Ancistroguineine A

Details

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Internal ID 0719b1f9-d87e-4d81-a3f0-a65b1bfc2364
Taxonomy Organoheterocyclic compounds > Isoquinolines and derivatives > Naphthylisoquinolines
IUPAC Name (1S,3S)-5-(4-hydroxy-5-methoxy-7-methylnaphthalen-1-yl)-8-methoxy-1,3-dimethyl-1,2,3,4-tetrahydroisoquinolin-6-ol
SMILES (Canonical) CC1CC2=C(C(=CC(=C2C(N1)C)OC)O)C3=C4C=C(C=C(C4=C(C=C3)O)OC)C
SMILES (Isomeric) C[C@H]1CC2=C(C(=CC(=C2[C@@H](N1)C)OC)O)C3=C4C=C(C=C(C4=C(C=C3)O)OC)C
InChI InChI=1S/C24H27NO4/c1-12-8-16-15(6-7-18(26)24(16)20(9-12)28-4)23-17-10-13(2)25-14(3)22(17)21(29-5)11-19(23)27/h6-9,11,13-14,25-27H,10H2,1-5H3/t13-,14-/m0/s1
InChI Key PXJPRGKZMGISMU-KBPBESRZSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C24H27NO4
Molecular Weight 393.50 g/mol
Exact Mass 393.19400834 g/mol
Topological Polar Surface Area (TPSA) 71.00 Ų
XlogP 4.60
Atomic LogP (AlogP) 4.84
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

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(1S,3S)-5-(4-Hydroxy-5-methoxy-7-methylnaphthalen-1-yl)-8-methoxy-1,3-dimethyl-1,2,3,4-tetrahydroisoquinolin-6-ol

2D Structure

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2D Structure of Ancistroguineine A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9825 98.25%
Caco-2 + 0.6789 67.89%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.5721 57.21%
OATP2B1 inhibitior - 0.8616 86.16%
OATP1B1 inhibitior + 0.8778 87.78%
OATP1B3 inhibitior + 0.9550 95.50%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8111 81.11%
BSEP inhibitior + 0.9067 90.67%
P-glycoprotein inhibitior - 0.4488 44.88%
P-glycoprotein substrate + 0.5172 51.72%
CYP3A4 substrate + 0.6161 61.61%
CYP2C9 substrate - 0.7713 77.13%
CYP2D6 substrate + 0.7329 73.29%
CYP3A4 inhibition - 0.6938 69.38%
CYP2C9 inhibition - 0.5740 57.40%
CYP2C19 inhibition - 0.5216 52.16%
CYP2D6 inhibition + 0.5702 57.02%
CYP1A2 inhibition - 0.6798 67.98%
CYP2C8 inhibition + 0.6782 67.82%
CYP inhibitory promiscuity + 0.5484 54.84%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.5439 54.39%
Eye corrosion - 0.9934 99.34%
Eye irritation - 0.7768 77.68%
Skin irritation - 0.8319 83.19%
Skin corrosion - 0.9251 92.51%
Ames mutagenesis + 0.6163 61.63%
Human Ether-a-go-go-Related Gene inhibition + 0.6971 69.71%
Micronuclear + 0.6100 61.00%
Hepatotoxicity - 0.5686 56.86%
skin sensitisation - 0.9291 92.91%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.7475 74.75%
Acute Oral Toxicity (c) III 0.4698 46.98%
Estrogen receptor binding + 0.7805 78.05%
Androgen receptor binding + 0.6692 66.92%
Thyroid receptor binding + 0.7574 75.74%
Glucocorticoid receptor binding + 0.7936 79.36%
Aromatase binding + 0.5966 59.66%
PPAR gamma + 0.6893 68.93%
Honey bee toxicity - 0.7799 77.99%
Biodegradation - 0.9750 97.50%
Crustacea aquatic toxicity + 0.6500 65.00%
Fish aquatic toxicity + 0.6835 68.35%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.26% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 98.62% 91.49%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 95.52% 91.79%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.15% 96.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 94.74% 92.94%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.99% 95.56%
CHEMBL2535 P11166 Glucose transporter 92.15% 98.75%
CHEMBL2581 P07339 Cathepsin D 91.53% 98.95%
CHEMBL4208 P20618 Proteasome component C5 89.94% 90.00%
CHEMBL213 P08588 Beta-1 adrenergic receptor 89.90% 95.56%
CHEMBL3438 Q05513 Protein kinase C zeta 89.33% 88.48%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 88.92% 99.15%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 88.67% 97.31%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.51% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.87% 95.89%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 87.27% 89.62%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.91% 94.45%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.73% 94.00%
CHEMBL3492 P49721 Proteasome Macropain subunit 85.71% 90.24%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.46% 97.09%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 85.12% 96.21%
CHEMBL1907 P15144 Aminopeptidase N 83.91% 93.31%
CHEMBL2243 O00519 Anandamide amidohydrolase 83.50% 97.53%
CHEMBL3192 Q9BY41 Histone deacetylase 8 81.92% 93.99%
CHEMBL5747 Q92793 CREB-binding protein 80.93% 95.12%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.39% 99.17%
CHEMBL2056 P21728 Dopamine D1 receptor 80.10% 91.00%

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.
Ancistrocladus guineensis

Cross-Links

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PubChem 15377958
LOTUS LTS0180484
wikiData Q105216215