(E)-2-ethyl-5,5-dimethylhepta-2,6-diene-1,4-diol - Compound Card

(E)-2-ethyl-5,5-dimethylhepta-2,6-diene-1,4-diol

Select a section from the left sidebar

(E)-2-ethyl-5,5-dimethylhepta-2,6-diene-1,4-diol

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Monoterpene
Canonical Smiles CC/C(=C\C(C(C=C)(C)C)O)/CO
InChI InChI=1S/C11H20O2/c1-5-9(8-12)7-10(13)11(3,4)6-2/h6-7,10,12-13H,2,5,8H2,1,3-4H3/b9-7+
InChIKey KJYOYOXKOGEYGF-VQHVLOKHSA-N
Formula C11H20O2
HBA 2
HBD 2
MW 184.28
Rotatable Bonds 5
TPSA 40.46
LogP 1.89
Number Rings 0
Number Aromatic Rings 0
Heavy Atom Count 13
Formal Charge 0
Fraction CSP3 0.64
Exact Mass 184.15
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Otanthus maritimus Asteraceae Plantae 1155244

Showing of synonyms

  • Jakupovic J, Boeker R, et al. (1988). Highly oxygenated guaianolides from Otanthus maritimus. Phytochemistry,1988,27(4),1135-1140. [View]

No compound-protein relationship available.

No scaffolds available.

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.46
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-3.56
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.94

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.12
Plasma Protein Binding
11.56
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
Non-Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
8.03
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.18
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.57
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
3.04
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
1.78
Rat (Acute)
1.63
Rat (Chronic Oral)
1.9
Fathead Minnow
4.17
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
254.45
Hydration Free Energy
-8.53
Log(D) at pH=7.4
0.71
Log(P)
1.95
Log S
-1.63
Log(Vapor Pressure)
-2.75
Melting Point
41.92
pKa Acid
10.78
pKa Basic
6.22
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.9111
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.9111
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8952
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8952
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8846
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8846
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8721
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8721
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.8483
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.8483
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8406
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8406
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 4 0.8386
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 4 0.8386
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.8156
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.8156
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.8087
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.8087
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.8044
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.8044
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 3 0.7944
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 3 0.7944
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7843
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7843
Abscisic acid receptor PYL9 Q84MC7 PYL9_ARATH Arabidopsis thaliana 3 0.7804
Abscisic acid receptor PYL9 Q84MC7 PYL9_ARATH Arabidopsis thaliana 3 0.7804
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7742
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7742
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7739
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7739
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7724
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7724
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7656
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7656
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7628
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7628
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7624
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7624
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 2 0.7614
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 2 0.7614
Fatty acid-binding protein 10-A, liver basic Q9I8L5 FA10A_DANRE Danio rerio 2 0.7600
Fatty acid-binding protein 10-A, liver basic Q9I8L5 FA10A_DANRE Danio rerio 2 0.7600
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7575
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7575
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7533
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7533
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7511
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7511
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7501
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7501
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7500
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7500
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7491
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7491
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7451
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7451
Epoxide hydrolase Q41415 Q41415_SOLTU Solanum tuberosum 3 0.7450
Epoxide hydrolase Q41415 Q41415_SOLTU Solanum tuberosum 3 0.7450
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7435
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7435
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7427
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7427
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7423
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7423
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7415
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7415
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7414
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7414
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7413
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7413
Trichodiene synthase P13513 TRI5_FUSSP Fusarium sporotrichioides 2 0.7408
Trichodiene synthase P13513 TRI5_FUSSP Fusarium sporotrichioides 2 0.7408
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7407
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7407
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7403
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7403
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7378
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7378
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7374
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7374
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 3 0.7367
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 3 0.7367
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7363
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7363
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7362
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7362
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 3 0.7315
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 3 0.7315
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 2 0.7288
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 2 0.7288
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7250
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7250
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7240
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7240
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7218
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7218
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7213
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7213
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7203
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7203
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 3 0.7177
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 3 0.7177
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7173
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7173
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7165
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7165
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7151
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7151
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7097
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7097
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7095
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7095
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7094
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7094
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7079
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7079
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7050
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7050
3-alpha-(or 20-beta)-hydroxysteroid dehydrogenase P19992 HSD_STREX Streptomyces exfoliatus 2 0.7037
3-alpha-(or 20-beta)-hydroxysteroid dehydrogenase P19992 HSD_STREX Streptomyces exfoliatus 2 0.7037
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7029
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7029
Angiotensin-converting enzyme Q10714 ACE_DROME Drosophila melanogaster 3 0.7026
Angiotensin-converting enzyme Q10714 ACE_DROME Drosophila melanogaster 3 0.7026

Download SDF