5'-O-Desmethylancistrocline

Details

Top
Internal ID f59d8e1a-73fd-4b3e-9250-ce698684396c
Taxonomy Organoheterocyclic compounds > Isoquinolines and derivatives > Naphthylisoquinolines
IUPAC Name (1R,3S)-5-(5-hydroxy-4-methoxy-2-methylnaphthalen-1-yl)-8-methoxy-1,2,3-trimethyl-3,4-dihydro-1H-isoquinolin-6-ol
SMILES (Canonical) CC1CC2=C(C(=CC(=C2C(N1C)C)OC)O)C3=C4C=CC=C(C4=C(C=C3C)OC)O
SMILES (Isomeric) C[C@H]1CC2=C(C(=CC(=C2[C@H](N1C)C)OC)O)C3=C4C=CC=C(C4=C(C=C3C)OC)O
InChI InChI=1S/C25H29NO4/c1-13-10-20(29-5)24-16(8-7-9-18(24)27)22(13)25-17-11-14(2)26(4)15(3)23(17)21(30-6)12-19(25)28/h7-10,12,14-15,27-28H,11H2,1-6H3/t14-,15+/m0/s1
InChI Key RYURKGJPUKJSGC-LSDHHAIUSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C25H29NO4
Molecular Weight 407.50 g/mol
Exact Mass 407.20965841 g/mol
Topological Polar Surface Area (TPSA) 62.20 Ų
XlogP 5.10
Atomic LogP (AlogP) 5.18
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

Top
5'-O-demethylancistrocline
CHEMBL455099
(1R,3S)-5-(5-hydroxy-4-methoxy-2-methylnaphthalen-1-yl)-8-methoxy-1,2,3-trimethyl-3,4-dihydro-1H-isoquinolin-6-ol

2D Structure

Top
2D Structure of 5'-O-Desmethylancistrocline

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9075 90.75%
Caco-2 + 0.7199 71.99%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.5158 51.58%
OATP2B1 inhibitior - 0.8620 86.20%
OATP1B1 inhibitior + 0.9278 92.78%
OATP1B3 inhibitior + 0.9479 94.79%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.8111 81.11%
BSEP inhibitior + 0.8409 84.09%
P-glycoprotein inhibitior + 0.6134 61.34%
P-glycoprotein substrate + 0.5345 53.45%
CYP3A4 substrate + 0.6538 65.38%
CYP2C9 substrate - 0.6000 60.00%
CYP2D6 substrate + 0.8078 80.78%
CYP3A4 inhibition - 0.6881 68.81%
CYP2C9 inhibition - 0.7770 77.70%
CYP2C19 inhibition - 0.6447 64.47%
CYP2D6 inhibition + 0.5827 58.27%
CYP1A2 inhibition + 0.5224 52.24%
CYP2C8 inhibition - 0.5775 57.75%
CYP inhibitory promiscuity - 0.5982 59.82%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5246 52.46%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.8453 84.53%
Skin irritation - 0.8119 81.19%
Skin corrosion - 0.9383 93.83%
Ames mutagenesis + 0.6063 60.63%
Human Ether-a-go-go-Related Gene inhibition + 0.8274 82.74%
Micronuclear + 0.5600 56.00%
Hepatotoxicity - 0.6000 60.00%
skin sensitisation - 0.9170 91.70%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.9113 91.13%
Acute Oral Toxicity (c) III 0.6139 61.39%
Estrogen receptor binding + 0.6707 67.07%
Androgen receptor binding + 0.5516 55.16%
Thyroid receptor binding + 0.7447 74.47%
Glucocorticoid receptor binding + 0.7617 76.17%
Aromatase binding + 0.5625 56.25%
PPAR gamma + 0.5431 54.31%
Honey bee toxicity - 0.8788 87.88%
Biodegradation - 0.9750 97.50%
Crustacea aquatic toxicity + 0.6300 63.00%
Fish aquatic toxicity + 0.8947 89.47%

Targets

Top

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
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.78% 95.56%
CHEMBL3192 Q9BY41 Histone deacetylase 8 96.48% 93.99%
CHEMBL2581 P07339 Cathepsin D 96.38% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.85% 91.11%
CHEMBL2535 P11166 Glucose transporter 95.36% 98.75%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.03% 96.09%
CHEMBL240 Q12809 HERG 93.43% 89.76%
CHEMBL1951 P21397 Monoamine oxidase A 93.22% 91.49%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 93.10% 89.62%
CHEMBL1914 P06276 Butyrylcholinesterase 92.66% 95.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 91.13% 99.15%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.94% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.66% 89.00%
CHEMBL4208 P20618 Proteasome component C5 89.21% 90.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.18% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.83% 94.00%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 88.02% 100.00%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 86.90% 93.65%
CHEMBL1907 P15144 Aminopeptidase N 86.80% 93.31%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.98% 94.45%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.77% 97.14%
CHEMBL217 P14416 Dopamine D2 receptor 85.57% 95.62%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 85.35% 97.31%
CHEMBL2056 P21728 Dopamine D1 receptor 84.24% 91.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.26% 93.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.77% 92.62%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.27% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.20% 99.17%

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.
Ancistrocladus benomensis

Cross-Links

Top
PubChem 11200625
LOTUS LTS0129285
wikiData Q105248150