4,12,20-trideoxyphorbol-13-(2,3-dimethyl) butyrate - Compound Card

4,12,20-trideoxyphorbol-13-(2,3-dimethyl) butyrate

Select a section from the left sidebar

4,12,20-trideoxyphorbol-13-(2,3-dimethyl) butyrate

Structure
Zoomed Structure
  • Family: Plantae - Euphorbiaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavonoid Glycoside
Canonical Smiles CC1=C[C@H]2[C@@H]3C([C@]3(OC(=O)C(C)C)[C@@H]([C@H]([C@@]2([C@H]2[C@@H](C1)C(=O)C(=C2)C)O)C)OC(=O)c1ccccc1)(C)C
InChI InChI=1S/C31H38O6/c1-16(2)27(33)37-31-25(29(31,6)7)23-14-17(3)13-21-22(15-18(4)24(21)32)30(23,35)19(5)26(31)36-28(34)20-11-9-8-10-12-20/h8-12,14-16,19,21-23,25-26,35H,13H2,1-7H3/t19-,21-,22-,23+,25-,26-,30+,31-/m1/s1
InChIKey NFEHFMMNFKFRCU-LLJRYYMOSA-N
Formula C31H38O6
HBA 6
HBD 1
MW 506.64
Rotatable Bonds 4
TPSA 89.9
LogP 4.91
Number Rings 5
Number Aromatic Rings 1
Heavy Atom Count 37
Formal Charge 0
Fraction CSP3 0.58
Exact Mass 506.27
Number of Lipinski Rule Violations 1
# 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]

No compound-protein relationship available.

Structure

SMILES: c1ccccc1C(=O)OC(C(C23)C2)CC4C5C(C(=O)C=C5)CC=CC34

Level: 1

Mol. Weight: 506.64 g/mol

Structure

SMILES: C12C(C1)CCC3C4C(C(=O)C=C4)CC=CC23

Level: 0

Mol. Weight: 506.64 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 506.64 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.7
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.58
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.05

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.31
Plasma Protein Binding
105.92
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
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
Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Inhibitor
OATP1B3
Inhibitor

Excretion

Clearance
12.12
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.59
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.51
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
7.09
Micronucleos
Safe
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
-781.58
Rat (Acute)
3.57
Rat (Chronic Oral)
2.28
Fathead Minnow
4.81
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
457.43
Hydration Free Energy
-2.82
Log(D) at pH=7.4
4.56
Log(P)
6.12
Log S
-5.32
Log(Vapor Pressure)
-8.53
Melting Point
197.64
pKa Acid
7.7
pKa Basic
2.8
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Sterol 14alpha-demethylase P9WPP9 CP51_MYCTU Mycobacterium tuberculosis 3 0.8200
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7439
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7082
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7031

Download SDF