9,12,13-trihydroxyoctadeca-10(E),15(Z)-dienoic acid - Compound Card

9,12,13-trihydroxyoctadeca-10(E),15(Z)-dienoic acid

Select a section from the left sidebar

9,12,13-trihydroxyoctadeca-10(E),15(Z)-dienoic acid

Structure
Zoomed Structure
  • Family: Plantae - Chenopodiaceae
  • Kingdom: Plantae
  • Class: Lipid
    • Subclass: Long-Chain Hydroxy Fatty Acid
Canonical Smiles CC/C=C\CC(C(/C=C/C(CCCCCCCC(=O)O)O)O)O
InChI InChI=1S/C18H32O5/c1-2-3-7-11-16(20)17(21)14-13-15(19)10-8-5-4-6-9-12-18(22)23/h3,7,13-17,19-21H,2,4-6,8-12H2,1H3,(H,22,23)/b7-3-,14-13+
InChIKey MKYUCBXUUSZMQB-MKZMYESJSA-N
Formula C18H32O5
HBA 4
HBD 4
MW 328.45
Rotatable Bonds 14
TPSA 97.99
LogP 2.8
Number Rings 0
Number Aromatic Rings 0
Heavy Atom Count 23
Formal Charge 0
Fraction CSP3 0.72
Exact Mass 328.22
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Salsola tetrandra Chenopodiaceae Plantae 264975

Showing of synonyms

  • Oueslati MH, Jannet HB, et al. (2006). Phytochemical constituents from Salsola tetrandra. Journal of Natural Products,2006,69(9),1366-1369. [View] [PubMed]
Pubchem: 44559173
Chebi: 91218
Nmrshiftdb2: 60022111
Metabolights: MTBLC91218

No compound-protein relationship available.

No scaffolds available.

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.59
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.77
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.39

