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

Details

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Internal ID 1e1eb7ac-d53e-4c20-810d-a97585013a4a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
IUPAC Name [(6S,8R,13R)-8-acetyloxy-11-ethyl-14-hydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl] benzoate
SMILES (Canonical) CCN1CC2(C(CC(C34C2C(C(C31)C5(CC(C6CC4C5C6OC(=O)C7=CC=CC=C7)OC)OC(=O)C)OC)OC)O)COC
SMILES (Isomeric) CCN1C[C@@]2(C(CC(C34C2C(C(C31)[C@]5(C[C@@H](C6CC4C5C6OC(=O)C7=CC=CC=C7)OC)OC(=O)C)OC)OC)O)COC
InChI InChI=1S/C34H47NO9/c1-7-35-16-32(17-39-3)23(37)14-24(41-5)34-21-13-20-22(40-4)15-33(44-18(2)36,26(30(34)35)28(42-6)29(32)34)25(21)27(20)43-31(38)19-11-9-8-10-12-19/h8-12,20-30,37H,7,13-17H2,1-6H3/t20?,21?,22-,23?,24?,25?,26?,27?,28?,29?,30?,32-,33+,34?/m0/s1
InChI Key YYJZWLOTQILZLS-XEPVSIGGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H47NO9
Molecular Weight 613.70 g/mol
Exact Mass 613.32508208 g/mol
Topological Polar Surface Area (TPSA) 113.00 Ų
XlogP 2.30
Atomic LogP (AlogP) 2.56
H-Bond Acceptor 10
H-Bond Donor 1
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9363 93.63%
Caco-2 - 0.7590 75.90%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Lysosomes 0.5558 55.58%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8997 89.97%
OATP1B3 inhibitior + 0.9411 94.11%
MATE1 inhibitior - 0.9020 90.20%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9508 95.08%
P-glycoprotein inhibitior + 0.6810 68.10%
P-glycoprotein substrate + 0.6931 69.31%
CYP3A4 substrate + 0.7147 71.47%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7110 71.10%
CYP3A4 inhibition - 0.6858 68.58%
CYP2C9 inhibition - 0.9056 90.56%
CYP2C19 inhibition - 0.8802 88.02%
CYP2D6 inhibition - 0.8813 88.13%
CYP1A2 inhibition - 0.8763 87.63%
CYP2C8 inhibition + 0.7511 75.11%
CYP inhibitory promiscuity - 0.9410 94.10%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5768 57.68%
Eye corrosion - 0.9914 99.14%
Eye irritation - 0.9199 91.99%
Skin irritation - 0.7929 79.29%
Skin corrosion - 0.9445 94.45%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7558 75.58%
Micronuclear + 0.5200 52.00%
Hepatotoxicity + 0.6000 60.00%
skin sensitisation - 0.8789 87.89%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.7445 74.45%
Acute Oral Toxicity (c) I 0.4818 48.18%
Estrogen receptor binding + 0.8458 84.58%
Androgen receptor binding + 0.7159 71.59%
Thyroid receptor binding + 0.5782 57.82%
Glucocorticoid receptor binding - 0.6476 64.76%
Aromatase binding + 0.7078 70.78%
PPAR gamma + 0.7759 77.59%
Honey bee toxicity - 0.7348 73.48%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5545 55.45%
Fish aquatic toxicity + 0.8996 89.96%

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 99.49% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 97.80% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.39% 86.33%
CHEMBL2581 P07339 Cathepsin D 95.97% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.51% 85.14%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 94.20% 94.08%
CHEMBL4040 P28482 MAP kinase ERK2 91.50% 83.82%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 86.95% 94.62%
CHEMBL5028 O14672 ADAM10 86.47% 97.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.30% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 84.62% 91.19%
CHEMBL4208 P20618 Proteasome component C5 83.26% 90.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.82% 97.14%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.63% 93.03%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.62% 96.00%

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.
Stemona tuberosa

Cross-Links

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PubChem 5316668
NPASS NPC120981