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[(1R,2S,3S,5R,7R,8S,9R,11R,12S,14R,16S,17R,18S)-16,17,18-triacetyloxy-13-benzoyloxy-7-formyl-7,10-dimethyl-15-methylidene-10-azahexacyclo[7.7.1.12,14.01,12.03,8.03,11]octadecan-5-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

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Internal ID ff03c447-ff88-4265-bf64-c054c996c137
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Villanovane, atisane, trachylobane or helvifulvane diterpenoids > Atisane diterpenoids
IUPAC Name [(1R,2S,3S,5R,7R,8S,9R,11R,12S,14R,16S,17R,18S)-16,17,18-triacetyloxy-13-benzoyloxy-7-formyl-7,10-dimethyl-15-methylidene-10-azahexacyclo[7.7.1.12,14.01,12.03,8.03,11]octadecan-5-yl] benzoate
SMILES (Canonical) CC(=O)OC1C2C(C3C4C56C1C3(C(C(C5C(CC(C6)OC(=O)C7=CC=CC=C7)(C)C=O)N4C)OC(=O)C)C(C2=C)OC(=O)C)OC(=O)C8=CC=CC=C8
SMILES (Isomeric) CC(=O)O[C@@H]1[C@@H]2C([C@@H]3[C@@H]4[C@]56[C@H]1[C@]3([C@H]([C@@H]([C@@H]5[C@](C[C@@H](C6)OC(=O)C7=CC=CC=C7)(C)C=O)N4C)OC(=O)C)[C@H](C2=C)OC(=O)C)OC(=O)C8=CC=CC=C8
InChI InChI=1S/C41H43NO11/c1-20-27-30(53-38(48)25-15-11-8-12-16-25)28-34-40-18-26(52-37(47)24-13-9-7-10-14-24)17-39(5,19-43)32(40)29(42(34)6)36(51-23(4)46)41(28,35(20)50-22(3)45)33(40)31(27)49-21(2)44/h7-16,19,26-36H,1,17-18H2,2-6H3/t26-,27-,28+,29+,30?,31+,32+,33-,34+,35-,36-,39-,40-,41-/m0/s1
InChI Key CXAMVBDGGDAZNR-UTNIQZFXSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C41H43NO11
Molecular Weight 725.80 g/mol
Exact Mass 725.28361119 g/mol
Topological Polar Surface Area (TPSA) 152.00 Ų
XlogP 4.00
Atomic LogP (AlogP) 3.96
H-Bond Acceptor 12
H-Bond Donor 0
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2S,3S,5R,7R,8S,9R,11R,12S,14R,16S,17R,18S)-16,17,18-triacetyloxy-13-benzoyloxy-7-formyl-7,10-dimethyl-15-methylidene-10-azahexacyclo[7.7.1.12,14.01,12.03,8.03,11]octadecan-5-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 + 0.9252 92.52%
Caco-2 - 0.8152 81.52%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.4819 48.19%
OATP2B1 inhibitior - 0.8565 85.65%
OATP1B1 inhibitior + 0.8707 87.07%
OATP1B3 inhibitior + 0.9173 91.73%
MATE1 inhibitior - 0.7000 70.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9924 99.24%
P-glycoprotein inhibitior + 0.8812 88.12%
P-glycoprotein substrate + 0.6364 63.64%
CYP3A4 substrate + 0.6901 69.01%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7375 73.75%
CYP3A4 inhibition - 0.5412 54.12%
CYP2C9 inhibition - 0.7942 79.42%
CYP2C19 inhibition - 0.6514 65.14%
CYP2D6 inhibition - 0.8825 88.25%
CYP1A2 inhibition - 0.7059 70.59%
CYP2C8 inhibition + 0.6232 62.32%
CYP inhibitory promiscuity - 0.6141 61.41%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.4357 43.57%
Eye corrosion - 0.9868 98.68%
Eye irritation - 0.9013 90.13%
Skin irritation - 0.7905 79.05%
Skin corrosion - 0.9341 93.41%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7730 77.30%
Micronuclear + 0.5500 55.00%
Hepatotoxicity - 0.5875 58.75%
skin sensitisation - 0.8469 84.69%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity + 0.6018 60.18%
Acute Oral Toxicity (c) III 0.5280 52.80%
Estrogen receptor binding + 0.7985 79.85%
Androgen receptor binding + 0.7111 71.11%
Thyroid receptor binding + 0.6395 63.95%
Glucocorticoid receptor binding + 0.7680 76.80%
Aromatase binding + 0.5953 59.53%
PPAR gamma + 0.7610 76.10%
Honey bee toxicity - 0.6964 69.64%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5445 54.45%
Fish aquatic toxicity + 0.9860 98.60%

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
CHEMBL240 Q12809 HERG 98.21% 89.76%
CHEMBL2581 P07339 Cathepsin D 97.91% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.54% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.18% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.14% 86.33%
CHEMBL340 P08684 Cytochrome P450 3A4 92.15% 91.19%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.78% 82.69%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 90.23% 94.08%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.72% 91.11%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 88.61% 94.62%
CHEMBL4208 P20618 Proteasome component C5 88.34% 90.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.38% 95.89%
CHEMBL5028 O14672 ADAM10 84.16% 97.50%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.11% 95.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.87% 91.07%
CHEMBL245 P20309 Muscarinic acetylcholine receptor M3 82.76% 97.53%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.01% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.22% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 80.29% 90.17%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.04% 100.00%

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.
Aconitum tanguticum

Cross-Links

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PubChem 101733186
LOTUS LTS0245558
wikiData Q104971718