Retusolide E - Compound Card

Retusolide E

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Retusolide E

Structure
Zoomed Structure
  • Family: Plantae - Euphorbiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Ent-Abietane Lactone
Canonical Smiles O=C1O[C@H]2[C@@H](C1C)C(=O)C1=CC[C@H]3[C@@]([C@@H]1C2)(C)CCC1[C@]3(C)C1
InChI InChI=1S/C20H26O3/c1-10-16-14(23-18(10)22)8-13-12(17(16)21)4-5-15-19(13,2)7-6-11-9-20(11,15)3/h4,10-11,13-16H,5-9H2,1-3H3/t10?,11?,13-,14-,15+,16-,19+,20+/m1/s1
InChIKey PIUALDIRBIQPLO-IIUBDECESA-N
Formula C20H26O3
HBA 3
HBD 0
MW 314.43
Rotatable Bonds 0
TPSA 43.37
LogP 3.53
Number Rings 5
Number Aromatic Rings 0
Heavy Atom Count 23
Formal Charge 0
Fraction CSP3 0.8
Exact Mass 314.19
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: 101485503
Nmrshiftdb2: 60062716

No compound-protein relationship available.

Structure

SMILES: C12C(C1)CCC3C2CC=C4C3CC5C(C4=O)CC(=O)O5

Level: 0

Mol. Weight: 314.43 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.65
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.51
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.09

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.4
Plasma Protein Binding
60.18
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
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
18.16
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.25
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.11
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
4.6
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
-0.27
Rat (Acute)
1.86
Rat (Chronic Oral)
1.71
Fathead Minnow
3.92
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
413.53
Hydration Free Energy
-3.3
Log(D) at pH=7.4
3.82
Log(P)
3.08
Log S
-4.76
Log(Vapor Pressure)
-6.34
Melting Point
181.82
pKa Acid
9.8
pKa Basic
5.99
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8168
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8168
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.8063
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.8063
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7692
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7692
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7599
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7599
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7504
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7504
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7445
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7445
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7433
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7433
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7321
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7321
Cellular retinol-binding protein type II Q8UVG6 Q8UVG6_DANRE Danio rerio 3 0.7298
Cellular retinol-binding protein type II Q8UVG6 Q8UVG6_DANRE Danio rerio 3 0.7298
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7284
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7284
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7266
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7266
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 2 0.7259
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 2 0.7259
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7097
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7097
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7003
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7003

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