4alpha-acetoxy-3alpha-(2',3'-epoxy-2'-methylbutyrate)-11-hydroxy-6,7-dehydro-eudesman-8-one - Compound Card

4alpha-acetoxy-3alpha-(2',3'-epoxy-2'-methylbutyrate)-11-hydroxy-6,7-dehydro-eudesman-8-one

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4alpha-acetoxy-3alpha-(2',3'-epoxy-2'-methylbutyrate)-11-hydroxy-6,7-dehydro-eudesman-8-one

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpene
Canonical Smiles CC(=O)OC1(C)C(CCC2(C1C=C(C(=O)C2)C(C)(C)C)C)OC(=O)C1(C)OC1C
InChI InChI=1S/C23H34O6/c1-13-22(7,28-13)19(26)27-18-9-10-21(6)12-16(25)15(20(3,4)5)11-17(21)23(18,8)29-14(2)24/h11,13,17-18H,9-10,12H2,1-8H3
InChIKey CXHVLGIAQZOPET-UHFFFAOYSA-N
Formula C23H34O6
HBA 6
HBD 0
MW 406.52
Rotatable Bonds 3
TPSA 82.2
LogP 3.76
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 29
Formal Charge 0
Fraction CSP3 0.78
Exact Mass 406.24
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 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]

No compound-protein relationship available.

Structure

SMILES: O1CC1C(=O)OC(C2)CCC(C23)CC(=O)C=C3

Level: 1

Mol. Weight: 406.52 g/mol

Structure

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

Level: 0

Mol. Weight: 406.52 g/mol

Structure

SMILES: C1CO1

Level: 0

Mol. Weight: 406.52 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.86
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.62
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.24

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.37
Plasma Protein Binding
19.01
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
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
15.9
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.78
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.47
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
6.79
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
-5.8
Rat (Acute)
3.3
Rat (Chronic Oral)
1.84
Fathead Minnow
4.61
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
370.0
Hydration Free Energy
-5.18
Log(D) at pH=7.4
3.65
Log(P)
4.25
Log S
-4.65
Log(Vapor Pressure)
-5.15
Melting Point
57.33
pKa Acid
7.08
pKa Basic
2.9
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7858
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7858
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 4 0.7366
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 4 0.7366
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7335
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7335
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7182
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7182

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