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[(2R,8S,9S,10S,12R,13S,14S,16S,17S,19R,20S,22S)-5-(acetyloxymethyl)-9,16,22-trihydroxy-13,20,25-trimethyl-4,21,24-trioxo-3,23-dioxanonacyclo[14.10.1.02,6.02,14.08,13.010,12.017,19.020,27.022,26]heptacosa-1(27),5,25-trien-9-yl]methyl (E)-2-methylbut-2-enoate

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 4d1ce451-dd52-4fc3-9899-7859373f400a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(2R,8S,9S,10S,12R,13S,14S,16S,17S,19R,20S,22S)-5-(acetyloxymethyl)-9,16,22-trihydroxy-13,20,25-trimethyl-4,21,24-trioxo-3,23-dioxanonacyclo[14.10.1.02,6.02,14.08,13.010,12.017,19.020,27.022,26]heptacosa-1(27),5,25-trien-9-yl]methyl (E)-2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OCC1(C2CC2C3(C1CC4=C(C(=O)OC45C3CC6(C7CC7C8(C6=C5C9=C(C(=O)OC9(C8=O)O)C)C)O)COC(=O)C)C)O
SMILES (Isomeric) C/C=C(\C)/C(=O)OC[C@@]1([C@H]2C[C@H]2[C@]3([C@@H]1CC4=C(C(=O)O[C@]45[C@H]3C[C@@]6([C@H]7C[C@H]7[C@]8(C6=C5C9=C(C(=O)O[C@@]9(C8=O)O)C)C)O)COC(=O)C)C)O
InChI InChI=1S/C37H40O12/c1-7-14(2)28(39)47-13-35(44)22-8-19(22)32(5)23(35)10-18-17(12-46-16(4)38)30(41)48-36(18)24(32)11-34(43)21-9-20(21)33(6)27(34)26(36)25-15(3)29(40)49-37(25,45)31(33)42/h7,19-24,43-45H,8-13H2,1-6H3/b14-7+/t19-,20-,21+,22+,23+,24+,32+,33+,34+,35+,36+,37+/m1/s1
InChI Key ZKGRJVVHJQTIFW-CEFPEXBOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C37H40O12
Molecular Weight 676.70 g/mol
Exact Mass 676.25197671 g/mol
Topological Polar Surface Area (TPSA) 183.00 Ų
XlogP -0.10
Atomic LogP (AlogP) 1.91
H-Bond Acceptor 12
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,8S,9S,10S,12R,13S,14S,16S,17S,19R,20S,22S)-5-(acetyloxymethyl)-9,16,22-trihydroxy-13,20,25-trimethyl-4,21,24-trioxo-3,23-dioxanonacyclo[14.10.1.02,6.02,14.08,13.010,12.017,19.020,27.022,26]heptacosa-1(27),5,25-trien-9-yl]methyl (E)-2-methylbut-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9759 97.59%
Caco-2 - 0.8178 81.78%
Blood Brain Barrier + 0.8250 82.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8356 83.56%
OATP2B1 inhibitior - 0.8603 86.03%
OATP1B1 inhibitior + 0.8065 80.65%
OATP1B3 inhibitior + 0.9511 95.11%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9479 94.79%
P-glycoprotein inhibitior + 0.7876 78.76%
P-glycoprotein substrate + 0.6189 61.89%
CYP3A4 substrate + 0.7334 73.34%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8940 89.40%
CYP3A4 inhibition - 0.7448 74.48%
CYP2C9 inhibition - 0.8524 85.24%
CYP2C19 inhibition - 0.8988 89.88%
CYP2D6 inhibition - 0.9478 94.78%
CYP1A2 inhibition - 0.9031 90.31%
CYP2C8 inhibition + 0.6760 67.60%
CYP inhibitory promiscuity - 0.8605 86.05%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Danger 0.4761 47.61%
Eye corrosion - 0.9888 98.88%
Eye irritation - 0.9131 91.31%
Skin irritation - 0.5348 53.48%
Skin corrosion - 0.9400 94.00%
Ames mutagenesis + 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4625 46.25%
Micronuclear - 0.6600 66.00%
Hepatotoxicity - 0.6501 65.01%
skin sensitisation - 0.8605 86.05%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity + 0.7527 75.27%
Acute Oral Toxicity (c) I 0.5280 52.80%
Estrogen receptor binding + 0.7810 78.10%
Androgen receptor binding + 0.7570 75.70%
Thyroid receptor binding + 0.5290 52.90%
Glucocorticoid receptor binding + 0.8091 80.91%
Aromatase binding + 0.7580 75.80%
PPAR gamma + 0.7485 74.85%
Honey bee toxicity - 0.6304 63.04%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9839 98.39%

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 99.18% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.39% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.06% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.80% 89.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 93.90% 82.69%
CHEMBL2581 P07339 Cathepsin D 93.89% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.80% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.48% 97.09%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 90.66% 96.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.43% 99.23%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.39% 97.14%
CHEMBL221 P23219 Cyclooxygenase-1 84.68% 90.17%
CHEMBL226 P30542 Adenosine A1 receptor 83.92% 95.93%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.20% 86.33%
CHEMBL218 P21554 Cannabinoid CB1 receptor 82.36% 96.61%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.82% 93.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.72% 99.17%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.77% 91.07%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 80.36% 97.21%

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.
Chloranthus holostegius

Cross-Links

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PubChem 162902157
LOTUS LTS0038383
wikiData Q105378446