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Methyl 18,24'-dihydroxy-19'-methoxy-9'-oxospiro[15-oxa-8,19-diazahexacyclo[10.9.1.01,9.02,7.012,16.019,22]docosa-2,4,6,9-tetraene-17,15'-4,17-diazaheptacyclo[11.10.1.11,4.07,11.017,24.018,23.011,25]pentacosa-18(23),19,21-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 fd75947d-4be3-45dc-9fdd-f189751d9a5a
Taxonomy Alkaloids and derivatives > Aspidospermatan-type alkaloids
IUPAC Name methyl 18,24'-dihydroxy-19'-methoxy-9'-oxospiro[15-oxa-8,19-diazahexacyclo[10.9.1.01,9.02,7.012,16.019,22]docosa-2,4,6,9-tetraene-17,15'-4,17-diazaheptacyclo[11.10.1.11,4.07,11.017,24.018,23.011,25]pentacosa-18(23),19,21-triene]-10-carboxylate
SMILES (Canonical) COC1=CC=CC2=C1N3CC4(CC5C3(C26CCN7C6C8(C5)CC(=O)CC8CC7)O)C9C1(CCO9)CC(=C2C3(C1N(C4O)CC3)C1=CC=CC=C1N2)C(=O)OC
SMILES (Isomeric) COC1=CC=CC2=C1N3CC4(CC5C3(C26CCN7C6C8(C5)CC(=O)CC8CC7)O)C9C1(CCO9)CC(=C2C3(C1N(C4O)CC3)C1=CC=CC=C1N2)C(=O)OC
InChI InChI=1S/C44H50N4O7/c1-53-31-9-5-7-29-32(31)48-23-41(20-25-19-40-21-26(49)18-24(40)10-14-46-15-12-43(29,36(40)46)44(25,48)52)37-39(13-17-55-37)22-27(34(50)54-2)33-42(11-16-47(35(39)42)38(41)51)28-6-3-4-8-30(28)45-33/h3-9,24-25,35-38,45,51-52H,10-23H2,1-2H3
InChI Key SCPIROZFVJWUFE-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C44H50N4O7
Molecular Weight 746.90 g/mol
Exact Mass 746.36794995 g/mol
Topological Polar Surface Area (TPSA) 124.00 Ų
XlogP 3.20
Atomic LogP (AlogP) 3.67
H-Bond Acceptor 11
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of Methyl 18,24'-dihydroxy-19'-methoxy-9'-oxospiro[15-oxa-8,19-diazahexacyclo[10.9.1.01,9.02,7.012,16.019,22]docosa-2,4,6,9-tetraene-17,15'-4,17-diazaheptacyclo[11.10.1.11,4.07,11.017,24.018,23.011,25]pentacosa-18(23),19,21-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 + 0.8743 87.43%
Caco-2 - 0.8121 81.21%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.8264 82.64%
OATP2B1 inhibitior - 0.7209 72.09%
OATP1B1 inhibitior + 0.8488 84.88%
OATP1B3 inhibitior + 0.9290 92.90%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9972 99.72%
P-glycoprotein inhibitior + 0.8021 80.21%
P-glycoprotein substrate + 0.8074 80.74%
CYP3A4 substrate + 0.7562 75.62%
CYP2C9 substrate - 0.7952 79.52%
CYP2D6 substrate - 0.8047 80.47%
CYP3A4 inhibition - 0.8133 81.33%
CYP2C9 inhibition - 0.8092 80.92%
CYP2C19 inhibition - 0.8253 82.53%
CYP2D6 inhibition - 0.8762 87.62%
CYP1A2 inhibition - 0.8262 82.62%
CYP2C8 inhibition + 0.7949 79.49%
CYP inhibitory promiscuity - 0.8645 86.45%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.4585 45.85%
Eye corrosion - 0.9862 98.62%
Eye irritation - 0.9252 92.52%
Skin irritation - 0.7741 77.41%
Skin corrosion - 0.9318 93.18%
Ames mutagenesis - 0.5970 59.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6458 64.58%
Micronuclear + 0.8200 82.00%
Hepatotoxicity - 0.5073 50.73%
skin sensitisation - 0.8562 85.62%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity + 0.8567 85.67%
Acute Oral Toxicity (c) III 0.5747 57.47%
Estrogen receptor binding + 0.8536 85.36%
Androgen receptor binding + 0.7742 77.42%
Thyroid receptor binding + 0.6036 60.36%
Glucocorticoid receptor binding + 0.7597 75.97%
Aromatase binding + 0.6038 60.38%
PPAR gamma + 0.7500 75.00%
Honey bee toxicity - 0.7268 72.68%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9502 95.02%

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 98.82% 96.09%
CHEMBL4040 P28482 MAP kinase ERK2 98.12% 83.82%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.69% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.27% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.59% 86.33%
CHEMBL220 P22303 Acetylcholinesterase 94.95% 94.45%
CHEMBL2581 P07339 Cathepsin D 94.81% 98.95%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 94.73% 93.03%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.08% 95.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 92.48% 97.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.79% 99.23%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 90.02% 90.71%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.67% 97.09%
CHEMBL5028 O14672 ADAM10 86.75% 97.50%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 86.04% 96.39%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.38% 95.89%
CHEMBL1914 P06276 Butyrylcholinesterase 84.74% 95.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.26% 94.00%
CHEMBL204 P00734 Thrombin 84.18% 96.01%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 82.83% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 82.39% 91.19%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.78% 89.00%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 81.03% 95.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.59% 97.28%
CHEMBL221 P23219 Cyclooxygenase-1 80.21% 90.17%

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.
Tabernaemontana sphaerocarpa

Cross-Links

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PubChem 75225146
LOTUS LTS0062072
wikiData Q105250333