(R)-2-Hydroxybutanoic acid

Details

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Internal ID d576899c-437c-44ec-9838-5ec520ddbe31
Taxonomy Organic acids and derivatives > Hydroxy acids and derivatives > Alpha hydroxy acids and derivatives
IUPAC Name (2R)-2-hydroxybutanoic acid
SMILES (Canonical) CCC(C(=O)O)O
SMILES (Isomeric) CC[C@H](C(=O)O)O
InChI InChI=1S/C4H8O3/c1-2-3(5)4(6)7/h3,5H,2H2,1H3,(H,6,7)/t3-/m1/s1
InChI Key AFENDNXGAFYKQO-GSVOUGTGSA-N
Popularity 21 references in papers

Physical and Chemical Properties

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Molecular Formula C4H8O3
Molecular Weight 104.10 g/mol
Exact Mass 104.047344113 g/mol
Topological Polar Surface Area (TPSA) 57.50 Ų
XlogP 0.10
Atomic LogP (AlogP) -0.16
H-Bond Acceptor 2
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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20016-85-7
(R)-2-Hydroxybutyric acid
(2R)-2-hydroxybutanoic acid
Butanoic acid, 2-hydroxy-, (2R)-
D-2-hydroxybutyric acid
2-Hydroxybutyric acid, (-)-
d-2-hydroxybutanoic acid
UNII-UC8XN5ZT94
UC8XN5ZT94
(-)-alpha-Hydroxybutyric acid
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of (R)-2-Hydroxybutanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9675 96.75%
Caco-2 - 0.8116 81.16%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.8053 80.53%
OATP2B1 inhibitior - 0.8429 84.29%
OATP1B1 inhibitior + 0.9189 91.89%
OATP1B3 inhibitior + 0.9454 94.54%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior - 0.9439 94.39%
P-glycoprotein inhibitior - 0.9889 98.89%
P-glycoprotein substrate - 0.9875 98.75%
CYP3A4 substrate - 0.8068 80.68%
CYP2C9 substrate - 0.5816 58.16%
CYP2D6 substrate - 0.8576 85.76%
CYP3A4 inhibition - 0.9775 97.75%
CYP2C9 inhibition - 0.9305 93.05%
CYP2C19 inhibition - 0.9563 95.63%
CYP2D6 inhibition - 0.9689 96.89%
CYP1A2 inhibition - 0.9422 94.22%
CYP2C8 inhibition - 0.9963 99.63%
CYP inhibitory promiscuity - 0.9853 98.53%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.6320 63.20%
Carcinogenicity (trinary) Non-required 0.7128 71.28%
Eye corrosion + 0.9069 90.69%
Eye irritation + 0.9624 96.24%
Skin irritation + 0.7610 76.10%
Skin corrosion + 0.9501 95.01%
Ames mutagenesis - 0.7600 76.00%
Human Ether-a-go-go-Related Gene inhibition - 0.8095 80.95%
Micronuclear - 0.7294 72.94%
Hepatotoxicity + 0.5699 56.99%
skin sensitisation - 0.6480 64.80%
Respiratory toxicity - 0.7889 78.89%
Reproductive toxicity - 0.6556 65.56%
Mitochondrial toxicity - 0.8250 82.50%
Nephrotoxicity - 0.6252 62.52%
Acute Oral Toxicity (c) III 0.7957 79.57%
Estrogen receptor binding - 0.9209 92.09%
Androgen receptor binding - 0.8681 86.81%
Thyroid receptor binding - 0.8996 89.96%
Glucocorticoid receptor binding - 0.9089 90.89%
Aromatase binding - 0.9228 92.28%
PPAR gamma - 0.8950 89.50%
Honey bee toxicity - 0.9848 98.48%
Biodegradation + 0.9500 95.00%
Crustacea aquatic toxicity - 0.9900 99.00%
Fish aquatic toxicity - 0.8043 80.43%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
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 93.97% 96.09%
CHEMBL2581 P07339 Cathepsin D 90.83% 98.95%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.64% 96.95%
CHEMBL221 P23219 Cyclooxygenase-1 84.03% 90.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.70% 85.14%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 81.23% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.22% 99.17%

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.
Aloe africana
Aloe ferox
Aloe spicata
Aloe vera

Cross-Links

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PubChem 449265
NPASS NPC230995