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  1. General Info
  2. Source Info
  3. Effects Info
  4. Reference
Phytochemical Details
01. General Information
Name alpha-Mangostin
PubChem CID 5281650
Molecular Weight 410.5g/mol
Synonyms

1,3,6,7-tetrahydroxy-2,5-bis(3-methyl-2-butenyl)-9H-xanthen-9-one, 1,3,6-trihydroxy-7-methoxy-2,8-bis(3-methyl-2- butenyl)-9H-xanthen-9-one, 7-O-methyl-4-desprenylcostatin, 7-O-methyl-gamma-mangostin, alfa-mangostin, alpha-mangosten, alpha-mangostin, gamma-mangostin, mangostin

Formula C₂₄H₂₆O₆
SMILES CC(=CCC1=C(C2=C(C=C1O)OC3=C(C2=O)C(=C(C(=C3)O)OC)CC=C(C)C)O)C
InChI 1S/C24H26O6/c1-12(2)6-8-14-16(25)10-19-21(22(14)27)23(28)20-15(9-7-13(3)4)24(29-5)17(26)11-18(20)30-19/h6-7,10-11,25-27H,8-9H2,1-5H3
InChIKey GNRIZKKCNOBBMO-UHFFFAOYSA-N
CAS Number 6147-11-1
ChEMBL ID CHEMBL323197
ChEBI ID CHEBI:67547
Drug Bank ID DB14371
KEGG ID C10080
Toxicity Organism Test Type Route(Dose)
rat LD50 intraperitoneal(165 mg/kg)
mouse LD50 intraperitoneal(254 mg/kg)
rat LD50 oral(322 mg/kg)
Structure 2D-img
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2D MOL 3D MOL
02. Source Information of Phytochemical
Garcinic mangostana Cool
Chineses Pinyin ShanZhu
Use Part Bark or fruit
Species
>Kingdom: Viridiplantae
 -->Phylum: Tracheophyta
  -->Class: Magnoliopsida
   -->Order: Malpighiales
    -->Family: Clusiaceae
     -->Genus: Garcinic
      -->Species: Garcinic mangostana
03. Combinatorial Therapeutic Effect(s)
Synergistic Effect
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Drug(s) whose efficacy can be enhanced by this phytochemical
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Combination Pair ID: 438
Pair Name alpha-Mangostin, Cisplatin
Partner Name Cisplatin
Disease Info [ICD-11: 2C73] Ovarian cancer Investigative
Biological Phenomena Induction-->Microenvironment
In Vitro Model A2780 Ovarian endometrioid adenocarcinoma Homo sapiens (Human) CVCL_0134
TOV-21G Ovarian clear cell adenocarcinoma Homo sapiens (Human) CVCL_3613
SK-OV-3 Ovarian serous cystadenocarcinoma Homo sapiens (Human) CVCL_0532
Result It is important to note that the cargo carried by exosomes released from drug-treated cells may be significantly different.
Combination Pair ID: 439
Pair Name alpha-Mangostin, Sorafenib
Partner Name Sorafenib
Disease Info [ICD-11: 2C12] Hepatocellular carcinoma Investigative
Biological Phenomena Induction-->Apoptosis
Gene Regulation Down-regulation Expression LRRC8A hsa56262
Down-regulation Phosphorylation MAPK1 hsa5594
Down-regulation Phosphorylation MTOR hsa2475
Up-regulation Expression PRKAA1 hsa5562
Up-regulation Expression RNF181 hsa51255
In Vivo Model Hep3B and MHCC97L cells (5×10⁶) were injected subcutaneously into the right flank of the male BALB/c nude mice (4–6 weeks old).
Result Our results highlight the synergistic effect of the combination of sorafenib and α-Mangostin, which indicates a potential treatment for advanced HCC for patients that are not sensitive to sorafenib therapy.
Combination Pair ID: 440
Pair Name alpha-Mangostin, Gemcitabine
Partner Name Gemcitabine
Disease Info [ICD-11: 2C13] Gallbladder cancer Investigative
Biological Phenomena Induction-->Apoptosis
Gene Regulation Down-regulation Expression ACACA hsa31
Up-regulation Expression BAX hsa581
Down-regulation Expression BCL2 hsa596
Down-regulation Expression FASN hsa2194
Down-regulation Expression PCNA hsa5111
Up-regulation Phosphorylation PRKAA1 hsa5562
Down-regulation Expression SREBF1 hsa6720
In Vitro Model GBC-SD Gallbladder carcinoma Homo sapiens (Human) CVCL_6903
NOZ Gallbladder carcinoma Homo sapiens (Human) CVCL_3079
Result α-Mangostin suppresses the de novo lipogenesis and enhances the chemotherapeutic response to gemcitabine in gallbladder carcinoma cells via targeting the AMPK/SREBP1 cascades.
