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(2R,3R,4R,5R,6S)-2-[[(2S,3R)-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-[3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropyl]-2,3-dihydro-1-benzofuran-3-yl]methoxy]-6-methyloxane-3,4,5-triol

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 fce2e4b6-2769-426a-8879-c52165bde7ef
Taxonomy Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name (2R,3R,4R,5R,6S)-2-[[(2S,3R)-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-[3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropyl]-2,3-dihydro-1-benzofuran-3-yl]methoxy]-6-methyloxane-3,4,5-triol
SMILES (Canonical) CC1C(C(C(C(O1)OCC2C(OC3=C2C=C(C=C3OC)CCCOC4C(C(C(C(O4)CO)O)O)O)C5=CC(=C(C=C5)O)OC)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H](OC3=C2C=C(C=C3OC)CCCO[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)C5=CC(=C(C=C5)O)OC)O)O)O
InChI InChI=1S/C32H44O15/c1-14-23(35)25(37)27(39)32(45-14)44-13-18-17-9-15(5-4-8-43-31-28(40)26(38)24(36)22(12-33)46-31)10-21(42-3)30(17)47-29(18)16-6-7-19(34)20(11-16)41-2/h6-7,9-11,14,18,22-29,31-40H,4-5,8,12-13H2,1-3H3/t14-,18-,22+,23-,24+,25+,26-,27+,28+,29+,31+,32+/m0/s1
InChI Key ZPDRCPKBKAFAQJ-HOUMTNNSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H44O15
Molecular Weight 668.70 g/mol
Exact Mass 668.26802069 g/mol
Topological Polar Surface Area (TPSA) 226.00 Ų
XlogP -0.60
Atomic LogP (AlogP) -0.78
H-Bond Acceptor 15
H-Bond Donor 8
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R,4R,5R,6S)-2-[[(2S,3R)-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-[3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropyl]-2,3-dihydro-1-benzofuran-3-yl]methoxy]-6-methyloxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5319 53.19%
Caco-2 - 0.8741 87.41%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.7187 71.87%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7978 79.78%
OATP1B3 inhibitior + 0.9595 95.95%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.7809 78.09%
P-glycoprotein inhibitior - 0.4568 45.68%
P-glycoprotein substrate + 0.5342 53.42%
CYP3A4 substrate + 0.6721 67.21%
CYP2C9 substrate - 0.7915 79.15%
CYP2D6 substrate - 0.7682 76.82%
CYP3A4 inhibition - 0.9402 94.02%
CYP2C9 inhibition - 0.7559 75.59%
CYP2C19 inhibition - 0.7994 79.94%
CYP2D6 inhibition - 0.9105 91.05%
CYP1A2 inhibition - 0.8264 82.64%
CYP2C8 inhibition + 0.8169 81.69%
CYP inhibitory promiscuity - 0.5221 52.21%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5700 57.00%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9232 92.32%
Skin irritation - 0.8357 83.57%
Skin corrosion - 0.9517 95.17%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8853 88.53%
Micronuclear - 0.5341 53.41%
Hepatotoxicity - 0.8250 82.50%
skin sensitisation - 0.9030 90.30%
Respiratory toxicity - 0.5778 57.78%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.9101 91.01%
Acute Oral Toxicity (c) III 0.7055 70.55%
Estrogen receptor binding + 0.8133 81.33%
Androgen receptor binding - 0.5000 50.00%
Thyroid receptor binding + 0.5639 56.39%
Glucocorticoid receptor binding + 0.6225 62.25%
Aromatase binding + 0.5405 54.05%
PPAR gamma + 0.6595 65.95%
Honey bee toxicity - 0.7854 78.54%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6900 69.00%
Fish aquatic toxicity - 0.3949 39.49%

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 99.43% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.02% 96.09%
CHEMBL2581 P07339 Cathepsin D 93.90% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.62% 85.14%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.17% 99.17%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 91.55% 86.92%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.52% 86.33%
CHEMBL3714130 P46095 G-protein coupled receptor 6 91.44% 97.36%
CHEMBL3401 O75469 Pregnane X receptor 90.18% 94.73%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.93% 94.00%
CHEMBL1951 P21397 Monoamine oxidase A 87.13% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.76% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.94% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.17% 95.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.19% 96.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.31% 95.89%
CHEMBL3194 P02766 Transthyretin 81.70% 90.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.41% 95.89%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.18% 95.83%

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.
Juniperus communis var. depressa

Cross-Links

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PubChem 21589938
LOTUS LTS0158630
wikiData Q105380850