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[(1R,2R,4S,10S,11R,13S,14R,17S,19S)-1-hydroxy-9,9,14-trimethyl-18-methylidene-17-[(1R)-1-[(2R)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-7-oxo-3,8-dioxapentacyclo[11.7.0.02,4.04,10.014,19]icos-5-en-11-yl] acetate

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 d7be1413-34cf-4913-9bbd-2e1e371c5ad0
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
IUPAC Name [(1R,2R,4S,10S,11R,13S,14R,17S,19S)-1-hydroxy-9,9,14-trimethyl-18-methylidene-17-[(1R)-1-[(2R)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-7-oxo-3,8-dioxapentacyclo[11.7.0.02,4.04,10.014,19]icos-5-en-11-yl] acetate
SMILES (Canonical) CC1=CCC(OC1=O)C(C)C2CCC3(C4CC(C5C(OC(=O)C=CC56C(C4(CC3C2=C)O)O6)(C)C)OC(=O)C)C
SMILES (Isomeric) CC1=CC[C@@H](OC1=O)[C@H](C)[C@@H]2CC[C@]3([C@@H]4C[C@H]([C@@H]5[C@@]6(C=CC(=O)OC5(C)C)[C@@H]([C@]4(C[C@H]3C2=C)O)O6)OC(=O)C)C
InChI InChI=1S/C32H42O8/c1-16-8-9-22(38-27(16)35)18(3)20-10-12-30(7)21(17(20)2)15-31(36)24(30)14-23(37-19(4)33)26-29(5,6)39-25(34)11-13-32(26)28(31)40-32/h8,11,13,18,20-24,26,28,36H,2,9-10,12,14-15H2,1,3-7H3/t18-,20-,21+,22-,23-,24+,26+,28-,30-,31-,32+/m1/s1
InChI Key XJUCSJGKOJDKQX-WFZMJORVSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H42O8
Molecular Weight 554.70 g/mol
Exact Mass 554.28796829 g/mol
Topological Polar Surface Area (TPSA) 112.00 Ų
XlogP 4.10
Atomic LogP (AlogP) 4.20
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2R,4S,10S,11R,13S,14R,17S,19S)-1-hydroxy-9,9,14-trimethyl-18-methylidene-17-[(1R)-1-[(2R)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-7-oxo-3,8-dioxapentacyclo[11.7.0.02,4.04,10.014,19]icos-5-en-11-yl] acetate

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 - 0.8008 80.08%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7311 73.11%
OATP2B1 inhibitior - 0.8616 86.16%
OATP1B1 inhibitior + 0.8296 82.96%
OATP1B3 inhibitior - 0.2230 22.30%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6853 68.53%
BSEP inhibitior + 0.9707 97.07%
P-glycoprotein inhibitior + 0.7606 76.06%
P-glycoprotein substrate + 0.6356 63.56%
CYP3A4 substrate + 0.7483 74.83%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9026 90.26%
CYP3A4 inhibition - 0.5123 51.23%
CYP2C9 inhibition - 0.6985 69.85%
CYP2C19 inhibition - 0.7785 77.85%
CYP2D6 inhibition - 0.9428 94.28%
CYP1A2 inhibition - 0.7291 72.91%
CYP2C8 inhibition + 0.6392 63.92%
CYP inhibitory promiscuity - 0.9588 95.88%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6466 64.66%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9313 93.13%
Skin irritation - 0.5116 51.16%
Skin corrosion - 0.9115 91.15%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6583 65.83%
Micronuclear - 0.6400 64.00%
Hepatotoxicity - 0.5709 57.09%
skin sensitisation - 0.7894 78.94%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.6113 61.13%
Acute Oral Toxicity (c) I 0.3406 34.06%
Estrogen receptor binding + 0.7678 76.78%
Androgen receptor binding + 0.7114 71.14%
Thyroid receptor binding + 0.5720 57.20%
Glucocorticoid receptor binding + 0.7735 77.35%
Aromatase binding + 0.7050 70.50%
PPAR gamma + 0.7107 71.07%
Honey bee toxicity - 0.7188 71.88%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9926 99.26%

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 97.13% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.59% 94.45%
CHEMBL1937 Q92769 Histone deacetylase 2 94.42% 94.75%
CHEMBL221 P23219 Cyclooxygenase-1 93.17% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.91% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.75% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.90% 97.09%
CHEMBL3922 P50579 Methionine aminopeptidase 2 90.28% 97.28%
CHEMBL3359 P21462 Formyl peptide receptor 1 90.21% 93.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.94% 97.14%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 88.48% 94.08%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.31% 89.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 88.05% 93.03%
CHEMBL2581 P07339 Cathepsin D 87.92% 98.95%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.34% 91.07%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.85% 97.25%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 85.83% 91.65%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.17% 94.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 84.80% 93.04%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 84.64% 96.47%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.63% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 84.13% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.45% 95.89%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.09% 95.71%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 80.86% 94.62%

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.
Kadsura coccinea

Cross-Links

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PubChem 44626553
LOTUS LTS0168739
wikiData Q105329212