Pantothenic Acid

Details

• Internal ID: 4edd6e9a-0df0-4750-9404-36723ba397ca
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Secondary alcohols
• IUPAC Name: 3-[[(2R)-2,4-dihydroxy-3,3-dimethylbutanoyl]amino]propanoic acid
• SMILES (Canonical): CC(C)(CO)C(C(=O)NCCC(=O)O)O
• SMILES (Isomeric): CC(C)(CO)[C@H](C(=O)NCCC(=O)O)O
• InChI: InChI=1S/C9H17NO5/c1-9(2,5-11)7(14)8(15)10-4-3-6(12)13/h7,11,14H,3-5H2,1-2H3,(H,10,15)(H,12,13)/t7-/m0/s1
• InChI Key: GHOKWGTUZJEAQD-ZETCQYMHSA-N
• Popularity: 7,254 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₇NO₅
• Molecular Weight: 219.23 g/mol
• Exact Mass: 219.11067264 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -1.04
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

• D-pantothenic acid
• vitamin B5
• 79-83-4
• pantothenate
• Chick antidermatitis factor
• (R)-pantothenate
• (+)-Pantothenic acid
• (R)-pantothenic acid
• (D)-(+)-Pantothenic acid
• HSDB 1020
• Kyselina pantothenova
• Kyselina pantothenova [Czech]
• Pantothenic acid (d)
• PANTOTHENOIC ACID
• BRN 1727064
• Pantothenic Acid [BAN]
• D(+)-N-(2,4-Dihydroxy-3,3-dimethylbutyryl)-beta-alanine
• beta-Alanine, N-(2,4-dihydroxy-3,3-dimethyl-1-oxobutyl)-, (R)-
• EINECS 201-229-0
• Vitamin B-5
• UNII-19F5HK2737
• CHEBI:46905
• Pantothenic acid, D-
• 3-[[(2R)-2,4-dihydroxy-3,3-dimethylbutanoyl]amino]propanoic acid
• N-(2,4-Dihydroxy-3,3-dimethylbutyryl)-beta-alanine
• (D,+)-N(alpha-gamma-Dihydroxy-beta,beta-dimethylbutyryl)-beta-alanine
• calcium pantothenate
• 19F5HK2737
• DTXSID9023417
• 4-04-00-02569 (Beilstein Handbook Reference)
• Pantothenic acid (BAN)
• (+)-Pantothenate
• N-[(2R)-2,4-DIHYDROXY-3,3-DIMETHYLBUTANOYL]-BETA-ALANINE
• PANTOTHENIC ACID (MART.)
• PANTOTHENIC ACID [MART.]
• (R)-N-(2,4-Dihydroxy-3,3-dimethyl-1-oxobutyl)-beta-alanine
• 3-[(2R)-2,4-dihydroxy-3,3-dimethylbutanamido]propanoic acid
• N-[(2R)-2,4-Dihydroxy-3,3-dimethyl-1-oxobutyl]-beta-alanine
• .beta.-Alanine, N-(2,4-dihydroxy-3,3-dimethyl-1-oxobutyl)-, (R)-
• d-pantothenate
• PAU
• B5, Vitamin
• Vitamin B 5
• B 5, Vitamin
• pantothenic-acid
• Pantotenico acido
• N-((2R)-2,4-DIHYDROXY-3,3-DIMETHYL-1-OXOBUTYL)-beta-ALANINE
• delta-Pantothenate
• D- pantothenic acid
• Pantothen Pharmaselect
• delta-Pantothenic acid
• (R)-3-(2,4-Dihydroxy-3,3-dimethylbutanamido)propanoic acid
• D-(+)-pantothenic acid
• (D)-(+)-Pantothenate
• bmse000287
• D07SJT
• 'PANTOTHENOIC ACID'
• SCHEMBL5436
• CHEMBL1594
• Pantothen Pharmaselect (TN)
• VITAMIN B5 [VANDF]
• PANTOTHENIC ACID [MI]
• Pantothenic acid, D- (8CI)
• DTXCID203417
• GTPL4668
• PANTOTHENIC ACID [HSDB]
• PANTOTHENIC ACID [INCI]
• PANTOTHENIC ACID [VANDF]
• ()-pantothenate;()-vitamin B5
• VITAMIN B5 [GREEN BOOK]
• GHOKWGTUZJEAQD-ZETCQYMHSA-N
• PANTOTHENIC ACID [WHO-DD]
• HMS2090P08
• HMS3656K08
• HY-B0430
• PANTOTHENIC ACID [ORANGE BOOK]
• DB01783
• NCGC00346610-01
• AS-75446
• SBI-0206933.P001
• LS-101244
• SW220291-1
• C00864
• D07413
• E83797
• EN300-113766
• Q63390527
• D(+)-N-(2,4-Dihydroxy-3,3-dimethylbutyryl)-b-alanine
• 450B5472-A689-4BCA-9BC1-58691B72D00F
• N-[(2R)-2,4-Dihydroxy-3,3-dimethyl-1-oxobutyl]-ss-alanine
• .beta.-Alanine, N-(2,4-dihydroxy-3,3-dimethyl-1-oxobutyl)-,(R)-
• .beta.-Alanine, N-[(2R)-2,4-dihydroxy-3,3-dimethyl-1-oxobutyl]-
• 3-((R)-2,4-Dihydroxy-3,3-dimethyl-butyrylamino)-propionic acid
• 3-[[(2R)-2,4-dihydroxy-3,3-dimethyl-butanoyl]amino]propionic acid
• Beta-alanina, n-[(2r)-2,4-dihidroxi-3],3-dimetil-1-oxobutil-
• beta-Alanine, N-(2,4-dihydroxy-3,3-dimethyl-1-oxobutyl)-,(R)-
• beta-Alanine, N-[(2R)-2,4-dihydroxy-3,3-dimethyl-1-oxobutyl]-
• 'N-[(2R)-2,4-DIHYDROXY-3,3-DIMETHYLBUTANOYL]-BETA-ALANINE'
• 3-[[(2R)-3,3-dimethyl-2,4-bis(oxidanyl)butanoyl]amino]propanoic acid
• b-Alanine, N-[(2R)-2,4-dihydroxy-3,3-dimethyl-1-oxobutyl]- (9CI)
• beta-Alanine, N-(2,4-dihydroxy-3,3-dimethyl-1-oxobutyl)-, (R)- (9CI)
• N-((2R)-2,4-DIHYDROXY-3,3-DIMETHYL-1-OXOBUTYL)-.BETA.-ALANINE

