Ambalonine

Details

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Internal ID 812ff652-2f83-4a45-b58a-1bc3a86877d4
Taxonomy Organoheterocyclic compounds > Tetrahydroisoquinolines
IUPAC Name (9S)-4-methoxy-9-methyl-6,7,8,9-tetrahydro-[1,3]dioxolo[4,5-h]isoquinoline
SMILES (Canonical) CC1C2=C3C(=C(C=C2CCN1)OC)OCO3
SMILES (Isomeric) C[C@H]1C2=C3C(=C(C=C2CCN1)OC)OCO3
InChI InChI=1S/C12H15NO3/c1-7-10-8(3-4-13-7)5-9(14-2)11-12(10)16-6-15-11/h5,7,13H,3-4,6H2,1-2H3/t7-/m0/s1
InChI Key YEGBVDVRKMCCON-ZETCQYMHSA-N
Popularity 40 references in papers

Physical and Chemical Properties

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Molecular Formula C12H15NO3
Molecular Weight 221.25 g/mol
Exact Mass 221.10519334 g/mol
Topological Polar Surface Area (TPSA) 39.70 Ų
XlogP 1.50
Atomic LogP (AlogP) 1.63
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 1

Synonyms

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519-04-0
E29105F32F
Ambalonine
Anhalonin
UNII-E29105F32F
EINECS 208-260-9
ANHALONINE [MI]
SCHEMBL3124386
DTXSID50966223
1,3-Dioxolo(4,5-h)isoquinoline, 6,7,8,9-tetrahydro-4-methoxy-9-methyl-, (S)-
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Ambalonine

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 + 0.8950 89.50%
Blood Brain Barrier + 0.8250 82.50%
Human oral bioavailability + 0.6429 64.29%
Subcellular localzation Lysosomes 0.6023 60.23%
OATP2B1 inhibitior - 0.8584 85.84%
OATP1B1 inhibitior + 0.9537 95.37%
OATP1B3 inhibitior + 0.9455 94.55%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior - 0.8231 82.31%
P-glycoprotein inhibitior - 0.9404 94.04%
P-glycoprotein substrate - 0.6643 66.43%
CYP3A4 substrate - 0.5301 53.01%
CYP2C9 substrate - 0.7933 79.33%
CYP2D6 substrate + 0.6119 61.19%
CYP3A4 inhibition - 0.7538 75.38%
CYP2C9 inhibition - 0.8020 80.20%
CYP2C19 inhibition - 0.7481 74.81%
CYP2D6 inhibition + 0.6836 68.36%
CYP1A2 inhibition + 0.7055 70.55%
CYP2C8 inhibition - 0.8000 80.00%
CYP inhibitory promiscuity + 0.5434 54.34%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6118 61.18%
Eye corrosion - 0.9852 98.52%
Eye irritation - 0.6336 63.36%
Skin irritation - 0.7047 70.47%
Skin corrosion - 0.9213 92.13%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5000 50.00%
Micronuclear - 0.5900 59.00%
Hepatotoxicity - 0.5500 55.00%
skin sensitisation - 0.8232 82.32%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.7485 74.85%
Acute Oral Toxicity (c) III 0.4648 46.48%
Estrogen receptor binding - 0.7187 71.87%
Androgen receptor binding - 0.5774 57.74%
Thyroid receptor binding + 0.5543 55.43%
Glucocorticoid receptor binding - 0.6378 63.78%
Aromatase binding - 0.8604 86.04%
PPAR gamma - 0.7612 76.12%
Honey bee toxicity - 0.7955 79.55%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity - 0.8603 86.03%

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 95.17% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.76% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.80% 97.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 92.74% 92.94%
CHEMBL3231 Q13464 Rho-associated protein kinase 1 90.21% 95.55%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.07% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.74% 94.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 86.73% 93.99%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.40% 86.33%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 84.38% 82.67%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.50% 94.45%
CHEMBL213 P08588 Beta-1 adrenergic receptor 81.82% 95.56%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.63% 96.77%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.85% 92.62%

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.
Gymnocalycium gibbosum
Gymnocalycium monvillei
Lophophora williamsii

Cross-Links

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PubChem 16637831
LOTUS LTS0154339
wikiData Q104251820