Natural Product: ENC003172

NPs Basic Information

Download MOL File
Name
3-Hydroxy-4-deoxypaxilline
Molecular Formula C27H35NO3
IUPAC Name*
(1S,2S,5S,7S,8R,14S)-7-(2-hydroxypropan-2-yl)-1,2-dimethyl-6-oxa-23-azahexacyclo[12.10.0.02,11.05,10.016,24.017,22]tetracosa-9,16(24),17,19,21-pentaen-8-ol
SMILES
C[C@]12CC[C@H]3C(=C[C@H]([C@H](O3)C(C)(C)O)O)C1CC[C@@H]4[C@@]2(C5=C(C4)C6=CC=CC=C6N5)C
InChI
InChI=1S/C27H35NO3/c1-25(2,30)24-21(29)14-18-19-10-9-15-13-17-16-7-5-6-8-20(16)28-23(17)27(15,4)26(19,3)12-11-22(18)31-24/h5-8,14-15,19,21-22,24,28-30H,9-13H2,1-4H3/t15-,19?,21+,22-,24-,26-,27+/m0/s1
InChIKey
FROHWGGMFSFTTA-QBCJVXSESA-N
Synonyms
PC-M6; 3-Hydroxy-4-deoxypaxilline; 10-Hydroxy-13-deoxypaxilline; PC-M-6; CHEBI:192187; (1S,2S,5S,7S,8R,14S)-7-(2-hydroxypropan-2-yl)-1,2-dimethyl-6-oxa-23-azahexacyclo[12.10.0.02,11.05,10.016,24.017,22]tetracosa-9,16(24),17,19,21-pentaen-8-ol
CAS 133613-76-0
PubChem CID 101590875
ChEMBL ID NA
*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

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: 421.6 ALogp: 4.6
HBD: 3 HBA: 3
Rotatable Bonds: 1 Lipinski's rule of five: Accepted
Polar Surface Area: 65.5 Aromatic Rings: 6
Heavy Atoms: 31 QED Weighted: 0.562

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.745 MDCK Permeability: 0.00001600
Pgp-inhibitor: 0.995 Pgp-substrate: 0.684
Human Intestinal Absorption (HIA): 0.006 20% Bioavailability (F20%): 0.01
30% Bioavailability (F30%): 0.017

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.525 Plasma Protein Binding (PPB): 91.48%
Volume Distribution (VD): 1.455 Fu: 4.16%

ADMET: Metabolism

CYP1A2-inhibitor: 0.183 CYP1A2-substrate: 0.775
CYP2C19-inhibitor: 0.12 CYP2C19-substrate: 0.744
CYP2C9-inhibitor: 0.35 CYP2C9-substrate: 0.097
CYP2D6-inhibitor: 0.278 CYP2D6-substrate: 0.237
CYP3A4-inhibitor: 0.901 CYP3A4-substrate: 0.631

ADMET: Excretion

Clearance (CL): 7.103 Half-life (T1/2): 0.024

ADMET: Toxicity

hERG Blockers: 0.069 Human Hepatotoxicity (H-HT): 0.125
Drug-inuced Liver Injury (DILI): 0.042 AMES Toxicity: 0.015
Rat Oral Acute Toxicity: 0.96 Maximum Recommended Daily Dose: 0.907
Skin Sensitization: 0.11 Carcinogencity: 0.826
Eye Corrosion: 0.003 Eye Irritation: 0.015
Respiratory Toxicity: 0.985
*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
ENC005989 1.000 D0H4JM 0.306
ENC005406 0.776 D01JGV 0.286
ENC002951 0.773 D0U7GP 0.286
ENC002279 0.758 D0K0KH 0.244
ENC005990 0.615 D08QKJ 0.240
ENC003933 0.602 D05MQK 0.239
ENC000857 0.596 D02STN 0.237
ENC005988 0.584 D04RLY 0.236
ENC005405 0.583 D0Q6NZ 0.234
ENC002707 0.573 D09HDR 0.234
*Note: the compound similarity was calculated by RDKIT.