(±)-Equol - Moligand™, ≥98% , Agonist of TAS2R14;Agonist of TAS2R39, CAS No.94105-90-5, Agonist of TAS2R14;Agonist of TAS2R39

CAS: 94105-90-5 Cat. No.: P160369 Molecular Weight: 242.27 EC Number: 618-999-2

GRADE & PURITY Moligand™, ≥98%

Synonyms

(plusmn)-Equol | Rac-Equol | SR-01000946366 | 2RZ8A7D0E8 | (-)-Cotinine;(S)-Cotinine;NIH-10498 | AUS-131 | MFCD00016662 | (+/-)Equol | (+/-)-Equol | A859575 | Q27255516 | SCHEMBL949461 | Equol, (+/-)- | 3-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-7-ol | 3,

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Specifications

Synonyms

(plusmn)-Equol | Rac-Equol | SR-01000946366 | 2RZ8A7D0E8 | (-)-Cotinine;(S)-Cotinine;NIH-10498 | AUS-131 | MFCD00016662 | (+/-)Equol | (+/-)-Equol | A859575 | Q27255516 | SCHEMBL949461 | Equol, (+/-)- | 3-(4-hydroxyphenyl)-3, 4-dihydro-2H-chromen-7-ol | 3,

Specifications & Purity

Moligand™, ≥98%

Biochemical and Physiological Mechanisms

Metabolite of daidzein. Weak estrogenic agonist, and competitive inhibitor of 17β-estradiol at the estradiol receptor.

Storage

Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

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

Grade

Moligand™

Action Type

AGONIST

Mechanism of action

Agonist of TAS2R14;Agonist of TAS2R39

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: C1C(COC2=C1C=CC(=C2)O)C3=CC=C(C=C3)O
• IUPAC Name: 3-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-7-ol
• InChIKey: ADFCQWZHKCXPAJ-UHFFFAOYSA-N
• INCHI: 1S/C15H14O3/c16-13-4-1-10(2-5-13)12-7-11-3-6-14(17)8-15(11)18-9-12/h1-6,8,12,16-17H,7,9H2
• Isomeric SMILES: C1C(COC2=C1C=CC(=C2)O)C3=CC=C(C=C3)O
• Alternate CAS: 94105-90-5；66036-38-2
• NSC Number: 670882
• MeSH Entry Terms: (+-)-isomer of equol;3' Hydroxy Equol;3'-hydroxy-equol;4' methoxy 7 isoflavanol;4' O Methyl Equol;4'-methoxy-7-isoflavanol;4'-O-methyl equol;6' Hydroxy Equol;6'-hydroxy-equol;equol;Equol, 4'-O-Methyl
• Molecular Weight: 242.27
• Reaxy-Rn: 87753
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=87753&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Class Isoflavonoids
      • Subclass Isoflavans

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Class: Isoflavonoids
• Subclass: Isoflavans
• Intermediate Tree Nodes: Not available
• Direct Parent: Isoflavanols
• Alternative Parents: Hydroxyisoflavonoids 1-benzopyrans Alkyl aryl ethers 1-hydroxy-2-unsubstituted benzenoids Benzene and substituted derivatives Oxacyclic compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Hydroxyisoflavonoid - Isoflavanol - Chromane - Benzopyran - 1-benzopyran - Alkyl aryl ether - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Monocyclic benzene moiety - Benzenoid - Ether - Oxacycle - Organoheterocyclic compound - Organooxygen compound - Hydrocarbon derivative - Organic oxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as isoflavanols. These are polycyclic compounds containing a hydroxylated isoflavan skeleton.
• External Descriptors: Isoflavans

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)

TAS2R39 Tchem Taste receptor type 2 member 39 (0 Activities)

Discover Target: TAS2R39

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

TAS2R14 Tchem Taste receptor type 2 member 14 (0 Activities)

Discover Target: TAS2R14

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

ESR1 Tclin Estrogen receptor alpha (17718 Activities)

Discover Target: ESR1

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

MCF7 (126967 Activities)

Explore this target

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

Associated Targets(non-human)

rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

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

Aorta (2975 Activities)

Explore this target

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

ureB Urease subunit alpha/Urease subunit beta (701 Activities)

Discover Target: ureB

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in DMSO and methanol or 100% ethanol. Insoluble in water.
• Sensitivity: Moisture sensitive.
• Melt Point(°C): 175℃
• Molecular Weight: 242.270 g/mol
• XLogP3: 3.000
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 242.094 Da
• Monoisotopic Mass: 242.094 Da
• Topological Polar Surface Area: 49.700 Ų
• Heavy Atom Count: 18
• Formal Charge: 0
• Complexity: 273.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 1
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Liu Xiao-Mei, Wang Zi-Hao, Wei Qian-Xue, Song Yang, Ma Xiao-Xin.  (2024)  Equol exerts anti-tumor effects on choriocarcinoma cells by promoting TRIM21-mediated ubiquitination of ANXA2.  Biology Direct,  19  (1): (1-18).  [PMID:39242533] [10.1186/s13062-024-00519-5]

2. Kemin Mao, Xianghong Wang, Yakun Hou, Xiaowei He, Shuo Geng, Faizan Ahmed Sadiq, Yunhe Lian, Yaxin Sang.  (2024)  Integrated network pharmacology and transcriptomic approach reveal the role of equol in reducing colorectal cancer via regulating multiple cell cycle genes in HCT116 cells.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:39461627] [10.1016/j.ijbiomac.2024.136832]