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8,14-Methano-4H,14H-1-benzopyrano(7,8-d)(1,3)benzodioxocin-4-one, 8-(3,4-dihydroxyphenyl)-11-(beta-D-glucopyranosyloxy)-2,3-dihydro-5,13-dihydroxy-2-(4-hydroxyphenyl)-, (2R,8R,14R)-

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 640f460a-0e5a-4654-86b6-4b53287cfe5a
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
IUPAC Name (1R,5R,13R)-13-(3,4-dihydroxyphenyl)-9,19-dihydroxy-5-(4-hydroxyphenyl)-17-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,12,14-trioxapentacyclo[11.7.1.02,11.03,8.015,20]henicosa-2(11),3(8),9,15,17,19-hexaen-7-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C36H32O15/c37-13-27-31(44)32(45)33(46)35(49-27)47-17-8-21(41)28-18-12-36(50-25(28)9-17,15-3-6-19(39)20(40)7-15)51-26-11-23(43)30-22(42)10-24(48-34(30)29(18)26)14-1-4-16(38)5-2-14/h1-9,11,18,24,27,31-33,35,37-41,43-46H,10,12-13H2/t18-,24-,27-,31-,32+,33-,35-,36-/m1/s1
InChI Key FTKAVFCYTQUGTN-BNDLDUQUSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C36H32O15
Molecular Weight 704.60 g/mol
Exact Mass 704.17412031 g/mol
Topological Polar Surface Area (TPSA) 245.00 Ų
XlogP 2.50
Atomic LogP (AlogP) 2.26
H-Bond Acceptor 15
H-Bond Donor 9
Rotatable Bonds 5

Synonyms

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CHEBI:65793
(2R,8R,14R)-8-(3,4-dihydroxyphenyl)-5,13-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-3,4-dihydro-2H,14H-8,14-methanochromeno[7,8-d][1,3]benzodioxocin-11-yl beta-D-glucopyranoside
2beta-O-7)-naringenin
CHEMBL447954
Q27134282
5,7,3',4'-tetrahydroxyflavanyl-7-O-beta-glucosyl-(4beta-8;2beta-O-7)-naringenin
(1R,5R,13R)-13-(3,4-dihydroxyphenyl)-9,19-dihydroxy-5-(4-hydroxyphenyl)-17-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,12,14-trioxapentacyclo[11.7.1.02,11.03,8.015,20]henicosa-2(11),3(8),9,15,17,19-hexaen-7-one

2D Structure

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2D Structure of 8,14-Methano-4H,14H-1-benzopyrano(7,8-d)(1,3)benzodioxocin-4-one, 8-(3,4-dihydroxyphenyl)-11-(beta-D-glucopyranosyloxy)-2,3-dihydro-5,13-dihydroxy-2-(4-hydroxyphenyl)-, (2R,8R,14R)-

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6345 63.45%
Caco-2 - 0.9023 90.23%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.6306 63.06%
OATP2B1 inhibitior - 0.7104 71.04%
OATP1B1 inhibitior + 0.8883 88.83%
OATP1B3 inhibitior + 0.9312 93.12%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9186 91.86%
P-glycoprotein inhibitior + 0.6702 67.02%
P-glycoprotein substrate - 0.6446 64.46%
CYP3A4 substrate + 0.6840 68.40%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8437 84.37%
CYP3A4 inhibition - 0.9003 90.03%
CYP2C9 inhibition - 0.9111 91.11%
CYP2C19 inhibition - 0.8790 87.90%
CYP2D6 inhibition - 0.9528 95.28%
CYP1A2 inhibition - 0.9118 91.18%
CYP2C8 inhibition + 0.6955 69.55%
CYP inhibitory promiscuity - 0.8209 82.09%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6908 69.08%
Eye corrosion - 0.9924 99.24%
Eye irritation - 0.8934 89.34%
Skin irritation - 0.8031 80.31%
Skin corrosion - 0.9650 96.50%
Ames mutagenesis + 0.5699 56.99%
Human Ether-a-go-go-Related Gene inhibition + 0.7743 77.43%
Micronuclear + 0.6433 64.33%
Hepatotoxicity - 0.8750 87.50%
skin sensitisation - 0.9113 91.13%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity + 0.6632 66.32%
Acute Oral Toxicity (c) III 0.4163 41.63%
Estrogen receptor binding + 0.8193 81.93%
Androgen receptor binding + 0.7402 74.02%
Thyroid receptor binding + 0.5279 52.79%
Glucocorticoid receptor binding + 0.5876 58.76%
Aromatase binding + 0.5752 57.52%
PPAR gamma + 0.7359 73.59%
Honey bee toxicity - 0.5718 57.18%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.8239 82.39%

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 99.82% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 97.96% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.23% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.74% 96.09%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 94.24% 99.15%
CHEMBL2581 P07339 Cathepsin D 92.13% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.01% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.69% 85.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.58% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.12% 95.56%
CHEMBL4208 P20618 Proteasome component C5 87.05% 90.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.33% 94.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 86.33% 96.21%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 84.08% 92.68%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 83.40% 95.78%
CHEMBL4040 P28482 MAP kinase ERK2 82.88% 83.82%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 82.71% 85.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.70% 99.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.95% 99.23%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.66% 95.71%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 81.65% 86.92%

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.
Sarcophyte piriei

Cross-Links

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PubChem 10676233
LOTUS LTS0115321
wikiData Q27134282