3-isopropyl-2,4-dimethoxy-6-methylene-cyclohexa-2,4-dienone - Compound Card

3-isopropyl-2,4-dimethoxy-6-methylene-cyclohexa-2,4-dienone

Select a section from the left sidebar

3-isopropyl-2,4-dimethoxy-6-methylene-cyclohexa-2,4-dienone

Structure
Zoomed Structure
  • Family: Plantae - Annonaceae
  • Kingdom: Plantae
  • Class: Monoaromatic
Canonical Smiles COC1=CC(=C)C(=O)C(=C1C(C)C)OC
InChI InChI=1S/C12H16O3/c1-7(2)10-9(14-4)6-8(3)11(13)12(10)15-5/h6-7H,3H2,1-2,4-5H3
InChIKey JUUWGEUFROZPNF-UHFFFAOYSA-N
Formula C12H16O3
HBA 3
HBD 0
MW 208.26
Rotatable Bonds 3
TPSA 35.53
LogP 2.21
Number Rings 1
Number Aromatic Rings 0
Heavy Atom Count 15
Formal Charge 0
Fraction CSP3 0.42
Exact Mass 208.11
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Uvaria scheffleri Annonaceae Plantae 2588162

Showing of synonyms

  • Nkunya MH, Jonker SA, et al. (2004). (+/-)-Schefflone: a trimeric monoterpenoid from the root bark of Uvaria scheffleri. Phytochemistry,2004,65(4),399-404. [View] [PubMed]
Pubchem: 101338429

No compound-protein relationship available.

Structure

SMILES: C=C1C(=O)C=CC=C1

Level: 0

Mol. Weight: 208.26 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.45
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-3.940
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.6

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.500
Plasma Protein Binding
17.35
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
6.540
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.890
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.750
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
5.430
Micronucleos
Safe
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
3.640
Rat (Acute)
2.000
Rat (Chronic Oral)
2.150
Fathead Minnow
4.310
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
268.410
Hydration Free Energy
-6.070
Log(D) at pH=7.4
1.800
Log(P)
2.37
Log S
-2.07
Log(Vapor Pressure)
-2.0
Melting Point
35.5
pKa Acid
7.38
pKa Basic
3.71
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.8332
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.8332
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8225
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8225
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 3 0.8207
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 3 0.8207
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7458
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7458
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7251
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7251
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7050
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7050

Download SDF