Sesamin - Moligand™, ≥98% , Inhibitor of CYP4F2, CAS No.607-80-7, Inhibitor of CYP4F2

CAS: 607-80-7 Cat. No.: S171302 Peso molecular: 354.35 Número EC: 612-029-1

GRADE & PURITY Moligand™, ≥98%

Synonyms

11-Hydroxy-1-undecene | 5,5'-(1S,3aR,4S,6aR)-tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diylbis(1,3-benzodioxole) | Sezamin | 1,3-Benzodioxole, 5,5'-(tetrahydro-1H,3H-furo(3,4-c)furan-1,4-diyl)bis-, (1S-(1alpha,3a alpha,4alpha,6a alpha))- | 1,3-Benzodioxole, 5

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Specifications

Sinónimos

11-Hydroxy-1-undecene | 5, 5'-(1S, 3aR, 4S, 6aR)-tetrahydro-1H, 3H-furo[3, 4-c]furan-1, 4-diylbis(1, 3-benzodioxole) | Sezamin | 1, 3-Benzodioxole, 5, 5'-(tetrahydro-1H, 3H-furo(3, 4-c)furan-1, 4-diyl)bis-, (1S-(1alpha, 3a alpha, 4alpha, 6a alpha))- | 1, 3-Benzodioxole, 5

Especificaciones y pureza

Moligand™, ≥98%

Mecanismos bioquímicos y fisiológicos

Chemopreventive agent. Potentiates antioxidant enzymes. Upregulates the expression of SOD. Inhibits the conversion of DGLA to arachidonic acid (K i = 155 μM). Non-competitive desaturase inhibitor. Antioxidant, neuroprotective, hepatoprotective and antiagi

Condiciones de almacenamiento de almacenamiento

Store at -20°C

Enviado en

Ice chest + Ice pads

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Grado

Moligand™

Tipo de acción

INHIBITOR

Mecanismo de acción

Inhibitor of CYP4F2

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 Sid: 504754651
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504754651
• Sonrisas canónicas: C1C2C(COC2C3=CC4=C(C=C3)OCO4)C(O1)C5=CC6=C(C=C5)OCO6
• IUPAC Name: 5-[(3S,3aR,6S,6aR)-3-(1,3-benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-1,3-benzodioxole
• InChIKey: PEYUIKBAABKQKQ-AFHBHXEDSA-N
• INCHI: 1S/C20H18O6/c1-3-15-17(25-9-23-15)5-11(1)19-13-7-22-20(14(13)8-21-19)12-2-4-16-18(6-12)26-10-24-16/h1-6,13-14,19-20H,7-10H2/t13-,14-,19+,20+/m0/s1
• Isómeros SMILES: C1[C@H]2[C@H](CO[C@@H]2C3=CC4=C(C=C3)OCO4)[C@H](O1)C5=CC6=C(C=C5)OCO6
• WGK Alemania: 3
• CAS alternativo: 81602-22-4,7076-24-6,607-80-7
• Términos de entrada MeSH: asarinin;epi-sesamin;episesamin;sesamin;sesamin, (1R-(1alpha,3aalpha,4alpha,6aalpha))-isomer;sesamin, (1R-(1alpha,3aalpha,4beta,6aalpha))-isomer
• Peso molecular: 354.35
• Reaxy-Rn: 96112
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=96112&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lignans, neolignans and related compounds
    • Clase Furanoid lignans

• Kingdom: Organic compounds
• Superclass: Lignans, neolignans and related compounds
• Clase: Furanoid lignans
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Furanoid lignans
• Alternative Parents: Furofuran lignans Benzodioxoles Furofurans Benzenoids Tetrahydrofurans Oxacyclic compounds Dialkyl ethers Acetals Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Furanoid lignan - Furofuran lignan skeleton - Benzodioxole - Furofuran - Benzenoid - Tetrahydrofuran - Oxacycle - Organoheterocyclic compound - Ether - Dialkyl ether - Acetal - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Aromatic heteropolycyclic compound
• Descripción: This compound belongs to the class of organic compounds known as furanoid lignans. These are lignans with a structure that contains either a tetrahydrofuran ring, a furan ring, or a furofuan ring system, that arises from the joining of the two phenylpropanoid units.
• External Descriptors: Phenylpropanoids - Lignans

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

Objetivos asociados (humanos)

CYP4F2 Tchem Phylloquinone omega-hydroxylase CYP4F2 (0 Activities)

Discover Target: CYP4F2

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

VDR Tclin Vitamin D receptor (26531 Activities)

Discover Target: VDR

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

PLK1 Tchem Serine/threonine-protein kinase PLK1 (28605 Activities)

Discover Target: PLK1

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

SI Tchem Sucrase-isomaltase (84 Activities)

