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[(1S,2R,3R,4R,5S,6S,8S,9S,10R,13S,16S,17S)-11-ethyl-5,8,17-trihydroxy-6,16-dimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl] 4-methoxybenzoate

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 ff17727c-c934-4b77-902d-390db90c39a1
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
IUPAC Name [(1S,2R,3R,4R,5S,6S,8S,9S,10R,13S,16S,17S)-11-ethyl-5,8,17-trihydroxy-6,16-dimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl] 4-methoxybenzoate
SMILES (Canonical) CCN1CC2(CCC(C34C1C(CC23O)C5(CC(C6(CC4C5C6OC(=O)C7=CC=C(C=C7)OC)O)OC)O)OC)COC
SMILES (Isomeric) CCN1C[C@@]2(CC[C@@H]([C@]34[C@H]1[C@H](C[C@]23O)[C@]5(C[C@@H]([C@]6(C[C@@H]4[C@@H]5[C@H]6OC(=O)C7=CC=C(C=C7)OC)O)OC)O)OC)COC
InChI InChI=1S/C32H45NO9/c1-6-33-16-28(17-38-2)12-11-22(40-4)32-20-13-30(36)23(41-5)15-29(35,21(25(32)33)14-31(28,32)37)24(20)26(30)42-27(34)18-7-9-19(39-3)10-8-18/h7-10,20-26,35-37H,6,11-17H2,1-5H3/t20-,21+,22+,23+,24-,25-,26-,28+,29+,30+,31+,32-/m1/s1
InChI Key GKIYZDZSEWNEIQ-IKLCLHKNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H45NO9
Molecular Weight 587.70 g/mol
Exact Mass 587.30943201 g/mol
Topological Polar Surface Area (TPSA) 127.00 Ų
XlogP 1.00
Atomic LogP (AlogP) 1.63
H-Bond Acceptor 10
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,4R,5S,6S,8S,9S,10R,13S,16S,17S)-11-ethyl-5,8,17-trihydroxy-6,16-dimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl] 4-methoxybenzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8742 87.42%
Caco-2 - 0.7876 78.76%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.4479 44.79%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8870 88.70%
OATP1B3 inhibitior + 0.9331 93.31%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7099 70.99%
BSEP inhibitior + 0.9193 91.93%
P-glycoprotein inhibitior + 0.6744 67.44%
P-glycoprotein substrate + 0.6715 67.15%
CYP3A4 substrate + 0.7103 71.03%
CYP2C9 substrate - 0.8048 80.48%
CYP2D6 substrate - 0.6579 65.79%
CYP3A4 inhibition - 0.7036 70.36%
CYP2C9 inhibition - 0.8896 88.96%
CYP2C19 inhibition - 0.8752 87.52%
CYP2D6 inhibition - 0.8842 88.42%
CYP1A2 inhibition - 0.9178 91.78%
CYP2C8 inhibition + 0.7720 77.20%
CYP inhibitory promiscuity - 0.9088 90.88%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5858 58.58%
Eye corrosion - 0.9920 99.20%
Eye irritation - 0.9095 90.95%
Skin irritation - 0.7811 78.11%
Skin corrosion - 0.9479 94.79%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7394 73.94%
Micronuclear + 0.5600 56.00%
Hepatotoxicity - 0.5852 58.52%
skin sensitisation - 0.8795 87.95%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity - 0.8906 89.06%
Acute Oral Toxicity (c) I 0.3961 39.61%
Estrogen receptor binding + 0.8244 82.44%
Androgen receptor binding + 0.7535 75.35%
Thyroid receptor binding + 0.5610 56.10%
Glucocorticoid receptor binding + 0.5382 53.82%
Aromatase binding + 0.7468 74.68%
PPAR gamma + 0.7036 70.36%
Honey bee toxicity - 0.8555 85.55%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.8620 86.20%

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 99.25% 96.09%
CHEMBL4208 P20618 Proteasome component C5 95.77% 90.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.50% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.98% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.20% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 91.26% 90.17%
CHEMBL2581 P07339 Cathepsin D 90.67% 98.95%
CHEMBL2535 P11166 Glucose transporter 90.11% 98.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.82% 95.89%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.50% 85.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 89.13% 92.62%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.97% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.76% 95.56%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 83.79% 90.24%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.48% 92.94%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.21% 96.00%
CHEMBL2243 O00519 Anandamide amidohydrolase 81.62% 97.53%
CHEMBL3820 P35557 Hexokinase type IV 81.12% 91.96%
CHEMBL5028 O14672 ADAM10 80.75% 97.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.29% 91.07%

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 hemsleyanum

Cross-Links

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PubChem 101369248
LOTUS LTS0028999
wikiData Q104399332