Retusolide F - Compound Card

Retusolide F

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Retusolide F

Structure
Zoomed Structure
  • Family: Plantae - Euphorbiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Ent-Abietane Lactone
Canonical Smiles O[C@@H]1C[C@@H]2C(=CC[C@H]3[C@@]2(C)CCC2[C@]3(C)C2)[C@H]2[C@@H]1C(C)C(=O)O2
InChI InChI=1S/C20H28O3/c1-10-16-14(21)8-13-12(17(16)23-18(10)22)4-5-15-19(13,2)7-6-11-9-20(11,15)3/h4,10-11,13-17,21H,5-9H2,1-3H3/t10?,11?,13-,14-,15+,16-,17+,19+,20+/m1/s1
InChIKey LOUSOANLLAIPSC-KODLDCGNSA-N
Formula C20H28O3
HBA 3
HBD 1
MW 316.44
Rotatable Bonds 0
TPSA 46.53
LogP 3.32
Number Rings 5
Number Aromatic Rings 0
Heavy Atom Count 23
Formal Charge 0
Fraction CSP3 0.85
Exact Mass 316.2
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Euphorbia retusa Euphorbiaceae Plantae 1091645

Showing of synonyms

  • Haba H, Lavaud C, et al. (2009). Diterpenoids and triterpenoids from Euphorbia retusa. Journal of Natural Products,2009,72(7),1258-1264. [View] [PubMed]
Pubchem: 101485504

No compound-protein relationship available.

Structure

SMILES: C12C(C1)CCC3C2CC=C4C5C(CC(=O)O5)CCC34

Level: 0

Mol. Weight: 316.44 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.68
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.42
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.13

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.11
Plasma Protein Binding
56.99
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
18.39
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.36
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.32
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
4.88
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Toxic
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
-1.88
Rat (Acute)
1.78
Rat (Chronic Oral)
1.49
Fathead Minnow
3.92
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
410.15
Hydration Free Energy
-3.17
Log(D) at pH=7.4
3.73
Log(P)
3.27
Log S
-4.56
Log(Vapor Pressure)
-6.81
Melting Point
193.36
pKa Acid
10.98
pKa Basic
7.27
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.8769
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.8769
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8405
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8405
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8305
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8305
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 3 0.8212
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 3 0.8212
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.8159
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.8159
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7968
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7968
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7928
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7928
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7916
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7916
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.7804
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.7804
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 3 0.7719
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 3 0.7719
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7700
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7700
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7440
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7440
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7296
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7296
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.7152
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.7152
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7060
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7060

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