Stigmasterol - Moligand™, ≥90% , CAS No.83-48-7

CAS: 83-48-7 Cat. No.: S111185 Molecular Weight: 412.69 Beilstein Registry Number: 2568182 EC Number: 201-482-7 PubChem CID: 5280794
AVAILABLE TO ORDER
GRADE & PURITY Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools. ≥90%
Synonyms
3.BETA.-HYDROXY-24-ETHYL-.DELTA.(SUP 5,22)-CHOLESTADIENE | 5,22-Cholestadien-24-ethyl-3beta-ol | AS-15473 | (3S,8S,9S,10R,13R,14S,17R)-17-[(E,1R,4S)-4-ethyl-1,5-dimethyl-hex-2-enyl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]
Storage
Room temperature
Shipped In
Normal
 ·  off list, applied to all prices below.
Size
Status
Price
Qty
1g
S111185-1g
2
$9.90
5g
S111185-5g
4
$23.90
25g
S111185-25g
3
$86.90
100g
S111185-100g
2
$262.90
500g
S111185-500g
1
$601.90
Enter a quantity for the sizes you want to add.
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Why this grade

Moligand™, ≥90% Moligand™ for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

🌡

Storage & shipping

Room temperature Ships Normal Check lot-specific COA for exact specifications.

📋

Quality documents

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

📚

Literature proof

Cited in 24 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Specifications

Synonyms
3.BETA.-HYDROXY-24-ETHYL-.DELTA.(SUP 5, 22)-CHOLESTADIENE | 5, 22-Cholestadien-24-ethyl-3beta-ol | AS-15473 | (3S, 8S, 9S, 10R, 13R, 14S, 17R)-17-[(E, 1R, 4S)-4-ethyl-1, 5-dimethyl-hex-2-enyl]-10, 13-dimethyl-2, 3, 4, 7, 8, 9, 11, 12, 14, 15, 16, 17-dodecahydro-1H-cyclopenta[a]
Specifications & Purity
Moligand™, ≥90%
Biochemical and Physiological Mechanisms
Stigmasterol is a phytosterol with chemical structure similar to cholesterol. It exhibits anti-cancer, anti-pyretic, anti-inflammatory and immune-modulating effects. Stigmasterol decreases the expression of matrix metalloproteinases and reduced the degrad
Storage
Room temperature
Shipped In
Normal
Grade
Moligand™
Purity
≥90%
Names and Identifiers
Pubchem Sid488195216
Pubchem Sid Urlhttps://pubchem.ncbi.nlm.nih.gov/substance/488195216
Canonical SmilesCCC(C=CC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)C(C)C
IUPAC Name(3S,8S,9S,10R,13R,14S,17R)-17-[(E,2R,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
InChIKeyHCXVJBMSMIARIN-PHZDYDNGSA-N
INCHI1S/C29H48O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h8-10,19-21,23-27,30H,7,11-18H2,1-6H3/b9-8+/t20-,21-,23+,24+,25-,26+,27+,28+,29-/m1/s1
Isomeric SMILES CC[C@H](/C=C/[C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O)C)C)C(C)C
WGK Germany 3
RTECS WJ2447500
PubChem CID 5280794
Molecular Weight 412.69
Beilstein 2568182
Reaxy-Rn 2568182

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
ClassSteroids and steroid derivatives
SubclassStigmastanes and derivatives
Intermediate Tree Nodes Not available
Direct ParentStigmastanes and derivatives
Alternative Parents Triterpenoids  C24-propyl sterols and derivatives  3-beta-hydroxysteroids  3-beta-hydroxy delta-5-steroids  Delta-5-steroids  Secondary alcohols  Cyclic alcohols and derivatives  Hydrocarbon derivatives  
Molecular FrameworkAliphatic homopolycyclic compounds
Substituents C24-propyl-sterol-skeleton - Stigmastane-skeleton - Triterpenoid - 3-hydroxy-delta-5-steroid - 3-hydroxysteroid - Hydroxysteroid - 3-beta-hydroxysteroid - 3-beta-hydroxy-delta-5-steroid - Delta-5-steroid - Cyclic alcohol - Secondary alcohol - Alcohol - Organooxygen compound - Hydrocarbon derivative - Organic oxygen compound - Aliphatic homopolycyclic compound
DescriptionThis compound belongs to the class of organic compounds known as stigmastanes and derivatives. These are sterol lipids with a structure based on the stigmastane skeleton, which consists of a cholestane moiety bearing an ethyl group at the carbon atom C24.
External Descriptors Stigmasterols and C24-ethyl derivatives
3D Structure
Interactive Chemical Structure Model