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6495	64.95%
Caco-2	-	0.5449	54.49%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7238	72.38%
OATP2B1 inhibitior	-	0.8435	84.35%
OATP1B1 inhibitior	+	0.9429	94.29%
OATP1B3 inhibitior	+	0.9265	92.65%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9621	96.21%
P-glycoprotein inhibitior	-	0.9734	97.34%
P-glycoprotein substrate	-	0.7187	71.87%
CYP3A4 substrate	-	0.6159	61.59%
CYP2C9 substrate	-	0.7948	79.48%
CYP2D6 substrate	-	0.8670	86.70%
CYP3A4 inhibition	-	0.9587	95.87%
CYP2C9 inhibition	-	0.9137	91.37%
CYP2C19 inhibition	-	0.8929	89.29%
CYP2D6 inhibition	-	0.9417	94.17%
CYP1A2 inhibition	-	0.9133	91.33%
CYP2C8 inhibition	-	0.9633	96.33%
CYP inhibitory promiscuity	-	0.9305	93.05%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8311	83.11%
Carcinogenicity (trinary)	Non-required	0.6952	69.52%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.6479	64.79%
Skin irritation	-	0.8731	87.31%
Skin corrosion	-	0.9677	96.77%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5895	58.95%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	-	0.8875	88.75%
skin sensitisation	-	0.9035	90.35%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	-	0.6772	67.72%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.8573	85.73%
Acute Oral Toxicity (c)	III	0.5568	55.68%
Estrogen receptor binding	-	0.8630	86.30%
Androgen receptor binding	-	0.8139	81.39%
Thyroid receptor binding	-	0.6704	67.04%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.7860	78.60%
PPAR gamma	-	0.8545	85.45%
Honey bee toxicity	-	0.9640	96.40%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	-	0.9386	93.86%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.22%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.39%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.94%	99.17%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	90.05%	97.29%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	88.64%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.30%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.45%	97.25%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.38%	89.34%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	84.82%	92.29%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.98%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.83%	91.11%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.66%	94.33%

Plants that contains it

• Anemarrhena asphodeloides
• Arabidopsis thaliana

Cross-Links

• PubChem: 6613
• NPASS: NPC60151
• LOTUS: LTS0137405
• wikiData: Q63390527