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methyl (2Z)-2-[(1R,13E,18S,19S,21R,22S,23R,24R,26S,28R,29S,30R,33R,36R)-18,24,30-trihydroxy-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),13,25(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 6d5d0218-b740-4188-8dea-895b00a23ffd
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name methyl (2Z)-2-[(1R,13E,18S,19S,21R,22S,23R,24R,26S,28R,29S,30R,33R,36R)-18,24,30-trihydroxy-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),13,25(37)-trien-32-ylidene]propanoate
SMILES (Canonical) CC1=CCOC(=O)CCC(=O)OCC2=C3CC4C(C5CC5C4(COC1=O)O)(C6C3(C7C8=C(C6O)C9CC9C8(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@@H]\7C8=C([C@@H]6O)[C@H]9C[C@H]9[C@@]8([C@H](C(=O)/C7=C(/C)\C(=O)OC)O)C)OC2=O)C
InChI InChI=1S/C40H44O14/c1-15-8-9-51-24(41)6-7-25(42)52-13-18-20-12-23-37(3,21-11-22(21)39(23,49)14-53-34(15)46)32-30(43)27-17-10-19(17)38(4)28(27)29(40(20,32)54-36(18)48)26(31(44)33(38)45)16(2)35(47)50-5/h8,17,19,21-23,29-30,32-33,43,45,49H,6-7,9-14H2,1-5H3/b15-8+,26-16-/t17-,19+,21+,22-,23+,29-,30-,32-,33-,37-,38-,39-,40+/m0/s1
InChI Key JTARRSXSYCCLKA-ZSNYSFAYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C40H44O14
Molecular Weight 748.80 g/mol
Exact Mass 748.27310607 g/mol
Topological Polar Surface Area (TPSA) 209.00 Ų
XlogP -0.40
Atomic LogP (AlogP) 1.35
H-Bond Acceptor 14
H-Bond Donor 3
Rotatable Bonds 1

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,23R,24R,26S,28R,29S,30R,33R,36R)-18,24,30-trihydroxy-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),13,25(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 + 0.9743 97.43%
Caco-2 - 0.8450 84.50%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.8383 83.83%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8325 83.25%
OATP1B3 inhibitior + 0.9690 96.90%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.5521 55.21%
BSEP inhibitior + 0.8759 87.59%
P-glycoprotein inhibitior + 0.7801 78.01%
P-glycoprotein substrate + 0.7326 73.26%
CYP3A4 substrate + 0.7385 73.85%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9051 90.51%
CYP3A4 inhibition - 0.8388 83.88%
CYP2C9 inhibition - 0.8464 84.64%
CYP2C19 inhibition - 0.9035 90.35%
CYP2D6 inhibition - 0.9419 94.19%
CYP1A2 inhibition - 0.8700 87.00%
CYP2C8 inhibition + 0.7424 74.24%
CYP inhibitory promiscuity - 0.9456 94.56%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Danger 0.5372 53.72%
Eye corrosion - 0.9878 98.78%
Eye irritation - 0.9133 91.33%
Skin irritation - 0.5633 56.33%
Skin corrosion - 0.9348 93.48%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4405 44.05%
Micronuclear - 0.6800 68.00%
Hepatotoxicity + 0.5481 54.81%
skin sensitisation - 0.8842 88.42%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity + 0.8972 89.72%
Acute Oral Toxicity (c) I 0.3788 37.88%
Estrogen receptor binding + 0.8069 80.69%
Androgen receptor binding + 0.7578 75.78%
Thyroid receptor binding - 0.5098 50.98%
Glucocorticoid receptor binding + 0.7966 79.66%
Aromatase binding + 0.7179 71.79%
PPAR gamma + 0.7754 77.54%
Honey bee toxicity - 0.6192 61.92%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.6800 68.00%
Fish aquatic toxicity + 0.9520 95.20%

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 98.88% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.12% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.06% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.63% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.29% 96.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.27% 99.23%
CHEMBL2581 P07339 Cathepsin D 91.85% 98.95%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.55% 97.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.79% 89.00%
CHEMBL5028 O14672 ADAM10 88.38% 97.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.77% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.21% 100.00%
CHEMBL2243 O00519 Anandamide amidohydrolase 87.14% 97.53%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.04% 82.69%
CHEMBL4073 P09237 Matrix metalloproteinase 7 84.67% 97.56%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.69% 93.03%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.49% 97.25%
CHEMBL3401 O75469 Pregnane X receptor 82.15% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.05% 86.33%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 81.68% 97.21%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.27% 91.24%
CHEMBL340 P08684 Cytochrome P450 3A4 80.07% 91.19%

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 multistachys

Cross-Links

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PubChem 46834846
LOTUS LTS0149383
wikiData Q105134687