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  1. General Info
  2. Source Info
  3. Effects Info
  4. Reference
Phytochemical Details
01. General Information
Name Amygdalin
PubChem CID 656516
Molecular Weight 457.4g/mol
Synonyms

Amygdalin, Amygdaloside, Laetrile, Mandelonitrile beta Gentiobioside, Mandelonitrile-beta-Gentiobioside, Neoamygdalin, Vitamin B17

Formula C₂₀H₂₇NO₁₁
SMILES C1=CC=C(C=C1)C(C#N)OC2C(C(C(C(O2)COC3C(C(C(C(O3)CO)O)O)O)O)O)O
InChI 1S/C20H27NO11/c21-6-10(9-4-2-1-3-5-9)30-20-18(28)16(26)14(24)12(32-20)8-29-19-17(27)15(25)13(23)11(7-22)31-19/h1-5,10-20,22-28H,7-8H2/t10-,11+,12+,13+,14+,15-,16-,17+,18+,19+,20+/m0/s1
InChIKey XUCIJNAGGSZNQT-JHSLDZJXSA-N
CAS Number 29883-15-6
ChEMBL ID CHEMBL461727
ChEBI ID CHEBI:17019
Herb ID HBIN015934
KEGG ID C08325
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
(1) Prunus armeniaca Warm
Chineses Pinyin KuXingRen
Use Part Seed
Habitat NeiMengGu, JiLin, LiaoNing, HeBei, ShanXi, Shaanxi
Flavor Bitter
Meridian Tropism Lung, Large intestine
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Equisetopsida
   -->Order: Rosales
    -->Family: Rosaceae
     -->Genus: Prunus
      -->Species: Prunus armeniaca
(2) Chaenomeles speciosa Warm
Chineses Pinyin MuGua
Use Part Fruit
Habitat AnHui, ZheJiang, HuBei, SiChuan, HuNan, FuJian, HeNan, Shaanxi
Flavor Sour
Meridian Tropism Liver, Spleen
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Equisetopsida
   -->Order: Rosales
    -->Family: Rosaceae
     -->Genus: Chaenomeles
      -->Species: Chaenomeles speciosa
(3) Eriobotrya japonica Cold
Chineses Pinyin PiPaYe
Use Part Leaf
Habitat GuangDong, JiangSu, ZheJiang, FuJian, HuBei
Flavor Bitter
Meridian Tropism Lung, Stomach
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Equisetopsida
   -->Order: Rosales
    -->Family: Rosaceae
     -->Genus: Eriobotrya
      -->Species: Eriobotrya japonica
(4) Crataegus pinnatifida Even
Chineses Pinyin ShanZhaYe
Use Part Leaf
Habitat ShanDong, HeNan, HeBei, LiaoNing
Flavor Sour
Meridian Tropism Liver
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Equisetopsida
   -->Order: Rosales
    -->Family: Rosaceae
     -->Genus: Crataegus
      -->Species: Crataegus pinnatifida
(5) Prunus persica Even
Chineses Pinyin TaoRen
Use Part Seed
Habitat BeiJing, ShanDong, Shaanxi, HeNan, LiaoNing
Flavor Bitter, Sweet
Meridian Tropism Heart, Liver, Large intestine
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Equisetopsida
   -->Order: Rosales
    -->Family: Rosaceae
     -->Genus: Prunus
      -->Species: Prunus persica
(6) Prunus mume Even
Chineses Pinyin WuMei
Use Part Unripe Fruit
Habitat HuNan, JiangXi, ZheJiang, FuJian, GuangDong, GuiZhou, YunNan, HaiNan, XiZang, TaiWan
Flavor Sour, Astringent
Meridian Tropism Liver, Spleen, Lung, Large intestine
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Equisetopsida
   -->Order: Rosales
    -->Family: Rosaceae
     -->Genus: Prunus
      -->Species: Prunus mume
(7) Prunus humilis Even
Chineses Pinyin YuLiRen
Use Part Ripe Seed
Habitat HeiLongJiang, LiaoNing, JiLin, NeiMengGu
Flavor Pungent, Bitter, Sweet
Meridian Tropism Spleen, Large intestine, Small intestine
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Equisetopsida
   -->Order: Rosales
    -->Family: Rosaceae
     -->Genus: Prunus
      -->Species: Prunus humilis
(8) Eleutherococcus senticosus Warm
Chineses Pinyin CiWuJia
Use Part Root
Habitat HeiLongJiang, JiLin, LiaoNing, HeBei, ShanXi
Flavor Pungent, Mildly bitter
Meridian Tropism Spleen, Kidney, Heart
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Equisetopsida
   -->Order: Apiales
    -->Family: Araliaceae
     -->Genus: Eleutherococcus
      -->Species: Eleutherococcus senticosus
(9) Amygdalus persica Unknown
Chineses Pinyin BaDanXingRen
Use Part Seed
Habitat Shaanxi, GanSu, XinJiang
Flavor Bitter, Sweet
Meridian Tropism Heart, Liver, Large intestine
(10) Armeniaca mume Even
Chineses Pinyin MeiHeRen
Use Part Seed Kernel
Habitat HuNan, JiangXi, ZheJiang, FuJian, GuangDong, GuiZhou, YunNan, HaiNan, XiZang, TaiWan
Flavor Sour
