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dimethyl (2R,6S,13R,22R,23R,24R,35S,38S,39R)-13,24-diethyl-23,32-dihydroxy-30,31-dimethoxy-21-oxa-1,9,17,28-tetrazaundecacyclo[22.13.1.16,9.02,22.03,20.05,18.06,16.027,35.029,34.035,38.013,39]nonatriaconta-3,5(18),11,15,19,26,29,31,33-nonaene-15,26-dicarboxylate

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 0ba3963f-6bce-4e2b-9046-75d39d7360c9
Taxonomy Alkaloids and derivatives > Aspidospermatan-type alkaloids
IUPAC Name dimethyl (2R,6S,13R,22R,23R,24R,35S,38S,39R)-13,24-diethyl-23,32-dihydroxy-30,31-dimethoxy-21-oxa-1,9,17,28-tetrazaundecacyclo[22.13.1.16,9.02,22.03,20.05,18.06,16.027,35.029,34.035,38.013,39]nonatriaconta-3,5(18),11,15,19,26,29,31,33-nonaene-15,26-dicarboxylate
SMILES (Canonical) CCC12CC(=C3C4(C1N(CC4)CC=C2)C5=C(N3)C=C6C(=C5)C7C(O6)C(C8(CC(=C9C1(C8N7CC1)C1=CC(=C(C(=C1N9)OC)OC)O)C(=O)OC)CC)O)C(=O)OC
SMILES (Isomeric) CC[C@]12CC(=C3[C@]4([C@@H]1N(CC4)CC=C2)C5=C(N3)C=C6C(=C5)[C@@H]7[C@@H](O6)[C@@H]([C@@]8(CC(=C9[C@]1([C@@H]8N7CC1)C1=CC(=C(C(=C1N9)OC)OC)O)C(=O)OC)CC)O)C(=O)OC
InChI InChI=1S/C44H50N4O9/c1-7-41-10-9-13-47-14-11-43(39(41)47)24-16-21-28(18-26(24)45-34(43)22(19-41)37(51)55-5)57-33-30(21)48-15-12-44-25-17-27(49)31(53-3)32(54-4)29(25)46-35(44)23(38(52)56-6)20-42(8-2,36(33)50)40(44)48/h9-10,16-18,30,33,36,39-40,45-46,49-50H,7-8,11-15,19-20H2,1-6H3/t30-,33-,36+,39-,40-,41+,42+,43-,44-/m1/s1
InChI Key XVLKCTCGGIJHCK-FHWAOMOESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C44H50N4O9
Molecular Weight 778.90 g/mol
Exact Mass 778.35777919 g/mol
Topological Polar Surface Area (TPSA) 151.00 Ų
XlogP 4.50
Atomic LogP (AlogP) 4.79
H-Bond Acceptor 13
H-Bond Donor 4
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of dimethyl (2R,6S,13R,22R,23R,24R,35S,38S,39R)-13,24-diethyl-23,32-dihydroxy-30,31-dimethoxy-21-oxa-1,9,17,28-tetrazaundecacyclo[22.13.1.16,9.02,22.03,20.05,18.06,16.027,35.029,34.035,38.013,39]nonatriaconta-3,5(18),11,15,19,26,29,31,33-nonaene-15,26-dicarboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8388 83.88%
Caco-2 - 0.8168 81.68%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7513 75.13%
OATP2B1 inhibitior + 0.5527 55.27%
OATP1B1 inhibitior + 0.8355 83.55%
OATP1B3 inhibitior + 0.9095 90.95%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9904 99.04%
P-glycoprotein inhibitior + 0.7986 79.86%
P-glycoprotein substrate + 0.7887 78.87%
CYP3A4 substrate + 0.7345 73.45%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8105 81.05%
CYP3A4 inhibition - 0.8012 80.12%
CYP2C9 inhibition - 0.8133 81.33%
CYP2C19 inhibition - 0.8807 88.07%
CYP2D6 inhibition - 0.7973 79.73%
CYP1A2 inhibition - 0.8410 84.10%
CYP2C8 inhibition + 0.7368 73.68%
CYP inhibitory promiscuity - 0.7626 76.26%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4452 44.52%
Eye corrosion - 0.9866 98.66%
Eye irritation - 0.9189 91.89%
Skin irritation - 0.7594 75.94%
Skin corrosion - 0.9332 93.32%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3668 36.68%
Micronuclear + 0.7500 75.00%
Hepatotoxicity + 0.6750 67.50%
skin sensitisation - 0.8506 85.06%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.8033 80.33%
Acute Oral Toxicity (c) III 0.6030 60.30%
Estrogen receptor binding + 0.8320 83.20%
Androgen receptor binding + 0.7569 75.69%
Thyroid receptor binding + 0.6389 63.89%
Glucocorticoid receptor binding + 0.8016 80.16%
Aromatase binding + 0.7025 70.25%
PPAR gamma + 0.7669 76.69%
Honey bee toxicity - 0.7338 73.38%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9910 99.10%

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 99.28% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.02% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.17% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.13% 94.45%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 93.17% 90.71%
CHEMBL4208 P20618 Proteasome component C5 93.14% 90.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 90.93% 91.07%
CHEMBL2581 P07339 Cathepsin D 89.01% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.83% 86.33%
CHEMBL3922 P50579 Methionine aminopeptidase 2 88.76% 97.28%
CHEMBL204 P00734 Thrombin 88.13% 96.01%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 88.08% 91.79%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.19% 89.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.43% 92.62%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.21% 94.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 85.17% 96.38%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.98% 99.23%
CHEMBL4040 P28482 MAP kinase ERK2 84.61% 83.82%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 83.42% 93.03%
CHEMBL2413 P32246 C-C chemokine receptor type 1 83.21% 89.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.09% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.97% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.83% 95.89%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.17% 94.33%
CHEMBL340 P08684 Cytochrome P450 3A4 81.44% 91.19%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.21% 100.00%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 80.84% 94.42%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.32% 100.00%

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.
Tabernaemontana bovina

Cross-Links

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PubChem 162818904
LOTUS LTS0186538
wikiData Q105342953