Associated Targets(Human)
POLB Tchem DNA polymerase beta (23632 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Calu-1 (518 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
DU-145 (51482 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
K562 (73714 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
Raji (5516 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
WISH (126 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
A549 (127892 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KB (17409 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
IDH1 Tclin Isocitrate dehydrogenase [NADP] cytoplasmic (40980 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Associated Targets(non-human)
pol Human immunodeficiency virus type 1 reverse transcriptase (18245 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Htr7 Serotonin 7 (5-HT7) receptor (19 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Hdac6 Histone deacetylase 6 (222 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Pseudomonas aeruginosa (123386 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Staphylococcus aureus (210822 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Escherichia coli (133304 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Streptococcus pyogenes (16140 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Bacillus subtilis (32866 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mycobacterium tuberculosis (203094 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Trypanosoma brucei brucei (13300 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Plasmodium falciparum (966862 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Leishmania donovani (89745 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Human respirovirus 3 (1674 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
P388 (20296 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Vero (26788 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
J774 (3120 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
rep Replicase polyprotein 1ab (378 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ffp 4'-phosphopantetheinyl transferase ffp (24982 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mechanisms of Action
Certificates(CoA,COO,BSE/TSE and Analysis Chart)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

18 results found

Lot NumberCertificate TypeDateItem
G2108343Certificate of AnalysisApr 09, 2025 S111185
G2108344Certificate of AnalysisApr 03, 2025 S111185
C1615112Certificate of AnalysisNov 02, 2023 S111185
C1608056Certificate of AnalysisNov 02, 2023 S111185
B23111227Certificate of AnalysisJan 05, 2023 S111185
L2523014Certificate of AnalysisJan 05, 2023 S111185
L2516037Certificate of AnalysisJan 05, 2023 S111185
G2529046Certificate of AnalysisJan 05, 2023 S111185
E2522018Certificate of AnalysisJan 05, 2023 S111185
A2608101Certificate of AnalysisJan 05, 2023 S111185
B23111220Certificate of AnalysisJan 05, 2023 S111185
B23111216Certificate of AnalysisJan 05, 2023 S111185
B23111126Certificate of AnalysisJan 05, 2023 S111185
B23111125Certificate of AnalysisJan 05, 2023 S111185
B23111113Certificate of AnalysisJan 05, 2023 S111185
B23111110Certificate of AnalysisJan 05, 2023 S111185
B23111109Certificate of AnalysisJan 05, 2023 S111185
B23111107Certificate of AnalysisJan 05, 2023 S111185

