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methyl (1S,3R,4R,5S,7S,10S,11S,13S,14S,19R)-14-(furan-3-yl)-4,10-dihydroxy-6,6,13,19-tetramethyl-18-methylidene-16-oxo-5-[(E)-3-phenylprop-2-enoyl]oxy-2,9,15-trioxapentacyclo[9.6.1.13,7.01,13.010,19]nonadecane-8-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 ee4a3b78-7733-4d9c-b64d-7020a468b83a
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acid esters
IUPAC Name methyl (1S,3R,4R,5S,7S,10S,11S,13S,14S,19R)-14-(furan-3-yl)-4,10-dihydroxy-6,6,13,19-tetramethyl-18-methylidene-16-oxo-5-[(E)-3-phenylprop-2-enoyl]oxy-2,9,15-trioxapentacyclo[9.6.1.13,7.01,13.010,19]nonadecane-8-carboxylate
SMILES (Canonical) CC1(C2C(OC3(C2(C(C(C1OC(=O)C=CC4=CC=CC=C4)O)OC56CC(=O)OC(C5(CC3C6=C)C)C7=COC=C7)C)O)C(=O)OC)C
SMILES (Isomeric) C[C@@]12C[C@H]3C(=C)[C@]1(CC(=O)O[C@H]2C4=COC=C4)O[C@H]5[C@H]([C@H](C([C@H]6[C@]5([C@]3(OC6C(=O)OC)O)C)(C)C)OC(=O)/C=C/C7=CC=CC=C7)O
InChI InChI=1S/C36H40O11/c1-19-22-16-33(4)28(21-14-15-43-18-21)45-24(38)17-35(19,33)47-30-25(39)29(44-23(37)13-12-20-10-8-7-9-11-20)32(2,3)27-26(31(40)42-6)46-36(22,41)34(27,30)5/h7-15,18,22,25-30,39,41H,1,16-17H2,2-6H3/b13-12+/t22-,25-,26?,27-,28-,29+,30-,33-,34+,35-,36-/m0/s1
InChI Key NSHIVXVIKZHGAN-CNWWMROQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H40O11
Molecular Weight 648.70 g/mol
Exact Mass 648.25706209 g/mol
Topological Polar Surface Area (TPSA) 151.00 Ų
XlogP 3.20
Atomic LogP (AlogP) 3.90
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 methyl (1S,3R,4R,5S,7S,10S,11S,13S,14S,19R)-14-(furan-3-yl)-4,10-dihydroxy-6,6,13,19-tetramethyl-18-methylidene-16-oxo-5-[(E)-3-phenylprop-2-enoyl]oxy-2,9,15-trioxapentacyclo[9.6.1.13,7.01,13.010,19]nonadecane-8-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9853 98.53%
Caco-2 - 0.8436 84.36%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.7059 70.59%
OATP2B1 inhibitior - 0.7201 72.01%
OATP1B1 inhibitior - 0.3165 31.65%
OATP1B3 inhibitior - 0.4097 40.97%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9323 93.23%
P-glycoprotein inhibitior + 0.7929 79.29%
P-glycoprotein substrate + 0.6701 67.01%
CYP3A4 substrate + 0.7151 71.51%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8749 87.49%
CYP3A4 inhibition + 0.7440 74.40%
CYP2C9 inhibition - 0.7153 71.53%
CYP2C19 inhibition - 0.7284 72.84%
CYP2D6 inhibition - 0.9322 93.22%
CYP1A2 inhibition - 0.8410 84.10%
CYP2C8 inhibition + 0.8198 81.98%
CYP inhibitory promiscuity - 0.8426 84.26%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5148 51.48%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.9006 90.06%
Skin irritation - 0.7176 71.76%
Skin corrosion - 0.9333 93.33%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6835 68.35%
Micronuclear - 0.5600 56.00%
Hepatotoxicity + 0.5144 51.44%
skin sensitisation - 0.7936 79.36%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.5605 56.05%
Acute Oral Toxicity (c) I 0.5016 50.16%
Estrogen receptor binding + 0.7695 76.95%
Androgen receptor binding + 0.7752 77.52%
Thyroid receptor binding + 0.6513 65.13%
Glucocorticoid receptor binding + 0.7444 74.44%
Aromatase binding + 0.6661 66.61%
PPAR gamma + 0.7349 73.49%
Honey bee toxicity - 0.6811 68.11%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6200 62.00%
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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.73% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 98.92% 90.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.33% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.03% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.76% 86.33%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 93.13% 95.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.36% 95.56%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 92.09% 91.07%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 89.52% 96.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.32% 89.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 88.57% 93.99%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.16% 97.09%
CHEMBL4040 P28482 MAP kinase ERK2 87.59% 83.82%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.26% 99.23%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 86.68% 94.08%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.92% 93.00%
CHEMBL1951 P21397 Monoamine oxidase A 84.46% 91.49%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 84.32% 83.00%
CHEMBL2581 P07339 Cathepsin D 84.23% 98.95%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 84.14% 89.44%
CHEMBL4302 P08183 P-glycoprotein 1 83.66% 92.98%
CHEMBL5028 O14672 ADAM10 83.33% 97.50%
CHEMBL3401 O75469 Pregnane X receptor 82.45% 94.73%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.25% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.38% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.13% 94.45%

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.
Astrotrichilia voamatata

Cross-Links

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PubChem 100944992
LOTUS LTS0104828
wikiData Q105185033