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[(1S,3R,4S,5R,8S,11S,13S,14S)-4-acetyloxy-8-formyl-14-(furan-3-yl)-6,6,9,13-tetramethyl-18-methylidene-10,16-dioxo-2,7,15-trioxatetracyclo[9.6.1.01,13.03,9]octadecan-5-yl] (E)-3-phenylprop-2-enoate

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 a92e4b79-8eb9-4fda-a129-a12d470a04f8
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acid esters
IUPAC Name [(1S,3R,4S,5R,8S,11S,13S,14S)-4-acetyloxy-8-formyl-14-(furan-3-yl)-6,6,9,13-tetramethyl-18-methylidene-10,16-dioxo-2,7,15-trioxatetracyclo[9.6.1.01,13.03,9]octadecan-5-yl] (E)-3-phenylprop-2-enoate
SMILES (Canonical) CC(=O)OC1C2C(C(OC(C1OC(=O)C=CC3=CC=CC=C3)(C)C)C=O)(C(=O)C4CC5(C(OC(=O)CC5(C4=C)O2)C6=COC=C6)C)C
SMILES (Isomeric) CC(=O)O[C@H]1[C@H]2C([C@H](OC([C@@H]1OC(=O)/C=C/C3=CC=CC=C3)(C)C)C=O)(C(=O)[C@H]4C[C@]5([C@@H](OC(=O)C[C@@]5(C4=C)O2)C6=COC=C6)C)C
InChI InChI=1S/C36H38O11/c1-20-24-16-34(5)30(23-14-15-42-19-23)45-27(40)17-36(20,34)47-32-28(43-21(2)38)31(44-26(39)13-12-22-10-8-7-9-11-22)33(3,4)46-25(18-37)35(32,6)29(24)41/h7-15,18-19,24-25,28,30-32H,1,16-17H2,2-6H3/b13-12+/t24-,25+,28+,30-,31+,32-,34-,35?,36-/m0/s1
InChI Key UFKGYGLEFOYVQH-RSMZUIGSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H38O11
Molecular Weight 646.70 g/mol
Exact Mass 646.24141202 g/mol
Topological Polar Surface Area (TPSA) 145.00 Ų
XlogP 2.90
Atomic LogP (AlogP) 4.50
H-Bond Acceptor 11
H-Bond Donor 0
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,3R,4S,5R,8S,11S,13S,14S)-4-acetyloxy-8-formyl-14-(furan-3-yl)-6,6,9,13-tetramethyl-18-methylidene-10,16-dioxo-2,7,15-trioxatetracyclo[9.6.1.01,13.03,9]octadecan-5-yl] (E)-3-phenylprop-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9901 99.01%
Caco-2 - 0.8233 82.33%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.7162 71.62%
OATP2B1 inhibitior - 0.7168 71.68%
OATP1B1 inhibitior - 0.3477 34.77%
OATP1B3 inhibitior - 0.6589 65.89%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9828 98.28%
P-glycoprotein inhibitior + 0.8687 86.87%
P-glycoprotein substrate + 0.6182 61.82%
CYP3A4 substrate + 0.7149 71.49%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8755 87.55%
CYP3A4 inhibition + 0.8779 87.79%
CYP2C9 inhibition - 0.7745 77.45%
CYP2C19 inhibition - 0.6412 64.12%
CYP2D6 inhibition - 0.9390 93.90%
CYP1A2 inhibition - 0.8019 80.19%
CYP2C8 inhibition + 0.8495 84.95%
CYP inhibitory promiscuity - 0.6873 68.73%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5372 53.72%
Eye corrosion - 0.9884 98.84%
Eye irritation - 0.8948 89.48%
Skin irritation - 0.7082 70.82%
Skin corrosion - 0.9301 93.01%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8150 81.50%
Micronuclear - 0.5600 56.00%
Hepatotoxicity - 0.5875 58.75%
skin sensitisation - 0.7495 74.95%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.6510 65.10%
Acute Oral Toxicity (c) III 0.3345 33.45%
Estrogen receptor binding + 0.7947 79.47%
Androgen receptor binding + 0.7708 77.08%
Thyroid receptor binding + 0.6845 68.45%
Glucocorticoid receptor binding + 0.8093 80.93%
Aromatase binding + 0.6379 63.79%
PPAR gamma + 0.7581 75.81%
Honey bee toxicity - 0.7123 71.23%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5100 51.00%
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 99.37% 91.11%
CHEMBL4040 P28482 MAP kinase ERK2 98.95% 83.82%
CHEMBL221 P23219 Cyclooxygenase-1 98.22% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.87% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.90% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.35% 95.56%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 94.18% 95.50%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.80% 96.09%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 92.16% 93.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.80% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.66% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.18% 97.09%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 88.87% 83.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.56% 96.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.91% 99.23%
CHEMBL5028 O14672 ADAM10 83.67% 97.50%
CHEMBL340 P08684 Cytochrome P450 3A4 83.56% 91.19%
CHEMBL3401 O75469 Pregnane X receptor 83.45% 94.73%
CHEMBL2581 P07339 Cathepsin D 81.42% 98.95%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 81.35% 80.00%
CHEMBL4208 P20618 Proteasome component C5 81.13% 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.
Astrotrichilia voamatata

Cross-Links

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PubChem 163193591
LOTUS LTS0159130
wikiData Q105271906