Ancistrocongoline B

Details

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Internal ID c4ff5cd3-892f-4217-b9fd-27f2fdaf7ce1
Taxonomy Organoheterocyclic compounds > Isoquinolines and derivatives > Naphthylisoquinolines
IUPAC Name (1R,3R)-5-(4,5-dimethoxy-7-methylnaphthalen-1-yl)-6-methoxy-1,2,3-trimethyl-3,4-dihydro-1H-isoquinolin-8-ol
SMILES (Canonical) CC1CC2=C(C(N1C)C)C(=CC(=C2C3=C4C=C(C=C(C4=C(C=C3)OC)OC)C)OC)O
SMILES (Isomeric) C[C@@H]1CC2=C([C@H](N1C)C)C(=CC(=C2C3=C4C=C(C=C(C4=C(C=C3)OC)OC)C)OC)O
InChI InChI=1S/C26H31NO4/c1-14-10-18-17(8-9-21(29-5)26(18)22(11-14)30-6)25-19-12-15(2)27(4)16(3)24(19)20(28)13-23(25)31-7/h8-11,13,15-16,28H,12H2,1-7H3/t15-,16-/m1/s1
InChI Key YDUMNUIISWCVDA-HZPDHXFCSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C26H31NO4
Molecular Weight 421.50 g/mol
Exact Mass 421.22530847 g/mol
Topological Polar Surface Area (TPSA) 51.20 Ų
XlogP 5.40
Atomic LogP (AlogP) 5.48
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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CHEMBL489149
455255-18-2
8-Isoquinolinol, 5-(4,5-dimethoxy-7-methyl-1-naphthalenyl)-1,2,3,4-tetrahydro-6-methoxy-1,2,3-trimethyl-, (1R,3R,5S)-

2D Structure

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2D Structure of Ancistrocongoline B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9383 93.83%
Caco-2 + 0.8148 81.48%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.5066 50.66%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9022 90.22%
OATP1B3 inhibitior + 0.9532 95.32%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.7361 73.61%
BSEP inhibitior + 0.9288 92.88%
P-glycoprotein inhibitior + 0.6559 65.59%
P-glycoprotein substrate + 0.5387 53.87%
CYP3A4 substrate + 0.6413 64.13%
CYP2C9 substrate - 0.6000 60.00%
CYP2D6 substrate + 0.8078 80.78%
CYP3A4 inhibition - 0.5715 57.15%
CYP2C9 inhibition - 0.8044 80.44%
CYP2C19 inhibition - 0.6772 67.72%
CYP2D6 inhibition + 0.5192 51.92%
CYP1A2 inhibition - 0.5263 52.63%
CYP2C8 inhibition + 0.5090 50.90%
CYP inhibitory promiscuity - 0.6576 65.76%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5298 52.98%
Eye corrosion - 0.9919 99.19%
Eye irritation - 0.8147 81.47%
Skin irritation - 0.8060 80.60%
Skin corrosion - 0.9388 93.88%
Ames mutagenesis + 0.5963 59.63%
Human Ether-a-go-go-Related Gene inhibition + 0.7982 79.82%
Micronuclear + 0.5200 52.00%
Hepatotoxicity - 0.5061 50.61%
skin sensitisation - 0.9203 92.03%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.8892 88.92%
Acute Oral Toxicity (c) III 0.6349 63.49%
Estrogen receptor binding + 0.6916 69.16%
Androgen receptor binding + 0.6137 61.37%
Thyroid receptor binding + 0.7566 75.66%
Glucocorticoid receptor binding + 0.6604 66.04%
Aromatase binding + 0.5710 57.10%
PPAR gamma + 0.5920 59.20%
Honey bee toxicity - 0.8437 84.37%
Biodegradation - 0.9750 97.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.8885 88.85%

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
CHEMBL1951 P21397 Monoamine oxidase A 99.62% 91.49%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 97.21% 97.31%
CHEMBL2581 P07339 Cathepsin D 96.89% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.71% 96.09%
CHEMBL2535 P11166 Glucose transporter 94.72% 98.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.64% 95.56%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 93.81% 89.62%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.23% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.78% 89.00%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 90.58% 93.40%
CHEMBL4208 P20618 Proteasome component C5 89.65% 90.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.31% 95.89%
CHEMBL213 P08588 Beta-1 adrenergic receptor 86.92% 95.56%
CHEMBL2056 P21728 Dopamine D1 receptor 86.51% 91.00%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 85.75% 91.79%
CHEMBL3438 Q05513 Protein kinase C zeta 85.46% 88.48%
CHEMBL1907 P15144 Aminopeptidase N 85.35% 93.31%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.12% 92.94%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.67% 94.00%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 84.57% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.66% 99.17%
CHEMBL5747 Q92793 CREB-binding protein 83.41% 95.12%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 83.17% 99.15%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 82.89% 96.67%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 82.10% 100.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 82.04% 89.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.00% 86.33%

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 congolensis

Cross-Links

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PubChem 11742933
LOTUS LTS0188827
wikiData Q105347041