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[(1R,2S,6R,8S,12S,13S,14R,15R,16S,17S)-12,15,16-trihydroxy-9,13,17-trimethyl-4,11-dioxo-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadec-9-en-3-yl] 3-methylbutanoate

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 e7866622-6945-48b6-8653-506b3cb8bf1c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Quassinoids
IUPAC Name [(1R,2S,6R,8S,12S,13S,14R,15R,16S,17S)-12,15,16-trihydroxy-9,13,17-trimethyl-4,11-dioxo-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadec-9-en-3-yl] 3-methylbutanoate
SMILES (Canonical) CC1=CC(=O)C(C2(C1CC3C45C2C(C(C(C4C(C(=O)O3)OC(=O)CC(C)C)(OC5)C)O)O)C)O
SMILES (Isomeric) CC1=CC(=O)[C@H]([C@]2([C@H]1C[C@@H]3[C@]45[C@@H]2[C@H]([C@@H]([C@]([C@@H]4C(C(=O)O3)OC(=O)CC(C)C)(OC5)C)O)O)C)O
InChI InChI=1S/C25H34O9/c1-10(2)6-15(27)34-17-19-24(5)21(30)16(28)18-23(4)12(11(3)7-13(26)20(23)29)8-14(33-22(17)31)25(18,19)9-32-24/h7,10,12,14,16-21,28-30H,6,8-9H2,1-5H3/t12-,14+,16+,17?,18+,19-,20+,21-,23-,24-,25+/m0/s1
InChI Key KYZOEAVZQJUNIL-VDAKLKQASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H34O9
Molecular Weight 478.50 g/mol
Exact Mass 478.22028266 g/mol
Topological Polar Surface Area (TPSA) 140.00 Ų
XlogP 0.50
Atomic LogP (AlogP) 0.53
H-Bond Acceptor 9
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2S,6R,8S,12S,13S,14R,15R,16S,17S)-12,15,16-trihydroxy-9,13,17-trimethyl-4,11-dioxo-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadec-9-en-3-yl] 3-methylbutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9182 91.82%
Caco-2 - 0.8091 80.91%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.8176 81.76%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8383 83.83%
OATP1B3 inhibitior + 0.9205 92.05%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.7780 77.80%
P-glycoprotein inhibitior - 0.4566 45.66%
P-glycoprotein substrate + 0.8781 87.81%
CYP3A4 substrate + 0.6935 69.35%
CYP2C9 substrate - 0.8253 82.53%
CYP2D6 substrate - 0.8954 89.54%
CYP3A4 inhibition - 0.8237 82.37%
CYP2C9 inhibition - 0.7832 78.32%
CYP2C19 inhibition - 0.8332 83.32%
CYP2D6 inhibition - 0.9342 93.42%
CYP1A2 inhibition - 0.8209 82.09%
CYP2C8 inhibition - 0.6774 67.74%
CYP inhibitory promiscuity - 0.8197 81.97%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5052 50.52%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.9390 93.90%
Skin irritation - 0.5852 58.52%
Skin corrosion - 0.9291 92.91%
Ames mutagenesis - 0.6437 64.37%
Human Ether-a-go-go-Related Gene inhibition - 0.5280 52.80%
Micronuclear - 0.6900 69.00%
Hepatotoxicity - 0.5164 51.64%
skin sensitisation - 0.8310 83.10%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity + 0.7241 72.41%
Acute Oral Toxicity (c) III 0.6398 63.98%
Estrogen receptor binding + 0.7376 73.76%
Androgen receptor binding + 0.6481 64.81%
Thyroid receptor binding - 0.5082 50.82%
Glucocorticoid receptor binding + 0.6668 66.68%
Aromatase binding + 0.6109 61.09%
PPAR gamma + 0.6416 64.16%
Honey bee toxicity - 0.7039 70.39%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9892 98.92%

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 98.07% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.29% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.54% 98.95%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 92.22% 96.47%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.92% 97.25%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 90.80% 97.21%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 89.59% 96.95%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.22% 96.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 87.21% 94.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.69% 94.45%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.50% 91.07%
CHEMBL221 P23219 Cyclooxygenase-1 84.70% 90.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.67% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.64% 97.09%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.35% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.07% 95.56%
CHEMBL2996 Q05655 Protein kinase C delta 83.76% 97.79%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.43% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.05% 99.23%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 83.04% 96.38%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 82.29% 98.75%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.68% 96.77%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.54% 86.33%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.44% 95.71%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 102120509
LOTUS LTS0008702
wikiData Q105148017