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.62
Plasma Protein Binding
14.58
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
Non-Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
2.66
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
-1.37
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-1.0
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
4.4
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
1.94
Rat (Acute)
1.63
Rat (Chronic Oral)
2.98
Fathead Minnow
4.04
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
381.35
Hydration Free Energy
-9.56
Log(D) at pH=7.4
-0.25
Log(P)
2.48
Log S
-2.41
Log(Vapor Pressure)
-9.19
Melting Point
44.69
pKa Acid
5.0
pKa Basic
5.91
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Bile salt hydrolase/transferase P54965 CBH_CLOPE Clostridium perfringens 3 0.9212
Bile salt hydrolase/transferase P54965 CBH_CLOPE Clostridium perfringens 3 0.9212
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.9141
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.9141
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.9088
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.9088
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.8904
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.8904
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 3 0.8826
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 3 0.8826
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.8776
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.8776
Quorum-sensing transcriptional activator Q8XBD0 Q8XBD0_ECO57 Escherichia coli O157:H7 3 0.8748
Quorum-sensing transcriptional activator Q8XBD0 Q8XBD0_ECO57 Escherichia coli O157:H7 3 0.8748
thiamine diphosphokinase Q82ZE3 Q82ZE3_ENTFA Enterococcus faecalis 3 0.8707
thiamine diphosphokinase Q82ZE3 Q82ZE3_ENTFA Enterococcus faecalis 3 0.8707
Methionine aminopeptidase 2 P9WK19 MAP12_MYCTU Mycobacterium tuberculosis 3 0.8635
Methionine aminopeptidase 2 P9WK19 MAP12_MYCTU Mycobacterium tuberculosis 3 0.8635
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.8606
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.8606
Reaction center protein L chain P0C0Y7 RCEH_RHOSH Rhodobacter sphaeroides 3 0.8473
Reaction center protein L chain P0C0Y7 RCEH_RHOSH Rhodobacter sphaeroides 3 0.8473
Beta-glucosidase 1A Q25BW5 BGL1A_PHACH Phanerodontia chrysosporium 3 0.8324
Beta-glucosidase 1A Q25BW5 BGL1A_PHACH Phanerodontia chrysosporium 3 0.8324
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 3 0.8293
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 3 0.8293
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.8224
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.8224
Conserved hypthetical protein Q8GGP1 Q8GGP1_STRAZ Streptomyces atroolivaceus 4 0.8161
Conserved hypthetical protein Q8GGP1 Q8GGP1_STRAZ Streptomyces atroolivaceus 4 0.8161
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.8152
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.8152
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.8079
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.8079
4-alpha-glucanotransferase O87172 MALQ_THETH Thermus thermophilus 3 0.8072
4-alpha-glucanotransferase O87172 MALQ_THETH Thermus thermophilus 3 0.8072
Phenolphthiocerol/phthiocerol polyketide synthase subunit C P96202 PPSC_MYCTU Mycobacterium tuberculosis 3 0.8060
Phenolphthiocerol/phthiocerol polyketide synthase subunit C P96202 PPSC_MYCTU Mycobacterium tuberculosis 3 0.8060
Gag-Pol polyprotein P0C6F2 POL_HV1LW Human immunodeficiency virus type 1 group M subtype B 3 0.8043
Gag-Pol polyprotein P0C6F2 POL_HV1LW Human immunodeficiency virus type 1 group M subtype B 3 0.8043
Fluoroacetyl-CoA thioesterase Q1EMV2 FLK_STRCT Streptantibioticus cattleyicolor 3 0.7943
Fluoroacetyl-CoA thioesterase Q1EMV2 FLK_STRCT Streptantibioticus cattleyicolor 3 0.7943
Suppressor of disruption of TFIIS P53078 SDT1_YEAST Saccharomyces cerevisiae 3 0.7867
Suppressor of disruption of TFIIS P53078 SDT1_YEAST Saccharomyces cerevisiae 3 0.7867
Phosphotriesterase Q5KZU5 Q5KZU5_GEOKA Geobacillus kaustophilus 3 0.7765
Phosphotriesterase Q5KZU5 Q5KZU5_GEOKA Geobacillus kaustophilus 3 0.7765
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7760
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7760
Transcriptional activator, LuxR/UhpA family of regulators Q7NQP7 Q7NQP7_CHRVO Chromobacterium violaceum 3 0.7727
Lysozyme C II P11941 LYSC2_ONCMY Oncorhynchus mykiss 3 0.7727
Transcriptional activator, LuxR/UhpA family of regulators Q7NQP7 Q7NQP7_CHRVO Chromobacterium violaceum 3 0.7727
Lysozyme C II P11941 LYSC2_ONCMY Oncorhynchus mykiss 3 0.7727
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.7725
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.7725
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 3 0.7707
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 3 0.7707
Regucalcin Q64374 RGN_MOUSE Mus musculus 3 0.7630
Regucalcin Q64374 RGN_MOUSE Mus musculus 3 0.7630
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7537
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7537
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 3 0.7519
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 3 0.7519
Angiotensin-converting enzyme Q10714 ACE_DROME Drosophila melanogaster 3 0.7462
Angiotensin-converting enzyme Q10714 ACE_DROME Drosophila melanogaster 3 0.7462
Methionine aminopeptidase 2 P9WK19 MAP12_MYCTU Mycobacterium tuberculosis 3 0.7354
Methionine aminopeptidase 2 P9WK19 MAP12_MYCTU Mycobacterium tuberculosis 3 0.7354
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7335
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7335
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7333
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7333
Regulatory protein SdiA P07026 SDIA_ECOLI Escherichia coli 3 0.7318
Regulatory protein SdiA P07026 SDIA_ECOLI Escherichia coli 3 0.7318
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 2 0.7301
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 2 0.7301
Glucosidase II subunit alpha Q9STC1 Q9STC1_GRALE Gracilariopsis lemaneiformis 3 0.7296
Glucosidase II subunit alpha Q9STC1 Q9STC1_GRALE Gracilariopsis lemaneiformis 3 0.7296
Glycogen synthase P0A6U8 GLGA_ECOLI Escherichia coli 3 0.7291
Glycogen synthase P0A6U8 GLGA_ECOLI Escherichia coli 3 0.7291
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7262
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7262
Alpha/beta hydrolase fold protein D2J2T6 D2J2T6_9RHIZ Ochrobactrum sp. T63 3 0.7257
Alpha/beta hydrolase fold protein D2J2T6 D2J2T6_9RHIZ Ochrobactrum sp. T63 3 0.7257
Laminarinase Q9WXN1 Q9WXN1_THEMA Thermotoga maritima 3 0.7229
Laminarinase Q9WXN1 Q9WXN1_THEMA Thermotoga maritima 3 0.7229
Transcriptional activator, LuxR/UhpA family of regulators Q7NQP7 Q7NQP7_CHRVO Chromobacterium violaceum 3 0.7226
Transcriptional activator, LuxR/UhpA family of regulators Q7NQP7 Q7NQP7_CHRVO Chromobacterium violaceum 3 0.7226
A disintegrin and metalloproteinase with thrombospondin motifs 5 Q9UNA0 ATS5_HUMAN Homo sapiens 4 0.7219
A disintegrin and metalloproteinase with thrombospondin motifs 5 Q9UNA0 ATS5_HUMAN Homo sapiens 4 0.7219
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.7200
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.7200
Sodium/potassium-transporting ATPase subunit alpha Q4H132 Q4H132_SQUAC Squalus acanthias 2 0.7167
Sodium/potassium-transporting ATPase subunit alpha Q4H132 Q4H132_SQUAC Squalus acanthias 2 0.7167
Abscisic acid receptor PYL9 Q84MC7 PYL9_ARATH Arabidopsis thaliana 2 0.7152
Abscisic acid receptor PYL9 Q84MC7 PYL9_ARATH Arabidopsis thaliana 2 0.7152
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.7110
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.7110
14-3-3 protein gamma P61981 1433G_HUMAN Homo sapiens 3 0.7107
14-3-3 protein gamma P61981 1433G_HUMAN Homo sapiens 3 0.7107
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.7103
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.7103
N-alpha-acetyltransferase 50 Q9GZZ1 NAA50_HUMAN Homo sapiens 3 0.7095
N-alpha-acetyltransferase 50 Q9GZZ1 NAA50_HUMAN Homo sapiens 3 0.7095
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7087
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7087
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 2 0.7080
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 2 0.7080
Ascorbate-specific PTS system EIIC component P39301 ULAA_ECOLI Escherichia coli 3 0.7056
Ascorbate-specific PTS system EIIC component P39301 ULAA_ECOLI Escherichia coli 3 0.7056
Glucosidase II subunit alpha Q9STC1 Q9STC1_GRALE Gracilariopsis lemaneiformis 3 0.7056
Glucosidase II subunit alpha Q9STC1 Q9STC1_GRALE Gracilariopsis lemaneiformis 3 0.7056

Download SDF