Racephedrine

Details

Top
Internal ID 80554580-6a52-4b16-8a31-24dbac825f2a
Taxonomy Benzenoids > Benzene and substituted derivatives > Phenylpropanes
IUPAC Name 2-(methylamino)-1-phenylpropan-1-ol
SMILES (Canonical) CC(C(C1=CC=CC=C1)O)NC
SMILES (Isomeric) CC(C(C1=CC=CC=C1)O)NC
InChI InChI=1S/C10H15NO/c1-8(11-2)10(12)9-6-4-3-5-7-9/h3-8,10-12H,1-2H3
InChI Key KWGRBVOPPLSCSI-UHFFFAOYSA-N
Popularity 2,550 references in papers

Physical and Chemical Properties

Top
Molecular Formula C10H15NO
Molecular Weight 165.23 g/mol
Exact Mass 165.115364102 g/mol
Topological Polar Surface Area (TPSA) 32.30 Ų
XlogP 0.90
Atomic LogP (AlogP) 1.33
H-Bond Acceptor 2
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

Top
racephedrine
2-(methylamino)-1-phenylpropan-1-ol
NSC 165609
Benzenemethanol, .alpha.-[1-(methylamino)ethyl]-
1-alpha-(1-Methylaminoethyl)-benzyl alcohol
Benzyl alcohol, .alpha.-(1-methylaminoethyl)-
BENZYL ALCOHOL, alpha-(1-METHYLAMINOETHYL)-
2-(Methylamino)-1-phenyl-1-propanol
Ephedrine,(+)
(+-)-Ephedrine
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

Top
2D Structure of Racephedrine

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9845 98.45%
Caco-2 + 0.9313 93.13%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability + 0.7714 77.14%
Subcellular localzation Lysosomes 0.5451 54.51%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9566 95.66%
OATP1B3 inhibitior + 0.9659 96.59%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior - 0.9237 92.37%
P-glycoprotein inhibitior - 0.9741 97.41%
P-glycoprotein substrate - 0.9308 93.08%
CYP3A4 substrate - 0.7817 78.17%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.6099 60.99%
CYP3A4 inhibition - 0.9431 94.31%
CYP2C9 inhibition - 0.7209 72.09%
CYP2C19 inhibition - 0.5737 57.37%
CYP2D6 inhibition + 0.5846 58.46%
CYP1A2 inhibition - 0.5595 55.95%
CYP2C8 inhibition - 0.9882 98.82%
CYP inhibitory promiscuity - 0.9070 90.70%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.6242 62.42%
Carcinogenicity (trinary) Non-required 0.7401 74.01%
Eye corrosion - 0.9886 98.86%
Eye irritation - 0.9696 96.96%
Skin irritation - 0.5871 58.71%
Skin corrosion - 0.5499 54.99%
Ames mutagenesis - 0.9900 99.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7640 76.40%
Micronuclear + 0.5600 56.00%
Hepatotoxicity + 0.6651 66.51%
skin sensitisation - 0.7718 77.18%
Respiratory toxicity + 0.9222 92.22%
Reproductive toxicity - 0.5778 57.78%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.6496 64.96%
Acute Oral Toxicity (c) III 0.8940 89.40%
Estrogen receptor binding - 0.9205 92.05%
Androgen receptor binding - 0.8448 84.48%
Thyroid receptor binding - 0.8826 88.26%
Glucocorticoid receptor binding - 0.9120 91.20%
Aromatase binding - 0.8514 85.14%
PPAR gamma - 0.9004 90.04%
Honey bee toxicity - 0.9411 94.11%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity - 0.8469 84.69%

Targets

Top

Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL2903 P16050 Arachidonate 15-lipoxygenase 398.1 nM
Potency
via Super-PRED
CHEMBL4159 Q99714 Endoplasmic reticulum-associated amyloid beta-peptide-binding protein 631 nM
Potency
via Super-PRED
CHEMBL1963 P16473 Thyroid stimulating hormone receptor 125.9 nM
Potency
via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL221 P23219 Cyclooxygenase-1 95.30% 90.17%
CHEMBL2581 P07339 Cathepsin D 92.40% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.30% 95.56%
CHEMBL4208 P20618 Proteasome component C5 85.66% 90.00%
CHEMBL3902 P09211 Glutathione S-transferase Pi 85.00% 93.81%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.58% 85.14%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 84.03% 94.08%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 83.32% 96.09%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 82.94% 94.62%
CHEMBL2535 P11166 Glucose transporter 82.59% 98.75%
CHEMBL3401 O75469 Pregnane X receptor 81.47% 94.73%
CHEMBL5284 Q96RR4 CaM-kinase kinase beta 80.16% 89.23%

Plants that contains it

Top
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.
Carapichea ipecacuanha
Ephedra distachya
Ephedra distachya subsp. helvetica
Ephedra equisetina
Ephedra intermedia
Ephedra sinica
Pinellia ternata
Sida multicrena

Cross-Links

Top
PubChem 5032
NPASS NPC286400
LOTUS LTS0074566
wikiData Q105146923