Histidine

Details

• Internal ID: 1db17cc4-42a3-46c0-8b1c-789dace72b14
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Histidine and derivatives
• IUPAC Name: (2S)-2-amino-3-(1H-imidazol-5-yl)propanoic acid
• SMILES (Canonical): C1=C(NC=N1)CC(C(=O)O)N
• SMILES (Isomeric): C1=C(NC=N1)C[C@@H](C(=O)O)N
• InChI: InChI=1S/C6H9N3O2/c7-5(6(10)11)1-4-2-8-3-9-4/h2-3,5H,1,7H2,(H,8,9)(H,10,11)/t5-/m0/s1
• InChI Key: HNDVDQJCIGZPNO-YFKPBYRVSA-N
• Popularity: 74,333 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆H₉N₃O₂
• Molecular Weight: 155.15 g/mol
• Exact Mass: 155.069476538 g/mol
• Topological Polar Surface Area (TPSA): 92.00 Ų
• XlogP: -3.20
• Atomic LogP (AlogP): -0.64
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• histidine
• 71-00-1
• H-His-OH
• glyoxaline-5-alanine
• L-(-)-Histidine
• Anti-rheuma
• Istidina
• S-Histidine
• (L)-Histidine
• histidina
• Histidinum
• HISTIDINE, L-
• L-Histidin
• (S)-4-(2-Amino-2-carboxyethyl)imidazole
• Histidine (VAN)
• (2S)-2-amino-3-(1H-imidazol-4-yl)propanoic acid
• FEMA No. 3694
• L-beta-(4-Imidazolyl)alanin
• (S)-alpha-amino-1H-imidazole-4-propanoic acid
• Histidine [USAN:INN]
• Histidinum [INN-Latin]
• 4-(2-Amino-2-carboxyethyl)imidazole
• (S)-Histidine
• his
• Histidina [INN-Spanish]
• 1H-Imidazole-4-alanine, (S)-
• L-His
• (S)-2-Amino-3-(4-imidazolyl)propionsaeure
• L-Alanine, 3-(1H-imidazol-4-yl)-
• L-hystidine
• HSDB 1810
• L-Hisidine
• AI3-26558
• 7006-35-1
• EINECS 200-745-3
• L-beta-(4-Imidazolyl)-alpha-alanin
• (S)-alpha-Amino-1H-imidazole-4-propionic acid
• NSC 137773
• UNII-4QD397987E
• CHEBI:15971
• alpha-Amino-4(or 5)-imidazolepropionic acid
• Histidine (L-Histidine)
• MFCD00064315
• 4QD397987E
• NSC-137773
• alpha-Amino-1H-imidazole-4-propionic acid, (S)-
• 1H-Imidazole-4-propanoic acid, alpha-amino-, (S)-
• (S)-a-Amino-1H-imidazole-4-propanoic acid
• DTXSID9023126
• (S)-2-Amino-3-(4-imidazolyl)propionic acid
• (2S)-2-amino-3-(imidazol-4-yl)propanoic acid
• [3H]histidine
• HISTIDINE (II)
• HISTIDINE [II]
• [3H]-histidine
• HISTIDINE (MART.)
• HISTIDINE [MART.]
• histidin
• (S)-2-amino-3-(1H-imidazol-4-yl)propanoic acid
• HISTIDINE (EP MONOGRAPH)
• HISTIDINE [EP MONOGRAPH]
• HISTIDINE (USP MONOGRAPH)
• HISTIDINE [USP MONOGRAPH]
• SERINE IMPURITY C (EP IMPURITY)
• SERINE IMPURITY C [EP IMPURITY]
• L-isomer Histidine
• Histidine, L isomer
• Histidine, L-isomer
• (2S)-2-amino-3-(1H-imidazol-5-yl)propanoic acid
• CHEBI:27570
• L-histidina
• NSC137773
• 1hsl
• 1lag
• L-Histidine Base
• Histidine,(S)
• (2S)-2-amino-3-(1H-imidazol-4-yl)propanoic acid hydrochloride
• Histidine (USP/INN)
• HISTIDINE [INN]
• HISTIDINE [MI]
• L-Histidine (JP17)
• L-2-Amino-3-(4-imidazolyl)propionic acid
• HISTIDINE [HSDB]
• HISTIDINE [INCI]
• HISTIDINE [USAN]
• HISTIDINE [VANDF]
• Lopac-H-8125
• bmse000039
• bmse000976
• bmse001015
• D0T6UL
• L-HISTIDINE [FCC]
• L-HISTIDINE [JAN]
• L-Histidine (H-His-OH)
• amino-4-imidazoleproprionate
• HISTIDINE [WHO-DD]
• L-HISTIDINE [FHFI]
• SCHEMBL3259
• Lopac0_000566
• US9138393, Histidine
• US9144538, Histidine
• (S)1H-Imidazole-4-alanine
• CHEMBL17962
• L-HISTIDINE [USP-RS]
• (S)-1H-Imidazole-4-alanine
• BDBM7953
• DTXCID503126
• GTPL3310
• GTPL4670
• L-Histidine, non-animal source
• Imidazole C-4(5) deriv. 5
• amino-4-imidazoleproprionic acid
• amino-1H-imidazole-4-propanoate
• L-Histidine, p.a., 98.5%
• BDBM181118
• (C6-H9-N3-O2)x-
• 3-(1H-imidazol-4-yl)-L-Alanine
• HY-N0832
• amino-1H-imidazole-4-propanoic acid
• AKOS015854051
• AKOS026676613
• AM81801
• CCG-204656
• CS-7781
• DB00117
• LS-2343
• SDCCGSBI-0050549.P002
• (S)-a-Amino-1H-imidazole-4-propanoate
• NCGC00015518-01
• NCGC00162189-01
• NCGC00162189-02
• NCGC00162189-05
• AC-35086
• AS-14171
• (S)-alpha-Amino-1H-imidazole-4-propanoate
• (S)-alpha-Amino-1H-imidazole-4-propionate
• L-Histidine, BioUltra, >=99.5% (NT)
• H0149
• L-Histidine, SAJ special grade, >=98.5%
• S3989
• EN300-57334
• C00135
• D00032
• D70843
• H-2310
• L-Histidine, ReagentPlus(R), >=99% (TLC)
• M02982
• L-Histidine, Vetec(TM) reagent grade, >=99%
• Q485277
• B81AEDB0-EACA-4296-9BAB-52D60F137FFB
• 1H-Imidazole-4-propanoic acid, .alpha.-amino-, (S)-
• F8881-8926
• F8889-0575
• L-Histidine, certified reference material, TraceCERT(R)
• Z359369984
• Histidine, European Pharmacopoeia (EP) Reference Standard
• L-Histidine, United States Pharmacopeia (USP) Reference Standard
• L-Histidine, Pharmaceutical Secondary Standard; Certified Reference Material
• L-Histidine, cell culture tested, meets EP, USP testing specifications, from non-animal source

