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[(1S,2R,3R,5R,7S,10S,11R,14R,15S)-15-[(2S,3S,5R)-5-[(1S)-1,2-dihydroxy-2-methylpropyl]-2-methoxyoxolan-3-yl]-3-hydroxy-2,6,6,10-tetramethyl-7-pentacyclo[12.3.1.01,14.02,11.05,10]octadecanyl] 2-(methylamino)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 0f78d21b-c4da-485a-bf09-ef3d496283f1
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1S,2R,3R,5R,7S,10S,11R,14R,15S)-15-[(2S,3S,5R)-5-[(1S)-1,2-dihydroxy-2-methylpropyl]-2-methoxyoxolan-3-yl]-3-hydroxy-2,6,6,10-tetramethyl-7-pentacyclo[12.3.1.01,14.02,11.05,10]octadecanyl] 2-(methylamino)benzoate
SMILES (Canonical) CC1(C(CCC2(C1CC(C3(C2CCC45C3(C4)CCC5C6CC(OC6OC)C(C(C)(C)O)O)C)O)C)OC(=O)C7=CC=CC=C7NC)C
SMILES (Isomeric) C[C@]12CC[C@@H](C([C@@H]1C[C@H]([C@@]3([C@@H]2CC[C@@]45[C@@]3(C4)CC[C@H]5[C@@H]6C[C@@H](O[C@@H]6OC)[C@@H](C(C)(C)O)O)C)O)(C)C)OC(=O)C7=CC=CC=C7NC
InChI InChI=1S/C39H59NO7/c1-34(2)28-20-29(41)37(6)27(36(28,5)16-15-30(34)47-32(43)22-11-9-10-12-25(22)40-7)14-17-38-21-39(37,38)18-13-24(38)23-19-26(46-33(23)45-8)31(42)35(3,4)44/h9-12,23-24,26-31,33,40-42,44H,13-21H2,1-8H3/t23-,24-,26+,27+,28-,29+,30-,31-,33-,36+,37-,38+,39+/m0/s1
InChI Key YERUMUXLLQMXCB-BCIUBUCBSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C39H59NO7
Molecular Weight 653.90 g/mol
Exact Mass 653.42915322 g/mol
Topological Polar Surface Area (TPSA) 118.00 Ų
XlogP 7.50
Atomic LogP (AlogP) 6.17
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2R,3R,5R,7S,10S,11R,14R,15S)-15-[(2S,3S,5R)-5-[(1S)-1,2-dihydroxy-2-methylpropyl]-2-methoxyoxolan-3-yl]-3-hydroxy-2,6,6,10-tetramethyl-7-pentacyclo[12.3.1.01,14.02,11.05,10]octadecanyl] 2-(methylamino)benzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9507 95.07%
Caco-2 - 0.8397 83.97%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.5441 54.41%
OATP2B1 inhibitior - 0.5743 57.43%
OATP1B1 inhibitior + 0.8261 82.61%
OATP1B3 inhibitior + 0.9054 90.54%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8821 88.21%
BSEP inhibitior + 0.8100 81.00%
P-glycoprotein inhibitior + 0.7473 74.73%
P-glycoprotein substrate + 0.6300 63.00%
CYP3A4 substrate + 0.7455 74.55%
CYP2C9 substrate - 0.8081 80.81%
CYP2D6 substrate - 0.8394 83.94%
CYP3A4 inhibition + 0.6503 65.03%
CYP2C9 inhibition - 0.6752 67.52%
CYP2C19 inhibition - 0.6323 63.23%
CYP2D6 inhibition - 0.8982 89.82%
CYP1A2 inhibition - 0.6449 64.49%
CYP2C8 inhibition + 0.8044 80.44%
CYP inhibitory promiscuity - 0.7349 73.49%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5431 54.31%
Eye corrosion - 0.9886 98.86%
Eye irritation - 0.9208 92.08%
Skin irritation - 0.7506 75.06%
Skin corrosion - 0.9265 92.65%
Ames mutagenesis - 0.7700 77.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7371 73.71%
Micronuclear + 0.6100 61.00%
Hepatotoxicity - 0.5995 59.95%
skin sensitisation - 0.8545 85.45%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.7462 74.62%
Acute Oral Toxicity (c) III 0.4559 45.59%
Estrogen receptor binding + 0.7317 73.17%
Androgen receptor binding + 0.7716 77.16%
Thyroid receptor binding + 0.5278 52.78%
Glucocorticoid receptor binding + 0.7586 75.86%
Aromatase binding + 0.7150 71.50%
PPAR gamma + 0.7090 70.90%
Honey bee toxicity - 0.6350 63.50%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9880 98.80%

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 98.48% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.30% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.92% 97.25%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 94.40% 97.14%
CHEMBL2581 P07339 Cathepsin D 92.42% 98.95%
CHEMBL5028 O14672 ADAM10 90.80% 97.50%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.46% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.45% 97.09%
CHEMBL1914 P06276 Butyrylcholinesterase 89.36% 95.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.59% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.99% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.46% 95.56%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.13% 91.07%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 85.84% 94.08%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.72% 95.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.67% 100.00%
CHEMBL2535 P11166 Glucose transporter 84.30% 98.75%
CHEMBL3401 O75469 Pregnane X receptor 84.29% 94.73%
CHEMBL2996 Q05655 Protein kinase C delta 83.91% 97.79%
CHEMBL204 P00734 Thrombin 83.77% 96.01%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 83.56% 83.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.79% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 81.70% 91.19%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 81.65% 98.75%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.39% 92.62%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.32% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.15% 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.
Raulinoa echinata

Cross-Links

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PubChem 21668676
LOTUS LTS0052476
wikiData Q105347375