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(1R,5R,13R)-5,13-bis(3,4-dihydroxyphenyl)-9,19-dihydroxy-17-[(2S,3S,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

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 cd9af7d8-5b48-42d3-b6f2-6f97138ab634
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
IUPAC Name (1R,5R,13R)-5,13-bis(3,4-dihydroxyphenyl)-9,19-dihydroxy-17-[(2S,3S,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/C36H32O16/c37-12-27-31(45)32(46)33(47)35(50-27)48-15-7-21(42)28-16-11-36(51-25(28)8-15,14-2-4-18(39)20(41)6-14)52-26-10-23(44)30-22(43)9-24(49-34(30)29(16)26)13-1-3-17(38)19(40)5-13/h1-8,10,16,24,27,31-33,35,37-42,44-47H,9,11-12H2/t16-,24-,27-,31-,32+,33+,35-,36-/m1/s1
InChI Key DQBZPEAEXINSNR-MNTDJHQOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H32O16
Molecular Weight 720.60 g/mol
Exact Mass 720.16903493 g/mol
Topological Polar Surface Area (TPSA) 266.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 1.97
H-Bond Acceptor 16
H-Bond Donor 10
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,5R,13R)-5,13-bis(3,4-dihydroxyphenyl)-9,19-dihydroxy-17-[(2S,3S,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

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 - 0.9046 90.46%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.6306 63.06%
OATP2B1 inhibitior - 0.7110 71.10%
OATP1B1 inhibitior + 0.9022 90.22%
OATP1B3 inhibitior + 0.9312 93.12%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9148 91.48%
P-glycoprotein inhibitior + 0.6588 65.88%
P-glycoprotein substrate - 0.6793 67.93%
CYP3A4 substrate + 0.6773 67.73%
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 + 0.6501 65.01%
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 - 0.8935 89.35%
Skin irritation - 0.8031 80.31%
Skin corrosion - 0.9650 96.50%
Ames mutagenesis + 0.5399 53.99%
Human Ether-a-go-go-Related Gene inhibition + 0.8075 80.75%
Micronuclear + 0.6433 64.33%
Hepatotoxicity - 0.8750 87.50%
skin sensitisation - 0.9113 91.13%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity + 0.6267 62.67%
Acute Oral Toxicity (c) III 0.4163 41.63%
Estrogen receptor binding + 0.8198 81.98%
Androgen receptor binding + 0.7368 73.68%
Thyroid receptor binding + 0.5392 53.92%
Glucocorticoid receptor binding + 0.5625 56.25%
Aromatase binding + 0.5823 58.23%
PPAR gamma + 0.7336 73.36%
Honey bee toxicity - 0.5646 56.46%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5000 50.00%
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 99.81% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 97.92% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.35% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.06% 94.45%
CHEMBL4040 P28482 MAP kinase ERK2 94.27% 83.82%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 94.24% 99.15%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.01% 89.00%
CHEMBL2581 P07339 Cathepsin D 92.00% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.44% 95.89%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 88.91% 92.68%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.95% 94.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.16% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.12% 95.56%
CHEMBL4208 P20618 Proteasome component C5 86.91% 90.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 84.64% 96.21%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 83.40% 95.78%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 82.69% 95.71%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.62% 99.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.86% 99.23%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.97% 92.62%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 80.89% 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 162822061
LOTUS LTS0245080
wikiData Q27114761