4-O-acetylcuauthemone 3-O-(2'-hydroxy-2'-methyl-3'-acetoxybutyrate) - Compound Card

4-O-acetylcuauthemone 3-O-(2'-hydroxy-2'-methyl-3'-acetoxybutyrate)

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4-O-acetylcuauthemone 3-O-(2'-hydroxy-2'-methyl-3'-acetoxybutyrate)

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpene
Canonical Smiles CC(=O)OC(C(C(=O)O[C@@H]1CC[C@]2([C@@]([C@]1(C)OC(=O)C)(C)CC(=C(C)C)C(=O)C2)C)(O)C)C
InChI InChI=1S/C25H38O8/c1-14(2)18-12-23(7)22(6,13-19(18)28)11-10-20(25(23,9)33-17(5)27)32-21(29)24(8,30)15(3)31-16(4)26/h15,20,30H,10-13H2,1-9H3/t15?,20-,22-,23-,24?,25-/m1/s1
InChIKey IZMQRYNERXDANC-ROGGGWLKSA-N
Formula C25H38O8
HBA 8
HBD 1
MW 466.57
Rotatable Bonds 5
TPSA 116.2
LogP 3.43
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 33
Formal Charge 0
Fraction CSP3 0.76
Exact Mass 466.26
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Laggera tomentosa Asteraceae Plantae 313966

Showing of synonyms

  • Gebreheiwot K, Amenu D, et al. (2010). Cuauthemone sesquiterpenes and flavones from Laggera tomentosa endemic to Ethiopia. Bullulletin of the Chemical Society of Ethiopia,2010,24(2),267-271. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: C=C(C1)C(=O)CC(C12)CCCC2

Level: 0

Mol. Weight: 466.57 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.41
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.73
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.8

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.38
Plasma Protein Binding
85.98
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
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
9.6
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.21
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.96
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.1
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
-28.45
Rat (Acute)
2.91
Rat (Chronic Oral)
1.78
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
388.14
Hydration Free Energy
-4.08
Log(D) at pH=7.4
2.59
Log(P)
3.79
Log S
-4.36
Log(Vapor Pressure)
-6.68
Melting Point
138.56
pKa Acid
8.84
pKa Basic
3.46

No predicted protein targets found for this compound.

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