4-[2-[[(1S,2R,3R,4S,5R,6S,8R,9S,10S,13S,16S,17R,18S)-11-ethyl-8,9-dihydroxy-4,6,16,18-tetramethoxy-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-13-yl]methoxycarbonyl]anilino]-4-oxobutanoic acid

Details

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Internal ID a50fe81d-2790-4f4b-9ce7-d3bdad0c605e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
IUPAC Name 4-[2-[[(1S,2R,3R,4S,5R,6S,8R,9S,10S,13S,16S,17R,18S)-11-ethyl-8,9-dihydroxy-4,6,16,18-tetramethoxy-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-13-yl]methoxycarbonyl]anilino]-4-oxobutanoic acid
SMILES (Canonical) CCN1CC2(CCC(C34C2C(C(C31)(C5(CC(C6CC4C5C6OC)OC)O)O)OC)OC)COC(=O)C7=CC=CC=C7NC(=O)CCC(=O)O
SMILES (Isomeric) CCN1C[C@@]2(CC[C@@H]([C@@]34[C@@H]2[C@@H]([C@@]([C@H]31)([C@]5(C[C@@H]([C@H]6C[C@@H]4[C@@H]5[C@H]6OC)OC)O)O)OC)OC)COC(=O)C7=CC=CC=C7NC(=O)CCC(=O)O
InChI InChI=1S/C36H50N2O11/c1-6-38-17-33(18-49-31(42)19-9-7-8-10-22(19)37-25(39)11-12-26(40)41)14-13-24(46-3)35-21-15-20-23(45-2)16-34(43,27(21)28(20)47-4)36(44,32(35)38)30(48-5)29(33)35/h7-10,20-21,23-24,27-30,32,43-44H,6,11-18H2,1-5H3,(H,37,39)(H,40,41)/t20-,21-,23+,24+,27-,28+,29-,30+,32+,33+,34-,35+,36-/m1/s1
InChI Key CBLCGZHNLSSEEU-JEUORDJTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H50N2O11
Molecular Weight 686.80 g/mol
Exact Mass 686.34146042 g/mol
Topological Polar Surface Area (TPSA) 173.00 Ų
XlogP -1.50
Atomic LogP (AlogP) 1.94
H-Bond Acceptor 11
H-Bond Donor 4
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5111 51.11%
Caco-2 - 0.8546 85.46%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.5583 55.83%
OATP2B1 inhibitior + 0.5729 57.29%
OATP1B1 inhibitior + 0.8488 84.88%
OATP1B3 inhibitior + 0.9340 93.40%
MATE1 inhibitior - 0.8646 86.46%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.9743 97.43%
P-glycoprotein inhibitior + 0.7509 75.09%
P-glycoprotein substrate + 0.7375 73.75%
CYP3A4 substrate + 0.7314 73.14%
CYP2C9 substrate + 0.5958 59.58%
CYP2D6 substrate - 0.8220 82.20%
CYP3A4 inhibition - 0.7798 77.98%
CYP2C9 inhibition - 0.8754 87.54%
CYP2C19 inhibition - 0.9025 90.25%
CYP2D6 inhibition - 0.8575 85.75%
CYP1A2 inhibition - 0.9029 90.29%
CYP2C8 inhibition + 0.8530 85.30%
CYP inhibitory promiscuity - 0.9401 94.01%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6543 65.43%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9234 92.34%
Skin irritation - 0.7829 78.29%
Skin corrosion - 0.9403 94.03%
Ames mutagenesis - 0.7118 71.18%
Human Ether-a-go-go-Related Gene inhibition - 0.3755 37.55%
Micronuclear + 0.8100 81.00%
Hepatotoxicity - 0.6796 67.96%
skin sensitisation - 0.8840 88.40%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.7967 79.67%
Acute Oral Toxicity (c) III 0.6025 60.25%
Estrogen receptor binding + 0.8366 83.66%
Androgen receptor binding + 0.7631 76.31%
Thyroid receptor binding + 0.5493 54.93%
Glucocorticoid receptor binding + 0.7126 71.26%
Aromatase binding + 0.7429 74.29%
PPAR gamma + 0.7100 71.00%
Honey bee toxicity - 0.7398 73.98%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.8513 85.13%

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 99.32% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 98.64% 90.17%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 94.23% 92.67%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.36% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.90% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.74% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.50% 86.33%
CHEMBL340 P08684 Cytochrome P450 3A4 90.91% 91.19%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.68% 97.14%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.00% 82.69%
CHEMBL2581 P07339 Cathepsin D 88.81% 98.95%
CHEMBL220 P22303 Acetylcholinesterase 86.72% 94.45%
CHEMBL230 P35354 Cyclooxygenase-2 85.76% 89.63%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 85.56% 91.11%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.54% 93.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 85.06% 93.03%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.52% 95.56%
CHEMBL5028 O14672 ADAM10 82.22% 97.50%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 81.72% 89.62%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.33% 99.17%

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.
Aconitum barbatum
Aconitum septentrionale

Cross-Links

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PubChem 101611194
LOTUS LTS0090181
wikiData Q104399240