Combination Pair ID: 441
Pair Name alpha-Mangostin, TNF-related apoptosis inducing ligand
Partner Name TNF-related apoptosis inducing ligand
Disease Info [ICD-11: 2B66.0] Oral squamous cell carcinoma Investigative
Biological Phenomena Induction-->Blockade of cell cycle in the S/G2/M phase
Gene Regulation Up-regulation Activity CASP3 hsa836
Up-regulation Activity CASP7 hsa840
Up-regulation Activity CASP9 hsa842
Up-regulation Expression MYC hsa4609
In Vitro Model HSC-4 Tongue squamous cell carcinoma Homo sapiens (Human) CVCL_1289
SAS Tongue squamous cell carcinoma Homo sapiens (Human) CVCL_1675
Result Synergism between α-mangostin and TRAIL induces apoptosis in squamous cell carcinoma of the oral cavity through the mitochondrial pathway
Combination Pair ID: 442
Pair Name alpha-Mangostin, Sorafenib
Partner Name Sorafenib
Disease Info [ICD-11: 2C30] Melanoma Investigative
Biological Phenomena Induction-->Endoplasmic reticulum stress
Gene Regulation Down-regulation Phosphorylation AKT1 hsa207
Down-regulation Expression ATG5 hsa9474
Up-regulation Phosphorylation EIF2S1 hsa1965
Down-regulation Expression MAP1LC3A hsa84557
Up-regulation Expression MAP1LC3B hsa81631
Down-regulation Phosphorylation MAPK1 hsa5594
Down-regulation Expression MCL1 hsa4170
Down-regulation Expression MITF hsa4286
In Vitro Model SK-MEL-2 Melanoma Homo sapiens (Human) CVCL_0069
SK-MEL-30 Cutaneous melanoma Homo sapiens (Human) CVCL_0039
Result These data demonstrate an unanticipated synergy between α-Mangostin and sorafenib, with mechanistic actions that convert a known safe natural product to a candidate combinatorial therapeutic agent.
Combination Pair ID: 580
Pair Name alpha-Mangostin, Cisplatin
Partner Name Cisplatin
Disease Info [ICD-11: 2C77] Cervical cancer Investigative
Biological Phenomena Induction-->Apoptosis
Gene Regulation Up-regulation Expression ROS1 hsa6098
In Vitro Model HeLa Human papillomavirus-related cervical adenocarcinoma Homo sapiens (Human) CVCL_0030
In Vivo Model All mice were subcutaneously inoculated in the back with 5 × 106 HeLa (cervical cancer) cells. Once the tumor reached about 150 mm3, mice were divided into the following four groups: (1) control, orally administrated 0.5% carboxymethyl-cellulose, (2) the α-M treatment, was treated orally with 12.5 mg/Kg (suspended in 0.5% carboxymethyl-cellulose), (3) the CDDP treatment, intraperitoneally injected with CDDP (3 mg/Kg), and (4) the CDDP+α-M treatment, administered at the doses and by the routes aforementioned for these compounds.
Result This effect was accompanied by increased apoptosis and ROS production by HeLa cervical cancer cells, as well as an arrest in the cell cycle. These results suggest that α-M may be useful as a neoadjuvant agent in cervical cancer therapy.
04. Reference
No. Title Href
1 The Effect of α-Mangostin and Cisplatin on Ovarian Cancer Cells and the Microenvironment. Biomedicines. 2022 May 11;10(5):1116. doi: 10.3390/biomedicines10051116. Click
2 Synergistic effects of α-Mangostin and sorafenib in hepatocellular carcinoma: New insights into α-mangostin cytotoxicity. Biochem Biophys Res Commun. 2021 Jun 18;558:14-21. doi: 10.1016/j.bbrc.2021.04.047. Click
3 α-Mangostin suppresses the de novo lipogenesis and enhances the chemotherapeutic response to gemcitabine in gallbladder carcinoma cells via targeting the AMPK/SREBP1 cascades. J Cell Mol Med. 2020 Jan;24(1):760-771. doi: 10.1111/jcmm.14785. Click
4 Synergism between α-mangostin and TRAIL induces apoptosis in squamous cell carcinoma of the oral cavity through the mitochondrial pathway. Oncol Rep. 2017 Dec;38(6):3439-3446. doi: 10.3892/or.2017.6030. Click
5 Inhibition of Cell Proliferation in an NRAS Mutant Melanoma Cell Line by Combining Sorafenib and α-Mangostin. PLoS One. 2016 May 6;11(5):e0155217. doi: 10.1371/journal.pone.0155217. Click
6 Synergic Effect of α-Mangostin on the Cytotoxicity of Cisplatin in a Cervical Cancer Model. Oxid Med Cell Longev. 2016;2016:7981397. doi:10.1155/2016/7981397 Click
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