18alpha-Glycyrrhetinic acid - 10mM in DMSO , CAS No.1449-05-4

CAS: 1449-05-4 Cat. No.: A421662 Peso molecular: 470.69 Número EC: 215-907-9
Disponible para pedir
GRADE & PURITY 10mM in DMSO
Synonyms
18-Isoglycyrrhetinic acid | Chloroiodomethane; Chloromethyl iodide | ENOXOLONE IMPURITY A [EP IMPURITY] | NSC 35350 | (Methylselanyl)methane | CCRIS 3963 | HY-N0375 | (2S,4aS,6aS,6bR,8aR,10S,12aS,12bR,14bS)-10-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo
Storage
Store at -80°C
Shipped In
Dry ice packs + Cold packs
 ·  off list, applied to all prices below.
Size
Estado
Price
Qty
1ml
A421662-1ml
2

147,90US$

172,90US$
Guardar 25,00 US$ (14.46%)
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Why this grade

10mM in DMSO for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Store at -80°C Ships Dry ice packs + Cold packs 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.

📚

Literature proof

Cited in 13 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Specifications

Sinónimos
18-Isoglycyrrhetinic acid | Chloroiodomethane; Chloromethyl iodide | ENOXOLONE IMPURITY A [EP IMPURITY] | NSC 35350 | (Methylselanyl)methane | CCRIS 3963 | HY-N0375 | (2S, 4aS, 6aS, 6bR, 8aR, 10S, 12aS, 12bR, 14bS)-10-hydroxy-2, 4a, 6a, 6b, 9, 9, 12a-heptamethyl-13-oxo
Especificaciones y pureza
10mM in DMSO
Condiciones de almacenamiento de almacenamiento
Store at -80°C
Enviado en
Dry ice packs + Cold packs
Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.
Nombres e identificadores
Sonrisas canónicasCC1(C2CCC3(C(C2(CCC1O)C)C(=O)C=C4C3(CCC5(C4CC(CC5)(C)C(=O)O)C)C)C)C
IUPAC Name(2S,4aS,6aR,6aS,6bR,8aR,10S,12aS,14bS)-10-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1H-picene-2-carboxylic acid
InChIKeyMPDGHEJMBKOTSU-PMTKVOBESA-N
INCHI1S/C30H46O4/c1-25(2)21-8-11-30(7)23(28(21,5)10-9-22(25)32)20(31)16-18-19-17-27(4,24(33)34)13-12-26(19,3)14-15-29(18,30)6/h16,19,21-23,32H,8-15,17H2,1-7H3,(H,33,34)/t19-,21+,22+,23-,26-,27+,28+,29-,30-/m1/s1
Isómeros SMILES C[C@]12CC[C@](C[C@@H]1C3=CC(=O)[C@@H]4[C@]5(CC[C@@H](C([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)C)O)C)(C)C(=O)O
Peso molecular 470.69
Reaxy-Rn 3041142
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=3041142&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

KingdomOrganic compounds
SuperclassLipids and lipid-like molecules
ClasePrenol lipids
SubclassTriterpenoids
Intermediate Tree Nodes Not available
Direct ParentTriterpenoids
Alternative Parents Cyclohexenones  Secondary alcohols  Cyclic alcohols and derivatives  Monocarboxylic acids and derivatives  Carboxylic acids  Organic oxides  Hydrocarbon derivatives  
Molecular FrameworkAliphatic homopolycyclic compounds
Substituents Triterpenoid - Cyclohexenone - Cyclic alcohol - Secondary alcohol - Ketone - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Alcohol - Aliphatic homopolycyclic compound
DescripciónThis compound belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.
External Descriptors Not available
Estructura 3D
Modelo de Estructura Química Interactiva





