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[(1R,12S,13R,14R,15R)-15-acetyloxy-14-hydroxy-19,20-dimethoxy-13,14-dimethyl-18-oxo-3,6,8-trioxapentacyclo[9.9.1.01,16.04,21.05,9]henicosa-4(21),5(9),10,16,19-pentaen-12-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 1df28721-0de0-46a5-a108-09d8c60b71c8
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acid esters
IUPAC Name [(1R,12S,13R,14R,15R)-15-acetyloxy-14-hydroxy-19,20-dimethoxy-13,14-dimethyl-18-oxo-3,6,8-trioxapentacyclo[9.9.1.01,16.04,21.05,9]henicosa-4(21),5(9),10,16,19-pentaen-12-yl] (E)-3-phenylprop-2-enoate
SMILES (Canonical) CC1C(C2=CC3=C(C4=C2C5(CO4)C(=CC(=O)C(=C5OC)OC)C(C1(C)O)OC(=O)C)OCO3)OC(=O)C=CC6=CC=CC=C6
SMILES (Isomeric) C[C@@H]1[C@@H](C2=CC3=C(C4=C2[C@@]5(CO4)C(=CC(=O)C(=C5OC)OC)[C@H]([C@]1(C)O)OC(=O)C)OCO3)OC(=O)/C=C/C6=CC=CC=C6
InChI InChI=1S/C33H32O11/c1-17-26(44-24(36)12-11-19-9-7-6-8-10-19)20-13-23-28(42-16-41-23)29-25(20)33(15-40-29)21(30(32(17,3)37)43-18(2)34)14-22(35)27(38-4)31(33)39-5/h6-14,17,26,30,37H,15-16H2,1-5H3/b12-11+/t17-,26+,30-,32-,33-/m1/s1
InChI Key NWDKVHSSJREVDW-PNTQYFJASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H32O11
Molecular Weight 604.60 g/mol
Exact Mass 604.19446183 g/mol
Topological Polar Surface Area (TPSA) 136.00 Ų
XlogP 3.20
Atomic LogP (AlogP) 3.69
H-Bond Acceptor 11
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,12S,13R,14R,15R)-15-acetyloxy-14-hydroxy-19,20-dimethoxy-13,14-dimethyl-18-oxo-3,6,8-trioxapentacyclo[9.9.1.01,16.04,21.05,9]henicosa-4(21),5(9),10,16,19-pentaen-12-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 + 0.9853 98.53%
Caco-2 - 0.7285 72.85%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.7680 76.80%
OATP2B1 inhibitior - 0.8605 86.05%
OATP1B1 inhibitior + 0.8631 86.31%
OATP1B3 inhibitior + 0.9390 93.90%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9942 99.42%
P-glycoprotein inhibitior + 0.9182 91.82%
P-glycoprotein substrate + 0.6426 64.26%
CYP3A4 substrate + 0.6887 68.87%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8895 88.95%
CYP3A4 inhibition + 0.7742 77.42%
CYP2C9 inhibition + 0.6891 68.91%
CYP2C19 inhibition + 0.6054 60.54%
CYP2D6 inhibition - 0.8398 83.98%
CYP1A2 inhibition - 0.6772 67.72%
CYP2C8 inhibition + 0.7337 73.37%
CYP inhibitory promiscuity + 0.6981 69.81%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9443 94.43%
Carcinogenicity (trinary) Danger 0.5172 51.72%
Eye corrosion - 0.9876 98.76%
Eye irritation - 0.9128 91.28%
Skin irritation - 0.7551 75.51%
Skin corrosion - 0.9436 94.36%
Ames mutagenesis + 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6882 68.82%
Micronuclear + 0.7200 72.00%
Hepatotoxicity - 0.5875 58.75%
skin sensitisation - 0.6223 62.23%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity + 0.5148 51.48%
Acute Oral Toxicity (c) III 0.4043 40.43%
Estrogen receptor binding + 0.8128 81.28%
Androgen receptor binding + 0.7667 76.67%
Thyroid receptor binding + 0.6649 66.49%
Glucocorticoid receptor binding + 0.8580 85.80%
Aromatase binding + 0.5945 59.45%
PPAR gamma + 0.8004 80.04%
Honey bee toxicity - 0.7090 70.90%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9901 99.01%

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 99.48% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 98.48% 86.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 98.10% 96.77%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.69% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.36% 95.56%
CHEMBL2581 P07339 Cathepsin D 97.03% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.36% 96.09%
CHEMBL325 Q13547 Histone deacetylase 1 93.11% 95.92%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.79% 94.45%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 92.51% 96.00%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 92.10% 89.44%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.02% 89.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 91.21% 93.99%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.18% 99.23%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 88.17% 95.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.76% 92.62%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 86.57% 94.08%
CHEMBL5028 O14672 ADAM10 85.91% 97.50%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 85.47% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 85.46% 91.19%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 84.75% 94.80%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.67% 97.09%

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.
Kadsura philippinensis

Cross-Links

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PubChem 163195313
LOTUS LTS0019788
wikiData Q105186543