1-acetoxy-7-hydroxy-3,7-dimethylocta-2E,5E-diene - Compound Card

1-acetoxy-7-hydroxy-3,7-dimethylocta-2E,5E-diene

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1-acetoxy-7-hydroxy-3,7-dimethylocta-2E,5E-diene

Structure
Zoomed Structure
  • Family: Asteraceae-Compositae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Monoterpene
Canonical Smiles CC(=O)OC/C=C(/C/C=C/C(O)(C)C)\C
InChI InChI=1S/C12H20O3/c1-10(7-9-15-11(2)13)6-5-8-12(3,4)14/h5,7-8,14H,6,9H2,1-4H3/b8-5+,10-7+
InChIKey GPNYMDBKVQUQRW-FQOLVZPASA-N
Formula C12H20O3
HBA 3
HBD 1
MW 212.29
Rotatable Bonds 5
TPSA 46.53
LogP 2.21
Number Rings 0
Number Aromatic Rings 0
Heavy Atom Count 15
Formal Charge 0
Fraction CSP3 0.58
Exact Mass 212.14
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Jasonia montana Asteraceae-Compositae Plantae 441235

Showing of synonyms

  • Ahmed AA, Jakupovic J, et al. (1988). 11-Hydroxyjasionone, a new sesquiterpene type from Jasonia montana. Phytochemistry,1988,27(12),3875-3877. [View]
Pubchem: 14191351
Nmrshiftdb2: 60067723

No compound-protein relationship available.

No scaffolds available.

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.42
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-3.89
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.78

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.24
Plasma Protein Binding
26.67
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
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
7.21
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.09
Biodegradation
Toxic
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.84
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
4.69
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
1.92
Rat (Acute)
1.75
Rat (Chronic Oral)
1.72
Fathead Minnow
4.63
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
254.27
Hydration Free Energy
-6.22
Log(D) at pH=7.4
1.4
Log(P)
2.15
Log S
-2.23
Log(Vapor Pressure)
-2.7
Melting Point
32.09
pKa Acid
11.81
pKa Basic
5.15
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.9674
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.9674
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.9571
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.9571
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.9297
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.9297
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.9064
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.9064
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 3 0.9016
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 3 0.9016
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8986
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8986
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.8442
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.8442
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8424
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8424
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.8181
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.8181
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.8166
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.8166
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8159
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8159
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.8033
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.8033
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7742
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7742
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7710
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7710
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7690
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7690
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7684
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7684
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7567
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7567
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 3 0.7550
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 3 0.7550
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7538
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7538
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 3 0.7525
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 3 0.7525
N-alpha-acetyltransferase 50 Q9GZZ1 NAA50_HUMAN Homo sapiens 3 0.7511
N-alpha-acetyltransferase 50 Q9GZZ1 NAA50_HUMAN Homo sapiens 3 0.7511
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7507
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7507
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7496
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7496
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7489
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7489
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7476
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7476
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7451
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7451
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7439
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7439
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 3 0.7406
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 3 0.7406
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7400
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7400
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7370
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7370
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7357
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7357
Corticosteroid-binding globulin P31211 CBG_RAT Rattus norvegicus 3 0.7350
Corticosteroid-binding globulin P31211 CBG_RAT Rattus norvegicus 3 0.7350
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7334
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7334
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7310
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7310
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7299
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7299
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7292
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7292
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7275
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7275
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7270
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7270
Reaction center protein L chain P0C0Y7 RCEH_RHOSH Rhodobacter sphaeroides 2 0.7265
Reaction center protein L chain P0C0Y7 RCEH_RHOSH Rhodobacter sphaeroides 2 0.7265
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7260
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7260
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7256
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7256
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7244
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7244
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7220
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7220
TamL D3Y1I2 D3Y1I2_9ACTN Streptomyces sp. 307-9 2 0.7219
TamL D3Y1I2 D3Y1I2_9ACTN Streptomyces sp. 307-9 2 0.7219
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 2 0.7206
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 2 0.7206
Transcriptional activator, LuxR/UhpA family of regulators Q7NQP7 Q7NQP7_CHRVO Chromobacterium violaceum 2 0.7203
Transcriptional activator, LuxR/UhpA family of regulators Q7NQP7 Q7NQP7_CHRVO Chromobacterium violaceum 2 0.7203
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7177
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7177
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7170
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7170
Abscisic acid receptor PYL9 Q84MC7 PYL9_ARATH Arabidopsis thaliana 3 0.7166
Abscisic acid receptor PYL9 Q84MC7 PYL9_ARATH Arabidopsis thaliana 3 0.7166
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 2 0.7162
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 2 0.7162
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 2 0.7150
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 2 0.7150
Fatty acid-binding protein 10-A, liver basic Q9I8L5 FA10A_DANRE Danio rerio 2 0.7147
Fatty acid-binding protein 10-A, liver basic Q9I8L5 FA10A_DANRE Danio rerio 2 0.7147
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7107
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7107
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 2 0.7106
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 2 0.7106
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7103
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7103
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7097
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7097
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7096
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7096
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7094
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7094
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7087
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7087
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7047
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7047
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7035
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7035
Vitamin D3 dihydroxylase P18326 CPXE_STRGO Streptomyces griseolus 3 0.7034
Vitamin D3 dihydroxylase P18326 CPXE_STRGO Streptomyces griseolus 3 0.7034
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7029
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7029
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7018
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7018
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7012
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7012
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7005
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7005

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