4,20-dideoxy-alpha-phorbol-12beta-acetate-13alpha-isobutyrate - Compound Card

4,20-dideoxy-alpha-phorbol-12beta-acetate-13alpha-isobutyrate

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4,20-dideoxy-alpha-phorbol-12beta-acetate-13alpha-isobutyrate

Structure
Zoomed Structure
  • Family: Plantae - Euphorbiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Phorbol-Type Diterpene Ester
Canonical Smiles CC(=O)O[C@@H]1[C@@H](C)[C@]2(O)C3C=C(C(=O)C3CC(=CC2C2[C@]1(OC(=O)C(C)C)C2(C)C)C)C
InChI InChI=1S/C26H36O6/c1-12(2)23(29)32-26-21(24(26,7)8)19-10-13(3)9-17-18(11-14(4)20(17)28)25(19,30)15(5)22(26)31-16(6)27/h10-12,15,17-19,21-22,30H,9H2,1-8H3/t15-,17?,18?,19?,21?,22-,25+,26-/m1/s1
InChIKey XWIGZGPZENIAET-BTPGNTQJSA-N
Formula C26H36O6
HBA 6
HBD 1
MW 444.57
Rotatable Bonds 3
TPSA 89.9
LogP 3.62
Number Rings 4
Number Aromatic Rings 0
Heavy Atom Count 32
Formal Charge 0
Fraction CSP3 0.73
Exact Mass 444.25
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Euphorbia clemente Euphorbiaceae Plantae 3990

Showing of synonyms

  • Benmerache A, Alabdul Magid A, et al. (2017). Isolation and characterisation of cytotoxic compounds from Euphorbia clementei Boiss.. Natural product research, 2017, 31(18), 2091-2098. [View] [PubMed]

No compound-protein relationship available.

Structure

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

Level: 0

Mol. Weight: 444.57 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.55
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.65
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.54

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.96
Plasma Protein Binding
82.23
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
10.6
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.76
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.78
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.56
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
-43.25
Rat (Acute)
3.46
Rat (Chronic Oral)
1.76
Fathead Minnow
4.21
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
416.66
Hydration Free Energy
-2.92
Log(D) at pH=7.4
3.33
Log(P)
4.88
Log S
-4.54
Log(Vapor Pressure)
-7.15
Melting Point
184.33
pKa Acid
8.1
pKa Basic
2.47
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.8342
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 4 0.8059
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7301
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7228
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7069
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7030

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