Arginine

Details

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Internal ID 1458b279-cf11-4e0c-a8bf-cddc889931ac
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Alpha amino acids > L-alpha-amino acids
IUPAC Name (2S)-2-amino-5-(diaminomethylideneamino)pentanoic acid
SMILES (Canonical) C(CC(C(=O)O)N)CN=C(N)N
SMILES (Isomeric) C(C[C@@H](C(=O)O)N)CN=C(N)N
InChI InChI=1S/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10)/t4-/m0/s1
InChI Key ODKSFYDXXFIFQN-BYPYZUCNSA-N
Popularity 123,670 references in papers

Physical and Chemical Properties

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Molecular Formula C6H14N4O2
Molecular Weight 174.20 g/mol
Exact Mass 174.11167570 g/mol
Topological Polar Surface Area (TPSA) 128.00 Ų
XlogP -4.20
Atomic LogP (AlogP) -1.55
H-Bond Acceptor 3
H-Bond Donor 4
Rotatable Bonds 5

Synonyms

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arginine
74-79-3
L-(+)-Arginine
L(+)-Arginine
L-Arg
(S)-2-Amino-5-guanidinopentanoic acid
H-Arg-OH
(L)-Arginine
Arginina
ARGININE, L-
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Arginine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9255 92.55%
Caco-2 - 0.8126 81.26%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability + 0.8714 87.14%
Subcellular localzation Mitochondria 0.6201 62.01%
OATP2B1 inhibitior - 0.8457 84.57%
OATP1B1 inhibitior + 0.9595 95.95%
OATP1B3 inhibitior + 0.9498 94.98%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior - 0.9393 93.93%
P-glycoprotein inhibitior - 0.9845 98.45%
P-glycoprotein substrate - 0.9357 93.57%
CYP3A4 substrate - 0.6895 68.95%
CYP2C9 substrate - 0.5960 59.60%
CYP2D6 substrate - 0.7636 76.36%
CYP3A4 inhibition - 0.8813 88.13%
CYP2C9 inhibition - 0.9251 92.51%
CYP2C19 inhibition - 0.9025 90.25%
CYP2D6 inhibition - 0.9270 92.70%
CYP1A2 inhibition - 0.8006 80.06%
CYP2C8 inhibition - 0.9863 98.63%
CYP inhibitory promiscuity - 0.9954 99.54%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8500 85.00%
Carcinogenicity (trinary) Non-required 0.6495 64.95%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.6792 67.92%
Skin irritation - 0.7632 76.32%
Skin corrosion - 0.7820 78.20%
Ames mutagenesis + 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6963 69.63%
Micronuclear - 0.5400 54.00%
Hepatotoxicity - 0.8875 88.75%
skin sensitisation - 0.8565 85.65%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity - 0.6111 61.11%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.5930 59.30%
Acute Oral Toxicity (c) IV 0.6176 61.76%
Estrogen receptor binding - 0.9132 91.32%
Androgen receptor binding - 0.8479 84.79%
Thyroid receptor binding - 0.7965 79.65%
Glucocorticoid receptor binding - 0.8405 84.05%
Aromatase binding - 0.8456 84.56%
PPAR gamma - 0.7659 76.59%
Honey bee toxicity - 0.9699 96.99%
Biodegradation + 0.6000 60.00%
Crustacea aquatic toxicity - 0.8700 87.00%
Fish aquatic toxicity - 0.9425 94.25%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL2524 P06280 Alpha-galactosidase A 5011.9 nM
Potency
via CMAUP
CHEMBL3356 P05177 Cytochrome P450 1A2 31622.78 nM
AC50
via CMAUP
CHEMBL3622 P33261 Cytochrome P450 2C19 10000 nM
Potency
via CMAUP
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 39810.7 nM
Potency
via CMAUP
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 251.2 nM
251.2 nM
Potency
Potency
via CMAUP
via CMAUP
CHEMBL1963 P16473 Thyroid stimulating hormone receptor 6309.6 nM
Potency
via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.69% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.22% 99.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.17% 91.11%
