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[(1S,4aR,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-methoxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxybenzoate

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 599fa9cc-166b-471d-a5dd-02148ee04dac
Taxonomy Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
IUPAC Name [(1S,4aR,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-methoxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxybenzoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C29H40O16/c1-11-19(31)21(33)23(35)27(41-11)43-14-5-4-12(8-15(14)39-3)25(37)42-16-9-29(2,38)18-13(16)6-7-40-26(18)45-28-24(36)22(34)20(32)17(10-30)44-28/h4-8,11,13,16-24,26-28,30-36,38H,9-10H2,1-3H3/t11-,13-,16+,17+,18+,19-,20+,21+,22-,23+,24+,26-,27-,28-,29-/m0/s1
InChI Key NXFHMWPVEFEUBC-GASYUTLHSA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C29H40O16
Molecular Weight 644.60 g/mol
Exact Mass 644.23163518 g/mol
Topological Polar Surface Area (TPSA) 244.00 Ų
XlogP -1.60
Atomic LogP (AlogP) -2.50
H-Bond Acceptor 16
H-Bond Donor 8
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,4aR,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-methoxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxybenzoate

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 - 0.8825 88.25%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.4897 48.97%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8421 84.21%
OATP1B3 inhibitior + 0.9403 94.03%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.6225 62.25%
P-glycoprotein inhibitior - 0.4583 45.83%
P-glycoprotein substrate + 0.5660 56.60%
CYP3A4 substrate + 0.6974 69.74%
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 + 0.7257 72.57%
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 - 0.9308 93.08%
Skin irritation - 0.7680 76.80%
Skin corrosion - 0.9429 94.29%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7316 73.16%
Micronuclear - 0.5426 54.26%
Hepatotoxicity - 0.7473 74.73%
skin sensitisation - 0.8492 84.92%
Respiratory toxicity - 0.5333 53.33%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.8872 88.72%
Acute Oral Toxicity (c) III 0.5229 52.29%
Estrogen receptor binding + 0.7666 76.66%
Androgen receptor binding - 0.5576 55.76%
Thyroid receptor binding + 0.5216 52.16%
Glucocorticoid receptor binding + 0.6537 65.37%
Aromatase binding + 0.5468 54.68%
PPAR gamma + 0.6769 67.69%
Honey bee toxicity - 0.7468 74.68%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6615 66.15%
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 98.07% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.79% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.73% 91.11%
CHEMBL241 Q14432 Phosphodiesterase 3A 96.03% 92.94%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 92.94% 96.21%
CHEMBL4208 P20618 Proteasome component C5 92.88% 90.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.89% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.64% 99.17%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.99% 94.00%
CHEMBL220 P22303 Acetylcholinesterase 89.54% 94.45%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.83% 96.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.40% 95.89%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 85.80% 95.83%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.60% 96.95%
CHEMBL2581 P07339 Cathepsin D 84.81% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.72% 97.09%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.22% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.34% 91.07%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 82.30% 97.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.44% 95.56%
CHEMBL2535 P11166 Glucose transporter 81.26% 98.75%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 81.09% 86.92%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.46% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.23% 97.14%

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 163014887
LOTUS LTS0222824
wikiData Q105187142