(R)-(+)-Methylsuccinic acid

Details

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Internal ID a0feb27d-41be-4c5e-b9e8-5d9319d967e8
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Branched fatty acids > Methyl-branched fatty acids
IUPAC Name (2R)-2-methylbutanedioic acid
SMILES (Canonical) CC(CC(=O)O)C(=O)O
SMILES (Isomeric) C[C@H](CC(=O)O)C(=O)O
InChI InChI=1S/C5H8O4/c1-3(5(8)9)2-4(6)7/h3H,2H2,1H3,(H,6,7)(H,8,9)/t3-/m1/s1
InChI Key WXUAQHNMJWJLTG-GSVOUGTGSA-N
Popularity 10 references in papers

Physical and Chemical Properties

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Molecular Formula C5H8O4
Molecular Weight 132.11 g/mol
Exact Mass 132.04225873 g/mol
Topological Polar Surface Area (TPSA) 74.60 Ų
XlogP -0.20
Atomic LogP (AlogP) 0.18
H-Bond Acceptor 2
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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(R)-(+)-Methylsuccinic acid
(r)-2-methylsuccinic acid
(2R)-2-methylbutanedioic acid
(R)-(+)-Pyrotartaric Acid
(R)-methylsuccinic acid
d-Methylsuccinic acid
Butanedioic acid, methyl-, (R)-
Butanedioic acid, methyl-, (2R)-
(r)-2-methylsuccinicacid
(R)-2-methylbutanedioic 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)-(+)-Methylsuccinic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8766 87.66%
Caco-2 - 0.8139 81.39%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability + 0.6429 64.29%
Subcellular localzation Mitochondria 0.7916 79.16%
OATP2B1 inhibitior - 0.8537 85.37%
OATP1B1 inhibitior + 0.9459 94.59%
OATP1B3 inhibitior + 0.9619 96.19%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior - 0.9686 96.86%
P-glycoprotein inhibitior - 0.9872 98.72%
P-glycoprotein substrate - 0.9879 98.79%
CYP3A4 substrate - 0.8006 80.06%
CYP2C9 substrate + 1.0000 100.00%
CYP2D6 substrate - 0.8908 89.08%
CYP3A4 inhibition - 0.9774 97.74%
CYP2C9 inhibition - 0.9773 97.73%
CYP2C19 inhibition - 0.9829 98.29%
CYP2D6 inhibition - 0.9707 97.07%
CYP1A2 inhibition - 0.9263 92.63%
CYP2C8 inhibition - 0.9974 99.74%
CYP inhibitory promiscuity - 0.9964 99.64%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.5935 59.35%
Carcinogenicity (trinary) Non-required 0.7514 75.14%
Eye corrosion + 0.9687 96.87%
Eye irritation + 0.9423 94.23%
Skin irritation - 0.5182 51.82%
Skin corrosion + 0.9271 92.71%
Ames mutagenesis - 0.9700 97.00%
Human Ether-a-go-go-Related Gene inhibition - 0.8422 84.22%
Micronuclear - 0.8000 80.00%
Hepatotoxicity + 0.6125 61.25%
skin sensitisation - 0.9050 90.50%
Respiratory toxicity - 0.9111 91.11%
Reproductive toxicity - 0.8335 83.35%
Mitochondrial toxicity - 0.8750 87.50%
Nephrotoxicity - 0.5631 56.31%
Acute Oral Toxicity (c) III 0.9110 91.10%
Estrogen receptor binding - 0.9386 93.86%
Androgen receptor binding - 0.8567 85.67%
Thyroid receptor binding - 0.9365 93.65%
Glucocorticoid receptor binding - 0.8673 86.73%
Aromatase binding - 0.9120 91.20%
PPAR gamma - 0.8569 85.69%
Honey bee toxicity - 0.9777 97.77%
Biodegradation + 0.9000 90.00%
Crustacea aquatic toxicity - 0.9400 94.00%
Fish aquatic toxicity + 0.6516 65.16%

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
CHEMBL4040 P28482 MAP kinase ERK2 96.29% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.82% 96.09%
CHEMBL2581 P07339 Cathepsin D 93.31% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 89.84% 90.17%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 84.63% 100.00%
CHEMBL3308 P55212 Caspase-6 80.31% 97.56%
CHEMBL3776 Q14790 Caspase-8 80.09% 97.06%

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 77983
NPASS NPC65651