 Feb 13. PMID: 38351736. 4: Hammerle F, Fiala J, Höck A, Huymann L, Vrabl P, Husiev Y, Bonnet S, Peintner U, Siewert B. Fungal Anthraquinone Photoantimicrobials Challenge the Dogma of Cationic Photosensitizers. J Nat Prod. 2023 Oct 27;86(10):2247-2257. doi: 10.1021/acs.jnatprod.2c01157. Epub 2023 Sep 14. PMID: 37708055; PMCID: PMC10616806. 5: Herrala M, Yli-Öyrä J, de Albuquerque AF, de Farias NO, Morales DA, Räisänen R, Freeman HS, Umbuzeiro GA, Rysä J. Waterless Dyeing and In Vitro Toxicological Properties of Biocolorants from Cortinarius sanguineus. J Fungi (Basel). 2022 Oct 26;8(11):1129. doi: 10.3390/jof8111129. PMID: 36354896; PMCID: PMC9694584. 6: Farias NO, Albuquerque AF, Dos Santos A, Almeida GCF, Freeman HS, Räisänen R, Umbuzeiro GA. Is natural better? An ecotoxicity study of anthraquinone dyes. Chemosphere. 2023 Dec;343:140174. doi: 10.1016/j.chemosphere.2023.140174. Epub 2023 Sep 21. PMID: 37741366. 7: Räisänen R, Björk H, Hynninen PH. Two-dimensional TLC separation and mass spectrometric identification of anthraquinones isolated from the fungus Dermocybe sanguinea. Z Naturforsch C J Biosci. 2000 Mar-Apr;55(3-4):195-202. doi: 10.1515/znc-2000-3-410. PMID: 10817208. 8: Hynninen PH, Räisänen R. Stepwise pH-gradient elution for the preparative separation of natural anthraquinones by multiple liquid-liquid partition. Z Naturforsch C J Biosci. 2001 Sep-Oct;56(9-10):719-25. doi: 10.1515/znc-2001-9-1009. PMID: 11724375. 9: Hannecker A, Huymann L, Hammerle F, Peintner U, Siewert B. Photochemical defense as trait of fungi from Cortinarius subgenus Dermocybe. Photochem Photobiol Sci. 2023 Jan;22(1):147-157. doi: 10.1007/s43630-022-00305-0. Epub 2022 Sep 30. PMID: 36180663. 10: Fiala J, Battlogg M, Bösking J, Buchauer K, May TW, Pannwitz A, Peintner U, Siewert B. Photoantimicrobial anthraquinones in Australian fungi of the genus Cortinarius. Fitoterapia. 2025 Feb 3;182:106402. doi: 10.1016/j.fitote.2025.106402. Epub ahead of print. PMID: 39909362. 11: Yli-Öyrä J, Herrala M, Kovakoski H, Huuskonen E, Toukola P, Räisänen R, Rysä J. In Vitro Toxicity Assessment of Cortinarius sanguineus Anthraquinone Aglycone Extract. J Fungi (Basel). 2024 May 21;10(6):369. doi: 10.3390/jof10060369. PMID: 38921356; PMCID: PMC11204901.

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