Terretonin N - Compound Card

Terretonin N

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Terretonin N

Structure
Zoomed Structure
  • Family: Fungi - Trichocomaceae
  • Kingdom: Fungi
  • Class: Terpenoid
    • Subclass: Diterpene
Canonical Smiles CC(=O)O[C@H]1CC[C@@]2([C@@H](C1(C)C)[C@@H](O)C[C@]1([C@H]2[C@H](O)C(=C)[C@@]2([C@@H]1C(=O)O[C@H](C2=O)C)C)C)C
InChI InChI=1S/C26H38O7/c1-12-17(29)19-24(6)10-9-16(33-14(3)27)23(4,5)18(24)15(28)11-25(19,7)20-22(31)32-13(2)21(30)26(12,20)8/h13,15-20,28-29H,1,9-11H2,2-8H3/t13-,15-,16-,17+,18+,19-,20+,24+,25-,26+/m0/s1
InChIKey ZCWNEJRDYFTTHU-VMAHOWHHSA-N
Formula C26H38O7
HBA 7
HBD 2
MW 462.58
Rotatable Bonds 1
TPSA 110.13
LogP 2.82
Number Rings 4
Number Aromatic Rings 0
Heavy Atom Count 33
Formal Charge 0
Fraction CSP3 0.81
Exact Mass 462.26
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Aspergillus terreus Trichocomaceae Fungi 33178

Showing of synonyms

  • Hamed A, Abdel-Razek A.S, et al. (2020). Terretonin O: a new meroterpenoid from Aspergillus terreus. Nat Prod Res,2020,34(7),965-974. [View] [PubMed]
Pubchem: 146684108

No compound-protein relationship available.

Structure

SMILES: C1CCCC(CC2)C1C(CC3=C)C2C(C34)C(=O)OCC4=O

Level: 0

Mol. Weight: 462.58 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.73
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.84
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-2.35

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.66
Plasma Protein Binding
74.84
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
Non-Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
5.05
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.87
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.19
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.53
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-51.89
Rat (Acute)
3.99
Rat (Chronic Oral)
1.64
Fathead Minnow
3.94
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
468.53
Hydration Free Energy
-2.51
Log(D) at pH=7.4
2.16
Log(P)
3.18
Log S
-4.32
Log(Vapor Pressure)
-8.97
Melting Point
225.87
pKa Acid
5.86
pKa Basic
3.49
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.8818
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7946

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