Sterigmatocystin - ≥98% , CAS No.10048-13-2

CAS: 10048-13-2 Cat. No.: S102406 Peso molecular: 324.28 Beilstein Registry Number: 1299457 Número EC: 233-158-6 PubChem CID: 5280389
Disponible para pedir
GRADE & PURITY ≥98%
Synonyms
(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 | NSC-204985 | STERIGMATOCYSTIN [IARC] | NSC 201423 | STERIGMATOCYSTIN | 3a,2':4,5]furo[2,3-c]xanthen-7-one | 8-Hydroxy-6-methoxy-3a,12c-d
Storage
Protected from light,Store at -20°C,Argon charged
Shipped In
Ice chest + Ice pads
 ·  off list, applied to all prices below.
Size
Estado
Price
Qty
1mg
S102406-1mg
3
159,90US$
5mg
S102406-5mg
2
519,90US$
25mg
S102406-25mg
8-12 wks(?) Production requires sourcing of materials. We appreciate your patience and understanding.
1.799,90US$
Enter a quantity for the sizes you want to add.
🧪

Why this grade

≥98% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

🌡

Storage & shipping

Protected from light,Store at -20°C,Argon charged Ships Ice chest + Ice pads Check lot-specific COA for exact specifications.

📋

Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

📚

Literature proof

Cited in 6 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Specifications

Sinónimos
(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 | NSC-204985 | STERIGMATOCYSTIN [IARC] | NSC 201423 | STERIGMATOCYSTIN | 3a, 2':4, 5]furo[2, 3-c]xanthen-7-one | 8-Hydroxy-6-methoxy-3a, 12c-d
Especificaciones y pureza
≥98%
Mecanismos bioquímicos y fisiológicos
DNA synthesis inhibitor. Mycotoxin. p21 inhibitor. Potent mutagenic agent. Induces sister chromatid exchanges. Induces liver and kidney necrosis. Inhibits orotic acid incorporation into nuclear RNA. Induces hepatomas and pulmonary tumours in vivo. Orally
Condiciones de almacenamiento de almacenamiento
Protected from light, Store at -20°C, Argon charged
Enviado en
Ice chest + Ice pads
Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.
Nota
Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.
Pureza
≥98%
Nombres e identificadores
Pubchem Sid504763298
Pubchem Sid Urlhttps://pubchem.ncbi.nlm.nih.gov/substance/504763298
Sonrisas canónicasCOC1=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
InChIKeyUTSVPXMQSFGQTM-DCXZOGHSSA-N
INCHI1S/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

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassPhenylpropanoids and polyketides
ClaseSterigmatocystins
SubclassNot available
Intermediate Tree Nodes Not available
Direct ParentSterigmatocystins
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 FrameworkAromatic 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
DescripciónThis 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
Estructura 3D
Modelo de Estructura Química Interactiva





Objetivos asociados (humanos)
ACHE Tclin Acetylcholinesterase (18204 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
A498 (42825 Activities)
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CAKI-1 (44928 Activities)
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CCRF-CEM (65223 Activities)
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COLO 205 (50209 Activities)
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DLD-1 (17511 Activities)
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DMS-273 (14108 Activities)
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HL-60 (67320 Activities)
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HT-29 (80576 Activities)
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K562 (73714 Activities)
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KM12 (47707 Activities)
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MCF7 (126967 Activities)
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MOLT-4 (49676 Activities)
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OVCAR-3 (48710 Activities)
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OVCAR-4 (44535 Activities)
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OVCAR-5 (45555 Activities)
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OVCAR-8 (47708 Activities)
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RPMI-8226 (44974 Activities)
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RXF 393 (41971 Activities)
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SF-295 (48000 Activities)
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SK-MEL-2 (46422 Activities)
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SK-MEL-28 (48833 Activities)
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SK-MEL-5 (47095 Activities)
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SK-OV-3 (52876 Activities)
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SN12C (47755 Activities)
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SNB-19 (46794 Activities)
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SNB-78 (14240 Activities)
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U-251 (51189 Activities)
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UACC-257 (46019 Activities)
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UACC-62 (47335 Activities)
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UO-31 (46270 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
XF498 (12972 Activities)
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A549 (127892 Activities)
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NCI/ADR-RES (33767 Activities)
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EKVX (44102 Activities)
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NCI-H322M (45589 Activities)
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HCC 2998 (41480 Activities)
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HCT-116 (91556 Activities)
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HOP-18 (11577 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HOP-92 (41141 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NCI-H460 (60772 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SF-268 (49410 Activities)
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IGROV-1 (47897 Activities)
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KM-20L2 (14967 Activities)
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LOX IMVI (44321 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HOP-62 (47048 Activities)
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M19-MEL (15326 Activities)
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Malme-3M (44254 Activities)
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MDA-MB-231 (73002 Activities)
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SNB-75 (44215 Activities)
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Objetivos asociados (no humanos)
Trypanosoma cruzi (99888 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
P388 (20296 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
P388/ADR (1216 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
BCHE Cholinesterase (8742 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mycotypha microspora (91 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
[Chlorella] fusca (158 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mecanismos de acción
Certificados (CoA, COO, BSE/TSE y tabla de análisis)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

5 results found

Lot NumberCertificate TypeFechaArticulo
C2013136Certificate of AnalysisJan 19, 2024 S102406
L2313442Certificate of AnalysisNov 27, 2023 S102406
L2313443Certificate of AnalysisNov 27, 2023 S102406
L2313515Certificate of AnalysisNov 27, 2023 S102406
I2311074Certificate of AnalysisSep 21, 2023 S102406
Propiedades químicas y físicas
SensibilidadLight sensitive;Moisture sensitive
Punto de inflamación (°F)6 °C
Punto de inflamación (°C)6°C
Peso molecular324.300 g/mol
XLogP33.400
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count6
Rotatable Bond Count1
Exact Mass324.063 Da
Monoisotopic Mass324.063 Da
Topological Polar Surface Area74.200 Ų
Heavy Atom Count24
Formal Charge0
Complexity562.000
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Citations of This Product
Referencias
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]
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