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[(5S,6S,8R,13R,14R)-8-acetyloxy-11-ethyl-5,14-dihydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl] 3,4-dimethoxybenzoate

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 0bacba64-4ab0-4ab8-a617-0f0e9004a67e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
IUPAC Name [(5S,6S,8R,13R,14R)-8-acetyloxy-11-ethyl-5,14-dihydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl] 3,4-dimethoxybenzoate
SMILES (Canonical) CCN1CC2(C(CC(C34C2C(C(C31)C5(CC(C6(CC4C5C6OC(=O)C7=CC(=C(C=C7)OC)OC)O)OC)OC(=O)C)OC)OC)O)COC
SMILES (Isomeric) CCN1C[C@@]2([C@@H](CC(C34C2C(C(C31)[C@]5(C[C@@H]([C@]6(CC4C5C6OC(=O)C7=CC(=C(C=C7)OC)OC)O)OC)OC(=O)C)OC)OC)O)COC
InChI InChI=1S/C36H51NO12/c1-9-37-16-33(17-42-3)23(39)13-24(45-6)36-20-14-34(41)25(46-7)15-35(49-18(2)38,27(30(36)37)28(47-8)29(33)36)26(20)31(34)48-32(40)19-10-11-21(43-4)22(12-19)44-5/h10-12,20,23-31,39,41H,9,13-17H2,1-8H3/t20?,23-,24?,25+,26?,27?,28?,29?,30?,31?,33+,34+,35-,36?/m1/s1
InChI Key YVPYMQHYESYLIR-XLRATKHQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H51NO12
Molecular Weight 689.80 g/mol
Exact Mass 689.34112606 g/mol
Topological Polar Surface Area (TPSA) 152.00 Ų
XlogP 1.20
Atomic LogP (AlogP) 1.69
H-Bond Acceptor 13
H-Bond Donor 2
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(5S,6S,8R,13R,14R)-8-acetyloxy-11-ethyl-5,14-dihydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl] 3,4-dimethoxybenzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9292 92.92%
Caco-2 - 0.8149 81.49%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Lysosomes 0.4213 42.13%
OATP2B1 inhibitior - 0.8584 85.84%
OATP1B1 inhibitior + 0.9124 91.24%
OATP1B3 inhibitior + 0.9364 93.64%
MATE1 inhibitior - 0.9620 96.20%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9392 93.92%
P-glycoprotein inhibitior + 0.7863 78.63%
P-glycoprotein substrate + 0.7954 79.54%
CYP3A4 substrate + 0.7144 71.44%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7152 71.52%
CYP3A4 inhibition - 0.7723 77.23%
CYP2C9 inhibition - 0.8815 88.15%
CYP2C19 inhibition - 0.8696 86.96%
CYP2D6 inhibition - 0.8816 88.16%
CYP1A2 inhibition - 0.8631 86.31%
CYP2C8 inhibition + 0.7943 79.43%
CYP inhibitory promiscuity - 0.9360 93.60%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5651 56.51%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.9147 91.47%
Skin irritation - 0.8023 80.23%
Skin corrosion - 0.9471 94.71%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7197 71.97%
Micronuclear + 0.5400 54.00%
Hepatotoxicity + 0.7054 70.54%
skin sensitisation - 0.8690 86.90%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.8291 82.91%
Acute Oral Toxicity (c) I 0.4667 46.67%
Estrogen receptor binding + 0.7605 76.05%
Androgen receptor binding + 0.7228 72.28%
Thyroid receptor binding + 0.5210 52.10%
Glucocorticoid receptor binding + 0.6074 60.74%
Aromatase binding + 0.7083 70.83%
PPAR gamma + 0.7504 75.04%
Honey bee toxicity - 0.7722 77.22%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5228 52.28%
Fish aquatic toxicity + 0.9279 92.79%

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 99.60% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.44% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.67% 86.33%
CHEMBL241 Q14432 Phosphodiesterase 3A 94.14% 92.94%
CHEMBL4208 P20618 Proteasome component C5 94.03% 90.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 91.51% 96.00%
CHEMBL2581 P07339 Cathepsin D 91.42% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 90.40% 90.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.51% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.22% 94.00%
CHEMBL340 P08684 Cytochrome P450 3A4 87.96% 91.19%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 87.88% 96.90%
CHEMBL3922 P50579 Methionine aminopeptidase 2 87.14% 97.28%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 86.58% 97.21%
CHEMBL2535 P11166 Glucose transporter 85.73% 98.75%
CHEMBL4040 P28482 MAP kinase ERK2 85.56% 83.82%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.64% 99.17%
CHEMBL2413 P32246 C-C chemokine receptor type 1 81.53% 89.50%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 81.39% 90.24%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 81.36% 81.11%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.30% 92.62%

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.
Catharanthus roseus

Cross-Links

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PubChem 24883980
NPASS NPC270695