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[(1S,2R,3R,4S,5R,6S,8R,9S,10S,13S,16S,17R,18S)-8,9-dihydroxy-4,6,16,18-tetramethoxy-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-13-yl]methyl 2-[(3S)-3-methyl-2,5-dioxopyrrolidin-1-yl]benzoate

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 304971af-6bee-4746-9968-74cbb351f684
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
IUPAC Name [(1S,2R,3R,4S,5R,6S,8R,9S,10S,13S,16S,17R,18S)-8,9-dihydroxy-4,6,16,18-tetramethoxy-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-13-yl]methyl 2-[(3S)-3-methyl-2,5-dioxopyrrolidin-1-yl]benzoate
SMILES (Canonical) CC1CC(=O)N(C1=O)C2=CC=CC=C2C(=O)OCC34CCC(C56C3C(C(C5NC4)(C7(CC(C8CC6C7C8OC)OC)O)O)OC)OC
SMILES (Isomeric) C[C@H]1CC(=O)N(C1=O)C2=CC=CC=C2C(=O)OC[C@@]34CC[C@@H]([C@@]56[C@@H]3[C@@H]([C@@]([C@H]5NC4)([C@]7(C[C@@H]([C@H]8C[C@@H]6[C@@H]7[C@H]8OC)OC)O)O)OC)OC
InChI InChI=1S/C35H46N2O10/c1-17-12-24(38)37(29(17)39)21-9-7-6-8-18(21)30(40)47-16-32-11-10-23(44-3)34-20-13-19-22(43-2)14-33(41,25(20)26(19)45-4)35(42,31(34)36-15-32)28(46-5)27(32)34/h6-9,17,19-20,22-23,25-28,31,36,41-42H,10-16H2,1-5H3/t17-,19+,20+,22-,23-,25+,26-,27+,28-,31-,32-,33+,34-,35+/m0/s1
InChI Key MGXUHQQWZVYZOY-JVBPJWSTSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C35H46N2O10
Molecular Weight 654.70 g/mol
Exact Mass 654.31524567 g/mol
Topological Polar Surface Area (TPSA) 153.00 Ų
XlogP 0.20
Atomic LogP (AlogP) 1.30
H-Bond Acceptor 11
H-Bond Donor 3
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2R,3R,4S,5R,6S,8R,9S,10S,13S,16S,17R,18S)-8,9-dihydroxy-4,6,16,18-tetramethoxy-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-13-yl]methyl 2-[(3S)-3-methyl-2,5-dioxopyrrolidin-1-yl]benzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6256 62.56%
Caco-2 - 0.8295 82.95%
Blood Brain Barrier - 0.9000 90.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.4441 44.41%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8374 83.74%
OATP1B3 inhibitior + 0.9336 93.36%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9678 96.78%
P-glycoprotein inhibitior + 0.7595 75.95%
P-glycoprotein substrate + 0.7474 74.74%
CYP3A4 substrate + 0.7392 73.92%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8057 80.57%
CYP3A4 inhibition - 0.8074 80.74%
CYP2C9 inhibition - 0.7714 77.14%
CYP2C19 inhibition - 0.8552 85.52%
CYP2D6 inhibition - 0.9041 90.41%
CYP1A2 inhibition - 0.9277 92.77%
CYP2C8 inhibition + 0.7584 75.84%
CYP inhibitory promiscuity - 0.9014 90.14%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.6438 64.38%
Eye corrosion - 0.9875 98.75%
Eye irritation - 0.9279 92.79%
Skin irritation - 0.7762 77.62%
Skin corrosion - 0.9358 93.58%
Ames mutagenesis - 0.7240 72.40%
Human Ether-a-go-go-Related Gene inhibition + 0.6755 67.55%
Micronuclear + 0.8400 84.00%
Hepatotoxicity - 0.6717 67.17%
skin sensitisation - 0.8814 88.14%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.8352 83.52%
Acute Oral Toxicity (c) III 0.5698 56.98%
Estrogen receptor binding + 0.8138 81.38%
Androgen receptor binding + 0.7684 76.84%
Thyroid receptor binding + 0.5242 52.42%
Glucocorticoid receptor binding + 0.6599 65.99%
Aromatase binding + 0.7040 70.40%
PPAR gamma + 0.7422 74.22%
Honey bee toxicity - 0.7355 73.55%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.8715 87.15%

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 99.24% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.77% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.20% 97.09%
CHEMBL2581 P07339 Cathepsin D 94.47% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 94.36% 90.17%
CHEMBL299 P17252 Protein kinase C alpha 93.80% 98.03%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.69% 91.11%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 91.40% 82.69%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.10% 86.33%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 89.77% 92.67%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.64% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.50% 94.45%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 89.25% 93.03%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.28% 95.56%
CHEMBL2492 P36544 Neuronal acetylcholine receptor protein alpha-7 subunit 87.73% 88.42%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.11% 97.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.04% 99.23%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.04% 93.00%
CHEMBL1902 P62942 FK506-binding protein 1A 84.95% 97.05%
CHEMBL5028 O14672 ADAM10 83.51% 97.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.91% 91.07%
CHEMBL340 P08684 Cytochrome P450 3A4 81.65% 91.19%
CHEMBL1937 Q92769 Histone deacetylase 2 80.74% 94.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.33% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.03% 94.00%

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.
Aconitum cochleare

Cross-Links

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PubChem 101927052
LOTUS LTS0114240
wikiData Q105163636