7-O-acetyl-2-oxo-5-epi-fagonene - Compound Card

7-O-acetyl-2-oxo-5-epi-fagonene

Select a section from the left sidebar

7-O-acetyl-2-oxo-5-epi-fagonene

Structure
Zoomed Structure
  • Family: Plantae - Zygophyllaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Diterpene
Canonical Smiles OC[C@H]([C@@]1(C)CC[C@]2([C@H](C1)[C@@H](OC(=O)C)C[C@@]1([C@@H]2CC(=O)C=C1C)C)C)O
InChI InChI=1S/C22H34O5/c1-13-8-15(25)9-18-21(4)7-6-20(3,19(26)12-23)10-16(21)17(27-14(2)24)11-22(13,18)5/h8,16-19,23,26H,6-7,9-12H2,1-5H3/t16-,17+,18-,19-,20+,21+,22+/m1/s1
InChIKey AKGPGMWXHSRVTN-LVXVCZMBSA-N
Formula C22H34O5
HBA 5
HBD 2
MW 378.51
Rotatable Bonds 3
TPSA 83.83
LogP 3.03
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 27
Formal Charge 0
Fraction CSP3 0.82
Exact Mass 378.24
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: 163011247

No compound-protein relationship available.

Structure

SMILES: C1=CC(=O)CC(C12)C3C(CC2)CCCC3

Level: 0

Mol. Weight: 378.51 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.45
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.64
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.47

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.69
Plasma Protein Binding
72.35
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
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
11.64
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.98
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.03
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.67
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
-3.82
Rat (Acute)
2.53
Rat (Chronic Oral)
1.95
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
434.57
Hydration Free Energy
-6.98
Log(D) at pH=7.4
2.27
Log(P)
2.02
Log S
-3.63
Log(Vapor Pressure)
-7.65
Melting Point
180.12
pKa Acid
9.35
pKa Basic
5.3

No predicted protein targets found for this compound.

Download SDF