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[(1R,2R,4S,5R,7S,8R,9R,10R,12S,16S,21R)-5-acetyloxy-7-(furan-3-yl)-4-hydroxy-1,8,16-trimethyl-3-methylidene-14,19-dioxo-11,15,18-trioxapentacyclo[10.9.0.02,10.04,8.016,21]henicosan-9-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 818d795e-9054-489a-9d8a-8996a6819b88
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
IUPAC Name [(1R,2R,4S,5R,7S,8R,9R,10R,12S,16S,21R)-5-acetyloxy-7-(furan-3-yl)-4-hydroxy-1,8,16-trimethyl-3-methylidene-14,19-dioxo-11,15,18-trioxapentacyclo[10.9.0.02,10.04,8.016,21]henicosan-9-yl] 3-methylbutanoate
SMILES (Canonical) CC(C)CC(=O)OC1C2C(C(=C)C3(C1(C(CC3OC(=O)C)C4=COC=C4)C)O)C5(C6CC(=O)OCC6(OC(=O)CC5O2)C)C
SMILES (Isomeric) CC(C)CC(=O)O[C@H]1[C@H]2[C@@H](C(=C)[C@@]3([C@@]1([C@@H](C[C@H]3OC(=O)C)C4=COC=C4)C)O)[C@@]5([C@H]6CC(=O)OC[C@]6(OC(=O)C[C@@H]5O2)C)C
InChI InChI=1S/C33H42O11/c1-16(2)10-25(36)43-29-28-27(31(6)21-12-24(35)40-15-30(21,5)44-26(37)13-22(31)42-28)17(3)33(38)23(41-18(4)34)11-20(32(29,33)7)19-8-9-39-14-19/h8-9,14,16,20-23,27-29,38H,3,10-13,15H2,1-2,4-7H3/t20-,21-,22-,23+,27+,28+,29-,30+,31+,32+,33+/m0/s1
InChI Key YBKZHAIDCQWERN-ZFXJPUMISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H42O11
Molecular Weight 614.70 g/mol
Exact Mass 614.27271215 g/mol
Topological Polar Surface Area (TPSA) 148.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 3.62
H-Bond Acceptor 11
H-Bond Donor 1
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,5R,7S,8R,9R,10R,12S,16S,21R)-5-acetyloxy-7-(furan-3-yl)-4-hydroxy-1,8,16-trimethyl-3-methylidene-14,19-dioxo-11,15,18-trioxapentacyclo[10.9.0.02,10.04,8.016,21]henicosan-9-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 + 0.9812 98.12%
Caco-2 - 0.8059 80.59%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.8220 82.20%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7160 71.60%
OATP1B3 inhibitior - 0.4817 48.17%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8114 81.14%
BSEP inhibitior + 0.9818 98.18%
P-glycoprotein inhibitior + 0.8002 80.02%
P-glycoprotein substrate + 0.6914 69.14%
CYP3A4 substrate + 0.7099 70.99%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8573 85.73%
CYP3A4 inhibition + 0.5868 58.68%
CYP2C9 inhibition - 0.5399 53.99%
CYP2C19 inhibition - 0.6591 65.91%
CYP2D6 inhibition - 0.9436 94.36%
CYP1A2 inhibition - 0.7894 78.94%
CYP2C8 inhibition + 0.6956 69.56%
CYP inhibitory promiscuity - 0.6845 68.45%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6215 62.15%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9048 90.48%
Skin irritation - 0.6607 66.07%
Skin corrosion - 0.9400 94.00%
Ames mutagenesis - 0.5337 53.37%
Human Ether-a-go-go-Related Gene inhibition - 0.5103 51.03%
Micronuclear - 0.6300 63.00%
Hepatotoxicity + 0.5979 59.79%
skin sensitisation - 0.8326 83.26%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity + 0.6045 60.45%
Acute Oral Toxicity (c) I 0.6690 66.90%
Estrogen receptor binding + 0.7775 77.75%
Androgen receptor binding + 0.7339 73.39%
Thyroid receptor binding + 0.5591 55.91%
Glucocorticoid receptor binding + 0.8036 80.36%
Aromatase binding + 0.6986 69.86%
PPAR gamma + 0.7172 71.72%
Honey bee toxicity - 0.6938 69.38%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5700 57.00%
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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.24% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.12% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.64% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.18% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.04% 86.33%
CHEMBL2996 Q05655 Protein kinase C delta 91.69% 97.79%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.04% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.09% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.30% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 86.62% 91.19%
CHEMBL4208 P20618 Proteasome component C5 86.37% 90.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.32% 99.23%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.13% 85.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.33% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.09% 95.89%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.41% 97.25%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.88% 96.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.73% 95.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.55% 97.14%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.16% 91.24%
CHEMBL5028 O14672 ADAM10 80.97% 97.50%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.52% 96.47%

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.
Aphanamixis polystachya

Cross-Links

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PubChem 100938102
LOTUS LTS0156638
wikiData Q105345906