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Chemical and Physical Properties
Specific Rotation[α]-50.5° (C=2,CHCl3)
Melt Point(°C)167°C
Molecular Weight412.700 g/mol
XLogP38.600
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count1
Rotatable Bond Count5
Exact Mass412.371 Da
Monoisotopic Mass412.371 Da
Topological Polar Surface Area20.200 Ų
Heavy Atom Count30
Formal Charge0
Complexity674.000
Isotope Atom Count0
Defined Atom Stereocenter Count9
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds1
Covalently-Bonded Unit Count1
Citations of This Product
References
1. Yong Li, Qingyu Zhao, Xinyi Zhu, Long Zhou, Ping Song, Baohui Liu, Daofeng Tian, Qianxue Chen, Jiangbing Zhou, Gang Deng.  (2023)  Self-Assembled nanoparticles of natural bioactive molecules enhance the delivery and efficacy of paclitaxel in glioblastoma.  CNS Neuroscience & Therapeutics,      [PMID:38044793] [10.1111/cns.14528]
2. Xinxin Wang, Xia Ke, Ximan Zhao, Qijie Ren, Jiahao Cui, Zhiqiang Liu, Yuguo Zheng.  (2023)  Aldolase SalA dominates C24 steroidal side-chain-cleavage in the phytosterol degradation from Mycobacterium neoaurum.  PROCESS BIOCHEMISTRY,      [PMID:] [10.1016/j.procbio.2023.06.023]
3. Yunling Wang, Jinyue Yang, Yuming Wang, Yaoguang Chang, Changhu Xue, Tiantian Zhang.  (2022)  Preparation and properties of fucoxanthin-loaded liposomes stabilized by sea cucumber derived cholesterol sulfate instead of cholesterol.  JOURNAL OF BIOSCIENCE AND BIOENGINEERING,      [PMID:36494249] [10.1016/j.jbiosc.2022.11.004]
4. Qiang Chen, Chunjing Guo, Zhongxin Liu, Min Cao, Wenxin Wang, Dandan Zhang, Hongxu Geng, Ningning Diao, Daquan Chen.  (2022)  Multifunctional nanoparticles with anti-inflammatory effect for improving metabolic syndromes.  JOURNAL OF DRUG TARGETING,      [PMID:36315421] [10.1080/1061186X.2022.2142595]
5. Pan Gao, Yunpeng Ding, Zhe Chen, Zhangtao Zhou, Wu Zhong, Chuanrong Hu, Dongping He, Xingguo Wang.  (2022)  Characteristics and Antioxidant Activity of Walnut Oil Using Various Pretreatment and Processing Technologies.  Foods,  11  (12): (1698).  [PMID:35741896] [10.3390/foods11121698]
6. Fanfan Song, Jingnan Chen, Aoze Zheng, Shaojun Tian.  (2022)  Effect of sterols on liposomes: Membrane characteristics and physicochemical changes during storage.  LWT-FOOD SCIENCE AND TECHNOLOGY,      [PMID:] [10.1016/j.lwt.2022.113558]
7. Tao Yang, Yufei Zhang, Liujia Xu, Hao Zhu, Juntao Zhang, Zheng Guo, Fenghong Huang, Mingming Zheng.  (2022)  pH-Switchable Pickering Interfacial Biocatalysis: One-Pot Enzymatic Synthesis of Phytosterol Esters with Low-Value Rice Bran Oil.  ACS Sustainable Chemistry & Engineering,      [PMID:] [10.1021/acssuschemeng.1c08719]
8. Sheng Zhou, Yuxiu Wen, Yiting Duan, Qi Li, Yuan Gao, Xiuzhu Yu.  (2021)  Functional Properties and Composition of New “Nut” Oil Obtained from Xanthium sibiricum Seeds.  EUROPEAN JOURNAL OF LIPID SCIENCE AND TECHNOLOGY,  124  (4): (2100135).  [PMID:] [10.1002/ejlt.202100135]
9. Wenjiang Dong, Qiyu Chen, Changqing Wei, Rongsuo Hu, Yuzhou Long, Ying Zong, Zhong Chu.  (2021)  Comparison of the effect of extraction methods on the quality of green coffee oil from Arabica coffee beans: Lipid yield, fatty acid composition, bioactive components, and antioxidant activity.  ULTRASONICS SONOCHEMISTRY,      [PMID:33965776] [10.1016/j.ultsonch.2021.105578]
10. Zhifeng Cai, Liangliang Wu, Jierui Xi, Erxiao Hao, Kaifei Qi.  (2021)  Green and facile synthesis of polyethyleneimine-protected fluorescent silver nanoclusters for the highly specific biosensing of curcumin.  COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS,      [PMID:] [10.1016/j.colsurfa.2021.126228]
11. Hao Huang, Tarun Belwal, Li Li, Yi Wang, Halah Aalim, Zisheng Luo.  (2020)  Effect of modified atmosphere packaging of different oxygen levels on cooking qualities and phytochemicals of brown rice during accelerated aging storage at 37 °C.  Food Packaging and Shelf Life,      [PMID:] [10.1016/j.fpsl.2020.100529]
12. Dingding Duan, Xiaojing Si, Yaping Ding, Li Li, Guohong Ma, Lu Zhang, Bingyu Jian.  (2019)  A novel molecularly imprinted electrochemical sensor based on double sensitization by MOF/CNTs and Prussian blue for detection of 17β-estradiol.  BIOELECTROCHEMISTRY,      [PMID:31200251] [10.1016/j.bioelechem.2019.04.014]
