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(E)-4-[[(1R,2S,8R,9S,10S,12R,13R,14S,17S,19R,20S,21R)-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]methoxy]-3-methyl-4-oxobut-2-enoic acid

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 f3c6497d-a892-4921-b209-408b9c5407da
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (E)-4-[[(1R,2S,8R,9S,10S,12R,13R,14S,17S,19R,20S,21R)-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]methoxy]-3-methyl-4-oxobut-2-enoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C36H40O11/c1-13(7-24(37)38)30(41)46-12-35(44)21-10-20(21)33(4)22(35)11-18-14(2)32(43)47-36(18)23(33)9-17-16-8-19(16)34(5)26(17)27(36)25(28(39)29(34)40)15(3)31(42)45-6/h7,16,19-23,27,29,40,44H,8-12H2,1-6H3,(H,37,38)/b13-7+,25-15?/t16-,19-,20-,21+,22-,23+,27+,29+,33-,34+,35+,36+/m1/s1
InChI Key SJKPVCKDMMDYGC-LZJPEWFDSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C36H40O11
Molecular Weight 648.70 g/mol
Exact Mass 648.25706209 g/mol
Topological Polar Surface Area (TPSA) 174.00 Ų
XlogP 1.30
Atomic LogP (AlogP) 2.60
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 (E)-4-[[(1R,2S,8R,9S,10S,12R,13R,14S,17S,19R,20S,21R)-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]methoxy]-3-methyl-4-oxobut-2-enoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9871 98.71%
Caco-2 - 0.8254 82.54%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.8266 82.66%
OATP2B1 inhibitior - 0.8584 85.84%
OATP1B1 inhibitior + 0.8305 83.05%
OATP1B3 inhibitior + 0.9573 95.73%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8864 88.64%
BSEP inhibitior + 0.8233 82.33%
P-glycoprotein inhibitior + 0.7651 76.51%
P-glycoprotein substrate + 0.6688 66.88%
CYP3A4 substrate + 0.7408 74.08%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9064 90.64%
CYP3A4 inhibition - 0.5318 53.18%
CYP2C9 inhibition - 0.8156 81.56%
CYP2C19 inhibition - 0.8817 88.17%
CYP2D6 inhibition - 0.9260 92.60%
CYP1A2 inhibition - 0.8132 81.32%
CYP2C8 inhibition + 0.6865 68.65%
CYP inhibitory promiscuity - 0.7654 76.54%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5433 54.33%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.9173 91.73%
Skin irritation - 0.5614 56.14%
Skin corrosion - 0.9442 94.42%
Ames mutagenesis - 0.5954 59.54%
Human Ether-a-go-go-Related Gene inhibition - 0.5000 50.00%
Micronuclear - 0.5300 53.00%
Hepatotoxicity - 0.6073 60.73%
skin sensitisation - 0.8611 86.11%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity + 0.7500 75.00%
Acute Oral Toxicity (c) III 0.4828 48.28%
Estrogen receptor binding + 0.8144 81.44%
Androgen receptor binding + 0.7582 75.82%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7951 79.51%
Aromatase binding + 0.7701 77.01%
PPAR gamma + 0.7632 76.32%
Honey bee toxicity - 0.5826 58.26%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9808 98.08%

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 98.52% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.45% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.55% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.55% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.72% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.47% 94.45%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 88.62% 96.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.49% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.73% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.11% 97.14%
CHEMBL226 P30542 Adenosine A1 receptor 86.33% 95.93%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.14% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.91% 97.09%
CHEMBL2996 Q05655 Protein kinase C delta 85.55% 97.79%
CHEMBL5028 O14672 ADAM10 85.28% 97.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.10% 99.17%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 83.86% 95.58%
CHEMBL299 P17252 Protein kinase C alpha 83.58% 98.03%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.54% 93.03%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.44% 91.07%
CHEMBL3401 O75469 Pregnane X receptor 81.42% 94.73%

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 163194340
LOTUS LTS0210983
wikiData Q105254365