5-Methoxysterigmatocystin - ≥98% , CAS No.22897-08-1

CAS: 22897-08-1 Cat. No.: M274947 Molecular Weight: 354.31

COA

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5-Methoxysterigmatocystin - ≥98% CAS No(22897-08-1) by Aladdin Scientific

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AVAILABLE TO ORDER

GRADE & PURITY ≥98%

Synonyms

(3AR,12CS)-3A,12C-DIHYDRO-8-HYDROXY-6,11-DIMETHOXY-7H-FURO(3',2':4,5)FURO(2,3-C)XANTHEN-7-ONE | 7H-FURO(3',2':4,5)FURO(2,3-C)XANTHEN-7-ONE, 3A,12C-DIHYDRO-8-HYDROXY-6,11-DIMETHOXY-, (3AR,12CS)- | KBio1_001302 | Sterigmatocystin, 5(or 7)-methoxy- | UNII-QW

Storage

Protected from light,Store at -20°C,Desiccated

Shipped In

Ice chest + Ice pads

Overview Specifications Names and Identifiers Documentation Advanced Data Taxonomic Classification 3D Structure Associated Targets(Human) Associated Targets(non-human) Mechanisms of Action Certificates（CoA,COO,BSE/TSE and Analysis Chart) Chemical and Physical Properties Solution Calculators Reviews

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Why this grade

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

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Storage & shipping

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

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Quality documents

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

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Literature proof

Cited in 0 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Overview

Store at -20°C. It is important to note that this product is reported to be light sensitive. Store In the Dark. Store under desiccating conditions.

Specifications

Synonyms

(3AR, 12CS)-3A, 12C-DIHYDRO-8-HYDROXY-6, 11-DIMETHOXY-7H-FURO(3', 2':4, 5)FURO(2, 3-C)XANTHEN-7-ONE | 7H-FURO(3', 2':4, 5)FURO(2, 3-C)XANTHEN-7-ONE, 3A, 12C-DIHYDRO-8-HYDROXY-6, 11-DIMETHOXY-, (3AR, 12CS)- | KBio1_001302 | Sterigmatocystin, 5(or 7)-methoxy- | UNII-QW

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Mycotoxin. Sterigmatocystin derivative. Antiproliferative agent (IC 50 = 181 μM, adenocarcinoma lung cells). Shows cytotoxic effects (IC 50 values are 3.86 and 5.32 μM for A-549 and HL-60 cell lines respectively). Shows antitumor effects.

Source

Aspergillus sp.

Storage

Protected from light, Store at -20°C, Desiccated

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Note

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.

Purity

≥98%

Names and Identifiers

Canonical Smiles	COC1=C2C(=C(C=C1)O)C(=O)C3=C(C=C4C(=C3O2)C5C=COC5O4)OC
IUPAC Name	(3S,7R)-15-hydroxy-11,18-dimethoxy-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	VVRUNWFPOWIBDY-WPCRTTGESA-N
INCHI	1S/C19H14O7/c1-22-10-4-3-9(20)14-16(21)15-11(23-2)7-12-13(18(15)26-17(10)14)8-5-6-24-19(8)25-12/h3-8,19-20H,1-2H3/t8-,19+/m0/s1
Isomeric SMILES	COC1=C2C(=C(C=C1)O)C(=O)C3=C(C=C4C(=C3O2)[C@@H]5C=CO[C@@H]5O4)OC
Molecular Weight	354.31
Reaxy-Rn	1442627
Reaxys-RN_link_address	https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1442627&ln=

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

Kingdom Organic compounds
- Superclass Phenylpropanoids and polyketides
  - Class Sterigmatocystins

Kingdom	Organic compounds
Superclass	Phenylpropanoids and polyketides
Class	Sterigmatocystins
Subclass	Not available
Intermediate Tree Nodes	Not available
Direct Parent	Sterigmatocystins
Alternative Parents	Xanthones Chromones Coumarans Anisoles Pyranones and derivatives Alkyl aryl ethers 1-hydroxy-2-unsubstituted benzenoids Vinylogous esters Vinylogous acids Heteroaromatic compounds Dihydrofurans Oxacyclic compounds Acetals Organic oxides Hydrocarbon derivatives
Molecular Framework	Aromatic heteropolycyclic compounds
Substituents	Sterigmatocystin backbone - Xanthone - Dibenzopyran - Xanthene - Chromone - Benzopyran - 1-benzopyran - Coumaran - Anisole - Pyranone - 1-hydroxy-2-unsubstituted benzenoid - Alkyl aryl ether - Pyran - Benzenoid - Vinylogous acid - Vinylogous ester - Dihydrofuran - Heteroaromatic compound - Ether - Acetal - Organoheterocyclic compound - Oxacycle - Organic oxide - Organooxygen compound - Hydrocarbon derivative - Organic oxygen compound - Aromatic heteropolycyclic compound
Description	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	Not available
1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61. DOI: 10.1186/s13321-016-0174-y

3D Structure

Associated Targets(Human)

A498 (42825 Activities)

Solubility	Soluble in DMSO
Sensitivity	light sensitive
Molecular Weight	354.300 g/mol
XLogP3	3.300
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	2
Exact Mass	354.074 Da
Monoisotopic Mass	354.074 Da
Topological Polar Surface Area	83.500 Å²
Heavy Atom Count	26
Formal Charge	0
Complexity	607.000
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