15,16-di-O-acetyl-2,7-dioxofagonene - Compound Card

15,16-di-O-acetyl-2,7-dioxofagonene

Select a section from the left sidebar

15,16-di-O-acetyl-2,7-dioxofagonene

Structure
Zoomed Structure
  • Family: Plantae - Zygophyllaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Diterpene
Canonical Smiles CC(=O)O[C@@H]([C@@]1(C)CC[C@]2([C@H](C1)C(=O)C[C@]1([C@@H]2CC(=O)C=C1C)C)C)COC(=O)C
InChI InChI=1S/C24H34O6/c1-14-9-17(27)10-20-23(5)8-7-22(4,11-18(23)19(28)12-24(14,20)6)21(30-16(3)26)13-29-15(2)25/h9,18,20-21H,7-8,10-13H2,1-6H3/t18-,20-,21-,22+,23+,24-/m1/s1
InChIKey VLIDTNMWSLLIII-WABZNMTCSA-N
Formula C24H34O6
HBA 6
HBD 0
MW 418.53
Rotatable Bonds 4
TPSA 86.74
LogP 3.81
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 30
Formal Charge 0
Fraction CSP3 0.75
Exact Mass 418.24
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Fagonia glutinosa Zygophyllaceae Plantae 291461

Showing of synonyms

  • Abdel-Kader M, Omar A, et al. (1994). Erythroxan diterpenes from fagonia species. Phytochemistry,1994,36(6),1431-1433. [View]
Pubchem: 162848367

No compound-protein relationship available.

Structure

SMILES: C1C(=O)C=CC(CC2=O)C1C(C23)CCCC3

Level: 0

Mol. Weight: 418.53 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.42
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.63
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.3

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.77
Plasma Protein Binding
82.95
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
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
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
13.16
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.33
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.49
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.54
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Toxic
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
-12.42
Rat (Acute)
2.34
Rat (Chronic Oral)
1.93
Fathead Minnow
3.92
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
436.04
Hydration Free Energy
-4.84
Log(D) at pH=7.4
2.51
Log(P)
2.34
Log S
-4.51
Log(Vapor Pressure)
-7.36
Melting Point
182.11
pKa Acid
9.4
pKa Basic
3.64
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 0.9177
Reaction center protein L chain P0C0Y7 RCEH_RHOSH Rhodobacter sphaeroides 3 0.8517
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8193
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.7836
N-alpha-acetyltransferase 50 Q9GZZ1 NAA50_HUMAN Homo sapiens 3 0.7565
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7321

Download SDF