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

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

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

Structure
Zoomed Structure
  • Family: Asteraceae-Compositae
  • 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-CLFYSBASSA-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-Compositae 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
12.22
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
8.08
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.14
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
2.94
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
1.93
Rat (Acute)
1.62
Rat (Chronic Oral)
1.89
Fathead Minnow
3.86
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
252.53
Hydration Free Energy
-8.55
Log(D) at pH=7.4
0.74
Log(P)
1.9
Log S
-1.58
Log(Vapor Pressure)
-2.87
Melting Point
27.98
pKa Acid
10.75
pKa Basic
6.25
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 0.9618
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.9618
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.9579
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.9579
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 3 0.8969
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 3 0.8969
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8919
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8919
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8483
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8483
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.8139
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.8139
Quorum-sensing transcriptional activator Q8XBD0 Q8XBD0_ECO57 Escherichia coli O157:H7 3 0.8085
Quorum-sensing transcriptional activator Q8XBD0 Q8XBD0_ECO57 Escherichia coli O157:H7 3 0.8085
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.8033
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.8033
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.8025
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.8025
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7919
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7919
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7908
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7908
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7833
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7833
Glucocorticoid receptor P04150 GCR_HUMAN Homo sapiens 3 0.7819
Glucocorticoid receptor P04150 GCR_HUMAN Homo sapiens 3 0.7819
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7788
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7788
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7781
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7781
Fatty acid-binding protein 10-A, liver basic Q9I8L5 FA10A_DANRE Danio rerio 2 0.7779
Fatty acid-binding protein 10-A, liver basic Q9I8L5 FA10A_DANRE Danio rerio 2 0.7779
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7763
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7763
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 4 0.7755
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 4 0.7755
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7730
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7730
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 3 0.7714
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 3 0.7714
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 2 0.7680
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 2 0.7680
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7670
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7670
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7650
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7650
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7594
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7594
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 3 0.7588
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 3 0.7588
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7570
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7570
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7565
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7565
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7560
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7560
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7535
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7535
Transcriptional activator, LuxR/UhpA family of regulators Q7NQP7 Q7NQP7_CHRVO Chromobacterium violaceum 3 0.7523
Transcriptional activator, LuxR/UhpA family of regulators Q7NQP7 Q7NQP7_CHRVO Chromobacterium violaceum 3 0.7523
Trichothecene 3-O-acetyltransferase O42692 O42692_GIBZA Gibberella zeae 4 0.7522
Trichothecene 3-O-acetyltransferase O42692 O42692_GIBZA Gibberella zeae 4 0.7522
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7506
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7506
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7500
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7500
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7497
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7497
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7466
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7466
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7463
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7463
Angiotensin-converting enzyme Q10714 ACE_DROME Drosophila melanogaster 3 0.7425
Angiotensin-converting enzyme Q10714 ACE_DROME Drosophila melanogaster 3 0.7425
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 3 0.7419
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 3 0.7419
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 2 0.7415
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 2 0.7415
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7401
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7401
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7386
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7386
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7369
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7369
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7362
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7362
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7359
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7359
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 2 0.7356
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 2 0.7356
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7348
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7348
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7345
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7345
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7340
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7340
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 2 0.7297
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 2 0.7297
Trichodiene synthase P13513 TRI5_FUSSP Fusarium sporotrichioides 2 0.7280
Trichodiene synthase P13513 TRI5_FUSSP Fusarium sporotrichioides 2 0.7280
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 2 0.7254
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7254
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7254
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 2 0.7254
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7224
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7224
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7219
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7219
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7213
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7213
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 3 0.7208
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7208
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 3 0.7208
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7208
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7171
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7171
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7150
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7150
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7144
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7144
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7131
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7131
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7114
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7114
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7103
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7103
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 4 0.7099
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 4 0.7099
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7097
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7097
Epoxide hydrolase Q41415 Q41415_SOLTU Solanum tuberosum 3 0.7095
Epoxide hydrolase Q41415 Q41415_SOLTU Solanum tuberosum 3 0.7095
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7077
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7077
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7052
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7052
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7039
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7039
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 2 0.7030
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 2 0.7030
3-alpha-(or 20-beta)-hydroxysteroid dehydrogenase P19992 HSD_STREX Streptomyces exfoliatus 2 0.7026
3-alpha-(or 20-beta)-hydroxysteroid dehydrogenase P19992 HSD_STREX Streptomyces exfoliatus 2 0.7026
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7003
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7003
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7001
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7001

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