11-hydroxy-ent-abieta-8,11,13-trien-15-one - Compound Card

11-hydroxy-ent-abieta-8,11,13-trien-15-one

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11-hydroxy-ent-abieta-8,11,13-trien-15-one

Structure
Zoomed Structure
  • Family: Euphorbiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Ent-Abietane Diterpenoid
Canonical Smiles CC(=O)c1cc(O)c2c(c1)CC[C@H]1[C@@]2(C)CCCC1(C)C
InChI InChI=1S/C19H26O2/c1-12(20)14-10-13-6-7-16-18(2,3)8-5-9-19(16,4)17(13)15(21)11-14/h10-11,16,21H,5-9H2,1-4H3/t16-,19-/m1/s1
InChIKey RHHCLVKJBROWMZ-VQIMIIECSA-N
Formula C19H26O2
HBA 2
HBD 1
MW 286.41
Rotatable Bonds 1
TPSA 37.3
LogP 4.63
Number Rings 3
Number Aromatic Rings 1
Heavy Atom Count 21
Formal Charge 0
Fraction CSP3 0.63
Exact Mass 286.19
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Euphorbia guyoniana Euphorbiaceae Plantae 1138347

Showing of synonyms

  • Haba H, Lavaud C, et al. (2009). Ent-abietane diterpenoids from Euphorbia guyoniana Boiss. & Reut.. Biochemical Systematics and Ecology,2009,37,504-508. [View]
Pubchem: 162817207
Nmrshiftdb2: 70106250

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)CCC3C2CCCC3

Level: 0

Mol. Weight: 186.3 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.9
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.49
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.87

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.89
Plasma Protein Binding
84.08
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Inhibitor
CYP 2C19 Substrate
Substrate
CYP 2C9 Inhibitor
Inhibitor
CYP 2C9 Substrate
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
9.84
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.84
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.23
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.63
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
2.63
Rat (Acute)
2.13
Rat (Chronic Oral)
2.23
Fathead Minnow
3.96
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
354.52
Hydration Free Energy
-5.69
Log(D) at pH=7.4
4.14
Log(P)
4.08
Log S
-5.21
Log(Vapor Pressure)
-5.82
Melting Point
137.21
pKa Acid
9.75
pKa Basic
6.87
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 3 0.9175
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 3 0.9175
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8683
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8683
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8680
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8680
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8558
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8558
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8220
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8220
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8161
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8161
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.8115
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.8115
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7815
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7815
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7799
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7799
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7772
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7772
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7716
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7716
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.7654
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.7654
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7643
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7643
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7607
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7607
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7540
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7540
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 2 0.7492
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 2 0.7492
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7481
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7481
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 4 0.7377
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 4 0.7377
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7313
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7313
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7271
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7271
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7224
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7224
ADP compounds hydrolase NudE P45799 NUDE_ECOLI Escherichia coli 2 0.7218
ADP compounds hydrolase NudE P45799 NUDE_ECOLI Escherichia coli 2 0.7218
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7211
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7211
High affinity 3',5'-cyclic-AMP phosphodiesterase 7A Q13946 PDE7A_HUMAN Homo sapiens 3 0.7075
High affinity 3',5'-cyclic-AMP phosphodiesterase 7A Q13946 PDE7A_HUMAN Homo sapiens 3 0.7075
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7068
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7068
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7045
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7045
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7036
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7036
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7006
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7006

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