Objetivos asociados (humanos)
DU-145 (51482 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HCT-8 (3484 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HT-29 (80576 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MCF7 (126967 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PC-3 (62116 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TERT-RPE1 (415 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HCT-116 (91556 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HepG2 (196354 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HeLa (62764 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MDA-MB-231 (73002 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Objetivos asociados (no humanos)
Hsd11b1 11-beta-hydroxysteroid dehydrogenase 1 (202 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Ptpn1 Protein-tyrosine phosphatase 1B (270 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Influenza A virus (11224 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
H9c2 (3506 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MDCK (10148 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
RAW264.7 (28094 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
4T1 (1737 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CT26 (928 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:
Propiedades químicas y físicas
Punto de fusión (°C)296℃
Peso molecular470.700 g/mol
XLogP36.400
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count1
Exact Mass470.34 Da
Monoisotopic Mass470.34 Da
Topological Polar Surface Area74.600 Ų
Heavy Atom Count34
Formal Charge0
Complexity965.000
Isotope Atom Count0
Defined Atom Stereocenter Count9
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. Linjun Zou, Yong Hou, Jiawen Zhang, Meiying Chen, Peiying Wu, Changcun Feng, Qinglong Li, Xudong Xu, Zhaocui Sun, Guoxu Ma.  (2023)  Degradable carrier-free spray hydrogel based on self-assembly of natural small molecule for prevention of postoperative adhesion.  Materials Today Bio,      [PMID:37593217] [10.1016/j.mtbio.2023.100755]
2. Liu Cui, Xi Wang, Zhaoyun Liu, Ziqi Li, Ziwei Bai, Kui Lin, Jian Yang, Yuanlu Cui, Fei Tian.  (2023)  Metal-organic framework decorated with glycyrrhetinic acid conjugated chitosan as a pH-responsive nanocarrier for targeted drug delivery.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:37044320] [10.1016/j.ijbiomac.2023.124370]
3. Wen Zhijie, Fu Hudie, Ye Xuexin, Yang Xuedan, Zhu Shengpeng, Hu Jie, Kang Li, Li Xiaojun, Yang Xinzhou, Hu Yan.  (2023)  Antitumor activities of novel glycyrrhetinic acid-modified lipogel hybrid system in vitro.  JOURNAL OF MATERIALS SCIENCE,  58  (13): (5788-5807).  [PMID:] [10.1007/s10853-023-08394-7]
4. Jie Hu, Yongsheng Zheng, Zhijie Wen, Hudie Fu, Xuedan Yang, Xuexin Ye, Shengpeng Zhu, Li Kang, Xiaojun Li, Xinzhou Yang, Yan Hu.  (2023)  Construction of redox-sensitive liposomes modified by glycyrrhetinic acid and evaluation of anti-hepatocellular carcinoma activity.  CHEMISTRY AND PHYSICS OF LIPIDS,      [PMID:36931583] [10.1016/j.chemphyslip.2023.105292]
5. Hao Liu, Sijiao Wang, Houyin Shi, Ruirui Zhang, Kunyan Qu, Yue Hu, Xingyu Qu, Chenyun Gan, Jingjing Chen, Xinyu Shi, Mengwu Zhang, Weiling Zeng.  (2021)  Gastric floating tablet improves the bioavailability and reduces the hypokalemia effect of gossypol in vivo.  SAUDI PHARMACEUTICAL JOURNAL,      [PMID:33994825] [10.1016/j.jsps.2021.03.001]
6. Ruoning Wang, Xin Wang, Xiaoshun Jia, Honglan Wang, Wen Li, Junsong Li.  (2020)  Impacts of particle size on the cytotoxicity, cellular internalization, pharmacokinetics and biodistribution of betulinic acid nanosuspensions in combined chemotherapy.  INTERNATIONAL JOURNAL OF PHARMACEUTICS,      [PMID:32828973] [10.1016/j.ijpharm.2020.119799]
7. Li Li, Shasha Han, Chun Yang, Lin Liu, Sengqun Zhao, Xiaofang Wang, Bingmi Liu, Hao Pan, Yu Liu.  (2020)  Glycyrrhetinic acid modified MOFs for the treatment of liver cancer.  NANOTECHNOLOGY,  31  (32): (325602).  [PMID:32320964] [10.1088/1361-6528/ab8c03]
8. Kaili Wang, Chunjing Guo, Shaohua Zou, Yueming Yu, Xinxin Fan, Bingjie Wang, Mengna Liu, Lei Fang, Daquan Chen.  (2018)  Synthesis, characterization and in vitro/in vivo evaluation of novel reduction-sensitive hybrid nano-echinus-like nanomedicine.  Artificial Cells Nanomedicine and Biotechnology,      [PMID:29703084] [10.1080/21691401.2018.1466147]
9. Ping Zhang, Yang Cao, Huali Chen, Bo Zhou, Wenjing Hu, Liangke Zhang.  (2017)  Preparation and evaluation of glycyrrhetinic acid-modified and honokiol-loaded acoustic nanodroplets for targeted tumor imaging and therapy with low-boiling-point phase-change perfluorocarbon.  Journal of Materials Chemistry B,  (29): (5845-5853).  [PMID:32264217] [10.1039/C7TB01215B]
10. Baoyuan Zhang, Yixin Sun, Shengbo Yuan, Shufang Zheng, Yongke Zhang, Zuo Zhang, Dongyu Zhang, Jiayu Guo, Xianbao Shi, Jin Sun, Zhonggui He, Bingjun Sun.  (2025)  Glycyrrhetinic acid-albumin nanoparticles with bimodal pharmacological activities for time-dependent restoration of acute liver injury.  Nano Today,      [PMID:] [10.1016/j.nantod.2025.102849]
11. Xuewa Jiang, Shaoyan Yi, Pingping Shen, Richa Raj, Jian Zhang, Haixia Ge.  (2025)  Insights on the synergistic effects of glycyrrhetinic acid and isoliquiritigenin on HMGB1-induced inflammation by multi-spectroscopic and molecular docking studies.  SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY,      [PMID:40714661] [10.1016/j.saa.2025.126726]
12. Zhenhua Li, Junjie Zhang, Chuanyong Fan, Kaifang Wu, Jiaping Liu, Yaru Zhang, Zehao Dong, Fang Dong, Lu Xu.  (2025)  Degradable glycyrrhetinic acid functionalized mesoporous silica nanoparticles enhanced liver cancer therapy.  EUROPEAN JOURNAL OF PHARMACEUTICS AND BIOPHARMACEUTICS,      [PMID:41038589] [10.1016/j.ejpb.2025.114880]
13. Yao Xiao, Gaoyang Wang, Maowen Chen, Huan Yang, Xiaohong Zhang, Zhongxue Wang, Qian Chen, Zihui Xia, Liangliang Dai, Chenghu Hu, Zhang Yuan.  (2025)  Multilayered Structure on Titanium Implants Promotes Diabetic Osseointegration through Synergetic Regulation of Oxidative Balance and Immune Homeostasis in Microenvironment.  Materials Today Bio,      [PMID:41281642] [10.1016/j.mtbio.2025.102473]
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