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[(1R,2R,4S,7S,8R,9R,10R,12S,16S,21R)-7-(furan-3-yl)-4-hydroxy-1,8,16-trimethyl-3-methylidene-5,14,19-trioxo-11,15,18-trioxapentacyclo[10.9.0.02,10.04,8.016,21]henicosan-9-yl] 2-hydroxy-3-methylpentanoate

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 c737aa9f-fb82-4c53-8b7e-277f06822620
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1R,2R,4S,7S,8R,9R,10R,12S,16S,21R)-7-(furan-3-yl)-4-hydroxy-1,8,16-trimethyl-3-methylidene-5,14,19-trioxo-11,15,18-trioxapentacyclo[10.9.0.02,10.04,8.016,21]henicosan-9-yl] 2-hydroxy-3-methylpentanoate
SMILES (Canonical) CCC(C)C(C(=O)OC1C2C(C(=C)C3(C1(C(CC3=O)C4=COC=C4)C)O)C5(C6CC(=O)OCC6(OC(=O)CC5O2)C)C)O
SMILES (Isomeric) CCC(C)C(C(=O)O[C@H]1[C@H]2[C@@H](C(=C)[C@@]3([C@@]1([C@@H](CC3=O)C4=COC=C4)C)O)[C@@]5([C@H]6CC(=O)OC[C@]6(OC(=O)C[C@@H]5O2)C)C)O
InChI InChI=1S/C32H40O11/c1-7-15(2)25(36)28(37)42-27-26-24(16(3)32(38)20(33)10-18(31(27,32)6)17-8-9-39-13-17)30(5)19-11-22(34)40-14-29(19,4)43-23(35)12-21(30)41-26/h8-9,13,15,18-19,21,24-27,36,38H,3,7,10-12,14H2,1-2,4-6H3/t15?,18-,19-,21-,24+,25?,26+,27-,29+,30+,31+,32+/m0/s1
InChI Key WQTDOKKJTKGBTA-ZLFFAQKUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H40O11
Molecular Weight 600.70 g/mol
Exact Mass 600.25706209 g/mol
Topological Polar Surface Area (TPSA) 159.00 Ų
XlogP 1.80
Atomic LogP (AlogP) 2.62
H-Bond Acceptor 11
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2R,4S,7S,8R,9R,10R,12S,16S,21R)-7-(furan-3-yl)-4-hydroxy-1,8,16-trimethyl-3-methylidene-5,14,19-trioxo-11,15,18-trioxapentacyclo[10.9.0.02,10.04,8.016,21]henicosan-9-yl] 2-hydroxy-3-methylpentanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9837 98.37%
Caco-2 - 0.8134 81.34%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7583 75.83%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior - 0.3282 32.82%
OATP1B3 inhibitior + 0.8593 85.93%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8864 88.64%
BSEP inhibitior + 0.9514 95.14%
P-glycoprotein inhibitior + 0.7442 74.42%
P-glycoprotein substrate + 0.6495 64.95%
CYP3A4 substrate + 0.6911 69.11%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8514 85.14%
CYP3A4 inhibition + 0.5229 52.29%
CYP2C9 inhibition - 0.6947 69.47%
CYP2C19 inhibition - 0.7442 74.42%
CYP2D6 inhibition - 0.9487 94.87%
CYP1A2 inhibition - 0.8142 81.42%
CYP2C8 inhibition + 0.7320 73.20%
CYP inhibitory promiscuity - 0.5877 58.77%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5902 59.02%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9151 91.51%
Skin irritation - 0.6034 60.34%
Skin corrosion - 0.9401 94.01%
Ames mutagenesis - 0.5937 59.37%
Human Ether-a-go-go-Related Gene inhibition - 0.4533 45.33%
Micronuclear - 0.6200 62.00%
Hepatotoxicity + 0.5988 59.88%
skin sensitisation - 0.8670 86.70%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.7157 71.57%
Acute Oral Toxicity (c) I 0.4976 49.76%
Estrogen receptor binding + 0.7419 74.19%
Androgen receptor binding + 0.7499 74.99%
Thyroid receptor binding + 0.5433 54.33%
Glucocorticoid receptor binding + 0.7891 78.91%
Aromatase binding + 0.7098 70.98%
PPAR gamma + 0.6992 69.92%
Honey bee toxicity - 0.7592 75.92%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL2581 P07339 Cathepsin D 98.71% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.27% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.22% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.69% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 93.68% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.04% 86.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.50% 97.25%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.93% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.08% 94.00%
CHEMBL3401 O75469 Pregnane X receptor 87.77% 94.73%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.47% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.37% 95.56%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 85.73% 95.50%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 83.71% 96.47%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.99% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.28% 97.09%
CHEMBL2996 Q05655 Protein kinase C delta 82.24% 97.79%
CHEMBL340 P08684 Cytochrome P450 3A4 81.68% 91.19%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 80.84% 89.34%
CHEMBL4208 P20618 Proteasome component C5 80.37% 90.00%

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.
Trichilia emetica

Cross-Links

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PubChem 21600055
LOTUS LTS0046278
wikiData Q105310973