Natural Product: ENC002386

NPs Basic Information

Download MOL File
Name
Thailandolide B
Molecular Formula C27H34O8
IUPAC Name*
[(1R,5R,6R,14R,15S,17R,22S)-10,15-dihydroxy-6,14,18,18,22-pentamethyl-8,19-dioxo-7,13-dioxapentacyclo[12.8.0.03,12.04,9.017,22]docosa-3(12),4(9),10-trien-5-yl] acetate
SMILES
C[C@@H]1[C@@H](C2=C(C(=CC3=C2C[C@@H]4[C@]5(CCC(=O)C([C@@H]5C[C@@H]([C@@]4(O3)C)O)(C)C)C)O)C(=O)O1)OC(=O)C
InChI
InChI=1S/C27H34O8/c1-12-23(34-13(2)28)21-14-9-18-26(5)8-7-19(30)25(3,4)17(26)11-20(31)27(18,6)35-16(14)10-15(29)22(21)24(32)33-12/h10,12,17-18,20,23,29,31H,7-9,11H2,1-6H3/t12-,17+,18-,20+,23+,26+,27-/m1/s1
InChIKey
WBVYOHUPTWNRJD-ZLQXHUGPSA-N
Synonyms
Thailandolide B; 944726-62-9; [(1R,5R,6R,14R,15S,17R,22S)-10,15-dihydroxy-6,14,18,18,22-pentamethyl-8,19-dioxo-7,13-dioxapentacyclo[12.8.0.03,12.04,9.017,22]docosa-3(12),4(9),10-trien-5-yl] acetate
CAS NA
PubChem CID 16757191
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Lipids and lipid-like mol
      • Class: Prenol lipids
        • Subclass: Terpene lactones
          • Direct Parent: Diterpene lactones

ClassyFire Version 1.0
PMID:27867422

NPs Species Source

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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

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NPs Physi-Chem Properties

Molecular Weight: 486.6 ALogp: 3.6
HBD: 2 HBA: 8
Rotatable Bonds: 2 Lipinski's rule of five: Accepted
Polar Surface Area: 119.0 Aromatic Rings: 5
Heavy Atoms: 35 QED Weighted: 0.563

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.271 MDCK Permeability: 0.00001740
Pgp-inhibitor: 0.851 Pgp-substrate: 0.937
Human Intestinal Absorption (HIA): 0.032 20% Bioavailability (F20%): 0.013
30% Bioavailability (F30%): 0.913

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.612 Plasma Protein Binding (PPB): 85.00%
Volume Distribution (VD): 1.015 Fu: 14.95%

ADMET: Metabolism

CYP1A2-inhibitor: 0.052 CYP1A2-substrate: 0.549
CYP2C19-inhibitor: 0.054 CYP2C19-substrate: 0.629
CYP2C9-inhibitor: 0.433 CYP2C9-substrate: 0.84
CYP2D6-inhibitor: 0.118 CYP2D6-substrate: 0.185
CYP3A4-inhibitor: 0.485 CYP3A4-substrate: 0.358

ADMET: Excretion

Clearance (CL): 5.604 Half-life (T1/2): 0.66

ADMET: Toxicity

hERG Blockers: 0.442 Human Hepatotoxicity (H-HT): 0.93
Drug-inuced Liver Injury (DILI): 0.364 AMES Toxicity: 0.033
Rat Oral Acute Toxicity: 0.664 Maximum Recommended Daily Dose: 0.958
Skin Sensitization: 0.115 Carcinogencity: 0.054
Eye Corrosion: 0.003 Eye Irritation: 0.019
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:

*Note: the compound similarity was calculated by RDKIT.