CHEMBL4040 P28482 MAP kinase ERK2 87.76% 83.82%
CHEMBL3286 P00749 Urokinase-type plasminogen activator 87.14% 97.88%
CHEMBL1795117 Q8TEK3 Histone-lysine N-methyltransferase, H3 lysine-79 specific 86.72% 93.56%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 86.63% 96.95%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 85.60% 92.29%
CHEMBL236 P41143 Delta opioid receptor 85.02% 99.35%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.78% 94.45%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 83.55% 100.00%
CHEMBL2514 O95665 Neurotensin receptor 2 82.87% 100.00%
CHEMBL233 P35372 Mu opioid receptor 82.56% 97.93%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 82.14% 97.29%
CHEMBL1255126 O15151 Protein Mdm4 81.91% 90.20%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.88% 90.71%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.59% 96.47%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Achillea macrophylla
Agathosma scaberula
Agave aurea
Ageratina havanensis
Ajuga spectabilis
Allium sativum
Alstroemeria revoluta
Arabidopsis thaliana
Astragalus hamosus
Astragalus oxyphysus
Astragalus tragacantha
Balanophora harlandii
Baphia nitida
Brassica juncea
Brassica napus
Bupleurum chinense
Bupleurum falcatum
Bupleurum scorzonerifolium
Cajanus cajan
Calendula officinalis
Cannabis sativa
Castanea sativa
Catharanthus roseus
Centaurea glastifolia
Cephalotaxus fortunei
Chamaecyparis lawsoniana
Cichorium intybus
Colchicum trigynum
Corynanthe mayumbensis
Crataegus viridis var. ovata
Crinum erubescens
Croton megistocarpus
Cucurbita foetidissima
Cuscuta reflexa
Cylindrolobus foetidus
Datura stramonium
Daucus carota
Emilia sonchifolia
Encephalartos altensteinii
Erythroxylum coca
Euphorbia kamerunica
Euphorbia marginata
Euphorbia marschalliana subsp. armena
Euphorbia nicaeensis
Excoecaria oppositifolia
Galanthus nivalis
Gardenia collinsae
Geranium sibiricum
Ginkgo biloba
Glycine max
Grindelia havardii
Grindelia hirsutula
Gymnosporia senegalensis
Hydrocharis morsus-ranae
Indigofera hirsuta
Isatis tinctoria
Jatropha gossypiifolia
Juncus effusus
Jungermannia hyalina
Kobresia nepalensis
Lagerstroemia indica
Ligularia muliensis
Lilium hansonii
Lupinus cosentinii
Machilus japonica
Mallotus philippensis
Marrubium alysson
Melaleuca viminalis
Melampodium americanum
Neolitsea aciculata
Neolitsea pulchella
Nuphar lutea
Opuntia ficus-indica
Panax ginseng
Pentaclethra macrophylla
Pentzia incana
Picea mariana
Pinus densiflora
Pinus ponderosa
Plantago depressa
Platymiscium floribundum
Plectranthus welwitschii
Polemonium caeruleum
Polyscias scutellaria
Prangos pabularia
Prunus domestica
Prunus dulcis
Prunus persica
Psophocarpus tetragonolobus
Pyrus pyraster
Ripariosida hermaphrodita
Santalum album
Selliguea feei
Senecio candollei
Senecio isatideus
Senna obtusifolia
Seseli libanotis subsp. intermedium
Shorea uliginosa
Shuteria vestita
Simaba orinocensis
Sinapis alba
Sonchus microcarpus
Spermacoce pusilla
Stellaria media
Stevia chamaedrys
Stratiotes aloides
Strobilanthes cusia
Strychnos diplotricha
Strychnos ledermannii
Suaeda aegyptiaca
Swertia angustifolia var. pulchella
Telekia speciosa
Teucrium oxylepis
Thelypteris triphylla
Thymus transcaucasicus
Tradescantia spathacea
Trifolium pratense
Trifolium subterraneum
Trigonella foenum-graecum
Trillium camschatcense
Ursinia abrotanifolia
Valeriana officinalis
Viburnum davidii
Vigna radiata

Cross-Links

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PubChem 6322
NPASS NPC226453
ChEMBL CHEMBL1485
LOTUS LTS0064737
wikiData Q173670