Determine the necessary mass, volume, or concentration for preparing a solution.
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≥98% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Protected from light,Store at -20°C,Argon charged Ships Ice chest + Ice pads Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 6 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
| Pubchem Sid | 504763298 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/504763298 |
| Sonrisas canónicas | COC1=C2C(=C3C4C=COC4OC3=C1)OC5=CC=CC(=C5C2=O)O |
| IUPAC Name | (3S,7R)-15-hydroxy-11-methoxy-6,8,20-trioxapentacyclo[10.8.0.02,9.03,7.014,19]icosa-1,4,9,11,14,16,18-heptaen-13-one |
| InChIKey | UTSVPXMQSFGQTM-DCXZOGHSSA-N |
| INCHI | 1S/C18H12O6/c1-21-11-7-12-13(8-5-6-22-18(8)24-12)17-15(11)16(20)14-9(19)3-2-4-10(14)23-17/h2-8,18-19H,1H3/t8-,18+/m0/s1 |
| Isómeros SMILES | COC1=C2C(=C3[C@@H]4C=CO[C@@H]4OC3=C1)OC5=CC=CC(=C5C2=O)O |
| WGK Alemania | 3 |
| PubChem CID | 5280389 |
| Número ONU | 3462 |
| Peso molecular | 324.28 |
| Beilstein | 1299457 |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Phenylpropanoids and polyketides |
| Clase | Sterigmatocystins |
| Subclass | Not available |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Sterigmatocystins |
| Alternative Parents | Xanthones Chromones Coumarans Anisoles 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids Alkyl aryl ethers Pyranones and derivatives Dihydrofurans Vinylogous acids Vinylogous esters Heteroaromatic compounds Acetals Oxacyclic compounds Hydrocarbon derivatives Organic oxides |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Sterigmatocystin backbone - Xanthone - Dibenzopyran - Xanthene - Chromone - Benzopyran - 1-benzopyran - Coumaran - Anisole - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Alkyl aryl ether - Pyranone - Pyran - Benzenoid - Heteroaromatic compound - Dihydrofuran - Vinylogous ester - Vinylogous acid - Ether - Oxacycle - Acetal - Organoheterocyclic compound - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Organic oxide - Aromatic heteropolycyclic compound |
| Descripción | This compound belongs to the class of organic compounds known as sterigmatocystins. These are a group of closely related fungal metabolites chemically characterized by a xanthone moiety fused to a dihydrodifurano or a tetrahydrodifurano moiety. The chemical difference among the various sterigmagocystins are the presence or absence of unsaturation at positions 2 and 3 of the difurano ring system, the substitution pattern on positions 6, 7, and 10 of the xanthone system and/or the substituent on position 3 of the difurano system. They are produced by Aspergilus spp. and Bipolaris spp. |
| External Descriptors | Aflatoxins and related substances |
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Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Fecha | Articulo |
|---|---|---|---|
| Certificate of Analysis | Jan 19, 2024 | S102406 | |
| Certificate of Analysis | Nov 27, 2023 | S102406 | |
| Certificate of Analysis | Nov 27, 2023 | S102406 | |
| Certificate of Analysis | Nov 27, 2023 | S102406 | |
| Certificate of Analysis | Sep 21, 2023 | S102406 |
| Sensibilidad | Light sensitive;Moisture sensitive |
|---|---|
| Punto de inflamación (°F) | 6 °C |
| Punto de inflamación (°C) | 6°C |
| Peso molecular | 324.300 g/mol |
| XLogP3 | 3.400 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 6 |
| Rotatable Bond Count | 1 |
| Exact Mass | 324.063 Da |
| Monoisotopic Mass | 324.063 Da |
| Topological Polar Surface Area | 74.200 Ų |
| Heavy Atom Count | 24 |
| Formal Charge | 0 |
| Complexity | 562.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 2 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
| 1. Lu Yang, Jin Wang, Huan Lv, Xue-Meng Ji, Jing-Min Liu, Shuo Wang. (2022) Hollow-Structured Microporous Organic Networks Adsorbents Enabled Specific and Sensitive Identification and Determination of Aflatoxins. Toxins, 14 (2): (137). [PMID:35202164] [10.3390/toxins14020137] |
| 2. Xueting Wang, Juping Liu, Kaiyue Zhang, Xin Yao, Shijuan Zhang. (2021) Analysis of mycotoxins in grain samples using 3D covalent organic frameworks and stable isotope labeling technique. JOURNAL OF LIQUID CHROMATOGRAPHY & RELATED TECHNOLOGIES, [PMID:] [10.1080/10826076.2022.2066689] |
| 3. Jun Huang, Yaoyao Su, Xiaoman Chen, Gang Yang, Zhirong Wang, Kewei Chen, Muying Du, Zsolt Zalán, Ferenc Hegyi, Jianquan Kan. (2024) Modeling the effect of environmental factors on growth and toxin production of Aspergillus versicolor in wheat and the potential biocontrol effect of Bacillus subtilis HJ4. Food Bioscience, [PMID:] [10.1016/j.fbio.2024.105706] |
| 4. Wang Shiwei, Wu Xuan, Yang Juan, Peng Yuwan, Miao Fulu, Li Min, Zeng Juan. (2024) Sterigmatocystin declines mouse oocyte quality by inducing ferroptosis and asymmetric division defects. Journal of Ovarian Research, 17 (1): (1-16). [PMID:39198920] [10.1186/s13048-024-01499-w] |
| 5. Jun Huang, Gang Yang, Kewei Chen, Muying Du, Zsolt Zalán, Ferenc Hegyi, Jianquan Kan. (2024) Anti-fungal effects of lactic acid bacteria from pickles on the growth and sterigmatocystin production of Aspergillus versicolor. INTERNATIONAL JOURNAL OF FOOD MICROBIOLOGY, [PMID:38955023] [10.1016/j.ijfoodmicro.2024.110809] |
| 6. Wenli Zhu, Liurunzi Xu, Sitian Gu, Yufei Liu, Qingli Yang, Xiudan Hou. (2026) Fluorine-functionalized magnetic covalent organic frameworks for the extraction of aflatoxin B1 and two precursors for the early warning in agricultural products. JOURNAL OF CHROMATOGRAPHY A, [PMID:41650541] [10.1016/j.chroma.2026.466759] |