(10E,12Z,15Z)-9-hydroxy-10,12,15-octadecatrienoic acid - Compound Card

(10E,12Z,15Z)-9-hydroxy-10,12,15-octadecatrienoic acid

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(10E,12Z,15Z)-9-hydroxy-10,12,15-octadecatrienoic acid

Structure
Zoomed Structure
  • Family: Plantae - Hypericaceae
  • Kingdom: Plantae
  • Class: Fatty Acid
Canonical Smiles CC/C=C\C/C=C\C=C\C(CCCCCCCC(=O)O)O
InChI InChI=1S/C18H30O3/c1-2-3-4-5-6-8-11-14-17(19)15-12-9-7-10-13-16-18(20)21/h3-4,6,8,11,14,17,19H,2,5,7,9-10,12-13,15-16H2,1H3,(H,20,21)/b4-3-,8-6-,14-11+
InChIKey RIGGEAZDTKMXSI-CUHSZNQNSA-N
Formula C18H30O3
HBA 2
HBD 2
MW 294.43
Rotatable Bonds 13
TPSA 57.53
LogP 4.63
Number Rings 0
Number Aromatic Rings 0
Heavy Atom Count 21
Formal Charge 0
Fraction CSP3 0.61
Exact Mass 294.22
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Hypericum quartinianum Hypericaceae Plantae 1137015

Showing of synonyms

  • Fobofou SAT, Ares K, et al. (2019). Chemical constituents of Hypericum quartinianum (Hypericaceae), a sub-Saharan African plant species.. Biochemical Systematics and Ecology,2019,85,46-49.. [View] [PubMed]
Pubchem: 10447175
Chebi: 72625
Metabolights: MTBLC72625

No compound-protein relationship available.

No scaffolds available.

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.89
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.53
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.72

