beta-Hydroxyisovaleric acid

Details

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Internal ID d19ed0fa-6eb0-44d3-a78b-45477cc12799
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Hydroxy fatty acids
IUPAC Name 3-hydroxy-3-methylbutanoic acid
SMILES (Canonical) CC(C)(CC(=O)O)O
SMILES (Isomeric) CC(C)(CC(=O)O)O
InChI InChI=1S/C5H10O3/c1-5(2,8)3-4(6)7/h8H,3H2,1-2H3,(H,6,7)
InChI Key AXFYFNCPONWUHW-UHFFFAOYSA-N
Popularity 887 references in papers

Physical and Chemical Properties

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Molecular Formula C5H10O3
Molecular Weight 118.13 g/mol
Exact Mass 118.062994177 g/mol
Topological Polar Surface Area (TPSA) 57.50 Ų
XlogP -0.30
Atomic LogP (AlogP) 0.23
H-Bond Acceptor 2
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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625-08-1
3-Hydroxy-3-methylbutanoic acid
3-Hydroxyisovaleric acid
3-Hydroxy-3-methylbutyric acid
Butanoic acid, 3-hydroxy-3-methyl-
Hmb-d6
3-hydroxy-3-methyl-butanoic acid
3-OH-isovaleric acid
beta-Hydroxy-beta-methylbutyrate
3-hydroxy-isovaleric 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 beta-Hydroxyisovaleric acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9378 93.78%
Caco-2 + 0.8139 81.39%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability + 0.5857 58.57%
Subcellular localzation Mitochondria 0.7760 77.60%
OATP2B1 inhibitior - 0.8642 86.42%
OATP1B1 inhibitior + 0.9547 95.47%
OATP1B3 inhibitior + 0.9625 96.25%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior - 0.9452 94.52%
P-glycoprotein inhibitior - 0.9794 97.94%
P-glycoprotein substrate - 0.9881 98.81%
CYP3A4 substrate - 0.7630 76.30%
CYP2C9 substrate - 0.5546 55.46%
CYP2D6 substrate - 0.8860 88.60%
CYP3A4 inhibition - 0.9292 92.92%
CYP2C9 inhibition - 0.8611 86.11%
CYP2C19 inhibition - 0.8916 89.16%
CYP2D6 inhibition - 0.9465 94.65%
CYP1A2 inhibition - 0.9265 92.65%
CYP2C8 inhibition - 0.9943 99.43%
CYP inhibitory promiscuity - 0.9680 96.80%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.5900 59.00%
Carcinogenicity (trinary) Non-required 0.6809 68.09%
Eye corrosion + 0.5695 56.95%
Eye irritation + 0.9917 99.17%
Skin irritation + 0.6768 67.68%
Skin corrosion + 0.6980 69.80%
Ames mutagenesis - 0.9000 90.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7905 79.05%
Micronuclear - 0.9100 91.00%
Hepatotoxicity + 0.6125 61.25%
skin sensitisation - 0.6036 60.36%
Respiratory toxicity - 0.9111 91.11%
Reproductive toxicity - 0.8432 84.32%
Mitochondrial toxicity - 0.9125 91.25%
Nephrotoxicity - 0.5855 58.55%
Acute Oral Toxicity (c) III 0.8515 85.15%
Estrogen receptor binding - 0.9611 96.11%
Androgen receptor binding - 0.9602 96.02%
Thyroid receptor binding - 0.8423 84.23%
Glucocorticoid receptor binding - 0.9428 94.28%
Aromatase binding - 0.9132 91.32%
PPAR gamma - 0.8960 89.60%
Honey bee toxicity - 0.9807 98.07%
Biodegradation + 0.6000 60.00%
Crustacea aquatic toxicity - 0.8700 87.00%
Fish aquatic toxicity - 0.7020 70.20%

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
CHEMBL2581 P07339 Cathepsin D 90.56% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.20% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.50% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.41% 97.25%
CHEMBL4040 P28482 MAP kinase ERK2 83.82% 83.82%

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
Arabidopsis thaliana

Cross-Links

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PubChem 69362
NPASS NPC249126
LOTUS LTS0276173
wikiData Q223081