Ent-abieta-8,11,13-trien-16-ol - Compound Card

Ent-abieta-8,11,13-trien-16-ol

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Ent-abieta-8,11,13-trien-16-ol

Structure
Zoomed Structure
  • Family: Plantae - Euphorbiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Diterpenoid
Canonical Smiles OCC(c1ccc2c(c1)CC[C@H]1[C@@]2(C)CCCC1(C)C)C
InChI InChI=1S/C20H30O/c1-14(13-21)15-6-8-17-16(12-15)7-9-18-19(2,3)10-5-11-20(17,18)4/h6,8,12,14,18,21H,5,7,9-11,13H2,1-4H3/t14?,18-,20+/m1/s1
InChIKey GGZQEZGFAGIZCJ-UCPOHXDKSA-N
Formula C20H30O
HBA 1
HBD 1
MW 286.46
Rotatable Bonds 2
TPSA 20.23
LogP 4.81
Number Rings 3
Number Aromatic Rings 1
Heavy Atom Count 21
Formal Charge 0
Fraction CSP3 0.7
Exact Mass 286.23
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Euphorbia guyoniana Euphorbiaceae Plantae 1138347

Showing of synonyms

  • Haba H, Marcourt L, et al. (2013). Minor ent-abietane diterpenoids from Euphorbia guyoniana. Natural Products Communications,2013,8(11),1519-1522. [View] [PubMed]
Pubchem: 162817202
Nmrshiftdb2: 70036687

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)CCC3C2CCCC3

Level: 0

Mol. Weight: 286.46 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.83
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.56
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.04

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.0
Plasma Protein Binding
83.86
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
Inhibitor
CYP 2C9 Substrate
Non-Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
8.5
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
2.52
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.08
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.07
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Safe
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
2.36
Rat (Acute)
2.05
Rat (Chronic Oral)
2.02
Fathead Minnow
4.02
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
342.27
Hydration Free Energy
-3.93
Log(D) at pH=7.4
4.44
Log(P)
4.94
Log S
-5.03
Log(Vapor Pressure)
-5.76
Melting Point
88.52
pKa Acid
13.26
pKa Basic
7.42
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 0.8037
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8037
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 3 0.7961
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 3 0.7961
Sulfotransferase 1E1 P49888 ST1E1_HUMAN Homo sapiens 4 0.7901
Sulfotransferase 1E1 P49888 ST1E1_HUMAN Homo sapiens 4 0.7901
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7788
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7788
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7584
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7584
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7576
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7576
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 3 0.7519
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 3 0.7519
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7399
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7399
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7330
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7330
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7312
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7312
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7212
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7212
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7182
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7182
Cellular retinol-binding protein type II Q8UVG6 Q8UVG6_DANRE Danio rerio 3 0.7170
Cellular retinol-binding protein type II Q8UVG6 Q8UVG6_DANRE Danio rerio 3 0.7170
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7163
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7163
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.7120
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.7120
Lanosterol 14-alpha-demethylase Q385E8 Q385E8_TRYB2 Trypanosoma brucei brucei 3 0.7102
Lanosterol 14-alpha-demethylase Q385E8 Q385E8_TRYB2 Trypanosoma brucei brucei 3 0.7102
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7074
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7074
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 2 0.7053
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 2 0.7053
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 3 0.7027
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 3 0.7027
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.7023
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.7023

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