Natural Product: ENC003621

NPs Basic Information

Download MOL File
Name
Lobophorin I
Molecular Formula C61H88N2O21
IUPAC Name*
methyl N-[(2S,3S,4R,6R)-6-[[(3S,6R,13R,16R,17R,18R,20R,21S,22R)-4-formyl-23-hydroxy-17-[(2S,4R,5S,6S)-5-hydroxy-4-[(2R,4R,5R,6S)-4-hydroxy-5-[(2R,4R,5R,6S)-4-hydroxy-5-methoxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-3,8,12,18,20,22-hexamethyl-25,27-dioxo-26-oxapentacyclo[22.2.1.01,6.013,22.016,21]heptacosa-4,7,11,14,23-pentaen-9-yl]oxy]-2,4-dimethyl-4-nitrooxan-3-yl]carbamate
SMILES
C[C@@H]1C[C@H]([C@H]([C@H]2[C@H]1[C@@]3([C@H](C=C2)C(=CCC(C(=C[C@@H]4C=C([C@H](CC45C(=O)C(=C3O)C(=O)O5)C)C=O)C)O[C@H]6C[C@@]([C@@H]([C@@H](O6)C)NC(=O)OC)(C)[N+](=O)[O-])C)C)O[C@@H]7C[C@H]([C@H]([C@@H](O7)C)O)O[C@@H]8C[C@H]([C@H]([C@@H](O8)C)O[C@@H]9C[C@H]([C@H]([C@@H](O9)C)OC)O)O)C
InChI
InChI=1S/C61H88N2O21/c1-27-14-17-42(80-47-25-59(10,63(72)73)54(35(9)79-47)62-58(71)75-13)28(2)19-37-20-36(26-64)31(5)24-61(37)56(69)48(57(70)84-61)55(68)60(11)39(27)16-15-38-49(60)29(3)18-30(4)51(38)82-46-23-43(50(67)32(6)76-46)81-44-22-41(66)53(34(8)78-44)83-45-21-40(65)52(74-12)33(7)77-45/h14-16,19-20,26,29-35,37-47,49-54,65-68H,17-18,21-25H2,1-13H3,(H,62,71)/t29-,30-,31+,32+,33+,34+,35+,37-,38-,39-,40-,41-,42?,43-,44-,45-,46-,47+,49+,50+,51-,52+,53+,54-,59-,60+,61?/m1/s1
InChIKey
FKPHBCYNXIGWLW-OZRRPFOLSA-N
Synonyms
Lobophorin I
CAS NA
PubChem CID 139584450
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: Sesterterpenoids
          • Direct Parent: Sesterterpenoids

ClassyFire Version 1.0
PMID:27867422

NPs Species Source

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NPs Physi-Chem Properties

Molecular Weight: 1185.3 ALogp: 5.5
HBD: 5 HBA: 21
Rotatable Bonds: 12 Lipinski's rule of five: Rejected
Polar Surface Area: 309.0 Aromatic Rings: 9
Heavy Atoms: 84 QED Weighted: 0.038

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.469 MDCK Permeability: 0.00049991
Pgp-inhibitor: 0.998 Pgp-substrate: 1
Human Intestinal Absorption (HIA): 0.13 20% Bioavailability (F20%): 0.008
30% Bioavailability (F30%): 0.192

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.001 Plasma Protein Binding (PPB): 77.90%
Volume Distribution (VD): 1.471 Fu: 10.90%

ADMET: Metabolism

CYP1A2-inhibitor: 0 CYP1A2-substrate: 0.649
CYP2C19-inhibitor: 0.02 CYP2C19-substrate: 0.508
CYP2C9-inhibitor: 0.021 CYP2C9-substrate: 0.001
CYP2D6-inhibitor: 0.001 CYP2D6-substrate: 0.033
CYP3A4-inhibitor: 0.864 CYP3A4-substrate: 0.933

ADMET: Excretion

Clearance (CL): 7.069 Half-life (T1/2): 0.111

ADMET: Toxicity

hERG Blockers: 0.261 Human Hepatotoxicity (H-HT): 0.991
Drug-inuced Liver Injury (DILI): 0.988 AMES Toxicity: 0.963
Rat Oral Acute Toxicity: 0.933 Maximum Recommended Daily Dose: 0.997
Skin Sensitization: 0.149 Carcinogencity: 0.016
Eye Corrosion: 0.003 Eye Irritation: 0.005
Respiratory Toxicity: 0.978
*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.