4-O-acetylcuauthemone-3-O-angelate - Compound Card

4-O-acetylcuauthemone-3-O-angelate

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4-O-acetylcuauthemone-3-O-angelate

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpene
Canonical Smiles C/C=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)/C
InChI InChI=1S/C23H34O5/c1-9-15(4)20(26)27-19-10-11-21(6)13-18(25)17(14(2)3)12-22(21,7)23(19,8)28-16(5)24/h9,19H,10-13H2,1-8H3/b15-9-/t19-,21-,22-,23-/m1/s1
InChIKey YEBXEQFCJOFZGB-ROJSZIMASA-N
Formula C23H34O5
HBA 5
HBD 0
MW 390.52
Rotatable Bonds 3
TPSA 69.67
LogP 4.69
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 28
Formal Charge 0
Fraction CSP3 0.7
Exact Mass 390.24
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: 390.52 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.28
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.68
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.69

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.62
Plasma Protein Binding
88.96
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
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
9.25
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.43
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.5
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.74
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Safe
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
-6.5
Rat (Acute)
2.27
Rat (Chronic Oral)
1.58
Fathead Minnow
4.1
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
367.45
Hydration Free Energy
-5.36
Log(D) at pH=7.4
3.54
Log(P)
5.04
Log S
-4.79
Log(Vapor Pressure)
-5.59
Melting Point
115.47
pKa Acid
9.89
pKa Basic
3.92
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 4 0.9001
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 4 0.9001
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8951
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8951
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7983
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7983
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7299
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7299
Sodium-dependent dopamine transporter Q7K4Y6 DAT_DROME Drosophila melanogaster 2 0.7264
Sodium-dependent dopamine transporter Q7K4Y6 DAT_DROME Drosophila melanogaster 2 0.7264
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7262
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7262

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