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[(1R,2S,3R,6R,8S,11S,12S,13R,14R,15R,16R,17S)-11,12,15,16-tetrahydroxy-9,13,17-trimethyl-4-oxo-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadec-9-en-3-yl] (2R)-2-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 5d87bc21-c748-436e-9a25-446aa8b4709e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Quassinoids
IUPAC Name [(1R,2S,3R,6R,8S,11S,12S,13R,14R,15R,16R,17S)-11,12,15,16-tetrahydroxy-9,13,17-trimethyl-4-oxo-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadec-9-en-3-yl] (2R)-2-methylbutanoate
SMILES (Canonical) CCC(C)C(=O)OC1C2C3(C(C(C4C2(CO3)C(CC5C4(C(C(C=C5C)O)O)C)OC1=O)O)O)C
SMILES (Isomeric) CC[C@@H](C)C(=O)O[C@@H]1[C@H]2[C@]3([C@@H]([C@@H]([C@H]4[C@@]2(CO3)[C@@H](C[C@@H]5[C@]4([C@@H]([C@H](C=C5C)O)O)C)OC1=O)O)O)C
InChI InChI=1S/C25H36O9/c1-6-10(2)21(30)34-16-18-24(5)20(29)15(27)17-23(4)12(11(3)7-13(26)19(23)28)8-14(33-22(16)31)25(17,18)9-32-24/h7,10,12-20,26-29H,6,8-9H2,1-5H3/t10-,12+,13+,14-,15-,16-,17-,18+,19-,20-,23-,24+,25-/m1/s1
InChI Key CTVFYIPSHBVBJG-UNCSYXIMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H36O9
Molecular Weight 480.50 g/mol
Exact Mass 480.23593272 g/mol
Topological Polar Surface Area (TPSA) 143.00 Ų
XlogP 0.30
Atomic LogP (AlogP) 0.32
H-Bond Acceptor 9
H-Bond Donor 4
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9444 94.44%
Caco-2 - 0.7602 76.02%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7435 74.35%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8415 84.15%
OATP1B3 inhibitior + 0.9463 94.63%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.7827 78.27%
P-glycoprotein inhibitior - 0.5513 55.13%
P-glycoprotein substrate + 0.7221 72.21%
CYP3A4 substrate + 0.6809 68.09%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8570 85.70%
CYP3A4 inhibition - 0.6906 69.06%
CYP2C9 inhibition - 0.8083 80.83%
CYP2C19 inhibition - 0.8062 80.62%
CYP2D6 inhibition - 0.9432 94.32%
CYP1A2 inhibition - 0.8042 80.42%
CYP2C8 inhibition - 0.6461 64.61%
CYP inhibitory promiscuity - 0.7634 76.34%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4948 49.48%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9433 94.33%
Skin irritation - 0.5155 51.55%
Skin corrosion - 0.9290 92.90%
Ames mutagenesis - 0.7637 76.37%
Human Ether-a-go-go-Related Gene inhibition - 0.5451 54.51%
Micronuclear - 0.6500 65.00%
Hepatotoxicity + 0.5268 52.68%
skin sensitisation - 0.8618 86.18%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity + 0.5892 58.92%
Acute Oral Toxicity (c) III 0.7876 78.76%
Estrogen receptor binding + 0.7682 76.82%
Androgen receptor binding + 0.6454 64.54%
Thyroid receptor binding - 0.5425 54.25%
Glucocorticoid receptor binding + 0.6520 65.20%
Aromatase binding + 0.6610 66.10%
PPAR gamma + 0.7047 70.47%
Honey bee toxicity - 0.6897 68.97%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9893 98.93%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.76% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.46% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.74% 91.11%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 94.70% 96.47%
CHEMBL2581 P07339 Cathepsin D 92.85% 98.95%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 90.49% 98.75%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.37% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.54% 97.09%
CHEMBL2996 Q05655 Protein kinase C delta 86.95% 97.79%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.40% 94.33%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.27% 96.95%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 85.20% 95.71%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.88% 96.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.74% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.46% 89.00%
CHEMBL221 P23219 Cyclooxygenase-1 83.73% 90.17%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.71% 95.89%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.70% 96.77%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 83.58% 96.38%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 83.51% 95.71%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.16% 94.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 82.62% 89.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.52% 100.00%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 82.49% 97.47%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.95% 95.56%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 81.79% 97.21%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.43% 86.33%

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.
Simaba orinocensis

Cross-Links

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PubChem 162919525
LOTUS LTS0249769
wikiData Q104970086