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Phyllamyricoside A

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 352c031f-9d41-4aa4-a27c-46ad10753c9b
Taxonomy Lignans, neolignans and related compounds > Lignan glycosides
IUPAC Name (2S,3R,4S,5S,6R)-2-[4-(1,3-benzodioxol-5-yl)-2-(hydroxymethyl)-6,7-dimethoxy-3-methylnaphthalen-1-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC1=C(C2=CC(=C(C=C2C(=C1CO)OC3C(C(C(C(O3)CO)O)O)O)OC)OC)C4=CC5=C(C=C4)OCO5
SMILES (Isomeric) CC1=C(C2=CC(=C(C=C2C(=C1CO)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)OC)OC)C4=CC5=C(C=C4)OCO5
InChI InChI=1S/C27H30O11/c1-12-16(9-28)26(38-27-25(32)24(31)23(30)21(10-29)37-27)15-8-19(34-3)18(33-2)7-14(15)22(12)13-4-5-17-20(6-13)36-11-35-17/h4-8,21,23-25,27-32H,9-11H2,1-3H3/t21-,23-,24+,25-,27+/m1/s1
InChI Key GHWGICUIKKKMHY-FOORKGQUSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C27H30O11
Molecular Weight 530.50 g/mol
Exact Mass 530.17881177 g/mol
Topological Polar Surface Area (TPSA) 157.00 Ų
XlogP 1.90
Atomic LogP (AlogP) 1.23
H-Bond Acceptor 11
H-Bond Donor 5
Rotatable Bonds 7

Synonyms

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CHEMBL468663
(2S,3R,4S,5S,6R)-2-(4-Benzo[1,3]dioxol-5-yl-2-hydroxymethyl-6,7-dimethoxy-3-methyl-naphthalen-1-yloxy)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triolydro-pyran-3,4,5-triol
(2S,3R,4S,5S,6R)-2-[[4-(1,3-benzodioxol-5-yl)-2-(hydroxymethyl)-6,7-dimethoxy-3-methyl-1-naphthyl]oxy]-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol

2D Structure

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2D Structure of Phyllamyricoside A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6260 62.60%
Caco-2 - 0.7559 75.59%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.5381 53.81%
OATP2B1 inhibitior - 0.8620 86.20%
OATP1B1 inhibitior + 0.8622 86.22%
OATP1B3 inhibitior + 0.9685 96.85%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.8252 82.52%
P-glycoprotein inhibitior - 0.4757 47.57%
P-glycoprotein substrate - 0.7031 70.31%
CYP3A4 substrate + 0.6212 62.12%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7839 78.39%
CYP3A4 inhibition - 0.8646 86.46%
CYP2C9 inhibition - 0.8395 83.95%
CYP2C19 inhibition - 0.7892 78.92%
CYP2D6 inhibition - 0.8879 88.79%
CYP1A2 inhibition - 0.9060 90.60%
CYP2C8 inhibition + 0.6442 64.42%
CYP inhibitory promiscuity + 0.5598 55.98%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5896 58.96%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9351 93.51%
Skin irritation - 0.8179 81.79%
Skin corrosion - 0.9478 94.78%
Ames mutagenesis + 0.5963 59.63%
Human Ether-a-go-go-Related Gene inhibition + 0.8018 80.18%
Micronuclear + 0.5859 58.59%
Hepatotoxicity - 0.7052 70.52%
skin sensitisation - 0.8933 89.33%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.9123 91.23%
Acute Oral Toxicity (c) III 0.7514 75.14%
Estrogen receptor binding + 0.7960 79.60%
Androgen receptor binding + 0.6183 61.83%
Thyroid receptor binding + 0.6080 60.80%
Glucocorticoid receptor binding + 0.6532 65.32%
Aromatase binding + 0.5901 59.01%
PPAR gamma + 0.6835 68.35%
Honey bee toxicity - 0.8034 80.34%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.8124 81.24%

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 98.15% 91.11%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 94.74% 92.62%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.46% 96.09%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 94.10% 94.80%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 94.01% 94.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.80% 94.45%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 93.46% 96.77%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 92.83% 89.62%
CHEMBL2581 P07339 Cathepsin D 92.51% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.12% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.81% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.73% 85.14%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 89.29% 96.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 88.82% 96.21%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.74% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.97% 99.17%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 86.69% 95.78%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.97% 95.56%
CHEMBL3714130 P46095 G-protein coupled receptor 6 85.96% 97.36%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.59% 92.94%
CHEMBL4306 P22460 Voltage-gated potassium channel subunit Kv1.5 85.58% 94.03%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 84.15% 82.67%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.64% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.69% 100.00%
CHEMBL3438 Q05513 Protein kinase C zeta 81.58% 88.48%
CHEMBL1907 P15144 Aminopeptidase N 81.54% 93.31%
CHEMBL5555 O00767 Acyl-CoA desaturase 81.07% 97.50%
CHEMBL5925 P22413 Ectonucleotide pyrophosphatase/phosphodiesterase family member 1 80.97% 92.38%

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.
There are no matching plants.

Cross-Links

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PubChem 477162
LOTUS LTS0050960
wikiData Q105008783