Natural Product: ENC000094

NPs Basic Information

Download MOL File
Name
Emodin
Molecular Formula C15H10O5
IUPAC Name*
1,3,8-trihydroxy-6-methylanthracene-9,10-dione
SMILES
CC1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)C=C(C=C3O)O
InChI
InChI=1S/C15H10O5/c1-6-2-8-12(10(17)3-6)15(20)13-9(14(8)19)4-7(16)5-11(13)18/h2-5,16-18H,1H3
InChIKey
RHMXXJGYXNZAPX-UHFFFAOYSA-N
Synonyms
emodin; 518-82-1; Emodol; Frangula emodin; Schuttgelb; 1,3,8-trihydroxy-6-methylanthracene-9,10-dione; Rheum emodin; Archin; Frangulic acid; 3-Methyl-1,6,8-trihydroxyanthraquinone; Persian Berry Lake; 1,3,8-Trihydroxy-6-methylanthraquinone; 6-Methyl-1,3,8-trihydroxyanthraquinone; 1,3,8-Trihydroxy-6-methyl-9,10-anthraquinone; 1,3,8-Trihydroxy-6-methyl-9,10-anthracenedione; C.I. Natural Yellow 14; 9,10-Anthracenedione, 1,3,8-trihydroxy-6-methyl-; Alatinone; Rheum-emodin; 4,5,7-Trihydroxy-2-methylanthraquinone; Frangulinic acid; C.I. 75440; NSC 408120; NSC 622947; Anthraquinone, 1,3,8-trihydroxy-6-methyl-; NSC408120; KA46RNI6HN; CHEMBL289277; Anthraquinone, 6-methyl-1,3,8-trihydroxy-; CHEBI:42223; 1,3,8-Trihydroxy-6-methylanthra-9,10-quinone; NSC622947; NSC-408120; NSC-622947; 1,3,8-trihydroxy-6-methyl-9,10-dihydroanthracene-9,10-dione; DSSTox_CID_5231; DSSTox_RID_77709; 6-Methyl-1,3,8-trihydroxy-9,10-anthracenedione; DSSTox_GSID_25231; EMO; 1,8-Trihydroxy-6-methylanthraquinone; CAS-518-82-1; SMR000326798; CCRIS 3528; HSDB 7093; SR-01000075615; EINECS 208-258-8; UNII-KA46RNI6HN; BRN 1888141; Emdoin; AI3-38286; 3bqc; Emodin,(S); MFCD00001207; Spectrum_001954; 1f0q; 3ed0; SpecPlus_000332; EMODIN [HSDB]; EMODIN [INCI]; 1,3,8-tri-hydroxy-6-methyl-anthra-quinone; EMODIN [USP-RS]; Spectrum2_000895; Spectrum3_000742; Spectrum4_001757; Spectrum5_000614; EMODIN [MI]; Lopac-E-7881; Emodin, analytical standard; NCIMech_000049; Lopac0_000552; BSPBio_002324; KBioGR_002234; KBioSS_002508; 1,3,8-trihydroxy-6-methyl-anthracene-9,10-dione; MLS000563068; MLS001066370; MLS004257392; MLS006011712; DivK1c_006428; SCHEMBL177689; SPBio_000710; MEGxp0_000460; DTXSID5025231; ACon1_001939; BDBM11318; KBio1_001372; KBio2_002500; KBio2_005068; KBio2_007636; KBio3_001544; Emodin - CAS 518-82-1; HMS2230K22; HMS3261P05; HMS3373B16; HMS3655H22; ACT03256; BCP18372; EX-A6778; TNP00318; ZINC3824868; 9, 1,3,8-trihydroxy-6-methyl-; Tox21_202999; Tox21_303218; Tox21_500552; CCG-35263; LMPK13040008; s2295; STL581876; 3-Methyl-1,8-trihydroxyanthraquinone; 4,7-Trihydroxy-2-methylanthraquinone; AKOS003348641; AC-1004; CS-1412; DB07715; KS-5189; LP00552; SDCCGSBI-0050535.P004; Anthraquinone,3,8-trihydroxy-6-methyl-; SMP2_000211; NCGC00015420-01; NCGC00015420-02; NCGC00015420-03; NCGC00015420-04; NCGC00015420-05; NCGC00015420-06; NCGC00015420-07; NCGC00015420-08; NCGC00015420-09; NCGC00015420-22; NCGC00091540-01; NCGC00091540-02; NCGC00091540-03; NCGC00091540-04; NCGC00091540-05; NCGC00257090-01; NCGC00260544-01; NCGC00261237-01; 1,3,8-Trihydroxy-6-methyl-anthraquinone; HY-14393; NCI60_003906; E0500; EU-0100552; FT-0606539; FT-0667846; SW219906-1; 1,8-Trihydroxy-6-methyl-9,10-anthraquinone; Emodin, from Frangula bark, >=90% (HPLC); E 7881; EN300-179559; K00056; Emodin; 6-Methyl-1,3,8-trihydroxyanthraquinone; 1,3, 8-Trihydroxy-6-methyl-9,10-anthraquinone; 1,3,8-Trihydroxy-6-methylanthra-9,10-quinone #; 518E821; A828825; Q-100581; Q4348178; SR-01000075615-1; SR-01000075615-6; BRD-K58685305-001-03-0; 1,3,8-Trihydroxy-6-methyl-9,10-anthracenedione, 9CI; 9,10-Anthracenedione, 1,3,8-trihydroxy-6-methyl- (9CI); Emodin, United States Pharmacopeia (USP) Reference Standard; 1,3,8-trihydroxy-6-methyl-anthracene-9,10-dione;3-METHYL-1,6,8-TRIHYDROXYANTHRAQUINONE
CAS 518-82-1
PubChem CID 3220
ChEMBL ID CHEMBL289277
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Benzenoids
      • Class: Anthracenes
        • Subclass: Anthraquinones
          • Direct Parent: Hydroxyanthraquinones

