Ent-abieta-8(14),13(15)-dien-16,12-olide - Compound Card

Ent-abieta-8(14),13(15)-dien-16,12-olide

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Ent-abieta-8(14),13(15)-dien-16,12-olide

Structure
Zoomed Structure
  • Family: Plantae - Euphorbiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Diterpenoid
Canonical Smiles C[C@@H]1CC[C@@]2([C@@H](C1)CCC1=CC3=C(C(=O)O[C@@H]3C[C@@H]21)C)C
InChI InChI=1S/C19H26O2/c1-11-6-7-19(3)14(8-11)5-4-13-9-15-12(2)18(20)21-17(15)10-16(13)19/h9,11,14,16-17H,4-8,10H2,1-3H3/t11-,14-,16-,17-,19-/m1/s1
InChIKey OSCIICWICMLIDJ-MMKFELLXSA-N
Formula C19H26O2
HBA 2
HBD 0
MW 286.42
Rotatable Bonds 0
TPSA 26.3
LogP 4.41
Number Rings 4
Number Aromatic Rings 0
Heavy Atom Count 21
Formal Charge 0
Fraction CSP3 0.74
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. (2007). Diterpenoids and triterpenoids from Euphorbia guyoniana. Phytochemistry,2007,68,1255-1260. [View] [PubMed]
Pubchem: 162817221
Nmrshiftdb2: 60062710

No compound-protein relationship available.

Structure

SMILES: C1C(=O)OC(C=12)CC3C(=C2)CCC4C3CCCC4

Level: 0

Mol. Weight: 286.42 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.75
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.36
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.76

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.15
Plasma Protein Binding
60.29
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
Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
12.16
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.06
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.43
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
4.87
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Safe
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
-0.48
Rat (Acute)
2.12
Rat (Chronic Oral)
1.68
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
371.28
Hydration Free Energy
-2.17
Log(D) at pH=7.4
4.53
Log(P)
4.44
Log S
-5.09
Log(Vapor Pressure)
-5.09
Melting Point
103.57
pKa Acid
11.04
pKa Basic
7.36
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 0.9680
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.9680
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8966
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8966
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.8851
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.8851
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.8784
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.8784
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8776
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8776
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.8690
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.8690
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.8601
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.8601
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.8582
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.8582
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8525
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8525
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.8427
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.8427
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.8193
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.8193
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.8167
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.8167
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7969
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7969
Bile acid receptor Q62735 NR1H4_RAT Rattus norvegicus 4 0.7907
Bile acid receptor Q62735 NR1H4_RAT Rattus norvegicus 4 0.7907
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7815
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7815
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7792
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7792
Bacteriorhodopsin P02945 BACR_HALSA Halobacterium salinarum 3 0.7767
Bacteriorhodopsin P02945 BACR_HALSA Halobacterium salinarum 3 0.7767
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7754
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7754
Retinol-binding protein 2 P06768 RET2_RAT Rattus norvegicus 3 0.7611
Retinol-binding protein 2 P06768 RET2_RAT Rattus norvegicus 3 0.7611
Lanosterol 14-alpha-demethylase Q385E8 Q385E8_TRYB2 Trypanosoma brucei brucei 3 0.7595
Lanosterol 14-alpha-demethylase Q385E8 Q385E8_TRYB2 Trypanosoma brucei brucei 3 0.7595
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 4 0.7547
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 4 0.7547
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7516
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7516
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7465
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7465
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7458
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7458
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7453
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7453
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7367
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7367
Cellular retinol-binding protein type II Q8UVG6 Q8UVG6_DANRE Danio rerio 3 0.7360
Cellular retinol-binding protein type II Q8UVG6 Q8UVG6_DANRE Danio rerio 3 0.7360
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7334
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7334
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7333
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7333
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7291
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7291
Retinol-binding protein 1 P09455 RET1_HUMAN Homo sapiens 3 0.7256
Retinol-binding protein 1 P09455 RET1_HUMAN Homo sapiens 3 0.7256
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7249
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7249
Cartilage oligomeric matrix protein Q9R0G6 COMP_MOUSE Mus musculus 3 0.7186
Cartilage oligomeric matrix protein Q9R0G6 COMP_MOUSE Mus musculus 3 0.7186
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7185
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7185
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 3 0.7135
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 3 0.7135
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7097
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7097
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7096
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7096

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