PlantaeDB Logo
Login Sign-up

methyl (1R,11'R,12R,17S,22R,25'R)-19'-methoxyspiro[15-oxa-8,19-diazahexacyclo[10.9.1.01,9.02,7.012,16.019,22]docosa-2,4,6,9-tetraene-17,15'-8-oxa-4,17-diazaheptacyclo[11.10.1.11,4.07,11.017,24.018,23.011,25]pentacosa-13(24),18(23),19,21-tetraene]-10-carboxylate

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

Top
Internal ID aa604060-3ca0-4f57-b98e-7ecabf642adb
Taxonomy Alkaloids and derivatives > Aspidospermatan-type alkaloids
IUPAC Name methyl (1R,11'R,12R,17S,22R,25'R)-19'-methoxyspiro[15-oxa-8,19-diazahexacyclo[10.9.1.01,9.02,7.012,16.019,22]docosa-2,4,6,9-tetraene-17,15'-8-oxa-4,17-diazaheptacyclo[11.10.1.11,4.07,11.017,24.018,23.011,25]pentacosa-13(24),18(23),19,21-tetraene]-10-carboxylate
SMILES (Canonical) COC1=CC=CC2=C1N3CC4(CC5=C3C26CCN7C6C8(C5)CCOC8CC7)CN9CCC12C9C3(C4OCC3)CC(=C1NC1=CC=CC=C21)C(=O)OC
SMILES (Isomeric) COC1=CC=CC2=C1N3C[C@]4(CC5=C3C26CCN7[C@H]6[C@@]8(C5)CCOC8CC7)CN9CC[C@@]12[C@@H]9[C@@]3(C4OCC3)CC(=C1NC1=CC=CC=C21)C(=O)OC
InChI InChI=1S/C43H48N4O5/c1-49-30-9-5-7-28-32(30)47-24-39(20-25-21-40-13-18-51-31(40)10-15-45-16-12-43(28,34(25)47)36(40)45)23-46-17-11-42-27-6-3-4-8-29(27)44-33(42)26(35(48)50-2)22-41(37(42)46)14-19-52-38(39)41/h3-9,31,36-38,44H,10-24H2,1-2H3/t31?,36-,37-,38?,39-,40+,41-,42-,43?/m0/s1
InChI Key ZOHOIFNOQXLADO-SJTOIHLWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C43H48N4O5
Molecular Weight 700.90 g/mol
Exact Mass 700.36247064 g/mol
Topological Polar Surface Area (TPSA) 75.70 Ų
XlogP 4.20
Atomic LogP (AlogP) 5.11
H-Bond Acceptor 9
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of methyl (1R,11'R,12R,17S,22R,25'R)-19'-methoxyspiro[15-oxa-8,19-diazahexacyclo[10.9.1.01,9.02,7.012,16.019,22]docosa-2,4,6,9-tetraene-17,15'-8-oxa-4,17-diazaheptacyclo[11.10.1.11,4.07,11.017,24.018,23.011,25]pentacosa-13(24),18(23),19,21-tetraene]-10-carboxylate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9388 93.88%
Caco-2 - 0.7849 78.49%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.6583 65.83%
OATP2B1 inhibitior - 0.8577 85.77%
OATP1B1 inhibitior + 0.8777 87.77%
OATP1B3 inhibitior + 0.9308 93.08%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9971 99.71%
P-glycoprotein inhibitior + 0.8614 86.14%
P-glycoprotein substrate + 0.8015 80.15%
CYP3A4 substrate + 0.7501 75.01%
CYP2C9 substrate - 0.7935 79.35%
CYP2D6 substrate - 0.7891 78.91%
CYP3A4 inhibition - 0.7601 76.01%
CYP2C9 inhibition - 0.8224 82.24%
CYP2C19 inhibition - 0.8191 81.91%
CYP2D6 inhibition - 0.7237 72.37%
CYP1A2 inhibition - 0.6132 61.32%
CYP2C8 inhibition + 0.7892 78.92%
CYP inhibitory promiscuity - 0.5200 52.00%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5327 53.27%
Eye corrosion - 0.9857 98.57%
Eye irritation - 0.9341 93.41%
Skin irritation - 0.7799 77.99%
Skin corrosion - 0.9337 93.37%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7727 77.27%
Micronuclear + 0.6400 64.00%
Hepatotoxicity + 0.6075 60.75%
skin sensitisation - 0.8380 83.80%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity + 0.7123 71.23%
Acute Oral Toxicity (c) III 0.5569 55.69%
Estrogen receptor binding + 0.8699 86.99%
Androgen receptor binding + 0.7617 76.17%
Thyroid receptor binding + 0.6437 64.37%
Glucocorticoid receptor binding + 0.7705 77.05%
Aromatase binding + 0.5977 59.77%
PPAR gamma + 0.7447 74.47%
Honey bee toxicity - 0.7754 77.54%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9566 95.66%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.98% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.71% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.67% 91.11%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 94.06% 97.14%
CHEMBL220 P22303 Acetylcholinesterase 94.01% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.73% 86.33%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 91.99% 93.03%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 90.25% 90.71%
CHEMBL5028 O14672 ADAM10 89.89% 97.50%
CHEMBL2581 P07339 Cathepsin D 89.12% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.55% 94.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 88.27% 96.21%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.16% 99.23%
CHEMBL3922 P50579 Methionine aminopeptidase 2 87.13% 97.28%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.91% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 86.86% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.76% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.78% 95.56%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 85.04% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.93% 91.07%
CHEMBL4208 P20618 Proteasome component C5 83.00% 90.00%
CHEMBL2535 P11166 Glucose transporter 82.41% 98.75%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 81.23% 91.65%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 80.55% 90.95%

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.
Callichilia barteri

Cross-Links

Top
PubChem 162986658
LOTUS LTS0061532
wikiData Q105380475