Dihydroxy-octadecatrienoic acid - Compound Card

Dihydroxy-octadecatrienoic acid

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Dihydroxy-octadecatrienoic acid

Family: Plantae - Asteraceae
Kingdom: Plantae
Class: Lipid
- Subclass: Fatty Acid

Canonical Smiles	CCCCCCCCCCC/C=C/C=C/C(=C(/C(=O)O)\O)/O
InChI	InChI=1S/C18H30O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(19)17(20)18(21)22/h12-15,19-20H,2-11H2,1H3,(H,21,22)/b13-12+,15-14+,17-16+
InChIKey	UHFDVJRNQGHKJH-MBIXAETLSA-N
Formula	C₁₈H₃₀O₄
HBA	3
HBD	3
MW	310.43
Rotatable Bonds	13
TPSA	77.76
LogP	5.43
Number Rings	0
Number Aromatic Rings	0
Heavy Atom Count	22
Formal Charge	0
Fraction CSP3	0.61
Exact Mass	310.21
Number of Lipinski Rule Violations	1

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Cynara cardunculus	Asteraceae	Plantae	4265

Showing of synonyms

Farag MA, El-Ahmady SH, et al. (2013). Metabolomics driven analysis of artichoke leaf and its commercial products via UHPLC–q-TOF-MS and chemometrics. Phytochemistry,2013,95,177-187. [View] [PubMed]

No compound-protein relationship available.

No scaffolds available.

No bioactivities available.

Absorption

Caco-2 (logPapp): -5.79
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -2.49
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -4.42

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Penetrable
Fraction Unbound (Human): 1.45
Plasma Protein Binding: 48.62
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: Non-Substrate
CYP 3A4 Inhibitor: Non-Inhibitor
CYP 3A4 Substrate: Non-Substrate
OATP1B1: Inhibitor
OATP1B3: Non-Inhibitor

Excretion

Clearance: 1.67
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

General Properties

Boiling Point: 319.89
Hydration Free Energy: -6.61
Log(D) at pH=7.4: 2.5
Log(P): 5.97
Log S: -4.14
Log(Vapor Pressure): -10.4
Melting Point: 133.87
pKa Acid: 2.48
pKa Basic: 5.9

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
thiamine diphosphokinase	Q82ZE3	Q82ZE3_ENTFA	Enterococcus faecalis	3	0.9001
thiamine diphosphokinase	Q82ZE3	Q82ZE3_ENTFA	Enterococcus faecalis	3	0.9001
Iota toxin component Ia	Q46220	Q46220_CLOPF	Clostridium perfringens	3	0.8933
Iota toxin component Ia	Q46220	Q46220_CLOPF	Clostridium perfringens	3	0.8933
Actin, alpha skeletal muscle	P68135	ACTS_RABIT	Oryctolagus cuniculus	3	0.8702
Thermolysin	P00800	THER_BACTH	Bacillus thermoproteolyticus	3	0.8702
Thermolysin	P00800	THER_BACTH	Bacillus thermoproteolyticus	3	0.8702
Actin, alpha skeletal muscle	P68135	ACTS_RABIT	Oryctolagus cuniculus	3	0.8702
Actin, alpha skeletal muscle	P68135	ACTS_RABIT	Oryctolagus cuniculus	3	0.8575
Actin, alpha skeletal muscle	P68135	ACTS_RABIT	Oryctolagus cuniculus	3	0.8575
Macrophage metalloelastase	P39900	MMP12_HUMAN	Homo sapiens	3	0.8377
Macrophage metalloelastase	P39900	MMP12_HUMAN	Homo sapiens	3	0.8377
Ornithine transcarbamylase, mitochondrial	P00480	OTC_HUMAN	Homo sapiens	3	0.8156
Ornithine transcarbamylase, mitochondrial	P00480	OTC_HUMAN	Homo sapiens	3	0.8156
Actin, alpha skeletal muscle	P68135	ACTS_RABIT	Oryctolagus cuniculus	3	0.7651
Actin, alpha skeletal muscle	P68135	ACTS_RABIT	Oryctolagus cuniculus	3	0.7651
Iota toxin component Ia	Q46220	Q46220_CLOPF	Clostridium perfringens	3	0.7017
Iota toxin component Ia	Q46220	Q46220_CLOPF	Clostridium perfringens	3	0.7017