PlantaeDB Logo
Login Sign-up

[(1R,2S,3S,4R,5R,6S,7S,8S,9R,10R,13S,17R,18R)-8-acetyloxy-2,5,7-trihydroxy-6,18-dimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-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

Top
Internal ID 84e76fa2-170b-414e-bb0b-b5153ddfd6d8
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
IUPAC Name [(1R,2S,3S,4R,5R,6S,7S,8S,9R,10R,13S,17R,18R)-8-acetyloxy-2,5,7-trihydroxy-6,18-dimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl] benzoate
SMILES (Canonical) CC(=O)OC12C3C(C4C5(CCCC4(C3NC5)C6(C1C(C(C6)(C(C2O)OC)O)OC(=O)C7=CC=CC=C7)O)COC)OC
SMILES (Isomeric) CC(=O)O[C@@]12[C@H]3[C@@H]([C@@H]4[C@]5(CCC[C@@]4([C@@H]3NC5)[C@]6([C@@H]1[C@H]([C@](C6)([C@H]([C@@H]2O)OC)O)OC(=O)C7=CC=CC=C7)O)COC)OC
InChI InChI=1S/C31H41NO10/c1-16(33)42-31-18-19(39-3)20-27(15-38-2)11-8-12-28(20,22(18)32-14-27)30(37)13-29(36,25(40-4)23(31)34)24(21(30)31)41-26(35)17-9-6-5-7-10-17/h5-7,9-10,18-25,32,34,36-37H,8,11-15H2,1-4H3/t18-,19-,20+,21-,22+,23-,24+,25-,27-,28+,29+,30-,31-/m0/s1
InChI Key ORHDQVNYZXBIHU-DKZHOWHKSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C31H41NO10
Molecular Weight 587.70 g/mol
Exact Mass 587.27304650 g/mol
Topological Polar Surface Area (TPSA) 153.00 Ų
XlogP 0.00
Atomic LogP (AlogP) 0.44
H-Bond Acceptor 11
H-Bond Donor 4
Rotatable Bonds 7

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(1R,2S,3S,4R,5R,6S,7S,8S,9R,10R,13S,17R,18R)-8-acetyloxy-2,5,7-trihydroxy-6,18-dimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl] benzoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6523 65.23%
Caco-2 - 0.8327 83.27%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.5165 51.65%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8602 86.02%
OATP1B3 inhibitior + 0.9360 93.60%
MATE1 inhibitior - 0.9020 90.20%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.6587 65.87%
P-glycoprotein inhibitior + 0.6384 63.84%
P-glycoprotein substrate + 0.7144 71.44%
CYP3A4 substrate + 0.7041 70.41%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7836 78.36%
CYP3A4 inhibition - 0.7292 72.92%
CYP2C9 inhibition - 0.8436 84.36%
CYP2C19 inhibition - 0.7983 79.83%
CYP2D6 inhibition - 0.9180 91.80%
CYP1A2 inhibition - 0.8526 85.26%
CYP2C8 inhibition + 0.7642 76.42%
CYP inhibitory promiscuity - 0.9271 92.71%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6372 63.72%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9203 92.03%
Skin irritation - 0.7435 74.35%
Skin corrosion - 0.9392 93.92%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7351 73.51%
Micronuclear + 0.5400 54.00%
Hepatotoxicity + 0.5954 59.54%
skin sensitisation - 0.8870 88.70%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.9165 91.65%
Acute Oral Toxicity (c) III 0.4840 48.40%
Estrogen receptor binding + 0.8177 81.77%
Androgen receptor binding + 0.7298 72.98%
Thyroid receptor binding + 0.5305 53.05%
Glucocorticoid receptor binding - 0.5964 59.64%
Aromatase binding + 0.7493 74.93%
PPAR gamma + 0.7014 70.14%
Honey bee toxicity - 0.7917 79.17%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6455 64.55%
Fish aquatic toxicity - 0.5734 57.34%

Targets

Top

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.46% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.12% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.82% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 96.41% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.76% 96.09%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 90.87% 94.08%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.43% 97.09%
CHEMBL2996 Q05655 Protein kinase C delta 89.69% 97.79%
CHEMBL5028 O14672 ADAM10 89.53% 97.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.57% 99.23%
CHEMBL2535 P11166 Glucose transporter 87.53% 98.75%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 86.95% 95.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.79% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.89% 95.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.51% 96.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.71% 97.25%
CHEMBL4208 P20618 Proteasome component C5 82.80% 90.00%
CHEMBL340 P08684 Cytochrome P450 3A4 81.50% 91.19%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.39% 85.14%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.52% 96.95%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.48% 92.62%

Plants that contains it

Top
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 polyschistum

Cross-Links

Top
PubChem 101426110
LOTUS LTS0044705
wikiData Q105197575