(R)-Mandelamide

Details

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Internal ID e652c94d-d6c2-4ea1-a303-52dba25b8fa6
Taxonomy Benzenoids > Benzene and substituted derivatives > Phenylacetamides
IUPAC Name (2R)-2-hydroxy-2-phenylacetamide
SMILES (Canonical) C1=CC=C(C=C1)C(C(=O)N)O
SMILES (Isomeric) C1=CC=C(C=C1)[C@H](C(=O)N)O
InChI InChI=1S/C8H9NO2/c9-8(11)7(10)6-4-2-1-3-5-6/h1-5,7,10H,(H2,9,11)/t7-/m1/s1
InChI Key MAGPZHKLEZXLNU-SSDOTTSWSA-N
Popularity 13 references in papers

Physical and Chemical Properties

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Molecular Formula C8H9NO2
Molecular Weight 151.16 g/mol
Exact Mass 151.063328530 g/mol
Topological Polar Surface Area (TPSA) 63.30 Ų
XlogP 0.00
Atomic LogP (AlogP) 0.21
H-Bond Acceptor 2
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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(R)-2-Hydroxy-2-phenylacetamide
24008-62-6
(2R)-2-hydroxy-2-phenylacetamide
(R)-(-)-Mandelamide
D-(-)-Mandelamide
Mandelamide, (R)-
Mandelamide, (-)-
H7K8SJ35VU
(R)-(-)-Mandelic acid amide
(R)-(-)-2-HYDROXY-2-PHENYLACETAMIDE
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)-Mandelamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9871 98.71%
Caco-2 + 0.8185 81.85%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability + 0.8286 82.86%
Subcellular localzation Mitochondria 0.5190 51.90%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9823 98.23%
OATP1B3 inhibitior + 0.9565 95.65%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior - 0.9342 93.42%
P-glycoprotein inhibitior - 0.9917 99.17%
P-glycoprotein substrate - 0.9846 98.46%
CYP3A4 substrate - 0.8038 80.38%
CYP2C9 substrate + 0.5319 53.19%
CYP2D6 substrate - 0.7947 79.47%
CYP3A4 inhibition - 0.9149 91.49%
CYP2C9 inhibition - 0.9222 92.22%
CYP2C19 inhibition - 0.9083 90.83%
CYP2D6 inhibition - 0.9563 95.63%
CYP1A2 inhibition - 0.9148 91.48%
CYP2C8 inhibition - 0.9850 98.50%
CYP inhibitory promiscuity - 0.9496 94.96%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.5900 59.00%
Carcinogenicity (trinary) Non-required 0.6626 66.26%
Eye corrosion - 0.9948 99.48%
Eye irritation + 0.8552 85.52%
Skin irritation - 0.6654 66.54%
Skin corrosion - 0.9773 97.73%
Ames mutagenesis - 0.8970 89.70%
Human Ether-a-go-go-Related Gene inhibition - 0.9463 94.63%
Micronuclear + 0.7300 73.00%
Hepatotoxicity + 0.6625 66.25%
skin sensitisation - 0.8634 86.34%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.5444 54.44%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity - 0.8049 80.49%
Acute Oral Toxicity (c) III 0.8291 82.91%
Estrogen receptor binding - 0.9086 90.86%
Androgen receptor binding - 0.7695 76.95%
Thyroid receptor binding - 0.7556 75.56%
Glucocorticoid receptor binding - 0.6879 68.79%
Aromatase binding - 0.8662 86.62%
PPAR gamma - 0.7093 70.93%
Honey bee toxicity - 0.9414 94.14%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.7500 75.00%
Fish aquatic toxicity - 0.9078 90.78%

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
CHEMBL221 P23219 Cyclooxygenase-1 93.30% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.03% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.93% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.32% 91.11%
CHEMBL3902 P09211 Glutathione S-transferase Pi 88.47% 93.81%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 87.63% 94.08%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 87.00% 94.62%
CHEMBL2581 P07339 Cathepsin D 86.67% 98.95%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.36% 95.50%

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.
Prunus armeniaca
Prunus persica

Cross-Links

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PubChem 441254
NPASS NPC164459
LOTUS LTS0205879
wikiData Q105161418