Eicosadienoic acid - Compound Card

Eicosadienoic acid

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Eicosadienoic acid

Family: Plantae - Leguminosae/Fabaceae
Kingdom: Plantae
Class: Fatty Acid

Canonical Smiles	CCCCC/C=C\C/C=C\CCCCCCCCCC(=O)O
InChI	InChI=1S/C20H36O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h6-7,9-10H,2-5,8,11-19H2,1H3,(H,21,22)/b7-6-,10-9-
InChIKey	XSXIVVZCUAHUJO-HZJYTTRNSA-N
Formula	C₂₀H₃₆O₂
HBA	1
HBD	1
MW	308.51
Rotatable Bonds	16
TPSA	37.3
LogP	6.66
Number Rings	0
Number Aromatic Rings	0
Heavy Atom Count	22
Formal Charge	0
Fraction CSP3	0.75
Exact Mass	308.27
Number of Lipinski Rule Violations	1

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Cassia absus	Leguminosae/Fabaceae	Plantae	592576

Showing of synonyms

Zribi I, Sbai H, et al. (2017). Phytotoxic activity and chemical composition of Cassia absus seeds and aerial parts. Natural product research, 2017, 31(24), 2918-2922. [View] [PubMed]

Pubchem: 6439848

Gnps: CCMSLIB00003137586

Zinc: ZINC000008860490

Kegg Ligand: C16525

Chebi: 73731

Nmrshiftdb2: 60019544

Metabolights: MTBLC73731

Chembl: CHEMBL464983

Bindingdb: 50269533

CPRiL: 46540

No scaffolds available.

No bioactivities available.

Absorption

Caco-2 (logPapp): -4.76
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -4.19
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -2.93

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Penetrable
Fraction Unbound (Human): 1.59
Plasma Protein Binding: 53.02
Steady State Volume of Distribution: -

Metabolism

Breast Cancer Resistance Protein: 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: Non-Inhibitor
OATP1B3: Non-Inhibitor

Excretion

Clearance: -1.07
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

General Properties

Boiling Point: 376.3
Hydration Free Energy: -4.37
Log(D) at pH=7.4: 3.58
Log(P): 7.66
Log S: -4.3
Log(Vapor Pressure): -6.54
Melting Point: 21.99
pKa Acid: 5.43
pKa Basic: 8.17

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
thiamine diphosphokinase	Q82ZE3	Q82ZE3_ENTFA	Enterococcus faecalis	3	0.9720
4,5:9,10-diseco-3-hydroxy-5,9,17-trioxoandrosta-1(10),2-diene-4-oate hydrolase	P9WNH5	HSAD_MYCTU	Mycobacterium tuberculosis	3	0.8850
Streptavidin	P22629	SAV_STRAV	Streptomyces avidinii	2	0.8074
Sodium/potassium-transporting ATPase subunit alpha	Q4H132	Q4H132_SQUAC	Squalus acanthias	2	0.7766
Streptavidin	P22629	SAV_STRAV	Streptomyces avidinii	2	0.7535
Muconolactone Delta-isomerase	Q8G9L0	Q8G9L0_RHOOP	Rhodococcus opacus	2	0.7318
Abscisic acid receptor PYL9	Q84MC7	PYL9_ARATH	Arabidopsis thaliana	2	0.7283
Abscisic acid receptor PYL2	O80992	PYL2_ARATH	Arabidopsis thaliana	2	0.7268
Type IV / VI secretion system DotU domain-containing protein	Q9KN50	Q9KN50_VIBCH	Vibrio cholerae serotype O1	2	0.7158
Isopenicillin N synthase	P05326	IPNS_EMENI	Emericella nidulans	2	0.7157
Isopenicillin N synthase	P05326	IPNS_EMENI	Emericella nidulans	2	0.7120
o-succinylbenzoate synthase	P29208	MENC_ECOLI	Escherichia coli	2	0.7116
Streptavidin	P22629	SAV_STRAV	Streptomyces avidinii	2	0.7108
12-oxophytodienoate reductase 1	Q9XG54	OPR1_SOLLC	Solanum lycopersicum	2	0.7103
Isopenicillin N synthase	P05326	IPNS_EMENI	Emericella nidulans	2	0.7027