Natural Product: ENC001844

NPs Basic Information

Download MOL File
Name
Agathic acid
Molecular Formula C20H30O4
IUPAC Name*
(1S,4aR,5S,8aR)-5-[(E)-4-carboxy-3-methylbut-3-enyl]-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylic acid
SMILES
C/C(=C\C(=O)O)/CC[C@H]1C(=C)CC[C@@H]2[C@@]1(CCC[C@]2(C)C(=O)O)C
InChI
InChI=1S/C20H30O4/c1-13(12-17(21)22)6-8-15-14(2)7-9-16-19(15,3)10-5-11-20(16,4)18(23)24/h12,15-16H,2,5-11H2,1,3-4H3,(H,21,22)(H,23,24)/b13-12+/t15-,16+,19+,20-/m0/s1
InChIKey
QYCOHMYDSOZCQD-GWEOMKHGSA-N
Synonyms
Agathic acid; 640-28-8; (1S,4aR,5S,8aR)-5-[(E)-4-carboxy-3-methylbut-3-enyl]-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylic acid; agathicacid; Labda-8(17),13-diene-15,19-dioic acid; CHEMBL457162; Labda-8(20),13-diene-15,19-dioic acid; (1S,4abeta,5beta,8aalpha)-5-[(Z)-4-Carboxy-3-methyl-3-butenyl]decahydro-1,4a-dimethyl-6-methylene-1-naphthalenecarboxylic acid
CAS 640-28-8
PubChem CID 6436877
ChEMBL ID CHEMBL457162
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Lipids and lipid-like mol
      • Class: Prenol lipids
        • Subclass: Diterpenoids
          • Direct Parent: Diterpenoids

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: 334.4 ALogp: 4.8
HBD: 2 HBA: 4
Rotatable Bonds: 5 Lipinski's rule of five: Accepted
Polar Surface Area: 74.6 Aromatic Rings: 2
Heavy Atoms: 24 QED Weighted: 0.541

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.734 MDCK Permeability: 0.00001260
Pgp-inhibitor: 0 Pgp-substrate: 0
Human Intestinal Absorption (HIA): 0.008 20% Bioavailability (F20%): 0.752
30% Bioavailability (F30%): 0.013

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.108 Plasma Protein Binding (PPB): 86.05%
Volume Distribution (VD): 0.292 Fu: 13.95%

ADMET: Metabolism

CYP1A2-inhibitor: 0.012 CYP1A2-substrate: 0.126
CYP2C19-inhibitor: 0.011 CYP2C19-substrate: 0.095
CYP2C9-inhibitor: 0.024 CYP2C9-substrate: 0.667
CYP2D6-inhibitor: 0.007 CYP2D6-substrate: 0.129
CYP3A4-inhibitor: 0.052 CYP3A4-substrate: 0.053

ADMET: Excretion

Clearance (CL): 0.921 Half-life (T1/2): 0.781

ADMET: Toxicity

hERG Blockers: 0.005 Human Hepatotoxicity (H-HT): 0.128
Drug-inuced Liver Injury (DILI): 0.131 AMES Toxicity: 0.011
Rat Oral Acute Toxicity: 0.353 Maximum Recommended Daily Dose: 0.651
Skin Sensitization: 0.66 Carcinogencity: 0.577
Eye Corrosion: 0.967 Eye Irritation: 0.914
Respiratory Toxicity: 0.957
*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
ENC005986 0.733 D01CKY 0.343
ENC003143 0.696 D04VIS 0.333
ENC002141 0.513 D0S0NK 0.317
ENC005547 0.506 D0X7XG 0.264
ENC002902 0.506 D00DKK 0.255
ENC000956 0.466 D0G3PI 0.255
ENC005922 0.455 D02DGU 0.255
ENC003162 0.424 D02CJX 0.252
ENC001071 0.409 D02CNR 0.248
ENC003214 0.396 D00HWO 0.248
*Note: the compound similarity was calculated by RDKIT.