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[(2R,8R,9S,10S,12R,13S,14S,16S,17S,19R,20S,21R,23Z)-5-(acetyloxymethyl)-16-hydroperoxy-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-1(24),5-dien-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 cc8ab621-4329-47b9-bc7b-05382fb8147e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(2R,8R,9S,10S,12R,13S,14S,16S,17S,19R,20S,21R,23Z)-5-(acetyloxymethyl)-16-hydroperoxy-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-1(24),5-dien-9-yl]methyl (E)-2-methylbut-2-enoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C38H44O13/c1-8-15(2)31(42)49-14-36(45)22-9-20(22)34(5)24(36)11-19-18(13-48-17(4)39)33(44)50-38(19)25(34)12-37(51-46)23-10-21(23)35(6)29(37)27(38)26(28(40)30(35)41)16(3)32(43)47-7/h8,20-25,30,41,45-46H,9-14H2,1-7H3/b15-8+,26-16-/t20-,21-,22+,23+,24-,25+,30+,34+,35+,36+,37+,38+/m1/s1
InChI Key LVPHJFOILPDRBN-PVTPHBDQSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C38H44O13
Molecular Weight 708.70 g/mol
Exact Mass 708.27819145 g/mol
Topological Polar Surface Area (TPSA) 192.00 Ų
XlogP 0.70
Atomic LogP (AlogP) 2.69
H-Bond Acceptor 13
H-Bond Donor 3
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,8R,9S,10S,12R,13S,14S,16S,17S,19R,20S,21R,23Z)-5-(acetyloxymethyl)-16-hydroperoxy-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-1(24),5-dien-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 + 0.9678 96.78%
Caco-2 - 0.8275 82.75%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.7531 75.31%
OATP2B1 inhibitior - 0.7167 71.67%
OATP1B1 inhibitior + 0.7844 78.44%
OATP1B3 inhibitior + 0.9562 95.62%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9678 96.78%
P-glycoprotein inhibitior + 0.7839 78.39%
P-glycoprotein substrate + 0.6849 68.49%
CYP3A4 substrate + 0.7468 74.68%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8996 89.96%
CYP3A4 inhibition - 0.7429 74.29%
CYP2C9 inhibition - 0.8162 81.62%
CYP2C19 inhibition - 0.8262 82.62%
CYP2D6 inhibition - 0.9256 92.56%
CYP1A2 inhibition - 0.8113 81.13%
CYP2C8 inhibition + 0.6917 69.17%
CYP inhibitory promiscuity - 0.8280 82.80%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.4998 49.98%
Eye corrosion - 0.9836 98.36%
Eye irritation - 0.9113 91.13%
Skin irritation - 0.6414 64.14%
Skin corrosion - 0.9285 92.85%
Ames mutagenesis + 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5000 50.00%
Micronuclear - 0.5900 59.00%
Hepatotoxicity - 0.5801 58.01%
skin sensitisation - 0.8490 84.90%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity + 0.8930 89.30%
Acute Oral Toxicity (c) III 0.3874 38.74%
Estrogen receptor binding + 0.7812 78.12%
Androgen receptor binding + 0.7567 75.67%
Thyroid receptor binding + 0.5160 51.60%
Glucocorticoid receptor binding + 0.7914 79.14%
Aromatase binding + 0.7189 71.89%
PPAR gamma + 0.7618 76.18%
Honey bee toxicity - 0.6309 63.09%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9780 97.80%

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 99.14% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.43% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.14% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.18% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.99% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.77% 95.56%
CHEMBL2581 P07339 Cathepsin D 90.37% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.98% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.87% 97.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.53% 97.25%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.16% 99.23%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.09% 99.17%
CHEMBL221 P23219 Cyclooxygenase-1 86.16% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.56% 94.45%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.13% 96.95%
CHEMBL226 P30542 Adenosine A1 receptor 83.67% 95.93%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.65% 82.69%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.44% 91.07%

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 163084634
LOTUS LTS0199377
wikiData Q105157973