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Methyl 5-(benzoyloxy)-9-hydroxy-9,11b-dimethyltetradecahydro-8,11a-methanocyclohepta[a]naphthalene-4-carboxylate

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 36431931-c86f-4bbd-8bdb-18738f4607a8
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aphidicolane and stemodane diterpenoids
IUPAC Name methyl (2S,6R,7R,8R,10R,12R,13R)-8-benzoyloxy-13-hydroxy-2,13-dimethyltetracyclo[10.3.1.01,10.02,7]hexadecane-6-carboxylate
SMILES (Canonical) CC1(CCC23CC1CC2CC(C4C3(CCCC4C(=O)OC)C)OC(=O)C5=CC=CC=C5)O
SMILES (Isomeric) C[C@]1(CCC23C[C@H]1C[C@@H]2C[C@H]([C@H]4[C@@]3(CCC[C@H]4C(=O)OC)C)OC(=O)C5=CC=CC=C5)O
InChI InChI=1S/C27H36O5/c1-25-11-7-10-20(24(29)31-3)22(25)21(32-23(28)17-8-5-4-6-9-17)15-18-14-19-16-27(18,25)13-12-26(19,2)30/h4-6,8-9,18-22,30H,7,10-16H2,1-3H3/t18-,19-,20-,21-,22+,25+,26-,27?/m1/s1
InChI Key IFYYILLQBMRJSK-AQGGARRLSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H36O5
Molecular Weight 440.60 g/mol
Exact Mass 440.25627424 g/mol
Topological Polar Surface Area (TPSA) 72.80 Ų
XlogP 5.10
Atomic LogP (AlogP) 4.77
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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Methyl (4R,4aR,5R,6aR,8R,9R,11bS)-5-(benzoyloxy)-9-hydroxy-9,11b-dimethyltetradecahydro-8,11a-methanocyclohepta[a]naphthalene-4-carboxylate
Methyl 5-(benzoyloxy)-9-hydroxy-9,11b-dimethyltetradecahydro-8,11a-methanocyclohepta[a]naphthalene-4-carboxylate

2D Structure

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2D Structure of Methyl 5-(benzoyloxy)-9-hydroxy-9,11b-dimethyltetradecahydro-8,11a-methanocyclohepta[a]naphthalene-4-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9937 99.37%
Caco-2 + 0.5450 54.50%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Mitochondria 0.7696 76.96%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8330 83.30%
OATP1B3 inhibitior + 0.8581 85.81%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9292 92.92%
P-glycoprotein inhibitior + 0.6706 67.06%
P-glycoprotein substrate + 0.5259 52.59%
CYP3A4 substrate + 0.7077 70.77%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8583 85.83%
CYP3A4 inhibition - 0.8142 81.42%
CYP2C9 inhibition - 0.7327 73.27%
CYP2C19 inhibition - 0.8807 88.07%
CYP2D6 inhibition - 0.9601 96.01%
CYP1A2 inhibition - 0.7836 78.36%
CYP2C8 inhibition + 0.7490 74.90%
CYP inhibitory promiscuity - 0.9886 98.86%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6901 69.01%
Eye corrosion - 0.9930 99.30%
Eye irritation - 0.9530 95.30%
Skin irritation - 0.6033 60.33%
Skin corrosion - 0.9518 95.18%
Ames mutagenesis - 0.5770 57.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8099 80.99%
Micronuclear - 0.8000 80.00%
Hepatotoxicity - 0.6553 65.53%
skin sensitisation - 0.9009 90.09%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.5587 55.87%
Acute Oral Toxicity (c) III 0.5174 51.74%
Estrogen receptor binding + 0.8970 89.70%
Androgen receptor binding + 0.6941 69.41%
Thyroid receptor binding + 0.6280 62.80%
Glucocorticoid receptor binding + 0.8209 82.09%
Aromatase binding + 0.7024 70.24%
PPAR gamma - 0.5697 56.97%
Honey bee toxicity - 0.8281 82.81%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5544 55.44%
Fish aquatic toxicity + 0.9858 98.58%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.67% 91.11%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 96.36% 94.08%
CHEMBL221 P23219 Cyclooxygenase-1 96.25% 90.17%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 94.99% 94.23%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.95% 96.09%
CHEMBL245 P20309 Muscarinic acetylcholine receptor M3 94.91% 97.53%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.16% 95.56%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 93.35% 92.67%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 93.33% 94.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.60% 86.33%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.68% 82.69%
CHEMBL340 P08684 Cytochrome P450 3A4 88.65% 91.19%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.44% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.89% 97.09%
CHEMBL2581 P07339 Cathepsin D 86.48% 98.95%
CHEMBL2535 P11166 Glucose transporter 86.07% 98.75%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 85.69% 94.97%
CHEMBL2996 Q05655 Protein kinase C delta 84.08% 97.79%
CHEMBL5028 O14672 ADAM10 83.13% 97.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.75% 97.14%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.56% 96.95%
CHEMBL240 Q12809 HERG 81.28% 89.76%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.40% 95.89%

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.
Scoparia dulcis

Cross-Links

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PubChem 3034050
LOTUS LTS0173362
wikiData Q82900787