PlantaeDB Logo
Login Sign-up

[(1S,4aS,6S,7R,7aS)-6,7-dihydroxy-4-(hydroxymethyl)-7-[[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxymethyl]-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

Top
Internal ID 9635e886-081e-4719-9bf2-ad0f8ff51210
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Hydroxycinnamic acid esters > Coumaric acid esters
IUPAC Name [(1S,4aS,6S,7R,7aS)-6,7-dihydroxy-4-(hydroxymethyl)-7-[[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxymethyl]-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-1-yl] (3S)-3-methylpentanoate
SMILES (Canonical) CCC(C)CC(=O)OC1C2C(CC(C2(COC(=O)C=CC3=CC=C(C=C3)O)O)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(COC(=O)/C=C/C3=CC=C(C=C3)O)O)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(28)25(23,31)14-33-21(29)9-6-16-4-7-18(27)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 RYYMDCNLERUECM-OXNLDGBKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
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

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(1S,4aS,6S,7R,7aS)-6,7-dihydroxy-4-(hydroxymethyl)-7-[[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxymethyl]-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-1-yl] (3S)-3-methylpentanoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9618 96.18%
Caco-2 - 0.8516 85.16%
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 + 0.7869 78.69%
OATP1B3 inhibitior + 0.9433 94.33%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.6749 67.49%
P-glycoprotein inhibitior - 0.5171 51.71%
P-glycoprotein substrate + 0.6165 61.65%
CYP3A4 substrate + 0.6739 67.39%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8701 87.01%
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 + 0.7139 71.39%
CYP inhibitory promiscuity - 0.8087 80.87%
UGT catelyzed + 0.8000 80.00%
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 + 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3794 37.94%
Micronuclear - 0.6700 67.00%
Hepatotoxicity - 0.6000 60.00%
skin sensitisation - 0.8691 86.91%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.6930 69.30%
Acute Oral Toxicity (c) I 0.3978 39.78%
Estrogen receptor binding + 0.7580 75.80%
Androgen receptor binding + 0.7919 79.19%
Thyroid receptor binding - 0.5465 54.65%
Glucocorticoid receptor binding + 0.5858 58.58%
Aromatase binding + 0.5699 56.99%
PPAR gamma + 0.5863 58.63%
Honey bee toxicity - 0.7806 78.06%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5755 57.55%
Fish aquatic toxicity + 0.9945 99.45%

Targets

Top

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
CHEMBL3137262 O60341 LSD1/CoREST complex 96.87% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.51% 96.09%
CHEMBL206 P03372 Estrogen receptor alpha 96.24% 97.64%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.04% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.72% 91.11%
CHEMBL2996 Q05655 Protein kinase C delta 93.76% 97.79%
CHEMBL2581 P07339 Cathepsin D 93.58% 98.95%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 92.15% 89.62%
CHEMBL242 Q92731 Estrogen receptor beta 91.71% 98.35%
CHEMBL226 P30542 Adenosine A1 receptor 91.55% 95.93%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.04% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.15% 95.56%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 89.10% 97.21%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.59% 97.25%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.56% 96.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.39% 94.45%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 85.46% 94.97%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.33% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.21% 95.89%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 82.93% 93.10%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.38% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.21% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.94% 99.17%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.16% 93.56%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.04% 96.95%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 80.61% 89.67%
CHEMBL340 P08684 Cytochrome P450 3A4 80.53% 91.19%
CHEMBL2514 O95665 Neurotensin receptor 2 80.30% 100.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 80.20% 86.92%

Plants that contains it

Top
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

Top
PubChem 154496944
LOTUS LTS0137561
wikiData Q105248225