ClassyFire Version 1.0
PMID:27867422

NPs Species Source

Endophyte ID Endophyte Name Family Genus Taxonomy ID GenBank ID Closest GenBank ID Reference
Endophyte ID Endophyte Name Family Genus Taxonomy ID GenBank ID Closest GenBank ID Reference

NPs Content

*Note: The vaules in Content Percentage are calculated by dividing the content value by the maximum content value in NP Content.
**Note: The units with different NP content, due to their incomparable values, are separated into different tables.

NPs Biological Activity

Bioactivity Name Target ID Target Name Target Type Target Organism Target Organism ID Potency of Bioactivity Activity Type Value Unit Endophyte ID Endophyte Name
Bioactivity Name Target ID Target Name Target Type Target Organism Target Organism ID Potency of Bioactivity Activity Type Value Unit Endophyte ID Endophyte Name

NPs Physi-Chem Properties

Molecular Weight: 270.24 ALogp: 2.7
HBD: 3 HBA: 5
Rotatable Bonds: 0 Lipinski's rule of five: Accepted
Polar Surface Area: 94.8 Aromatic Rings: 3
Heavy Atoms: 20 QED Weighted: 0.583

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.149 MDCK Permeability: 0.00001100
Pgp-inhibitor: 0.014 Pgp-substrate: 0.006
Human Intestinal Absorption (HIA): 0.016 20% Bioavailability (F20%): 0.82
30% Bioavailability (F30%): 0.999

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.056 Plasma Protein Binding (PPB): 99.29%
Volume Distribution (VD): 0.482 Fu: 1.64%

ADMET: Metabolism

CYP1A2-inhibitor: 0.95 CYP1A2-substrate: 0.338
CYP2C19-inhibitor: 0.103 CYP2C19-substrate: 0.054
CYP2C9-inhibitor: 0.575 CYP2C9-substrate: 0.479
CYP2D6-inhibitor: 0.378 CYP2D6-substrate: 0.184
CYP3A4-inhibitor: 0.651 CYP3A4-substrate: 0.114

ADMET: Excretion

Clearance (CL): 9.245 Half-life (T1/2): 0.385

ADMET: Toxicity

hERG Blockers: 0.039 Human Hepatotoxicity (H-HT): 0.046
Drug-inuced Liver Injury (DILI): 0.935 AMES Toxicity: 0.823
Rat Oral Acute Toxicity: 0.096 Maximum Recommended Daily Dose: 0.916
Skin Sensitization: 0.678 Carcinogencity: 0.301
Eye Corrosion: 0.005 Eye Irritation: 0.961
Respiratory Toxicity: 0.076
*Note: the ADMET properties was calculated by ADMETlab 2.0. Reference: PMID: 33893803.

Similar Compounds*

Compounds similar to EMNPD with top10 similarity:

Similar NPs Similar Drugs
NPs ID NPs 2D Structure Similarity Score TTD ID Drug 2D Structure Similarity Score
ENC000362 0.762 D07MGA 0.369
ENC000939 0.762 D04AIT 0.366
ENC001058 0.762 D0K8KX 0.357
ENC002031 0.762 D0N1FS 0.309
ENC002296 0.714 D0AZ8C 0.288
ENC000337 0.683 D07EXH 0.279
ENC001929 0.667 D0R3JB 0.263
ENC000335 0.667 D0Y7PG 0.256
ENC001971 0.652 D06GCK 0.255
ENC005602 0.652 D03GET 0.250
*Note: the compound similarity was calculated by RDKIT.