Osthole - Moligand™, ≥99% , CAS No.484-12-8

CAS: 484-12-8 Cat. No.: O101699 Formula: C₁₅H₁₆O₃ Molecular Weight: 244.29 EC Number: 610-421-7

GRADE & PURITY Moligand™, ≥99%

Synonyms

KBioSS_002022 | NSC 31868 | SDCCGMLS-0066780.P001 | 7-methoxy-8-(3-methylpent-2-enyl)coumarin | A827530 | KBio3_002589 | Spectrum2_000723 | 2H-1-Benzopyran-2-one, 7-methoxy-8-(3-methyl-2-butenyl)- | DivK1c_007042 | AMY40671 | BBL013019 | Osthole (Osthol)

Storage

Room temperature

Shipped In

Normal

Specifications

Synonyms

KBioSS_002022 | NSC 31868 | SDCCGMLS-0066780.P001 | 7-methoxy-8-(3-methylpent-2-enyl)coumarin | A827530 | KBio3_002589 | Spectrum2_000723 | 2H-1-Benzopyran-2-one, 7-methoxy-8-(3-methyl-2-butenyl)- | DivK1c_007042 | AMY40671 | BBL013019 | Osthole (Osthol)

Specifications & Purity

Moligand™, ≥99%

Biochemical and Physiological Mechanisms

Bioactive coumarin. Anti-inflammatory and antitumor activity. Phosphoinositide inhibitor and calcium channel blocker (IC 50 = 4 μM). Suppresses NFκB activity to induce cell-cycle arrest and apoptosis in cancer cells.

Storage

Room temperature

Shipped In

Normal

Grade

Moligand™

Action Type

INHIBITOR

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

≥99%

Names and Identifiers

Pubchem Sid

504751915

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/504751915

Canonical Smiles

CC(=CCC1=C(C=CC2=C1OC(=O)C=C2)OC)C

IUPAC Name

7-methoxy-8-(3-methylbut-2-enyl)chromen-2-one

InChIKey

MBRLOUHOWLUMFF-UHFFFAOYSA-N

INCHI

1S/C15H16O3/c1-10(2)4-7-12-13(17-3)8-5-11-6-9-14(16)18-15(11)12/h4-6,8-9H,7H2,1-3H3

Isomeric SMILES

CC(=CCC1=C(C=CC2=C1OC(=O)C=C2)OC)C

WGK Germany

1

RTECS

GN7700000

Alternate CAS

484-12-8

NSC Number

31868

MeSH Entry Terms

7-methoxy-8-(3-methylpent-2-enyl)coumarin;osthol;osthole

Molecular Weight

244.29

Reaxy-Rn

1288399

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1288399&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Class Coumarins and derivatives

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Class: Coumarins and derivatives
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Coumarins and derivatives
• Alternative Parents: 1-benzopyrans Anisoles Pyranones and derivatives Alkyl aryl ethers Heteroaromatic compounds Lactones Oxacyclic compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Coumarin - Benzopyran - 1-benzopyran - Anisole - Alkyl aryl ether - Pyranone - Pyran - Benzenoid - Heteroaromatic compound - Lactone - Oxacycle - Ether - Organoheterocyclic compound - Organic oxygen compound - Organooxygen compound - Hydrocarbon derivative - Organic oxide - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one).
• External Descriptors: coumarins

Data sources

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

Associated Targets(Human)

TRPV3 Tchem Transient receptor potential cation channel subfamily V member 3 (1 Activities)

Discover Target: TRPV3

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

ALOX5 Tclin Arachidonate 5-lipoxygenase (6568 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ACHE Tclin Acetylcholinesterase (18204 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PTGS1 Tclin Cyclooxygenase-1 (9233 Activities)

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PTGS2 Tclin Cyclooxygenase-2 (13999 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

GBA1 Tclin Beta-glucocerebrosidase (14647 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CYP1A1 Tchem Cytochrome P450 1A1 (1169 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CYP2D6 Tclin Cytochrome P450 2D6 (33882 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

GAPDH Tchem Glyceraldehyde-3-phosphate dehydrogenase liver (1284 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

GLP1R Tclin Glucagon-like peptide 1 receptor (111429 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

BACE1 Tchem Beta-secretase 1 (15641 Activities)

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CYP2C9 Tchem Cytochrome P450 2C9 (32119 Activities)

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CYP2C19 Tchem Cytochrome P450 2C19 (29246 Activities)

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CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)

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COLO 205 (50209 Activities)

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MCF7 (126967 Activities)

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SH-SY5Y (11521 Activities)

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A549 (127892 Activities)

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T47D (39041 Activities)

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A-431 (6446 Activities)

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HepG2 (196354 Activities)

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KB (17409 Activities)

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MDA-MB-231 (73002 Activities)

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HL (112 Activities)

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XPO1 Tclin Exportin-1 (375 Activities)

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GMNN Tbio Geminin (128009 Activities)

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SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)

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CBX1 Tbio Chromobox protein homolog 1 (92434 Activities)

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SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 Activities)

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USP1 Tchem Ubiquitin carboxyl-terminal hydrolase 1 (22556 Activities)

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RAPGEF4 Tchem Rap guanine nucleotide exchange factor 4 (11476 Activities)

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Associated Targets(non-human)

Abcb1b P-glycoprotein 1 (174 Activities)

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Hdac6 Histone deacetylase 6 (222 Activities)

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Salmonella typhimurium (15756 Activities)

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Mycobacterium tuberculosis (203094 Activities)

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Leishmania major (2877 Activities)

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Botrytis cinerea (4183 Activities)

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A10 (235 Activities)

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MM46 (1 Activities)

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P388 (20296 Activities)

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RAW264.7 (28094 Activities)

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V79 (1637 Activities)

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norA Quinolone resistance protein norA (2171 Activities)

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rep Replicase polyprotein 1ab (378 Activities)

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BCHE Cholinesterase (8742 Activities)

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Rhizoctonia solani (2251 Activities)

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Nfe2l2 Nuclear factor erythroid 2-related factor 2 (214 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PA Polymerase acidic protein (806 Activities)

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FTL Ferritin light chain (43324 Activities)

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Gabrg2 GABA-A receptor; alpha-1/beta-2/gamma-2 (554 Activities)

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Colletotrichum camelliae (51 Activities)

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Bactrocera oleae (43 Activities)

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mdeA Fluoroquinolone resistance protein (28 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: Insoluble in water; Very soluble in Methanol; Soluble in Ethanol
• Boil Point(°C): 145～150°C
• Melt Point(°C): 83-84°C
• Molecular Weight: 244.280 g/mol
• XLogP3: 3.800
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 244.11 Da
• Monoisotopic Mass: 244.11 Da
• Topological Polar Surface Area: 35.500 Ų
• Heavy Atom Count: 18
• Formal Charge: 0
• Complexity: 366.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• 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

Frequently Asked Questions

What is the purity of this product?

This product is supplied at ≥99% purity (chemical assay). Lot-specific values are stated on the Certificate of Analysis.

What is Moligand??

Moligand? is one of Aladdin Scientific's premium product lines, formulated for high-purity applications across multiple workflows. Compared to standard grades in the same workflow, Moligand? products typically offer tighter specifications, more rigorous QC, and stronger lot-to-lot consistency.

How should this product be stored?

Store at room temperature.

How is this product shipped?

This product ships under standard ambient conditions. No temperature-controlled packaging is required.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 484-12-8, the molecular formula is C15H16O3, and the molecular weight is 244.29 g/mol. InChIKey MBRLOUHOWLUMFF-UHFFFAOYSA-N.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.