Natural Product (NP) Details

General Information of the NP (ID: NP1829)
Name
Aloe emodin
Synonyms
Aloe-emodin; Aloe emodin; 481-72-1; Aloeemodin; Aloe-emodine; Rhabarberone; 1,8-dihydroxy-3-(hydroxymethyl)anthracene-9,10-dione; 3-Hydroxymethylchrysazine; EMODINE; 3-Hydroxymethylchrysazin; 1,8-Dihydroxy-3-(hydroxymethyl)anthraquinone; 1,8-Dihydroxy-3-hydroxymethylanthraquinone; 9,10-Anthracenedione, 1,8-dihydroxy-3-(hydroxymethyl)-; NSC 38628; 1,8-Dihydroxy-3-(hydroxymethyl)-9,10-anthracenedione; UNII-C8IYT9CR7C; C8IYT9CR7C; 3-(Hydroxymethyl)chrysazin; CHEMBL40275; CHEBI:2607; 1,8-dihydroxy-3-hydroxymethyl-anthraquinone; NSC38628; 1,8-Dihydroxy-3-(hydroxymethyl)anthra-9,10-quinone; MFCD00017373; SMR000470920; CCRIS 3526; EINECS 207-571-7; BRN 2059062; Aloe-emodol; Rottlerin?; Aloe-Emodine,(S); Aloe-emodin-[d5]; 1286579-72-3; DSSTox_CID_10695; DSSTox_RID_78855; DSSTox_GSID_30695; 4-08-00-03578 (Beilstein Handbook Reference); cid_10207; MLS000697563; MLS006011799; SCHEMBL309756; ANTHRAQUINONE, 1,8-DIHYDROXY-3-HYDROXYMETHYL-; Aloe-emodin, analytical standard; DTXSID2030695; Aloe-emodin, >=95% (HPLC); HMS3655N16; BCP28272; HY-N0189; ZINC4098644; Tox21_302400; AC-020; BBL027838; BDBM50085551; CA0128; LMPK13040002; NSC-38628; s2259; STL146380; AKOS005720864; CCG-208456; CS-3709; MCULE-6965338444; 9, 1,8-dihydroxy-3-(hydroxymethyl)-; SMP2_000291; NCGC00163510-01; NCGC00163510-02; NCGC00163510-03; NCGC00255349-01; AK160272; AS-11638; CAS-481-72-1; NCI60_003685; AB0010470; FT-0622062; N1851; SW219916-1; Anthraquinone,8-dihydroxy-3-(hydroxymethyl)-; C10294; 481A721; Anthraquinone, 1,8-dihydroxy-3-(hydroxymethyl)-; SR-01000765772; Q-100526; Q3533249; SR-01000765772-3; 1,8-Dihydroxy-3-(hydroxymethyl)anthra-9,10-quinone #; 1,8-Dihydroxy-3-hydroxymethyl-9,10-anthracenedione, 9CI; 9,10-Anthracenedione, 1,8-dihydroxy-3-(hydroxymethyl)- (9CI); 9,10-Dihydro-4,5-dihydroxy-9,10-dioxo-2-hydroxymethyl-anthracene; Diacerein impurity B, European Pharmacopoeia (EP) Reference Standard; 1,8-Dihydroxy-3-(hydroxymethyl)-anthracene-9,10-dione (Aloe-Emodin)
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Species Origin Senna occidentalis ...     Click to Show/Hide
Senna occidentalis
Kingdom: Viridiplantae
Phylum: Streptophyta
Class: Magnoliopsida
Order: Fabales
Family: Fabaceae
Genus: Senna
Species: Senna occidentalis
Disease Lip/oral cavity/pharynx neoplasm [ICD-11: 2B6E] Investigative [1]
Structure
Click to Download Mol
2D MOL

3D MOL

ADMET Property
Absporption
Caco-2 Permeability
 -5.062
 
MDCK Permeability
 -4.688
 
PAMPA
 +++
 
HIA
 -
 
Distribution
VDss
 0.866
 
PPB
 92.3%
 
BBB
 - - -
 
Metabolism
CYP1A2 inhibitor
 - - -
CYP1A2 substrate
 - - -
CYP2C19 inhibitor
 -
CYP2C19 substrate
 ++
CYP2C9 inhibitor
 - - -
CYP2C9 substrate
 - - -
CYP2D6 inhibitor
 - - -
CYP2D6 substrate
 - - -
CYP3A4 inhibitor
 - - -
CYP3A4 substrate
 -
CYP2B6 inhibitor
 -
CYP2B6 substrate
 - - -
CYP2C8 inhibitor
 +++
HLM Stability
 ++
 
Excretion
CLplasma
 4.805
 
T1/2
 1.202
Toxicity
DILI
 +++
 
Rat Oral Acute Toxicity
 -
 
FDAMDD
 -
 
Respiratory
 ++
 
Human Hepatotoxicity
 +
 
Ototoxicity
 -
 
Drug-induced Nephrotoxicity
 ++
 
Drug-induced Neurotoxicity
 - -
 
Hematotoxicity
 ++
 
Genotoxicity
 +++
 
Tips: 1. For the classification endpoints, the prediction probability values are transformed into six symbols: 0-0.1 (- - -), 0.1-0.3 (- -), 0.3-0.5 (-), 0.5-0.7 (+), 0.7-0.9 (++), and 0.9-1.0 (+++). 2. Additionally, the corresponding relationships of the three labels are as follows: excellent; medium; poor.
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Formula
C15H10O5
PubChem CID
10207
Canonical SMILES
C1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)C=C(C=C3O)CO
InChI
1S/C15H10O5/c16-6-7-4-9-13(11(18)5-7)15(20)12-8(14(9)19)2-1-3-10(12)17/h1-5,16-18H,6H2
InChIKey
YDQWDHRMZQUTBA-UHFFFAOYSA-N
CAS Number
CAS 481-72-1
ChEBI ID
CHEBI:2607
Herb ID
HBIN015286
SymMap ID
SMIT00148
TCMSP ID
MOL002298
TTD Drug ID
D09BUG
Combinatorial Therapeutic Effect(s) Validated Clinically or Experimentally
    α. A List of Drug(s) Whose Resistance can be Reversed by This NP
          Doxorubicin      Solid tumour/cancer     Click to Show/Hide the Molecular Data of This Drug
                 Reversing Drug Resistance     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [2]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    Molecule(s)
                    Regulation		 Down-regulation Activity ABCB1  Molecule Info 
Pathway MAP
Up-regulation Cleavage CASP3  Molecule Info 
Pathway MAP
                    In-vitro Model MCF-7 CVCL_0031 Invasive breast carcinoma Homo sapiens
                    Experimental
                    Result(s)		 AE could be a potential reversal agent to resensitize ADR resistant in tumor chemotherapy.
Target and Pathway
Target(s) Fatty aldehyde dehydrogenase (ALDH3A2)  Molecule Info  [3]
References
Reference 1 Aloe-emodin induces apoptosis in human oral squamous cell carcinoma SCC15 cells. BMC Complement Altern Med. 2018 Nov 7;18(1):296.
Reference 2 The effects and mechanisms of aloe-emodin on reversing adriamycin-induced resistance of MCF-7/ADR cells. Phytother Res. 2021 Jul;35(7):3886-3897.
Reference 3 Elgonica-Dimers A and B, Two Potent Alcohol Metabolism Inhibitory Constituents of Aloe arborescens J. Nat. Prod. 60(11):1180-1182 (1997).
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