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(1R,3aR,8bR)-3a-(carboxymethyl)-8-[[(2R,3S,4S,5R,6S)-6-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxycarbonyl]-5,6-dihydroxy-3-oxo-1,8b-dihydrofuro[3,4-b][1]benzofuran-1-carboxylic acid

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 f9b5fce4-baff-44a0-9d08-7202875bcdbc
Taxonomy Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
IUPAC Name (1R,3aR,8bR)-3a-(carboxymethyl)-8-[[(2R,3S,4S,5R,6S)-6-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxycarbonyl]-5,6-dihydroxy-3-oxo-1,8b-dihydrofuro[3,4-b][1]benzofuran-1-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C29H26O19/c30-11-3-1-9(5-12(11)31)2-4-16(35)46-27-22(39)21(38)20(37)14(45-27)8-44-26(42)10-6-13(32)19(36)23-17(10)18-24(25(40)41)47-28(43)29(18,48-23)7-15(33)34/h1-6,14,18,20-22,24,27,30-32,36-39H,7-8H2,(H,33,34)(H,40,41)/b4-2+/t14-,18-,20-,21+,22-,24-,27+,29-/m1/s1
InChI Key RSMWTJSGEOVUJT-DVKABVDYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C29H26O19
Molecular Weight 678.50 g/mol
Exact Mass 678.10682860 g/mol
Topological Polar Surface Area (TPSA) 314.00 Ų
XlogP -1.20
Atomic LogP (AlogP) -1.57
H-Bond Acceptor 17
H-Bond Donor 9
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,3aR,8bR)-3a-(carboxymethyl)-8-[[(2R,3S,4S,5R,6S)-6-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxycarbonyl]-5,6-dihydroxy-3-oxo-1,8b-dihydrofuro[3,4-b][1]benzofuran-1-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7084 70.84%
Caco-2 - 0.9026 90.26%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.6019 60.19%
OATP2B1 inhibitior - 0.7082 70.82%
OATP1B1 inhibitior + 0.8464 84.64%
OATP1B3 inhibitior + 0.9526 95.26%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior - 0.7669 76.69%
P-glycoprotein inhibitior + 0.6657 66.57%
P-glycoprotein substrate - 0.6093 60.93%
CYP3A4 substrate + 0.6746 67.46%
CYP2C9 substrate - 0.8090 80.90%
CYP2D6 substrate - 0.8597 85.97%
CYP3A4 inhibition - 0.8241 82.41%
CYP2C9 inhibition - 0.8679 86.79%
CYP2C19 inhibition - 0.8208 82.08%
CYP2D6 inhibition - 0.8721 87.21%
CYP1A2 inhibition - 0.9145 91.45%
CYP2C8 inhibition + 0.8202 82.02%
CYP inhibitory promiscuity - 0.8579 85.79%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5115 51.15%
Eye corrosion - 0.9914 99.14%
Eye irritation - 0.8976 89.76%
Skin irritation - 0.7781 77.81%
Skin corrosion - 0.9374 93.74%
Ames mutagenesis - 0.5918 59.18%
Human Ether-a-go-go-Related Gene inhibition - 0.3740 37.40%
Micronuclear + 0.7092 70.92%
Hepatotoxicity - 0.7000 70.00%
skin sensitisation - 0.7908 79.08%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.9443 94.43%
Acute Oral Toxicity (c) III 0.5153 51.53%
Estrogen receptor binding + 0.7348 73.48%
Androgen receptor binding + 0.7485 74.85%
Thyroid receptor binding - 0.5241 52.41%
Glucocorticoid receptor binding + 0.5765 57.65%
Aromatase binding + 0.5500 55.00%
PPAR gamma + 0.6913 69.13%
Honey bee toxicity - 0.7272 72.72%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9541 95.41%

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 99.69% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 98.11% 91.49%
CHEMBL3194 P02766 Transthyretin 95.28% 90.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.00% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 94.68% 90.17%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 93.20% 99.15%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.10% 89.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 92.56% 96.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 92.24% 97.36%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.76% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.14% 94.45%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 89.00% 95.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.65% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.79% 97.09%
CHEMBL3401 O75469 Pregnane X receptor 86.75% 94.73%
CHEMBL2581 P07339 Cathepsin D 86.21% 98.95%
CHEMBL4040 P28482 MAP kinase ERK2 85.74% 83.82%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 85.61% 83.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.50% 99.17%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 83.06% 80.00%
CHEMBL5255 O00206 Toll-like receptor 4 82.30% 92.50%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 81.22% 95.64%
CHEMBL4208 P20618 Proteasome component C5 80.66% 90.00%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 80.20% 91.71%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.18% 99.23%

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.
Balanophora japonica

Cross-Links

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PubChem 24862054
LOTUS LTS0176262
wikiData Q105244754