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methyl (1S,2S,4R,6S,7R,8R,9R,10R,11S,12S,14R,15S,16R,18R)-9,12,14,18-tetraacetyloxy-6-(furan-3-yl)-1,7,11,15-tetramethyl-8-[(E)-2-methylbut-2-enoyl]oxy-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecane-15-carboxylate

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 a617aec2-f63f-49ff-ae96-18723c0eae37
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name methyl (1S,2S,4R,6S,7R,8R,9R,10R,11S,12S,14R,15S,16R,18R)-9,12,14,18-tetraacetyloxy-6-(furan-3-yl)-1,7,11,15-tetramethyl-8-[(E)-2-methylbut-2-enoyl]oxy-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecane-15-carboxylate
SMILES (Canonical) CC=C(C)C(=O)OC1C(C2C3(C(CC(C2(C45C1(C(CC4O5)C6=COC=C6)C)C)OC(=O)C)C(C(CC3OC(=O)C)OC(=O)C)(C)C(=O)OC)C)OC(=O)C
SMILES (Isomeric) C/C=C(\C)/C(=O)O[C@H]1[C@@H]([C@@H]2[C@@]3([C@@H](C[C@H]([C@]2([C@]45[C@@]1([C@@H](C[C@H]4O5)C6=COC=C6)C)C)OC(=O)C)[C@]([C@@H](C[C@@H]3OC(=O)C)OC(=O)C)(C)C(=O)OC)C)OC(=O)C
InChI InChI=1S/C40H52O14/c1-12-19(2)34(45)53-33-31(52-23(6)44)32-36(7)26(37(8,35(46)47-11)28(50-21(4)42)17-27(36)49-20(3)41)16-29(51-22(5)43)39(32,10)40-30(54-40)15-25(38(33,40)9)24-13-14-48-18-24/h12-14,18,25-33H,15-17H2,1-11H3/b19-12+/t25-,26+,27-,28+,29+,30+,31+,32+,33-,36+,37-,38+,39+,40+/m0/s1
InChI Key SQHYWHKYDBTNLN-HBZPZHRYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H52O14
Molecular Weight 756.80 g/mol
Exact Mass 756.33570633 g/mol
Topological Polar Surface Area (TPSA) 184.00 Ų
XlogP 4.40
Atomic LogP (AlogP) 4.76
H-Bond Acceptor 14
H-Bond Donor 0
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1S,2S,4R,6S,7R,8R,9R,10R,11S,12S,14R,15S,16R,18R)-9,12,14,18-tetraacetyloxy-6-(furan-3-yl)-1,7,11,15-tetramethyl-8-[(E)-2-methylbut-2-enoyl]oxy-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecane-15-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9905 99.05%
Caco-2 - 0.8167 81.67%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.7115 71.15%
OATP2B1 inhibitior - 0.5722 57.22%
OATP1B1 inhibitior + 0.7183 71.83%
OATP1B3 inhibitior + 0.8766 87.66%
MATE1 inhibitior - 0.7000 70.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9956 99.56%
P-glycoprotein inhibitior + 0.8623 86.23%
P-glycoprotein substrate + 0.5100 51.00%
CYP3A4 substrate + 0.6942 69.42%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8839 88.39%
CYP3A4 inhibition + 0.7731 77.31%
CYP2C9 inhibition - 0.8823 88.23%
CYP2C19 inhibition - 0.7506 75.06%
CYP2D6 inhibition - 0.9353 93.53%
CYP1A2 inhibition - 0.8269 82.69%
CYP2C8 inhibition + 0.7061 70.61%
CYP inhibitory promiscuity - 0.5853 58.53%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4504 45.04%
Eye corrosion - 0.9863 98.63%
Eye irritation - 0.8911 89.11%
Skin irritation - 0.7189 71.89%
Skin corrosion - 0.9261 92.61%
Ames mutagenesis - 0.5537 55.37%
Human Ether-a-go-go-Related Gene inhibition + 0.7468 74.68%
Micronuclear + 0.5300 53.00%
Hepatotoxicity + 0.6000 60.00%
skin sensitisation - 0.7589 75.89%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity + 0.6797 67.97%
Acute Oral Toxicity (c) III 0.3613 36.13%
Estrogen receptor binding + 0.7989 79.89%
Androgen receptor binding + 0.7290 72.90%
Thyroid receptor binding + 0.6351 63.51%
Glucocorticoid receptor binding + 0.7953 79.53%
Aromatase binding + 0.6884 68.84%
PPAR gamma + 0.7703 77.03%
Honey bee toxicity - 0.7423 74.23%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9790 97.90%

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 98.81% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.46% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.39% 94.45%
CHEMBL340 P08684 Cytochrome P450 3A4 92.02% 91.19%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.92% 95.56%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.52% 91.07%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.66% 85.14%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 86.48% 81.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.17% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.05% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.38% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.10% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.44% 97.14%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.42% 96.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.14% 86.33%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.77% 91.24%
CHEMBL4208 P20618 Proteasome component C5 82.63% 90.00%
CHEMBL3401 O75469 Pregnane X receptor 82.62% 94.73%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.82% 95.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.44% 92.62%

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.
Turraea nilotica

Cross-Links

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PubChem 10485254
LOTUS LTS0242874
wikiData Q105257937