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[(1R,2R,5S,6S,7S,8S,9S,10R,13S,14S)-2,8-dihydroxy-9,13-dimethyl-7-(2-methylpropanoyloxy)-5-propan-2-yl-6-tetracyclo[7.5.0.02,6.010,14]tetradecanyl]methyl 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 4ba16e72-ddb0-4d43-bbc9-3250eff74539
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Iridoids and derivatives
IUPAC Name [(1R,2R,5S,6S,7S,8S,9S,10R,13S,14S)-2,8-dihydroxy-9,13-dimethyl-7-(2-methylpropanoyloxy)-5-propan-2-yl-6-tetracyclo[7.5.0.02,6.010,14]tetradecanyl]methyl benzoate
SMILES (Canonical) CC1CCC2C1C3C2(C(C(C4(C3(CCC4C(C)C)O)COC(=O)C5=CC=CC=C5)OC(=O)C(C)C)O)C
SMILES (Isomeric) C[C@H]1CC[C@@H]2[C@H]1[C@@H]3[C@]2([C@@H]([C@H]([C@@]4([C@]3(CC[C@H]4C(C)C)O)COC(=O)C5=CC=CC=C5)OC(=O)C(C)C)O)C
InChI InChI=1S/C31H44O6/c1-17(2)21-14-15-31(35)24-23-19(5)12-13-22(23)29(24,6)25(32)26(37-27(33)18(3)4)30(21,31)16-36-28(34)20-10-8-7-9-11-20/h7-11,17-19,21-26,32,35H,12-16H2,1-6H3/t19-,21-,22+,23-,24+,25+,26+,29-,30+,31+/m0/s1
InChI Key WOLXYSLWYBGXMV-WOIKJDTKSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C31H44O6
Molecular Weight 512.70 g/mol
Exact Mass 512.31378912 g/mol
Topological Polar Surface Area (TPSA) 93.10 Ų
XlogP 6.20
Atomic LogP (AlogP) 4.87
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2R,5S,6S,7S,8S,9S,10R,13S,14S)-2,8-dihydroxy-9,13-dimethyl-7-(2-methylpropanoyloxy)-5-propan-2-yl-6-tetracyclo[7.5.0.02,6.010,14]tetradecanyl]methyl benzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9819 98.19%
Caco-2 - 0.7592 75.92%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.8524 85.24%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9007 90.07%
OATP1B3 inhibitior + 0.8996 89.96%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8657 86.57%
BSEP inhibitior - 0.4944 49.44%
P-glycoprotein inhibitior + 0.6341 63.41%
P-glycoprotein substrate - 0.5061 50.61%
CYP3A4 substrate + 0.6676 66.76%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8524 85.24%
CYP3A4 inhibition - 0.7425 74.25%
CYP2C9 inhibition - 0.6491 64.91%
CYP2C19 inhibition - 0.7542 75.42%
CYP2D6 inhibition - 0.9633 96.33%
CYP1A2 inhibition - 0.7255 72.55%
CYP2C8 inhibition + 0.6782 67.82%
CYP inhibitory promiscuity - 0.9323 93.23%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6637 66.37%
Eye corrosion - 0.9939 99.39%
Eye irritation - 0.9299 92.99%
Skin irritation - 0.6111 61.11%
Skin corrosion - 0.9560 95.60%
Ames mutagenesis - 0.7044 70.44%
Human Ether-a-go-go-Related Gene inhibition + 0.6866 68.66%
Micronuclear - 0.8400 84.00%
Hepatotoxicity + 0.5122 51.22%
skin sensitisation - 0.9105 91.05%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.8423 84.23%
Acute Oral Toxicity (c) III 0.4435 44.35%
Estrogen receptor binding + 0.8488 84.88%
Androgen receptor binding + 0.7389 73.89%
Thyroid receptor binding + 0.5554 55.54%
Glucocorticoid receptor binding + 0.6039 60.39%
Aromatase binding + 0.7000 70.00%
PPAR gamma + 0.6773 67.73%
Honey bee toxicity - 0.8060 80.60%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5445 54.45%
Fish aquatic toxicity + 0.9957 99.57%

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
CHEMBL221 P23219 Cyclooxygenase-1 98.17% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.93% 96.09%
CHEMBL2581 P07339 Cathepsin D 97.90% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.26% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.03% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.62% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 89.59% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.30% 97.09%
CHEMBL2535 P11166 Glucose transporter 87.36% 98.75%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.62% 97.14%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 85.53% 96.47%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.02% 97.25%
CHEMBL5028 O14672 ADAM10 84.62% 97.50%
CHEMBL340 P08684 Cytochrome P450 3A4 84.20% 91.19%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.01% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.63% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.47% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.18% 93.56%
CHEMBL240 Q12809 HERG 80.65% 89.76%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.35% 96.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.30% 99.23%

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.
Prunella vulgaris

Cross-Links

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PubChem 132850163
LOTUS LTS0229750
wikiData Q105309585