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[(1R,4aR,6R,7S,7aR)-7-hydroxy-4,7-bis(hydroxymethyl)-6-[(Z)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-1-yl] (3S)-3-methylpentanoate

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 2b29620c-8778-40b5-b486-6a367888ccb8
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Hydroxycinnamic acid esters > Coumaric acid esters
IUPAC Name [(1R,4aR,6R,7S,7aR)-7-hydroxy-4,7-bis(hydroxymethyl)-6-[(Z)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-1-yl] (3S)-3-methylpentanoate
SMILES (Canonical) CCC(C)CC(=O)OC1C2C(CC(C2(CO)O)OC(=O)C=CC3=CC=C(C=C3)O)C(=CO1)CO
SMILES (Isomeric) CC[C@H](C)CC(=O)O[C@@H]1[C@@H]2[C@@H](C[C@H]([C@]2(CO)O)OC(=O)/C=C\C3=CC=C(C=C3)O)C(=CO1)CO
InChI InChI=1S/C25H32O9/c1-3-15(2)10-22(30)34-24-23-19(17(12-26)13-32-24)11-20(25(23,31)14-27)33-21(29)9-6-16-4-7-18(28)8-5-16/h4-9,13,15,19-20,23-24,26-28,31H,3,10-12,14H2,1-2H3/b9-6-/t15-,19-,20+,23-,24+,25-/m0/s1
InChI Key NWKWZYXSZTVTRL-XOWZSUCLSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H32O9
Molecular Weight 476.50 g/mol
Exact Mass 476.20463259 g/mol
Topological Polar Surface Area (TPSA) 143.00 Ų
XlogP 1.70
Atomic LogP (AlogP) 1.89
H-Bond Acceptor 9
H-Bond Donor 4
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,4aR,6R,7S,7aR)-7-hydroxy-4,7-bis(hydroxymethyl)-6-[(Z)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-1-yl] (3S)-3-methylpentanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9618 96.18%
Caco-2 - 0.8299 82.99%
Blood Brain Barrier - 0.5398 53.98%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.7634 76.34%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8014 80.14%
OATP1B3 inhibitior + 0.9433 94.33%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.8142 81.42%
P-glycoprotein inhibitior + 0.5916 59.16%
P-glycoprotein substrate + 0.5595 55.95%
CYP3A4 substrate + 0.6632 66.32%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8720 87.20%
CYP3A4 inhibition - 0.6365 63.65%
CYP2C9 inhibition - 0.8132 81.32%
CYP2C19 inhibition - 0.6791 67.91%
CYP2D6 inhibition - 0.9007 90.07%
CYP1A2 inhibition - 0.6694 66.94%
CYP2C8 inhibition + 0.7202 72.02%
CYP inhibitory promiscuity - 0.8087 80.87%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6453 64.53%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.9538 95.38%
Skin irritation - 0.6698 66.98%
Skin corrosion - 0.9466 94.66%
Ames mutagenesis + 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3975 39.75%
Micronuclear - 0.6700 67.00%
Hepatotoxicity - 0.6500 65.00%
skin sensitisation - 0.8691 86.91%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.6392 63.92%
Acute Oral Toxicity (c) I 0.3978 39.78%
Estrogen receptor binding + 0.7904 79.04%
Androgen receptor binding + 0.7619 76.19%
Thyroid receptor binding - 0.5574 55.74%
Glucocorticoid receptor binding + 0.5564 55.64%
Aromatase binding + 0.6066 60.66%
PPAR gamma + 0.5711 57.11%
Honey bee toxicity - 0.8130 81.30%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9945 99.45%

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
CHEMBL206 P03372 Estrogen receptor alpha 96.77% 97.64%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.27% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.19% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.08% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.64% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.00% 86.33%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 92.32% 89.62%
CHEMBL242 Q92731 Estrogen receptor beta 91.68% 98.35%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.61% 95.56%
CHEMBL2996 Q05655 Protein kinase C delta 90.95% 97.79%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.86% 89.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 89.11% 96.00%
CHEMBL2581 P07339 Cathepsin D 87.81% 98.95%
CHEMBL226 P30542 Adenosine A1 receptor 87.52% 95.93%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 85.68% 97.21%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.04% 99.17%
CHEMBL268 P43235 Cathepsin K 82.39% 96.85%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 82.23% 94.97%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.04% 95.89%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 81.91% 86.92%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.89% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 81.33% 91.19%
CHEMBL4208 P20618 Proteasome component C5 81.21% 90.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.84% 95.50%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.78% 96.95%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.25% 100.00%

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.
Viburnum luzonicum

Cross-Links

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PubChem 163193415
LOTUS LTS0033011
wikiData Q105186660