Ampelanol - Compound Card

Ampelanol

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Ampelanol

Structure
Zoomed Structure
  • Family: Fungi - Phaeosphaeriaceae
  • Kingdom: Fungi
  • Class: Quinone
Canonical Smiles COc1cc2[C@H](O)[C@@H]3[C@@H](C(=O)c2c(c1)O)[C@H](O)[C@H]([C@@]([C@@H]3O)(C)O)O
InChI InChI=1S/C16H20O8/c1-16(23)14(21)10-9(13(20)15(16)22)12(19)8-6(11(10)18)3-5(24-2)4-7(8)17/h3-4,9-11,13-15,17-18,20-23H,1-2H3/t9-,10-,11-,13-,14+,15+,16-/m0/s1
InChIKey WYVKBAUSAOYEHR-DQJRHUNDSA-N
Formula C16H20O8
HBA 8
HBD 6
MW 340.33
Rotatable Bonds 1
TPSA 147.68
LogP -1.29
Number Rings 3
Number Aromatic Rings 1
Heavy Atom Count 24
Formal Charge 0
Fraction CSP3 0.56
Exact Mass 340.12
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Ampelomyces species Phaeosphaeriaceae Fungi 50729

Showing of synonyms

  • Aly AH, Edrada-Ebel R, et al. (2008). Bioactive metabolites from the endophytic fungus Ampelomyces sp. isolated from the medicinal plant Urospermum picroides. Phytochemistry,2008,69(8),1716-1725. [View] [PubMed]
Pubchem: 24882470
Nmrshiftdb2: 80007572

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)CC3C(C2=O)CCCC3

Level: 0

Mol. Weight: 340.33 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.85
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-5.490
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-0.14

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.640
Plasma Protein Binding
67.75
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Non-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
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
6.100
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.510
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.730
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.940
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-1.810
Rat (Acute)
3.220
Rat (Chronic Oral)
4.040
Fathead Minnow
3.390
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
493.920
Hydration Free Energy
-14.830
Log(D) at pH=7.4
-0.250
Log(P)
-1.1
Log S
-2.19
Log(Vapor Pressure)
-11.47
Melting Point
191.15
pKa Acid
4.07
pKa Basic
7.44
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.8835
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.8835
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7581
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7581
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 3 0.7496
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 3 0.7496
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7377
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7377
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 Q9Y3Q4 HCN4_HUMAN Homo sapiens 3 0.7354
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 Q9Y3Q4 HCN4_HUMAN Homo sapiens 3 0.7354
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7310
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7310
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7298
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7298
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 3 0.7248
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 3 0.7248
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7118
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7118
GMP synthase [glutamine-hydrolyzing] Q8IJR9 Q8IJR9_PLAF7 Plasmodium falciparum 4 0.7057
GMP synthase [glutamine-hydrolyzing] Q8IJR9 Q8IJR9_PLAF7 Plasmodium falciparum 4 0.7057
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7014
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7014

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