Discover Target: SI

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

CYP1A2 Tchem Cytochrome P450 1A2 (26471 Activities)

Discover Target: CYP1A2

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

CYP2C9 Tchem Cytochrome P450 2C9 (32119 Activities)

Discover Target: CYP2C9

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

CYP2C19 Tchem Cytochrome P450 2C19 (29246 Activities)

Discover Target: CYP2C19

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

Daoy (570 Activities)

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MCF7 (126967 Activities)

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SH-SY5Y (11521 Activities)

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HEK293 (82097 Activities)

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HEp-2 (3859 Activities)

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HepG2 (196354 Activities)

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KB (17409 Activities)

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HeLa (62764 Activities)

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

GMNN Tbio Geminin (128009 Activities)

Discover Target: GMNN

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

CBX1 Tbio Chromobox protein homolog 1 (92434 Activities)

Discover Target: CBX1

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

TARDBP Tchem TAR DNA-binding protein 43 (40113 Activities)

Discover Target: TARDBP

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

Objetivos asociados (no humanos)

Ttr Transthyretin (14 Activities)

Discover Target: Ttr

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

Hdac6 Histone deacetylase 6 (222 Activities)

Discover Target: Hdac6

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

Gaa Acidic alpha-glucosidase (551 Activities)

Discover Target: Gaa

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

Mycobacterium tuberculosis (203094 Activities)

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Plasmodium falciparum (966862 Activities)

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RAW (181 Activities)

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rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

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Txnrd1 Thioredoxin reductase 1, cytoplasmic (45279 Activities)

Discover Target: Txnrd1

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

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

Discover Target: Nfe2l2

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

NS1 Nonstructural protein 1 (33327 Activities)

Discover Target: NS1

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

Liver microsome (341 Activities)

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SARS-CoV-2 (38078 Activities)

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Mecanismos de acción

Propiedades químicas y físicas

• Solubilidad: Soluble in Chloroform
• Sensibilidad: heat sensitive
• Rotación específica [α]: 67° (C=1,CHCl3)
• Punto de fusión (°C): 123°C
• Peso molecular: 354.400 g/mol
• XLogP3: 2.700
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 354.11 Da
• Monoisotopic Mass: 354.11 Da
• Topological Polar Surface Area: 55.400 Ų
• Heavy Atom Count: 26
• Formal Charge: 0
• Complexity: 482.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 4
• 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

Referencias

1. Hui Du, Shiwen Tong, Ge Kuang, Xia Gong, Ningman Jiang, Xian Yang, Hao Liu, Nana Li, Yao Xie, Yang Xiang, Jiashi Guo, Zhenhan Li, Yinglin Yuan, Shengwang Wu, Jingyuan Wan.  (2023)  Sesamin Protects against APAP-Induced Acute Liver Injury by Inhibiting Oxidative Stress and Inflammatory Response via Deactivation of HMGB1/TLR4/NFκB Signal in Mice.  Journal of Immunology Research,      [PMID:37663051] [10.1155/2023/1116841]

2. Liumin Huang, Jun Li, Yanlan Bi, Yanhui Xu, Yanmei Wang, Jian Wang, Dan Peng.  (2021)  Simultaneous determination of α-tocopherol, β-tocopherol, γ-tocopherol, δ-tocopherol, sesamin, sesamolin, sesamol, and asarinin in sesame oil by normal-phase high performance liquid chromatography.  JOURNAL OF FOOD COMPOSITION AND ANALYSIS,      [PMID:] [10.1016/j.jfca.2021.104132]

3. Zhenzhen Xia, Tian Yi, Yan Liu.  (2019)  Rapid and nondestructive determination of sesamin and sesamolin in Chinese sesames by near-infrared spectroscopy coupling with chemometric method.  SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY,      [PMID:31727518] [10.1016/j.saa.2019.117777]

4. Yan Liu, Zhenzhen Xia, Liyun Yao, Yang Wu, Yan Li, Shan Zeng, Hao Li.  (2019)  Discriminating geographic origin of sesame oils and determining lignans by near-infrared spectroscopy combined with chemometric methods.  JOURNAL OF FOOD COMPOSITION AND ANALYSIS,      [PMID:] [10.1016/j.jfca.2019.103327]

5. Deng Shuang, Zhou Jian-Lin, Fang Hong-Song, Nie Zhi-Gang, Chen Sen, Peng Hao.  (2018)  Sesamin Protects the Femoral Head From Osteonecrosis by Inhibiting ROS-Induced Osteoblast Apoptosis in Rat Model.  Frontiers in Physiology,      [PMID:30618801] [10.3389/fphys.2018.01787]

6. Qiang Li, Yuan Jiang, Shouyin Jiang, Yulin Li, Libing Jiang, Jian-an Wang.  (2015)  Sesamin Attenuates Lipopolysaccharide-Induced Acute Lung Injury by Inhibition of TLR4 Signaling Pathways.  INFLAMMATION,  39  (1): (467-472).  [PMID:26468152] [10.1007/s10753-015-0270-6]

