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methyl (1'S,3'S,12R,18S,21'R,22R,24'R,26'R)-18'-methoxyspiro[15-oxa-8,19-diazahexacyclo[10.9.1.01,9.02,7.012,16.019,22]docosa-2,4,6,9-tetraene-18,22'-6,25-dioxa-10,20-diazaoctacyclo[11.10.1.11,21.13,10.03,7.014,19.020,24.013,26]hexacosa-14(19),15,17-triene]-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

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Internal ID 7b276d16-4bf6-4454-a99c-9f57a2b49f89
Taxonomy Alkaloids and derivatives > Aspidospermatan-type alkaloids
IUPAC Name methyl (1'S,3'S,12R,18S,21'R,22R,24'R,26'R)-18'-methoxyspiro[15-oxa-8,19-diazahexacyclo[10.9.1.01,9.02,7.012,16.019,22]docosa-2,4,6,9-tetraene-18,22'-6,25-dioxa-10,20-diazaoctacyclo[11.10.1.11,21.13,10.03,7.014,19.020,24.013,26]hexacosa-14(19),15,17-triene]-10-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C43H48N4O6/c1-49-28-9-5-7-26-31(28)47-36-41(22-39-14-19-51-29(39)10-15-45-16-11-43(26,36)34(39)45)23-40(37(47)53-41)21-30-38(13-18-52-30)20-24(33(48)50-2)32-42(12-17-46(40)35(38)42)25-6-3-4-8-27(25)44-32/h3-9,29-30,34-37,44H,10-23H2,1-2H3/t29?,30?,34-,35-,36-,37+,38+,39+,40-,41-,42?,43?/m0/s1
InChI Key MOSOQUZHQBRJPD-QCFQZQTQSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C43H48N4O6
Molecular Weight 716.90 g/mol
Exact Mass 716.35738526 g/mol
Topological Polar Surface Area (TPSA) 85.00 Ų
XlogP 4.30
Atomic LogP (AlogP) 4.46
H-Bond Acceptor 10
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1'S,3'S,12R,18S,21'R,22R,24'R,26'R)-18'-methoxyspiro[15-oxa-8,19-diazahexacyclo[10.9.1.01,9.02,7.012,16.019,22]docosa-2,4,6,9-tetraene-18,22'-6,25-dioxa-10,20-diazaoctacyclo[11.10.1.11,21.13,10.03,7.014,19.020,24.013,26]hexacosa-14(19),15,17-triene]-10-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9522 95.22%
Caco-2 - 0.7804 78.04%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Mitochondria 0.6211 62.11%
OATP2B1 inhibitior - 0.5812 58.12%
OATP1B1 inhibitior + 0.8589 85.89%
OATP1B3 inhibitior + 0.9308 93.08%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.9973 99.73%
P-glycoprotein inhibitior + 0.8494 84.94%
P-glycoprotein substrate + 0.8281 82.81%
CYP3A4 substrate + 0.7530 75.30%
CYP2C9 substrate - 0.7970 79.70%
CYP2D6 substrate - 0.7934 79.34%
CYP3A4 inhibition - 0.6780 67.80%
CYP2C9 inhibition - 0.7517 75.17%
CYP2C19 inhibition - 0.7516 75.16%
CYP2D6 inhibition - 0.7836 78.36%
CYP1A2 inhibition - 0.5958 59.58%
CYP2C8 inhibition + 0.7930 79.30%
CYP inhibitory promiscuity - 0.5758 57.58%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5513 55.13%
Eye corrosion - 0.9858 98.58%
Eye irritation - 0.9287 92.87%
Skin irritation - 0.7730 77.30%
Skin corrosion - 0.9307 93.07%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7884 78.84%
Micronuclear + 0.7200 72.00%
Hepatotoxicity + 0.5835 58.35%
skin sensitisation - 0.8561 85.61%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity + 0.7413 74.13%
Acute Oral Toxicity (c) III 0.5753 57.53%
Estrogen receptor binding + 0.8344 83.44%
Androgen receptor binding + 0.7772 77.72%
Thyroid receptor binding + 0.5775 57.75%
Glucocorticoid receptor binding + 0.7564 75.64%
Aromatase binding + 0.6165 61.65%
PPAR gamma + 0.7547 75.47%
Honey bee toxicity - 0.7395 73.95%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9509 95.09%

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 98.98% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.07% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.09% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.38% 97.09%
CHEMBL204 P00734 Thrombin 92.72% 96.01%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.65% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 92.41% 97.14%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 88.95% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.93% 95.56%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 88.88% 93.03%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.62% 95.89%
CHEMBL230 P35354 Cyclooxygenase-2 87.13% 89.63%
CHEMBL2581 P07339 Cathepsin D 87.04% 98.95%
CHEMBL220 P22303 Acetylcholinesterase 86.71% 94.45%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.46% 99.23%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.75% 91.07%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.69% 94.00%
CHEMBL5028 O14672 ADAM10 84.64% 97.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.47% 94.45%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 84.26% 91.65%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 82.82% 96.21%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.14% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 81.98% 91.19%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.85% 90.71%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.09% 97.28%

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.
Callichilia barteri

Cross-Links

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PubChem 162817568
LOTUS LTS0090172
wikiData Q105169125