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methyl (2Z)-2-[(1R,13E,18S,19S,21R,22S,23S,25S,26S,28R,29S,30R,36R)-25-hydroperoxy-18,30-dihydroxy-14,22,29-trimethyl-3,7,10,15,31-pentaoxo-2,6,11,16-tetraoxanonacyclo[16.15.3.125,29.01,23.04,34.019,21.022,36.026,28.033,37]heptatriaconta-4(34),13,33(37)-trien-32-ylidene]propanoate

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 684f6fba-61c8-4b3e-b5ab-db594ca97ebc
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name methyl (2Z)-2-[(1R,13E,18S,19S,21R,22S,23S,25S,26S,28R,29S,30R,36R)-25-hydroperoxy-18,30-dihydroxy-14,22,29-trimethyl-3,7,10,15,31-pentaoxo-2,6,11,16-tetraoxanonacyclo[16.15.3.125,29.01,23.04,34.019,21.022,36.026,28.033,37]heptatriaconta-4(34),13,33(37)-trien-32-ylidene]propanoate
SMILES (Canonical) CC1=CCOC(=O)CCC(=O)OCC2=C3CC4C(C5CC5C4(COC1=O)O)(C6C3(C7=C8C(C9CC9C8(C6)OO)(C(C(=O)C7=C(C)C(=O)OC)O)C)OC2=O)C
SMILES (Isomeric) C/C/1=C\COC(=O)CCC(=O)OCC2=C3C[C@@H]4[C@]([C@@H]5C[C@@H]5[C@]4(COC1=O)O)([C@H]6[C@@]3(C\7=C8[C@]([C@@H]9C[C@@H]9[C@]8(C6)OO)([C@H](C(=O)/C7=C(/C)\C(=O)OC)O)C)OC2=O)C
InChI InChI=1S/C40H44O15/c1-16-8-9-51-26(41)6-7-27(42)52-14-18-19-12-24-36(3,20-10-22(20)38(24,48)15-53-33(16)45)25-13-39(55-49)23-11-21(23)37(4)31(39)29(40(19,25)54-35(18)47)28(30(43)32(37)44)17(2)34(46)50-5/h8,20-25,32,44,48-49H,6-7,9-15H2,1-5H3/b16-8+,28-17-/t20-,21-,22+,23+,24-,25+,32+,36+,37+,38+,39+,40+/m1/s1
InChI Key IUVYLSGQSDYTSW-SOGHIHTMSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C40H44O15
Molecular Weight 764.80 g/mol
Exact Mass 764.26802069 g/mol
Topological Polar Surface Area (TPSA) 218.00 Ų
XlogP -0.30
Atomic LogP (AlogP) 1.99
H-Bond Acceptor 15
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (2Z)-2-[(1R,13E,18S,19S,21R,22S,23S,25S,26S,28R,29S,30R,36R)-25-hydroperoxy-18,30-dihydroxy-14,22,29-trimethyl-3,7,10,15,31-pentaoxo-2,6,11,16-tetraoxanonacyclo[16.15.3.125,29.01,23.04,34.019,21.022,36.026,28.033,37]heptatriaconta-4(34),13,33(37)-trien-32-ylidene]propanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9633 96.33%
Caco-2 - 0.8424 84.24%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.8013 80.13%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8240 82.40%
OATP1B3 inhibitior + 0.9615 96.15%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6021 60.21%
BSEP inhibitior + 0.9547 95.47%
P-glycoprotein inhibitior + 0.7808 78.08%
P-glycoprotein substrate + 0.7274 72.74%
CYP3A4 substrate + 0.7507 75.07%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8996 89.96%
CYP3A4 inhibition - 0.8524 85.24%
CYP2C9 inhibition - 0.8159 81.59%
CYP2C19 inhibition - 0.8548 85.48%
CYP2D6 inhibition - 0.9270 92.70%
CYP1A2 inhibition - 0.8245 82.45%
CYP2C8 inhibition + 0.7340 73.40%
CYP inhibitory promiscuity - 0.9266 92.66%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Danger 0.4880 48.80%
Eye corrosion - 0.9838 98.38%
Eye irritation - 0.9114 91.14%
Skin irritation - 0.6207 62.07%
Skin corrosion - 0.9174 91.74%
Ames mutagenesis + 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4326 43.26%
Micronuclear - 0.6800 68.00%
Hepatotoxicity + 0.5481 54.81%
skin sensitisation - 0.8635 86.35%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity + 0.8238 82.38%
Acute Oral Toxicity (c) III 0.3681 36.81%
Estrogen receptor binding + 0.8001 80.01%
Androgen receptor binding + 0.7573 75.73%
Thyroid receptor binding - 0.5094 50.94%
Glucocorticoid receptor binding + 0.7589 75.89%
Aromatase binding + 0.6833 68.33%
PPAR gamma + 0.7626 76.26%
Honey bee toxicity - 0.6854 68.54%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9603 96.03%

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 99.24% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.99% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.73% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.94% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.69% 94.45%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.45% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.10% 89.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 90.34% 97.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.35% 100.00%
CHEMBL5028 O14672 ADAM10 86.47% 97.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.08% 97.09%
CHEMBL2581 P07339 Cathepsin D 85.49% 98.95%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 84.31% 97.21%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.98% 93.03%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.55% 94.00%
CHEMBL3401 O75469 Pregnane X receptor 82.27% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.09% 86.33%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.79% 91.24%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.34% 96.95%
CHEMBL1871 P10275 Androgen Receptor 80.18% 96.43%

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 spicatus

Cross-Links

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PubChem 162889808
LOTUS LTS0251535
wikiData Q105120869