Natural Product: ENC002037

NPs Basic Information

Download MOL File
Name
Arisugacin C
Molecular Formula C27H32O6
IUPAC Name*
(1R,2R,7S,10R)-7-hydroxy-14-(4-methoxyphenyl)-2,6,6,10-tetramethyl-11,15-dioxatetracyclo[8.8.0.02,7.012,17]octadeca-12(17),13-diene-5,16-dione
SMILES
C[C@]12CCC(=O)C([C@@]1(CC[C@@]3([C@@H]2CC4=C(O3)C=C(OC4=O)C5=CC=C(C=C5)OC)C)O)(C)C
InChI
InChI=1S/C27H32O6/c1-24(2)22(28)10-11-25(3)21-14-18-20(33-26(21,4)12-13-27(24,25)30)15-19(32-23(18)29)16-6-8-17(31-5)9-7-16/h6-9,15,21,30H,10-14H2,1-5H3/t21-,25-,26-,27-/m1/s1
InChIKey
XKDGQMPLQPRTCS-HHPVDLARSA-N
Synonyms
Arisugacin C; CHEMBL3632852; (4aS,6aR,12aR,12bR)-4a-hydroxy-9-(4-methoxyphenyl)-4,4,6a,12b-tetramethyl-1,4a,5,6,6a,12,12a,12b-octahydro-2H,11H-benzo[f]pyrano[4,3-b]chromene-3,11(4H)-dione; CHEBI:65437; BDBM50130210; Q27133882; (1R,2R,7S,10R)-7-hydroxy-14-(4-methoxyphenyl)-2,6,6,10-tetramethyl-11,15-dioxatetracyclo[8.8.0.02,7.012,17]octadeca-12(17),13-diene-5,16-dione
CAS NA
PubChem CID 10503812
ChEMBL ID CHEMBL3632852
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organoheterocyclic compou
      • Class: Naphthopyrans
        • Subclass: No Rank at Level Subclass
          • Direct Parent: Naphthopyrans

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: 452.5 ALogp: 3.7
HBD: 1 HBA: 6
Rotatable Bonds: 2 Lipinski's rule of five: Accepted
Polar Surface Area: 82.1 Aromatic Rings: 5
Heavy Atoms: 33 QED Weighted: 0.688

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.775 MDCK Permeability: 0.00002050
Pgp-inhibitor: 0.985 Pgp-substrate: 0.002
Human Intestinal Absorption (HIA): 0.012 20% Bioavailability (F20%): 0.069
30% Bioavailability (F30%): 0.954

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.353 Plasma Protein Binding (PPB): 91.16%
Volume Distribution (VD): 0.653 Fu: 7.01%

ADMET: Metabolism

CYP1A2-inhibitor: 0.526 CYP1A2-substrate: 0.926
CYP2C19-inhibitor: 0.786 CYP2C19-substrate: 0.802
CYP2C9-inhibitor: 0.779 CYP2C9-substrate: 0.848
CYP2D6-inhibitor: 0.333 CYP2D6-substrate: 0.895
CYP3A4-inhibitor: 0.865 CYP3A4-substrate: 0.522

ADMET: Excretion

Clearance (CL): 6.782 Half-life (T1/2): 0.336

ADMET: Toxicity

hERG Blockers: 0.597 Human Hepatotoxicity (H-HT): 0.66
Drug-inuced Liver Injury (DILI): 0.671 AMES Toxicity: 0.014
Rat Oral Acute Toxicity: 0.602 Maximum Recommended Daily Dose: 0.904
Skin Sensitization: 0.07 Carcinogencity: 0.713
Eye Corrosion: 0.003 Eye Irritation: 0.009
Respiratory Toxicity: 0.943
*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.