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[(1R,2S,8R,9S,10S,12R,13S,14S,17S,19R,20S,21R,23Z)-5-(acetyloxymethyl)-9,21-dihydroxy-23-(1-methoxy-1-oxopropan-2-ylidene)-13,20-dimethyl-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 3-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 8c1b3d46-cc63-4930-ba0e-bc1d276fac2c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(1R,2S,8R,9S,10S,12R,13S,14S,17S,19R,20S,21R,23Z)-5-(acetyloxymethyl)-9,21-dihydroxy-23-(1-methoxy-1-oxopropan-2-ylidene)-13,20-dimethyl-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 3-methylbut-2-enoate
SMILES (Canonical) CC(=CC(=O)OCC1(C2CC2C3(C1CC4=C(C(=O)OC45C3CC6=C7C5C(=C(C)C(=O)OC)C(=O)C(C7(C8C6C8)C)O)COC(=O)C)C)O)C
SMILES (Isomeric) CC(=CC(=O)OC[C@@]1([C@H]2C[C@H]2[C@]3([C@H]1CC4=C(C(=O)O[C@]45[C@H]3CC6=C7[C@@H]5/C(=C(\C)/C(=O)OC)/C(=O)[C@@H]([C@]7([C@H]8[C@@H]6C8)C)O)COC(=O)C)C)O)C
InChI InChI=1S/C38H44O11/c1-15(2)8-27(40)48-14-37(45)24-11-23(24)35(5)25(37)12-22-20(13-47-17(4)39)34(44)49-38(22)26(35)10-19-18-9-21(18)36(6)29(19)30(38)28(31(41)32(36)42)16(3)33(43)46-7/h8,18,21,23-26,30,32,42,45H,9-14H2,1-7H3/b28-16-/t18-,21-,23-,24+,25-,26+,30+,32+,35+,36+,37+,38+/m1/s1
InChI Key FXXDZYIYSHRRHM-IXUYYVEPSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C38H44O11
Molecular Weight 676.70 g/mol
Exact Mass 676.28836222 g/mol
Topological Polar Surface Area (TPSA) 163.00 Ų
XlogP 1.90
Atomic LogP (AlogP) 3.08
H-Bond Acceptor 11
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,2S,8R,9S,10S,12R,13S,14S,17S,19R,20S,21R,23Z)-5-(acetyloxymethyl)-9,21-dihydroxy-23-(1-methoxy-1-oxopropan-2-ylidene)-13,20-dimethyl-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 3-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 + 0.9811 98.11%
Caco-2 - 0.8205 82.05%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8308 83.08%
OATP2B1 inhibitior - 0.8569 85.69%
OATP1B1 inhibitior + 0.8202 82.02%
OATP1B3 inhibitior + 0.9500 95.00%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9362 93.62%
P-glycoprotein inhibitior + 0.7891 78.91%
P-glycoprotein substrate + 0.7156 71.56%
CYP3A4 substrate + 0.7385 73.85%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9051 90.51%
CYP3A4 inhibition - 0.7862 78.62%
CYP2C9 inhibition - 0.7592 75.92%
CYP2C19 inhibition - 0.8329 83.29%
CYP2D6 inhibition - 0.9294 92.94%
CYP1A2 inhibition - 0.8404 84.04%
CYP2C8 inhibition + 0.7035 70.35%
CYP inhibitory promiscuity - 0.8326 83.26%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4878 48.78%
Eye corrosion - 0.9874 98.74%
Eye irritation - 0.9147 91.47%
Skin irritation - 0.6407 64.07%
Skin corrosion - 0.9431 94.31%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5229 52.29%
Micronuclear - 0.6200 62.00%
Hepatotoxicity - 0.6250 62.50%
skin sensitisation - 0.8271 82.71%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity + 0.8804 88.04%
Acute Oral Toxicity (c) I 0.4450 44.50%
Estrogen receptor binding + 0.7987 79.87%
Androgen receptor binding + 0.7654 76.54%
Thyroid receptor binding + 0.5203 52.03%
Glucocorticoid receptor binding + 0.7913 79.13%
Aromatase binding + 0.7427 74.27%
PPAR gamma + 0.7541 75.41%
Honey bee toxicity - 0.5827 58.27%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.7000 70.00%
Fish aquatic toxicity + 0.9810 98.10%

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 98.77% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.60% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.52% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.31% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.32% 98.95%
CHEMBL299 P17252 Protein kinase C alpha 95.39% 98.03%
CHEMBL2996 Q05655 Protein kinase C delta 91.72% 97.79%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.53% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.37% 94.45%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 90.95% 97.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.81% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.13% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.77% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.41% 86.33%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.40% 91.07%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.99% 96.95%
CHEMBL1902 P62942 FK506-binding protein 1A 84.38% 97.05%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.17% 99.23%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.04% 82.69%
CHEMBL3401 O75469 Pregnane X receptor 82.43% 94.73%
CHEMBL5957 P21589 5'-nucleotidase 81.44% 97.78%
CHEMBL204 P00734 Thrombin 80.40% 96.01%

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 137657996
LOTUS LTS0045478
wikiData Q105004340