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[(1R,2R,5S,6S,7S,8S,9S,10R,13S,14S)-2,7-dihydroxy-9,13-dimethyl-8-(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 51af6bfe-e8a0-4984-b7d4-e79dd3069a8f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Iridoids and derivatives
IUPAC Name [(1R,2R,5S,6S,7S,8S,9S,10R,13S,14S)-2,7-dihydroxy-9,13-dimethyl-8-(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)O)OC(=O)C(C)C)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)O)OC(=O)C(C)C)C
InChI InChI=1S/C31H44O6/c1-17(2)21-14-15-31(35)24-23-19(5)12-13-22(23)29(24,6)26(37-27(33)18(3)4)25(32)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 WUGHVSSOZLBGJQ-WOIKJDTKSA-N
Popularity 0 references 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)-2,7-dihydroxy-9,13-dimethyl-8-(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 + 0.9622 96.22%
Caco-2 - 0.7458 74.58%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.8117 81.17%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9021 90.21%
OATP1B3 inhibitior + 0.9104 91.04%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8907 89.07%
BSEP inhibitior + 0.7451 74.51%
P-glycoprotein inhibitior + 0.6577 65.77%
P-glycoprotein substrate + 0.5260 52.60%
CYP3A4 substrate + 0.6708 67.08%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8524 85.24%
CYP3A4 inhibition - 0.7822 78.22%
CYP2C9 inhibition - 0.6077 60.77%
CYP2C19 inhibition - 0.7617 76.17%
CYP2D6 inhibition - 0.9566 95.66%
CYP1A2 inhibition - 0.7955 79.55%
CYP2C8 inhibition + 0.6855 68.55%
CYP inhibitory promiscuity - 0.9197 91.97%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6970 69.70%
Eye corrosion - 0.9933 99.33%
Eye irritation - 0.9231 92.31%
Skin irritation - 0.6198 61.98%
Skin corrosion - 0.9520 95.20%
Ames mutagenesis - 0.6344 63.44%
Human Ether-a-go-go-Related Gene inhibition + 0.6606 66.06%
Micronuclear - 0.8400 84.00%
Hepatotoxicity + 0.5122 51.22%
skin sensitisation - 0.9045 90.45%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.8461 84.61%
Acute Oral Toxicity (c) III 0.4723 47.23%
Estrogen receptor binding + 0.8124 81.24%
Androgen receptor binding + 0.7562 75.62%
Thyroid receptor binding + 0.5670 56.70%
Glucocorticoid receptor binding + 0.6219 62.19%
Aromatase binding + 0.6561 65.61%
PPAR gamma + 0.7093 70.93%
Honey bee toxicity - 0.8014 80.14%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5345 53.45%
Fish aquatic toxicity + 0.9947 99.47%

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 97.85% 96.09%
CHEMBL2581 P07339 Cathepsin D 97.59% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 97.57% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.87% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.22% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 91.09% 95.93%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.03% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.56% 97.09%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 87.41% 96.47%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.59% 97.14%
CHEMBL240 Q12809 HERG 86.20% 89.76%
CHEMBL340 P08684 Cytochrome P450 3A4 85.21% 91.19%
CHEMBL2535 P11166 Glucose transporter 84.74% 98.75%
CHEMBL5028 O14672 ADAM10 84.33% 97.50%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.98% 97.25%
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%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.38% 96.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.18% 93.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.99% 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 132850162
LOTUS LTS0157361
wikiData Q105313037