Meridian Tropism Lung, Heart, Liver, Large intestine
(11) Prunus armeniaca Warm
Chineses Pinyin ShanXingRen
Use Part Seed
Habitat NeiMengGu, JiLin, LiaoNing, HeBei, ShanXi, Shaanxi
Flavor Bitter
Meridian Tropism Lung, Large intestine
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Equisetopsida
   -->Order: Rosales
    -->Family: Rosaceae
     -->Genus: Prunus
      -->Species: Prunus armeniaca
(12) Citrus aurantium Cold
Chineses Pinyin SuanCheng
Use Part Fruit
Habitat HuNan, JiangXi, ZheJiang, FuJian, GuangDong, GuiZhou, YunNan, HaiNan, XiZang, TaiWan
Flavor Sour
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Equisetopsida
   -->Order: Sapindales
    -->Family: Rutaceae
     -->Genus: Citrus
      -->Species: Citrus aurantium
(13) Amygdalus persica Warm
Chineses Pinyin Tao
Use Part Fruit
Habitat HeBei, ShanXi, Shaanxi, GanSu, ShanDong, HeNan, SiChuan, YunNan
Flavor Sweet, Sour
Meridian Tropism Lung, Large intestine
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Equisetopsida
   -->Order: Ranunculales
    -->Family: Menispermaceae
     -->Genus: Amygdalus
      -->Species: Amygdalus persica
(14) Cydonia oblonga Warm
Chineses Pinyin WenBo
Use Part Bark
Habitat JiangSu, ShanDong, HuBei, HeBei, Shaanxi, HeiLongJiang, JiLin, LiaoNing
Flavor Sweet, Sour
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Equisetopsida
   -->Order: Rosales
    -->Family: Rosaceae
     -->Genus: Cydonia
      -->Species: Cydonia oblonga
(15) Armeniaca vulgaris Warm
Chineses Pinyin XingShuGen
Use Part Root
Habitat HeBei, ShanXi, ShanDong, JiangSu, HeiLongJiang, JiLin, LiaoNing, BeiJing, TianJin, NeiMengGu, GanSu
Flavor Bitter
Meridian Tropism Liver, Kidney
(16) Prunus dulcis Warm
Chineses Pinyin Xing
Use Part Seed
Flavor Bitter
Meridian Tropism Lung; Large Intestine
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Magnoliopsida
   -->Order: Rosales
    -->Family: Rosaceae
     -->Genus: Prunus
      -->Species: Prunus dulcis
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: 35
Pair Name Amygdalin, Cisplatin
Partner Name Cisplatin
Disease Info [ICD-11: 2C60] Breast cancer Investigative
Biological Phenomena Induction-->Apoptosis
Gene Regulation Down-regulation Expression BAX hsa581
Down-regulation Expression BBC3 hsa27113
Up-regulation Expression BCL2 hsa596
Up-regulation Expression BCL-xL hsa598
Down-regulation Cleavage CASP9 hsa842
Down-regulation Phosphorylation TP53 hsa7157
In Vitro Model MCF-7 Invasive breast carcinoma of no special type Homo sapiens (Human) CVCL_0031
MDA-MB-231 Breast adenocarcinoma Homo sapiens (Human) CVCL_0062
Result Our present findings suggest that amygdalin has chemo-modulatory effect when used in co-treatment with cisplatin and is able to protect normal breast cells as well as the fibroblasts during chemotherapy treatment, indicating a strong selective chemoprotective ability and may contribute to a better quality of life for cancer patients.
Drug(s) whose toxicity can be decreased by this phytochemical
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Combination Pair ID: 36
Pair Name Amygdalin, Sorafenib
Partner Name Sorafenib
Disease Info [ICD-11: 2D91] Ehrlich ascites carcinoma Investigative
Gene Regulation Down-regulation Expression MMP9 hsa4318
Up-regulation Expression NFE2L2 hsa4780
Up-regulation Expression SOD1 hsa6647
Down-regulation Expression VEGFA hsa7422
In Vitro Model EAC-E2G8 Malignant neoplasms of the mouse mammary gland Mus musculus (Mouse) CVCL_WJ08
In Vivo Model Each mouse was injected with 200 mL of 1×10⁶ EAC cells.
Result Amy improved the antitumor effect of Sor and had a protective role on liver damage induced by EAC in mice.
04. Reference
No. Title Href
1 Amygdalin potentiates the anti-cancer effect of Sorafenib on Ehrlich ascites carcinoma and ameliorates the associated liver damage. Sci Rep. 2022 Apr 20;12(1):6494. doi: 10.1038/s41598-022-10517-0. Click
2 Amygdalin as a chemoprotective agent in co-treatment with cisplatin. Front Pharmacol. 2022 Sep 20;13:1013692. doi: 10.3389/fphar.2022.1013692. Click
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