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[(1R,9S,12S)-11-[2,6-dihydroxy-4-(6-hydroxy-1-benzofuran-2-yl)phenyl]-5-hydroxy-9-methyl-8-oxatricyclo[7.3.1.02,7]trideca-2(7),3,5,10-tetraen-12-yl]-(2,4-dihydroxyphenyl)methanone

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 28597cc8-e3e4-4149-8c77-ac2a4a26e32b
Taxonomy Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name [(1R,9S,12S)-11-[2,6-dihydroxy-4-(6-hydroxy-1-benzofuran-2-yl)phenyl]-5-hydroxy-9-methyl-8-oxatricyclo[7.3.1.02,7]trideca-2(7),3,5,10-tetraen-12-yl]-(2,4-dihydroxyphenyl)methanone
SMILES (Canonical) CC12CC(C(C(=C1)C3=C(C=C(C=C3O)C4=CC5=C(O4)C=C(C=C5)O)O)C(=O)C6=C(C=C(C=C6)O)O)C7=C(O2)C=C(C=C7)O
SMILES (Isomeric) C[C@]12C[C@H]([C@@H](C(=C1)C3=C(C=C(C=C3O)C4=CC5=C(O4)C=C(C=C5)O)O)C(=O)C6=C(C=C(C=C6)O)O)C7=C(O2)C=C(C=C7)O
InChI InChI=1S/C34H26O9/c1-34-14-23(21-6-4-20(37)13-30(21)43-34)31(33(41)22-7-5-18(35)11-25(22)38)24(15-34)32-26(39)8-17(9-27(32)40)28-10-16-2-3-19(36)12-29(16)42-28/h2-13,15,23,31,35-40H,14H2,1H3/t23-,31-,34-/m0/s1
InChI Key KINVGWHLWGHQKZ-UENJDZAYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C34H26O9
Molecular Weight 578.60 g/mol
Exact Mass 578.15768240 g/mol
Topological Polar Surface Area (TPSA) 161.00 Ų
XlogP 5.70
Atomic LogP (AlogP) 6.55
H-Bond Acceptor 9
H-Bond Donor 6
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,9S,12S)-11-[2,6-dihydroxy-4-(6-hydroxy-1-benzofuran-2-yl)phenyl]-5-hydroxy-9-methyl-8-oxatricyclo[7.3.1.02,7]trideca-2(7),3,5,10-tetraen-12-yl]-(2,4-dihydroxyphenyl)methanone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9912 99.12%
Caco-2 - 0.8676 86.76%
Blood Brain Barrier - 0.6879 68.79%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7497 74.97%
OATP2B1 inhibitior - 0.5645 56.45%
OATP1B1 inhibitior + 0.8781 87.81%
OATP1B3 inhibitior + 0.9406 94.06%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.8950 89.50%
P-glycoprotein inhibitior + 0.7844 78.44%
P-glycoprotein substrate + 0.6760 67.60%
CYP3A4 substrate + 0.6809 68.09%
CYP2C9 substrate + 0.7974 79.74%
CYP2D6 substrate - 0.8146 81.46%
CYP3A4 inhibition + 0.7040 70.40%
CYP2C9 inhibition + 0.8697 86.97%
CYP2C19 inhibition + 0.7129 71.29%
CYP2D6 inhibition - 0.8755 87.55%
CYP1A2 inhibition + 0.6064 60.64%
CYP2C8 inhibition + 0.8613 86.13%
CYP inhibitory promiscuity + 0.8775 87.75%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Danger 0.4507 45.07%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.8530 85.30%
Skin irritation - 0.6939 69.39%
Skin corrosion - 0.9178 91.78%
Ames mutagenesis + 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8732 87.32%
Micronuclear + 0.7100 71.00%
Hepatotoxicity - 0.6287 62.87%
skin sensitisation - 0.7378 73.78%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity + 0.5302 53.02%
Acute Oral Toxicity (c) III 0.3128 31.28%
Estrogen receptor binding + 0.8267 82.67%
Androgen receptor binding + 0.8675 86.75%
Thyroid receptor binding + 0.6244 62.44%
Glucocorticoid receptor binding + 0.8742 87.42%
Aromatase binding + 0.5423 54.23%
PPAR gamma + 0.7778 77.78%
Honey bee toxicity - 0.8287 82.87%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9795 97.95%

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 99.19% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.32% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.93% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.78% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.78% 99.23%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.68% 94.45%
CHEMBL240 Q12809 HERG 91.68% 89.76%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.58% 89.00%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 87.92% 85.11%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 87.71% 99.15%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.85% 94.00%
CHEMBL340 P08684 Cytochrome P450 3A4 85.82% 91.19%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.73% 90.71%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.45% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.09% 86.33%
CHEMBL4208 P20618 Proteasome component C5 83.21% 90.00%
CHEMBL5408 Q9UHD2 Serine/threonine-protein kinase TBK1 82.97% 90.48%
CHEMBL284 P27487 Dipeptidyl peptidase IV 81.65% 95.69%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.90% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.58% 95.56%

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 11699830
LOTUS LTS0159538
wikiData Q105141608