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[(1R,2S,8R,9S,10S,12R,13R,14S,17S,19R,20S,21R,23Z)-9,21-dihydroxy-23-(1-methoxy-1-oxopropan-2-ylidene)-5,13,20-trimethyl-4,22-dioxo-3-oxaoctacyclo[14.7.1.02,6.02,14.08,13.010,12.017,19.020,24]tetracosa-5,16(24)-dien-9-yl]methyl (E)-4-hydroxy-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 7ec075c1-be00-41ef-8575-7410a68c6f30
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(1R,2S,8R,9S,10S,12R,13R,14S,17S,19R,20S,21R,23Z)-9,21-dihydroxy-23-(1-methoxy-1-oxopropan-2-ylidene)-5,13,20-trimethyl-4,22-dioxo-3-oxaoctacyclo[14.7.1.02,6.02,14.08,13.010,12.017,19.020,24]tetracosa-5,16(24)-dien-9-yl]methyl (E)-4-hydroxy-2-methylbut-2-enoate
SMILES (Canonical) CC1=C2CC3C(C4CC4C3(COC(=O)C(=CCO)C)O)(C5C2(C6C7=C(C5)C8CC8C7(C(C(=O)C6=C(C)C(=O)OC)O)C)OC1=O)C
SMILES (Isomeric) CC1=C2C[C@@H]3[C@@]([C@@H]4C[C@@H]4[C@]3(COC(=O)/C(=C/CO)/C)O)([C@H]5[C@@]2([C@@H]\6C7=C(C5)[C@H]8C[C@H]8[C@@]7([C@H](C(=O)/C6=C(/C)\C(=O)OC)O)C)OC1=O)C
InChI InChI=1S/C36H42O10/c1-14(7-8-37)30(40)45-13-35(43)22-11-21(22)33(4)23(35)12-19-15(2)32(42)46-36(19)24(33)10-18-17-9-20(17)34(5)26(18)27(36)25(28(38)29(34)39)16(3)31(41)44-6/h7,17,20-24,27,29,37,39,43H,8-13H2,1-6H3/b14-7+,25-16-/t17-,20-,21-,22+,23-,24+,27+,29+,33-,34+,35+,36+/m1/s1
InChI Key NHHIMGLRMXMEDF-GFIRUEAOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H42O10
Molecular Weight 634.70 g/mol
Exact Mass 634.27779753 g/mol
Topological Polar Surface Area (TPSA) 157.00 Ų
XlogP 1.10
Atomic LogP (AlogP) 2.51
H-Bond Acceptor 10
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 [(1R,2S,8R,9S,10S,12R,13R,14S,17S,19R,20S,21R,23Z)-9,21-dihydroxy-23-(1-methoxy-1-oxopropan-2-ylidene)-5,13,20-trimethyl-4,22-dioxo-3-oxaoctacyclo[14.7.1.02,6.02,14.08,13.010,12.017,19.020,24]tetracosa-5,16(24)-dien-9-yl]methyl (E)-4-hydroxy-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 + 0.9731 97.31%
Caco-2 - 0.8208 82.08%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.8066 80.66%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8288 82.88%
OATP1B3 inhibitior + 0.9493 94.93%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.8873 88.73%
P-glycoprotein inhibitior + 0.7811 78.11%
P-glycoprotein substrate + 0.6654 66.54%
CYP3A4 substrate + 0.7407 74.07%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9040 90.40%
CYP3A4 inhibition - 0.5210 52.10%
CYP2C9 inhibition - 0.8349 83.49%
CYP2C19 inhibition - 0.8564 85.64%
CYP2D6 inhibition - 0.9246 92.46%
CYP1A2 inhibition - 0.8370 83.70%
CYP2C8 inhibition + 0.6542 65.42%
CYP inhibitory promiscuity - 0.7954 79.54%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5297 52.97%
Eye corrosion - 0.9880 98.80%
Eye irritation - 0.9229 92.29%
Skin irritation - 0.6053 60.53%
Skin corrosion - 0.9421 94.21%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4327 43.27%
Micronuclear - 0.6300 63.00%
Hepatotoxicity - 0.5875 58.75%
skin sensitisation - 0.8679 86.79%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity + 0.7052 70.52%
Acute Oral Toxicity (c) III 0.5374 53.74%
Estrogen receptor binding + 0.7965 79.65%
Androgen receptor binding + 0.7537 75.37%
Thyroid receptor binding - 0.5300 53.00%
Glucocorticoid receptor binding + 0.8053 80.53%
Aromatase binding + 0.7753 77.53%
PPAR gamma + 0.7464 74.64%
Honey bee toxicity - 0.5828 58.28%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9573 95.73%

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 98.51% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.92% 96.09%
CHEMBL2581 P07339 Cathepsin D 92.83% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.79% 95.56%
CHEMBL226 P30542 Adenosine A1 receptor 90.97% 95.93%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.63% 89.00%
CHEMBL2996 Q05655 Protein kinase C delta 90.39% 97.79%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.92% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.02% 99.23%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 87.15% 95.58%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.15% 97.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.33% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.04% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.89% 86.33%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.43% 96.95%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 85.37% 96.90%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.32% 85.14%
CHEMBL5028 O14672 ADAM10 84.69% 97.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.04% 99.17%
CHEMBL299 P17252 Protein kinase C alpha 83.85% 98.03%
CHEMBL3401 O75469 Pregnane X receptor 83.40% 94.73%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.89% 95.83%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.72% 91.07%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.68% 82.69%

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 fortunei

Cross-Links

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PubChem 163105197
LOTUS LTS0124559
wikiData Q105179380