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

16-O-acetyl-2,7-dioxofagonene

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16-O-acetyl-2,7-dioxofagonene

Structure
Zoomed Structure
  • Family: Plantae - Zygophyllaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Diterpene
Canonical Smiles CC(=O)OC[C@H]([C@@]1(C)CC[C@]2([C@H](C1)C(=O)C[C@]1([C@@H]2CC(=O)C=C1C)C)C)O
InChI InChI=1S/C22H32O5/c1-13-8-15(24)9-18-21(4)7-6-20(3,19(26)12-27-14(2)23)10-16(21)17(25)11-22(13,18)5/h8,16,18-19,26H,6-7,9-12H2,1-5H3/t16-,18-,19-,20+,21+,22-/m1/s1
InChIKey HXBOHDLDWGUHDV-PQWFXDHLSA-N
Formula C22H32O5
HBA 5
HBD 1
MW 376.49
Rotatable Bonds 3
TPSA 80.67
LogP 3.24
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 27
Formal Charge 0
Fraction CSP3 0.77
Exact Mass 376.22
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: 163001777

No compound-protein relationship available.

Structure

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

Level: 0

Mol. Weight: 376.49 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.39
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.61
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.38

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.78
Plasma Protein Binding
75.04
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
12.95
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.75
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.57
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.92
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
-3.27
Rat (Acute)
2.68
Rat (Chronic Oral)
1.9
Fathead Minnow
3.92
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
415.4
Hydration Free Energy
-6.5
Log(D) at pH=7.4
2.26
Log(P)
1.58
Log S
-3.96
Log(Vapor Pressure)
-7.19
Melting Point
193.77
pKa Acid
8.06
pKa Basic
3.47
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 0.8714
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8454
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8342
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8238
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7518
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 3 0.7409
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7092

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