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.0
Plasma Protein Binding
50.0
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
Non-Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
-1.26
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Safe
Bioconcentration Factor
0.35
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
-1.01
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
3.83
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
2.3
Rat (Acute)
1.67
Rat (Chronic Oral)
2.6
Fathead Minnow
4.06
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
376.44
Hydration Free Energy
-6.95
Log(D) at pH=7.4
1.35
Log(P)
4.58
Log S
-3.25
Log(Vapor Pressure)
-6.91
Melting Point
35.52
pKa Acid
6.37
pKa Basic
6.84
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
thiamine diphosphokinase Q82ZE3 Q82ZE3_ENTFA Enterococcus faecalis 3 0.9675
thiamine diphosphokinase Q82ZE3 Q82ZE3_ENTFA Enterococcus faecalis 3 0.9675
Phospholipase A2 P00593 PA21B_BOVIN Bos taurus 3 0.9547
Phospholipase A2 P00593 PA21B_BOVIN Bos taurus 3 0.9547
Chorismate mutase AroH P19080 AROH_BACSU Bacillus subtilis 3 0.9238
Chorismate mutase AroH P19080 AROH_BACSU Bacillus subtilis 3 0.9238
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.9161
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.9161
N-acyl homoserine lactonase AiiA P0CJ63 AHLLA_BACTK Bacillus thuringiensis subsp. kurstaki 3 0.9137
N-acyl homoserine lactonase AiiA P0CJ63 AHLLA_BACTK Bacillus thuringiensis subsp. kurstaki 3 0.9137
Chorismate mutase AroH P19080 AROH_BACSU Bacillus subtilis 3 0.8817
Chorismate mutase AroH P19080 AROH_BACSU Bacillus subtilis 3 0.8817
4,5:9,10-diseco-3-hydroxy-5,9,17-trioxoandrosta-1(10),2-diene-4-oate hydrolase P9WNH5 HSAD_MYCTU Mycobacterium tuberculosis 3 0.8625
4,5:9,10-diseco-3-hydroxy-5,9,17-trioxoandrosta-1(10),2-diene-4-oate hydrolase P9WNH5 HSAD_MYCTU Mycobacterium tuberculosis 3 0.8625
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.8335
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.8335
Trifunctional purine biosynthetic protein adenosine-3 P22102 PUR2_HUMAN Homo sapiens 3 0.8328
Trifunctional purine biosynthetic protein adenosine-3 P22102 PUR2_HUMAN Homo sapiens 3 0.8328
Suppressor of disruption of TFIIS P53078 SDT1_YEAST Saccharomyces cerevisiae 3 0.8296
Suppressor of disruption of TFIIS P53078 SDT1_YEAST Saccharomyces cerevisiae 3 0.8296
Isocitrate/homoisocitrate dehydrogenase Q5SIJ1 HICDH_THET8 Thermus thermophilus 3 0.7942
Isocitrate/homoisocitrate dehydrogenase Q5SIJ1 HICDH_THET8 Thermus thermophilus 3 0.7942
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7746
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7746
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 2 0.7618
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 2 0.7618
Sodium/potassium-transporting ATPase subunit alpha Q4H132 Q4H132_SQUAC Squalus acanthias 2 0.7590
Sodium/potassium-transporting ATPase subunit alpha Q4H132 Q4H132_SQUAC Squalus acanthias 2 0.7590
N-acetylornithine carbamoyltransferase Q8P8J2 AOTC_XANCP Xanthomonas campestris pv. campestris 3 0.7568
N-acetylornithine carbamoyltransferase Q8P8J2 AOTC_XANCP Xanthomonas campestris pv. campestris 3 0.7568
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7546
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7546
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7404
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7404
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7386
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7386
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7377
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7377
Triosephosphate isomerase P00942 TPIS_YEAST Saccharomyces cerevisiae 2 0.7366
Triosephosphate isomerase P00942 TPIS_YEAST Saccharomyces cerevisiae 2 0.7366
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 2 0.7356
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 2 0.7356
Quorum-sensing transcriptional activator Q8XBD0 Q8XBD0_ECO57 Escherichia coli O157:H7 2 0.7353
Quorum-sensing transcriptional activator Q8XBD0 Q8XBD0_ECO57 Escherichia coli O157:H7 2 0.7353
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7338
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7338
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7337
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7337
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7326
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7326
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 2 0.7312
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 2 0.7312
Transcriptional activator, LuxR/UhpA family of regulators Q7NQP7 Q7NQP7_CHRVO Chromobacterium violaceum 2 0.7304
Transcriptional activator, LuxR/UhpA family of regulators Q7NQP7 Q7NQP7_CHRVO Chromobacterium violaceum 2 0.7304
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7300
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7300
N-acetylornithine carbamoyltransferase Q8P8J2 AOTC_XANCP Xanthomonas campestris pv. campestris 3 0.7277
N-acetylornithine carbamoyltransferase Q8P8J2 AOTC_XANCP Xanthomonas campestris pv. campestris 3 0.7277
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 2 0.7266
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 2 0.7266
Methionine aminopeptidase 2 P9WK19 MAP12_MYCTU Mycobacterium tuberculosis 2 0.7255
Methionine aminopeptidase 2 P9WK19 MAP12_MYCTU Mycobacterium tuberculosis 2 0.7255
Phosphotriesterase Q5KZU5 Q5KZU5_GEOKA Geobacillus kaustophilus 2 0.7232
Phosphotriesterase Q5KZU5 Q5KZU5_GEOKA Geobacillus kaustophilus 2 0.7232
Solanesyl diphosphate synthase 3, chloroplastic/mitochondrial Q5HZ00 SPS3_ARATH Arabidopsis thaliana 2 0.7224
Solanesyl diphosphate synthase 3, chloroplastic/mitochondrial Q5HZ00 SPS3_ARATH Arabidopsis thaliana 2 0.7224
Abscisic acid receptor PYL9 Q84MC7 PYL9_ARATH Arabidopsis thaliana 2 0.7199
Abscisic acid receptor PYL9 Q84MC7 PYL9_ARATH Arabidopsis thaliana 2 0.7199
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7147
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7147
Carnitine O-acetyltransferase P47934 CACP_MOUSE Mus musculus 2 0.7127
Carnitine O-acetyltransferase P47934 CACP_MOUSE Mus musculus 2 0.7127
Transcriptional activator, LuxR/UhpA family of regulators Q7NQP7 Q7NQP7_CHRVO Chromobacterium violaceum 2 0.7099
Transcriptional activator, LuxR/UhpA family of regulators Q7NQP7 Q7NQP7_CHRVO Chromobacterium violaceum 2 0.7099
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7094
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7094
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 2 0.7045
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 2 0.7045

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