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9859	98.59%
Caco-2	-	0.6506	65.06%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.7571	75.71%
Subcellular localzation	Lysosomes	0.4705	47.05%
OATP2B1 inhibitior	-	0.8612	86.12%
OATP1B1 inhibitior	+	0.8664	86.64%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8898	88.98%
P-glycoprotein inhibitior	-	0.9944	99.44%
P-glycoprotein substrate	-	0.9499	94.99%
CYP3A4 substrate	-	0.7793	77.93%
CYP2C9 substrate	-	0.5973	59.73%
CYP2D6 substrate	-	0.8180	81.80%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.9646	96.46%
CYP2C19 inhibition	-	0.9656	96.56%
CYP2D6 inhibition	-	0.9566	95.66%
CYP1A2 inhibition	-	0.9815	98.15%
CYP2C8 inhibition	-	0.8152	81.52%
CYP inhibitory promiscuity	-	0.9798	97.98%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.6929	69.29%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.9057	90.57%
Skin irritation	-	0.7115	71.15%
Skin corrosion	-	0.8964	89.64%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7898	78.98%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	-	0.5708	57.08%
skin sensitisation	-	0.9186	91.86%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.8941	89.41%
Acute Oral Toxicity (c)	III	0.5849	58.49%
Estrogen receptor binding	-	0.9523	95.23%
Androgen receptor binding	-	0.7968	79.68%
Thyroid receptor binding	-	0.8445	84.45%
Glucocorticoid receptor binding	-	0.8220	82.20%
Aromatase binding	-	0.7926	79.26%
PPAR gamma	-	0.7848	78.48%
Honey bee toxicity	-	0.9610	96.10%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.8300	83.00%
Fish aquatic toxicity	-	0.9594	95.94%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.43%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	93.42%	83.82%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	92.64%	92.29%
CHEMBL1255126	O15151	Protein Mdm4	91.66%	90.20%
CHEMBL221	P23219	Cyclooxygenase-1	88.39%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.82%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.20%	99.17%

Plants that contains it

• Abutilon indicum
• Achillea millefolium
• Allium sativum
• Arabidopsis thaliana
• Astragalus hamosus
• Brassica napus
• Cajanus cajan
• Calendula officinalis
• Cannabis sativa
• Castanea sativa
• Catha edulis
• Cucurbita foetidissima
• Datura stramonium
• Daucus carota
• Epipremnum pinnatum
• Fragaria × ananassa
• Glycine max
• Gossypium hirsutum
• Indigofera hirsuta
• Juncus roemerianus
• Lathyrus sativus
• Lupinus albus
• Nicotiana tabacum
• Opuntia ficus-indica
• Panax ginseng
• Pinus densiflora
• Pinus ponderosa
• Prunus domestica
• Pseudotsuga menziesii
• Psophocarpus tetragonolobus
• Ripariosida hermaphrodita
• Senna obtusifolia
• Spermacoce pusilla
• Stellaria media
• Suaeda aegyptiaca
• Telekia speciosa
• Thymus transcaucasicus
• Trapa natans
• Treculia africana

Cross-Links

• PubChem: 6274
• NPASS: NPC237812
• ChEMBL: CHEMBL17962
• LOTUS: LTS0094081
• wikiData: Q485277