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[(1S,4aS,5R,7S,7aS)-7-hydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-5-yl] 3,4,5-trimethoxybenzoate

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 6d972ac3-f710-4455-af9e-c4fb16c3c2cc
Taxonomy Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
IUPAC Name [(1S,4aS,5R,7S,7aS)-7-hydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-5-yl] 3,4,5-trimethoxybenzoate
SMILES (Canonical) CC1(CC(C2C1C(OC=C2)OC3C(C(C(C(O3)CO)O)O)O)OC(=O)C4=CC(=C(C(=C4)OC)OC)OC)O
SMILES (Isomeric) C[C@@]1(C[C@H]([C@@H]2[C@@H]1[C@@H](OC=C2)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)OC(=O)C4=CC(=C(C(=C4)OC)OC)OC)O
InChI InChI=1S/C25H34O13/c1-25(31)9-15(36-22(30)11-7-13(32-2)21(34-4)14(8-11)33-3)12-5-6-35-23(17(12)25)38-24-20(29)19(28)18(27)16(10-26)37-24/h5-8,12,15-20,23-24,26-29,31H,9-10H2,1-4H3/t12-,15-,16-,17-,18-,19+,20-,23+,24+,25+/m1/s1
InChI Key ISDOCUIPMQVNLK-AGCMVEMMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H34O13
Molecular Weight 542.50 g/mol
Exact Mass 542.19994113 g/mol
Topological Polar Surface Area (TPSA) 183.00 Ų
XlogP 0.00
Atomic LogP (AlogP) -0.69
H-Bond Acceptor 13
H-Bond Donor 5
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,4aS,5R,7S,7aS)-7-hydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-5-yl] 3,4,5-trimethoxybenzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7612 76.12%
Caco-2 - 0.8342 83.42%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.4897 48.97%
OATP2B1 inhibitior - 0.8650 86.50%
OATP1B1 inhibitior + 0.8160 81.60%
OATP1B3 inhibitior + 0.9403 94.03%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.6007 60.07%
P-glycoprotein inhibitior - 0.4449 44.49%
P-glycoprotein substrate - 0.6339 63.39%
CYP3A4 substrate + 0.6872 68.72%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8503 85.03%
CYP3A4 inhibition - 0.8502 85.02%
CYP2C9 inhibition - 0.9319 93.19%
CYP2C19 inhibition - 0.9028 90.28%
CYP2D6 inhibition - 0.8829 88.29%
CYP1A2 inhibition - 0.7952 79.52%
CYP2C8 inhibition + 0.6359 63.59%
CYP inhibitory promiscuity - 0.8488 84.88%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5829 58.29%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9397 93.97%
Skin irritation - 0.7680 76.80%
Skin corrosion - 0.9429 94.29%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4199 41.99%
Micronuclear - 0.5426 54.26%
Hepatotoxicity - 0.7723 77.23%
skin sensitisation - 0.8492 84.92%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.8427 84.27%
Acute Oral Toxicity (c) III 0.5229 52.29%
Estrogen receptor binding + 0.7548 75.48%
Androgen receptor binding - 0.5235 52.35%
Thyroid receptor binding + 0.5747 57.47%
Glucocorticoid receptor binding + 0.6580 65.80%
Aromatase binding + 0.5198 51.98%
PPAR gamma + 0.7335 73.35%
Honey bee toxicity - 0.7546 75.46%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6936 69.36%
Fish aquatic toxicity + 0.8178 81.78%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.32% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.57% 91.11%
CHEMBL4302 P08183 P-glycoprotein 1 95.55% 92.98%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.15% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.32% 99.17%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 92.10% 96.21%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 90.00% 96.95%
CHEMBL4208 P20618 Proteasome component C5 88.33% 90.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.23% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.60% 89.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.65% 96.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.70% 92.94%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.39% 92.62%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.23% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.82% 97.09%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 83.20% 95.83%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.19% 97.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.79% 95.56%
CHEMBL5255 O00206 Toll-like receptor 4 81.43% 92.50%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 81.15% 97.21%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.95% 91.07%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.90% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.11% 100.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 163018924
LOTUS LTS0206284
wikiData Q105119442