4-O-acetylcuauthemone3-O-(2'-methyl-2'-hydroxy-3-acetoxy butyrate) - Compound Card

4-O-acetylcuauthemone3-O-(2'-methyl-2'-hydroxy-3-acetoxy butyrate)

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4-O-acetylcuauthemone3-O-(2'-methyl-2'-hydroxy-3-acetoxy butyrate)

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpene
Canonical Smiles CC(=O)OC(C(C(=O)OC1CCC2(C(C1(C)OC(=O)C)CC(=C(C)C)C(=O)C2)C)(O)C)C
InChI InChI=1S/C24H36O8/c1-13(2)17-11-19-22(6,12-18(17)27)10-9-20(24(19,8)32-16(5)26)31-21(28)23(7,29)14(3)30-15(4)25/h14,19-20,29H,9-12H2,1-8H3
InChIKey LUNCZNVVYHFMOQ-UHFFFAOYSA-N
Formula C24H36O8
HBA 8
HBD 1
MW 452.54
Rotatable Bonds 5
TPSA 116.2
LogP 3.04
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 32
Formal Charge 0
Fraction CSP3 0.75
Exact Mass 452.24
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Laggera tomentosa Asteraceae Plantae 313966
2 Laggera tomentosa Asteraceae Plantae 313966

Showing of synonyms

  • 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]
  • Haile A, Asfaw N. (2007). Phytochemical investigation on the leaves of Laggera tomentosa (ethanol extract). M.Sc. Thesis-2, Addis Ababa University, Ethiopia, 2007. [View] [PubMed]
Pubchem: 75110993
Nmrshiftdb2: 60033048

No compound-protein relationship available.

Structure

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

Level: 0

Mol. Weight: 452.54 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.42
Human Oral Bioavailability 20%
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
-2.74

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.38
Plasma Protein Binding
26.27
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
9.56
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.33
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.95
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.11
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
-17.38
Rat (Acute)
2.98
Rat (Chronic Oral)
1.86
Fathead Minnow
4.34
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
379.04
Hydration Free Energy
-4.68
Log(D) at pH=7.4
2.41
Log(P)
3.67
Log S
-4.08
Log(Vapor Pressure)
-6.32
Melting Point
97.09
pKa Acid
8.94
pKa Basic
3.77
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 0.8351
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.8351
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8180
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8180
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7876
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7876
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7622
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7622
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.7537
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.7537
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7480
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7480
Predicted acetyltransferase Q97ML2 Q97ML2_CLOAB Clostridium acetobutylicum 3 0.7268
Predicted acetyltransferase Q97ML2 Q97ML2_CLOAB Clostridium acetobutylicum 3 0.7268
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7125
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7125
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 4 0.7035
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 4 0.7035
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7021
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7021
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7000
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7000

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