7. Li Ma, Xia Gong, Ge Kuang, Rong Jiang, Rongchun Chen, Jingyuan Wan.  (2015)  Sesamin ameliorates lipopolysaccharide/d-galactosamine-induced fulminant hepatic failure by suppression of Toll-like receptor 4 signaling in mice.  BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS,      [PMID:25866179] [10.1016/j.bbrc.2015.03.154]

8. Mengyun Dong, Tianliang Zhang, Xueli Liang, Xinyi Cheng, Fuyan Shi, Hang Yuan, Fengxiang Zhang, Qiqi Jiang, Xia Wang.  (2024)  Sesamin alleviates lipid accumulation induced by oleic acid via PINK1/Parkin-mediated mitophagy in HepG2 cells.  BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS,      [PMID:38531220] [10.1016/j.bbrc.2024.149815]

9. Tao Chen, Peng Liu, Yu Ge, Xiaoting Lei, Zhenzong Fan, Xiaoyu Zhu, Yangping Wen, Hassan Karimi-Maleh, Xiaoqiang Wang.  (2025)  XGBoost algorithm-guided synthesis of violet phosphorus/MoAlB-MBene nanozyme for portable wireless intelligent sensing of sesamol in different varieties of sesame seeds.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2025.160080]

10. Siqi Zhu, Jingyi Ren, Yadong Zhang, Xiaoya Sun, Huanting Pei, Bowen Yin, Ziyi Wang, Zhenao Zhang, Shenghe Li, Ruonan Zhang, Ziqian Zeng, Yuxia Ma.  (2025)  Sesamin protects against Acetaminophen-induced nephrotoxicity by suppressing HMOX1-mediated apoptosis and ferroptosis.  REDOX REPORT,      [PMID:40650944] [10.1080/13510002.2025.2529695]

11. Jingyi Ren, Longfei Li, Ziyi Wang, Siqi Zhu, Huanting Pei, Yadong Zhang, Bowen Yin, Zhenao Zhang, Xiaoya Sun, Huicai Guo, Yuxia Ma.  (2025)  Sesamin attenuates liver inflammation caused by PFOS via regulating SAP130-mediated hepatocyte-macrophage crosstalk.  ECOTOXICOLOGY AND ENVIRONMENTAL SAFETY,      [PMID:40773918] [10.1016/j.ecoenv.2025.118773]

12. Ke Li, Xia Gong, Ge Kuang, Rong Jiang, Jingyuan Wan, Bin Wang.  (2016)  Sesamin protects against renal ischemia reperfusion injury by promoting CD39-adenosine-A2AR signal pathway in mice.  American Journal of Translational Research,      [PMID:27347331] [PMID:27347331]

13. Yadong Zhang, Rui Wen, Jingyi Ren, Fan Zhang, Huanting Pei, Jinshi Zuo, Yuxia Ma.  (2024)  Exploring the mechanism of sesamin for the treatment of PM2.5-induced cardiomyocyte damage based on transcriptomics, network pharmacology and experimental verification.  Frontiers in Pharmacology,      [PMID:39564108] [10.3389/fphar.2024.1486563]

14. Jingyi Ren, Ziyi Wang, Yadong Zhang, Huanting Pei, Rui Wen, Zhenao Zhang, Siqi Zhu, Xiaoya Sun, Bowen Yin, Shenghe Li, Yuxia Ma.  (2025)  Sesamin alleviates drug-induced hepatotoxicity via autophagy enhancement and ferroptosis inhibition.  REDOX REPORT,      [PMID:41254937] [10.1080/13510002.2025.2588863]

15. Siqi Zhu, Yadong Zhang, Hao Tian, Shenghe Li, Chongyue Zhang, Xiaolong Zhang, Huanting Pei, Ziqian Zeng, Jingyi Ren, Yuxia Ma.  (2026)  Sesamin ameliorates perfluorooctane sulfonate-induced myocardial injury by inhibiting apoptosis and autophagy in mice.  ECOTOXICOLOGY AND ENVIRONMENTAL SAFETY,      [PMID:41601061] [10.1016/j.ecoenv.2025.119632]

16. Yadong Zhang, Zhenao Zhang, Huanting Pei, Chongyue Zhang, Xiaolong Zhang, Simeng Qiao, Siqi Zhu, Ziyi Wang, Jingyi Ren, Yuxia Ma.  (2026)  Sesamin Protects Against Polystyrene Microplastics-Induced Lung Injury via Attenuating Bcl2-Mediated Apoptosis.  Antioxidants,  15  (3): (279).  [PMID:] [10.3390/antiox15030279]