13. Jin-Xiu Liang, Qun-Qun Zhang, Yan-Fei Huang, Han-Qing Pang, Xin-Guang Liu, Wen Gao, Ping Li, Hua Yang.  (2019)  Comprehensive chemical profiling of monascus-fermented rice product and screening of lipid-lowering compounds other than monacolins.  JOURNAL OF ETHNOPHARMACOLOGY,      [PMID:30991138] [10.1016/j.jep.2019.111879]
14. Liangxiao Zhang, Sujun Wang, Ruinan Yang, Jin Mao, Jun Jiang, Xiupin Wang, Wen Zhang, Qi Zhang, Peiwu Li.  (2019)  Simultaneous determination of tocopherols, carotenoids and phytosterols in edible vegetable oil by ultrasound-assisted saponification, LLE and LC-MS/MS.  FOOD CHEMISTRY,      [PMID:30955618] [10.1016/j.foodchem.2019.03.067]
15. Huimin Wang, Haiyan Liu, Bin Guo, Dandan Lan, Xiaomin Pang, Hongyuan Yan, Dandan Han, Huaizhong Guo, Ligai Bai.  (2018)  A novel poly (NMA-co-DEA-co-EDMA) monolithic column as a sorbent for online solid-phase extraction and its application in the determination of β-sitosterol in plant oil samples.  FOOD CHEMISTRY,      [PMID:30583417] [10.1016/j.foodchem.2018.11.104]
16. Binbin Sun, Zeyu Zhong, Fan Wang, Jiong Xu, Feng Xu, Weimin Kong, Zhaoli Ling, Nan Shu, Ying Li, Tong Wu, Mian Zhang, Liang Zhu, Xiaodong Liu, Li Liu.  (2018)  Atorvastatin impaired glucose metabolism in C2C12 cells partly via inhibiting cholesterol-dependent glucose transporter 4 translocation.  BIOCHEMICAL PHARMACOLOGY,      [PMID:29338971] [10.1016/j.bcp.2018.01.021]
17. Wenlu Pan, Yuming Zhou, Man He, Xiaohai Bu, Binbin Ding, Tingyuan Huang, Shuang Huang, Shiwei Li.  (2017)  Synthesis, helicity, and low infrared emissivity of optically active poly(N-propargylamide)s bearing stigmasteryl moieties.  JOURNAL OF MOLECULAR STRUCTURE,      [PMID:] [10.1016/j.molstruc.2017.04.056]
18. Pan Wenlu, He Man, Bu Xiaohai, Zhou Yuming, Ding Binbin, Huang Tingyuan, Huang Shuang, Li Shiwei.  (2017)  Microwave absorption and infrared emissivity of helical polyacetylene@multiwalled carbon nanotubes composites.  JOURNAL OF MATERIALS SCIENCE-MATERIALS IN ELECTRONICS,  28  (12): (8601-8610).  [PMID:] [10.1007/s10854-017-6584-4]
19. Qing-li Zhu, Rong Shao, Rui Dong, Zhi Yun.  (2014)  An integrated approach for obtaining biodiesel, sterols, gossypol, and raffinose from cottonseed on a biorefinery concept.  ENERGY,      [PMID:] [10.1016/j.energy.2014.03.100]
20. Zhuomin Zhang, Wei Tan, Yuling Hu, Gongke Li.  (2011)  Simultaneous determination of trace sterols in complicated biological samples by gas chromatography–mass spectrometry coupled with extraction using β-sitosterol magnetic molecularly imprinted polymer beads.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:21632061] [10.1016/j.chroma.2011.05.022]
21. Zhigang Li, Jiaqin Liu, Yinglin Fang, Huayong Chen, Bo Yang, Yonghua Wang.  (2024)  An efficient and high-water-content enzymatic esterification method for the synthesis of β-sitosterol conjugated linoleate via a sodium citrate-based three-liquid-phase system.  FOOD CHEMISTRY,      [PMID:38964114] [10.1016/j.foodchem.2024.140250]
22. Hongyu Wu, Li Zhang, Ruiguo Cui, Chuxuan Zhang, Man Xu, Weiwei Liu, Mengshi Wang, Ruijie Liu, Long Xu, Lijun Song.  (2024)  Effect of screw pressing temperature on apricot (Prunus armeniaca L.) kernels oil quality properties and apricot kernels protein isolate functional properties.  LWT-FOOD SCIENCE AND TECHNOLOGY,      [PMID:] [10.1016/j.lwt.2024.117002]
23. Lei Tang, Yinan Feng, Yifei Bian, Zhixiong Sun, Qiaoce Ding, Dongying Chen, Jian-Rong Wang, Xuefeng Mei.  (2025)  Bile Acid-based Microcapsule-Like Cocrystals of Phytosterols with Enhanced Solubility, Bioavailability, and Bioactivity.  MOLECULAR PHARMACEUTICS,      [PMID:40923148] [10.1021/acs.molpharmaceut.5c00851]
24. Jianbin Ye, Zhan Zhang, Ji Yan, Hui Hao, Xiangzhen Liu, Zongcan Yang, Ke Ma, Xuepeng Yang, Duobin Mao, Hao Zhou.  (2016)  Degradation of phytosterols in tobacco waste extract by a novel Paenibacillus sp..  BIOTECHNOLOGY AND APPLIED BIOCHEMISTRY,  64  (6): (843-850).  [PMID:27958658] [10.1002/bab.1547]
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