Carnosine

Details

• Internal ID: 7c085832-80c6-49d2-b950-04a7cf53343f
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (2S)-2-(3-aminopropanoylamino)-3-(1H-imidazol-5-yl)propanoic acid
• SMILES (Canonical): C1=C(NC=N1)CC(C(=O)O)NC(=O)CCN
• SMILES (Isomeric): C1=C(NC=N1)C[C@@H](C(=O)O)NC(=O)CCN
• InChI: InChI=1S/C9H14N4O3/c10-2-1-8(14)13-7(9(15)16)3-6-4-11-5-12-6/h4-5,7H,1-3,10H2,(H,11,12)(H,13,14)(H,15,16)/t7-/m0/s1
• InChI Key: CQOVPNPJLQNMDC-ZETCQYMHSA-N
• Popularity: 2,708 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₄N₄O₃
• Molecular Weight: 226.23 g/mol
• Exact Mass: 226.10659032 g/mol
• Topological Polar Surface Area (TPSA): 121.00 Ų
• XlogP: -4.00
• Atomic LogP (AlogP): -1.13
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

• Carnosine
• 305-84-0
• beta-Alanyl-L-histidine
• Karnozin
• Ignotine
• Karnozzn
• L-Histidine, beta-alanyl-
• (2S)-2-(3-aminopropanamido)-3-(1H-imidazol-4-yl)propanoic acid
• N-2-M
• Polaprezinc
• (3-aminopropanoyl)-L-histidine
• CHEBI:15727
• Nalpha-(beta-alanyl)-L-histidine
• .beta.-Alanyl-L-histidine
• NSC 524045
• BRN 0087671
• 8HO6PVN24W
• beta-Alanylhistidine
• Z 103
• Z-103
• N-beta-alanyl-L-histidine
• L-Ignotine
• MFCD00005207
• (2~{S})-2-(3-azanylpropanoylamino)-3-(1~{H}-imidazol-4-yl)propanoic acid
• 1370422-07-3
• UNII-8HO6PVN24W
• L-Histidine, N-.beta.-alanyl-
• Sevitin
• betaAla-His
• b-Alanylhistidine
• NSC-524045
• B-Ala-his-oh
• EINECS 206-169-9
• b-Alanyl-L-histidine
• beta-alanyl-l-histidin
• .beta.-Alanylhistidine
• Spectrum_001178
• N-b-alanyl-L-Histidine
• SpecPlus_000374
• CARNOSINE [MI]
• CARNOSINE [INCI]
• Spectrum2_000454
• Spectrum3_001212
• Spectrum4_001673
• Spectrum5_000605
• CARNOSINE [VANDF]
• 3-aminopropionyl-histidine
• bmse000246
• bmse001002
• C00386
• CARNOSINE [WHO-DD]
• N-(b-Alanyl)-L-histidine
• SCHEMBL33769
• BSPBio_002624
• KBioGR_002225
• KBioSS_001658
• 4-25-00-04381 (Beilstein Handbook Reference)
• DivK1c_006470
• SPECTRUM1500944
• N-(3-Aminopropanoyl)histidine
• SPBio_000528
• CHEMBL242948
• GTPL4559
• KBio1_001414
• KBio2_001658
• KBio2_004226
• KBio2_006794
• KBio3_002124
• DTXSID80879594
• L-Carnosine, ~99%, crystalline
• (2S)-2-(3-aminopropanoylamino)-3-imidazol-4-ylpropanoic acid
• TNP00340
• N(alpha)-(beta-alanyl)-L-histidine
• (2S)-2-(3-aminopropanoylamino)-3-(1H-imidazol-5-yl)propanoic acid
• BDBM50485554
• CCG-38696
• AKOS010421481
• AKOS015963345
• CS-W014210
• DB11695
• HY-W013494
• SDCCGMLS-0066726.P001
• NCGC00017390-01
• NCGC00017390-02
• NCGC00142487-01
• AC-17084
• AC-19690
• AC-31940
• AS-12570
• A0222
• L-Carnosine, Vetec(TM) reagent grade, 98%
• S5226
• EN300-302338
• H11980
• Q413822
• SR-05000002473
• SR-05000002473-1
• (2S)-2-(3-aminopropanamido)-3-(1H-imidazol-5-yl)propanoic acid
• (S)-2-(3-aminopropanamido)-3-(1H-imidazol-4-yl)propanoic acid
• (S)-2-(3-Aminopropanamido)-3-(1H-imidazol-5-yl)propanoic acid
• 8V0

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9125	91.25%
Caco-2	-	0.8126	81.26%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6361	63.61%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	-	0.7738	77.38%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9609	96.09%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9642	96.42%
P-glycoprotein inhibitior	-	0.9827	98.27%
P-glycoprotein substrate	-	0.8359	83.59%
CYP3A4 substrate	-	0.6530	65.30%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8186	81.86%
CYP3A4 inhibition	-	0.8785	87.85%
CYP2C9 inhibition	-	0.9425	94.25%
CYP2C19 inhibition	-	0.9555	95.55%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.9467	94.67%
CYP2C8 inhibition	-	0.6807	68.07%
CYP inhibitory promiscuity	-	0.9861	98.61%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.6687	66.87%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9863	98.63%
Skin irritation	-	0.8081	80.81%
Skin corrosion	-	0.9416	94.16%
Ames mutagenesis	-	0.5554	55.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6580	65.80%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	-	0.6675	66.75%
skin sensitisation	-	0.9054	90.54%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.8458	84.58%
Acute Oral Toxicity (c)	III	0.6625	66.25%
Estrogen receptor binding	-	0.8204	82.04%
Androgen receptor binding	-	0.8880	88.80%
Thyroid receptor binding	-	0.8411	84.11%
Glucocorticoid receptor binding	+	0.6495	64.95%
Aromatase binding	-	0.5459	54.59%
PPAR gamma	-	0.5840	58.40%
Honey bee toxicity	-	0.9264	92.64%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	-	0.9669	96.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1255126	O15151	Protein Mdm4	97.09%	90.20%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.40%	99.17%
CHEMBL221	P23219	Cyclooxygenase-1	94.15%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.95%	96.09%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	92.54%	97.23%
CHEMBL230	P35354	Cyclooxygenase-2	91.43%	89.63%
CHEMBL2581	P07339	Cathepsin D	90.37%	98.95%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	89.83%	82.86%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.41%	91.11%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	89.19%	92.29%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.04%	94.45%
CHEMBL4296013	Q5VWK5	Interleukin-23 receptor	86.77%	88.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.17%	95.56%
CHEMBL2535	P11166	Glucose transporter	82.47%	98.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.33%	96.00%

Plants that contains it

• Juncus roemerianus
• Opuntia ficus-indica

Cross-Links

• PubChem: 439224
• LOTUS: LTS0167007
• wikiData: Q413822