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(1R,9S,13S,21R)-1-(2,4-dihydroxyphenyl)-17-[6-hydroxy-7-(3-methylbut-2-enyl)-1-benzofuran-2-yl]-11-methyl-2,20-dioxapentacyclo[11.7.1.03,8.09,21.014,19]henicosa-3(8),4,6,11,14,16,18-heptaene-5,15-diol

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 14d817e2-4f42-4ce6-8d22-341babad44af
Taxonomy Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name (1R,9S,13S,21R)-1-(2,4-dihydroxyphenyl)-17-[6-hydroxy-7-(3-methylbut-2-enyl)-1-benzofuran-2-yl]-11-methyl-2,20-dioxapentacyclo[11.7.1.03,8.09,21.014,19]henicosa-3(8),4,6,11,14,16,18-heptaene-5,15-diol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C39H34O8/c1-19(2)4-8-26-30(42)11-5-21-15-33(45-38(21)26)22-14-32(44)36-28-13-20(3)12-27-25-9-6-24(41)18-34(25)46-39(37(27)28,47-35(36)16-22)29-10-7-23(40)17-31(29)43/h4-7,9-11,13-18,27-28,37,40-44H,8,12H2,1-3H3/t27-,28-,37-,39+/m1/s1
InChI Key FXBLJQRPJOXWDU-RDJDWHSLSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C39H34O8
Molecular Weight 630.70 g/mol
Exact Mass 630.22536804 g/mol
Topological Polar Surface Area (TPSA) 133.00 Ų
XlogP 7.90
Atomic LogP (AlogP) 8.61
H-Bond Acceptor 8
H-Bond Donor 5
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,9S,13S,21R)-1-(2,4-dihydroxyphenyl)-17-[6-hydroxy-7-(3-methylbut-2-enyl)-1-benzofuran-2-yl]-11-methyl-2,20-dioxapentacyclo[11.7.1.03,8.09,21.014,19]henicosa-3(8),4,6,11,14,16,18-heptaene-5,15-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9754 97.54%
Caco-2 - 0.8369 83.69%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.6485 64.85%
OATP2B1 inhibitior - 0.7085 70.85%
OATP1B1 inhibitior + 0.8204 82.04%
OATP1B3 inhibitior + 0.8528 85.28%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9765 97.65%
P-glycoprotein inhibitior + 0.8302 83.02%
P-glycoprotein substrate + 0.7168 71.68%
CYP3A4 substrate + 0.6967 69.67%
CYP2C9 substrate - 0.7953 79.53%
CYP2D6 substrate - 0.7118 71.18%
CYP3A4 inhibition - 0.5551 55.51%
CYP2C9 inhibition + 0.8197 81.97%
CYP2C19 inhibition + 0.7111 71.11%
CYP2D6 inhibition - 0.8431 84.31%
CYP1A2 inhibition - 0.5154 51.54%
CYP2C8 inhibition + 0.8604 86.04%
CYP inhibitory promiscuity + 0.8818 88.18%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4887 48.87%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.8891 88.91%
Skin irritation - 0.7344 73.44%
Skin corrosion - 0.9197 91.97%
Ames mutagenesis + 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9330 93.30%
Micronuclear - 0.5200 52.00%
Hepatotoxicity - 0.6458 64.58%
skin sensitisation - 0.7610 76.10%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.7878 78.78%
Acute Oral Toxicity (c) III 0.4294 42.94%
Estrogen receptor binding + 0.8616 86.16%
Androgen receptor binding + 0.8192 81.92%
Thyroid receptor binding + 0.6606 66.06%
Glucocorticoid receptor binding + 0.7901 79.01%
Aromatase binding + 0.5545 55.45%
PPAR gamma + 0.7857 78.57%
Honey bee toxicity - 0.7222 72.22%
Biodegradation - 1.0000 100.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 1.0000 100.00%

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 99.57% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.81% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.84% 94.45%
CHEMBL3038469 P24941 CDK2/Cyclin A 94.03% 91.38%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.25% 97.09%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 92.55% 96.95%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 92.00% 99.15%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.41% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.47% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.82% 99.23%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 87.64% 89.05%
CHEMBL344 Q99705 Melanin-concentrating hormone receptor 1 87.20% 92.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.19% 100.00%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 86.85% 96.39%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.84% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 85.97% 94.73%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.90% 90.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.81% 95.89%
CHEMBL301 P24941 Cyclin-dependent kinase 2 84.35% 91.23%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 84.13% 85.11%
CHEMBL2996 Q05655 Protein kinase C delta 84.03% 97.79%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 83.82% 93.40%
CHEMBL3227 P41594 Metabotropic glutamate receptor 5 83.63% 96.42%
CHEMBL4208 P20618 Proteasome component C5 83.55% 90.00%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 83.40% 97.21%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 83.38% 85.30%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.45% 94.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 81.98% 96.09%
CHEMBL236 P41143 Delta opioid receptor 81.52% 99.35%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.74% 92.94%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 80.47% 85.49%
CHEMBL2850 P49840 Glycogen synthase kinase-3 alpha 80.13% 88.84%

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.
Morus mongolica

Cross-Links

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PubChem 162877985
LOTUS LTS0030956
wikiData Q105003825