3-(3'-acetoxy-2'-hydroxy-2'-methyl butyryl)-cuauhtemone - Compound Card

3-(3'-acetoxy-2'-hydroxy-2'-methyl butyryl)-cuauhtemone

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3-(3'-acetoxy-2'-hydroxy-2'-methyl butyryl)-cuauhtemone

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpene
Canonical Smiles CC(=O)OC(C(C(=O)OC1CCC2(C(C1(C)O)CC(=C(C)C)C(=O)C2)C)(O)C)C
InChI InChI=1S/C22H34O7/c1-12(2)15-10-17-20(5,11-16(15)24)9-8-18(22(17,7)27)29-19(25)21(6,26)13(3)28-14(4)23/h13,17-18,26-27H,8-11H2,1-7H3
InChIKey IZTHKWQOPMGFPY-UHFFFAOYSA-N
Formula C22H34O7
HBA 7
HBD 2
MW 410.51
Rotatable Bonds 4
TPSA 110.13
LogP 2.47
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 29
Formal Charge 0
Fraction CSP3 0.77
Exact Mass 410.23
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Laggera tomentosa Asteraceae Plantae 313966
2 Laggera tomentosa Asteraceae Plantae 313966
3 Laggera tomentosa Asteraceae Plantae 313966

Showing of synonyms

  • Hunde Y, Asfaw N. (2006). Phytochemical investigation on the ethanol extract of aerial parts of Laggera tomentosa-1. M.Sc. Thesis-1, Addis Ababa University, Ethiopia,2006. [View] [PubMed]
  • Hunde Y, Asfaw N. (2015). Phytochemical investigation on the Ethanol extract of the aerial parts of Laggera tomentosa. International Journal of Modern Chemistry and Applied Science 2015,2(4),251-265. [View] [PubMed]
  • Gebreheiwot K, Asfaw N. (2006). Phytochemical investigation on the leaves of Laggera tomentosa (ethanol extract)-2. M.Sc. Thesis-1, Addis Ababa University, Ethiopia,2006. [View] [PubMed]
Pubchem: 162923045

No compound-protein relationship available.

Structure

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

Level: 0

Mol. Weight: 410.51 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.39
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.72
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.47

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.35
Plasma Protein Binding
26.58
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
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
7.87
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.08
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.75
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.64
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
-2.49
Rat (Acute)
3.04
Rat (Chronic Oral)
1.9
Fathead Minnow
4.05
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
367.45
Hydration Free Energy
-7.36
Log(D) at pH=7.4
2.16
Log(P)
3.08
Log S
-3.4
Log(Vapor Pressure)
-6.16
Melting Point
118.62
pKa Acid
7.99
pKa Basic
4.47
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.9101
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.9101
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7317
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7317
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7193
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7193

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