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(1R,5R,6R,7S,13S,21R)-13-(3,4-dihydroxyphenyl)-5-(4-hydroxyphenyl)-7-[(2R,3R)-3,5,7-trihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-8-yl]-4,12,14-trioxapentacyclo[11.7.1.02,11.03,8.015,20]henicosa-2(11),3(8),9,15,17,19-hexaene-6,9,17,19,21-pentol

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 fdb4f99c-b87a-4de8-955c-5c82b59e7f5b
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
IUPAC Name (1R,5R,6R,7S,13S,21R)-13-(3,4-dihydroxyphenyl)-5-(4-hydroxyphenyl)-7-[(2R,3R)-3,5,7-trihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-8-yl]-4,12,14-trioxapentacyclo[11.7.1.02,11.03,8.015,20]henicosa-2(11),3(8),9,15,17,19-hexaene-6,9,17,19,21-pentol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C45H36O16/c46-20-6-1-17(2-7-20)40-30(55)14-23-25(50)15-28(53)34(42(23)58-40)37-35-29(54)16-32-36(43(35)59-41(39(37)56)18-3-8-21(47)9-4-18)38-33-27(52)12-22(48)13-31(33)60-45(61-32,44(38)57)19-5-10-24(49)26(51)11-19/h1-13,15-16,30,37-41,44,46-57H,14H2/t30-,37+,38-,39-,40-,41-,44-,45+/m1/s1
InChI Key PUEFGNXBVGZIBL-LQNPQWRQSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C45H36O16
Molecular Weight 832.80 g/mol
Exact Mass 832.20033506 g/mol
Topological Polar Surface Area (TPSA) 280.00 Ų
XlogP 4.00
Atomic LogP (AlogP) 4.83
H-Bond Acceptor 16
H-Bond Donor 12
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,5R,6R,7S,13S,21R)-13-(3,4-dihydroxyphenyl)-5-(4-hydroxyphenyl)-7-[(2R,3R)-3,5,7-trihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-8-yl]-4,12,14-trioxapentacyclo[11.7.1.02,11.03,8.015,20]henicosa-2(11),3(8),9,15,17,19-hexaene-6,9,17,19,21-pentol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7002 70.02%
Caco-2 - 0.8919 89.19%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.5149 51.49%
OATP2B1 inhibitior - 0.7109 71.09%
OATP1B1 inhibitior + 0.8150 81.50%
OATP1B3 inhibitior + 0.8374 83.74%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9230 92.30%
P-glycoprotein inhibitior + 0.7220 72.20%
P-glycoprotein substrate - 0.5453 54.53%
CYP3A4 substrate + 0.6689 66.89%
CYP2C9 substrate - 0.7965 79.65%
CYP2D6 substrate + 0.3672 36.72%
CYP3A4 inhibition - 0.9095 90.95%
CYP2C9 inhibition - 0.8939 89.39%
CYP2C19 inhibition - 0.8571 85.71%
CYP2D6 inhibition - 0.9488 94.88%
CYP1A2 inhibition - 0.9758 97.58%
CYP2C8 inhibition + 0.7956 79.56%
CYP inhibitory promiscuity - 0.9554 95.54%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6019 60.19%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.8875 88.75%
Skin irritation - 0.6303 63.03%
Skin corrosion - 0.9314 93.14%
Ames mutagenesis + 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8414 84.14%
Micronuclear + 0.7759 77.59%
Hepatotoxicity - 0.7250 72.50%
skin sensitisation - 0.8144 81.44%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity + 0.5357 53.57%
Acute Oral Toxicity (c) IV 0.5178 51.78%
Estrogen receptor binding + 0.7940 79.40%
Androgen receptor binding + 0.7999 79.99%
Thyroid receptor binding + 0.5982 59.82%
Glucocorticoid receptor binding + 0.5916 59.16%
Aromatase binding + 0.5431 54.31%
PPAR gamma + 0.7447 74.47%
Honey bee toxicity - 0.6203 62.03%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.6800 68.00%
Fish aquatic toxicity + 0.7943 79.43%

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 99.75% 91.11%
CHEMBL233 P35372 Mu opioid receptor 94.89% 97.93%
CHEMBL236 P41143 Delta opioid receptor 94.16% 99.35%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.16% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.98% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.11% 89.00%
CHEMBL1951 P21397 Monoamine oxidase A 90.51% 91.49%
CHEMBL2581 P07339 Cathepsin D 88.20% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.95% 94.45%
CHEMBL2535 P11166 Glucose transporter 86.84% 98.75%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 86.04% 99.15%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 85.73% 94.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.12% 95.89%
CHEMBL4040 P28482 MAP kinase ERK2 83.91% 83.82%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 83.16% 90.93%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.69% 95.56%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 82.04% 85.11%
CHEMBL4208 P20618 Proteasome component C5 80.06% 90.00%

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.
Dicranopteris pedata

Cross-Links

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PubChem 14586196
LOTUS LTS0019310
wikiData Q105215031