7beta,13beta,17-O-triacetyl-5alpha-O-(2-methylbutyryl)-3beta-O-propanoyl-14-oxopremyrsinol - Compound Card

7beta,13beta,17-O-triacetyl-5alpha-O-(2-methylbutyryl)-3beta-O-propanoyl-14-oxopremyrsinol

Select a section from the left sidebar

7beta,13beta,17-O-triacetyl-5alpha-O-(2-methylbutyryl)-3beta-O-propanoyl-14-oxopremyrsinol

Structure
Zoomed Structure
  • Family: Plantae - Euphorbiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Premyrsinane Diterpenoid
Canonical Smiles CCC(=O)O[C@H]1[C@@H](C)C[C@]2([C@H]1[C@@H](OC(=O)C(CC)C)[C@]1(COC(=O)C)[C@H](OC(=O)C)C[C@H]3[C@@H]([C@H]1[C@](C2=O)(C)OC(=O)C)C3(C)C)O
InChI InChI=1S/C34H50O12/c1-11-16(3)29(39)45-28-25-26(44-23(38)12-2)17(4)14-34(25,41)30(40)32(10,46-20(7)37)27-24-21(31(24,8)9)13-22(43-19(6)36)33(27,28)15-42-18(5)35/h16-17,21-22,24-28,41H,11-15H2,1-10H3/t16?,17-,21-,22+,24-,25+,26-,27-,28+,32-,33+,34+/m0/s1
InChIKey ZOCMJFMKJRSTTD-XFPYFBRHSA-N
Formula C34H50O12
HBA 12
HBD 1
MW 650.76
Rotatable Bonds 9
TPSA 168.8
LogP 3.33
Number Rings 4
Number Aromatic Rings 0
Heavy Atom Count 46
Formal Charge 0
Fraction CSP3 0.82
Exact Mass 650.33
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Euphorbia sanctae-catharinae Euphorbiaceae Plantae 3990

Showing of synonyms

  • Hegazy M.F, Hamed A.R, et al. (2018). Euphosantianane A–D: Antiproliferative premyrsinane diterpenoids from the endemic Egyptian plant Euphorbia sanctae-atharinae. Molecules, 2018, 23(9), 2221. [View] [PubMed]
Pubchem: 134784875

No compound-protein relationship available.

Structure

SMILES: C12C(C1)CCC3C2CC(=O)C4C(C3)CCC4

Level: 0

Mol. Weight: 650.76 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.12
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.71
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
11.31

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.35
Plasma Protein Binding
92.64
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
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Inhibitor
OATP1B3
Inhibitor

Excretion

Clearance
4.86
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.59
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.41
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
6.65
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Toxic
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
-24592.53
Rat (Acute)
4.15
Rat (Chronic Oral)
2.64
Fathead Minnow
50.78
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
253.55
Hydration Free Energy
-2.92
Log(D) at pH=7.4
2.62
Log(P)
3.79
Log S
-4.9
Log(Vapor Pressure)
-8.2
Melting Point
183.77
pKa Acid
8.01
pKa Basic
1.94
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7381

Download SDF