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[(6aR,11aR)-3,9-dihydroxy-2,10-bis(3-methylbut-2-enyl)-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromen-8-yl]-[5,6-dihydroxy-2-(7-hydroxy-2,2-dimethylchromen-6-yl)-7-(3-methylbut-2-enyl)-1-benzofuran-3-yl]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 cb50529b-35af-409e-b832-010bddb1c0ce
Taxonomy Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name [(6aR,11aR)-3,9-dihydroxy-2,10-bis(3-methylbut-2-enyl)-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromen-8-yl]-[5,6-dihydroxy-2-(7-hydroxy-2,2-dimethylchromen-6-yl)-7-(3-methylbut-2-enyl)-1-benzofuran-3-yl]methanone
SMILES (Canonical) CC(=CCC1=CC2=C(C=C1O)OCC3C2OC4=C(C(=C(C=C34)C(=O)C5=C(OC6=C(C(=C(C=C56)O)O)CC=C(C)C)C7=C(C=C8C(=C7)C=CC(O8)(C)C)O)O)CC=C(C)C)C
SMILES (Isomeric) CC(=CCC1=CC2=C(C=C1O)OC[C@@H]3[C@H]2OC4=C(C(=C(C=C34)C(=O)C5=C(OC6=C(C(=C(C=C56)O)O)CC=C(C)C)C7=C(C=C8C(=C7)C=CC(O8)(C)C)O)O)CC=C(C)C)C
InChI InChI=1S/C50H50O10/c1-24(2)9-12-27-17-33-41(21-37(27)51)57-23-36-31-19-35(43(54)29(13-10-25(3)4)46(31)58-48(33)36)45(56)42-34-20-39(53)44(55)30(14-11-26(5)6)47(34)59-49(42)32-18-28-15-16-50(7,8)60-40(28)22-38(32)52/h9-11,15-22,36,48,51-55H,12-14,23H2,1-8H3/t36-,48-/m0/s1
InChI Key IYUZDUFYWMTORD-RLFKZRTMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C50H50O10
Molecular Weight 810.90 g/mol
Exact Mass 810.34039779 g/mol
Topological Polar Surface Area (TPSA) 159.00 Ų
XlogP 11.90
Atomic LogP (AlogP) 11.18
H-Bond Acceptor 10
H-Bond Donor 5
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(6aR,11aR)-3,9-dihydroxy-2,10-bis(3-methylbut-2-enyl)-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromen-8-yl]-[5,6-dihydroxy-2-(7-hydroxy-2,2-dimethylchromen-6-yl)-7-(3-methylbut-2-enyl)-1-benzofuran-3-yl]methanone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9815 98.15%
Caco-2 - 0.8554 85.54%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.8446 84.46%
OATP2B1 inhibitior + 0.5790 57.90%
OATP1B1 inhibitior + 0.8389 83.89%
OATP1B3 inhibitior + 0.9565 95.65%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9885 98.85%
P-glycoprotein inhibitior + 0.8135 81.35%
P-glycoprotein substrate + 0.7887 78.87%
CYP3A4 substrate + 0.7051 70.51%
CYP2C9 substrate + 0.5844 58.44%
CYP2D6 substrate - 0.8190 81.90%
CYP3A4 inhibition - 0.8374 83.74%
CYP2C9 inhibition + 0.8351 83.51%
CYP2C19 inhibition + 0.8517 85.17%
CYP2D6 inhibition - 0.8272 82.72%
CYP1A2 inhibition + 0.5404 54.04%
CYP2C8 inhibition + 0.8162 81.62%
CYP inhibitory promiscuity + 0.7617 76.17%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6358 63.58%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9098 90.98%
Skin irritation - 0.7394 73.94%
Skin corrosion - 0.9263 92.63%
Ames mutagenesis + 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8424 84.24%
Micronuclear - 0.5000 50.00%
Hepatotoxicity + 0.5875 58.75%
skin sensitisation - 0.7792 77.92%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity - 0.8076 80.76%
Acute Oral Toxicity (c) III 0.5518 55.18%
Estrogen receptor binding + 0.8369 83.69%
Androgen receptor binding + 0.7822 78.22%
Thyroid receptor binding + 0.6080 60.80%
Glucocorticoid receptor binding + 0.7964 79.64%
Aromatase binding + 0.6461 64.61%
PPAR gamma + 0.7848 78.48%
Honey bee toxicity - 0.7321 73.21%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9944 99.44%

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 99.94% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.10% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.15% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 94.51% 90.17%
CHEMBL2581 P07339 Cathepsin D 94.37% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.71% 100.00%
CHEMBL3401 O75469 Pregnane X receptor 91.06% 94.73%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 90.84% 92.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.66% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.84% 99.23%
CHEMBL240 Q12809 HERG 88.73% 89.76%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.61% 86.33%
CHEMBL2535 P11166 Glucose transporter 87.56% 98.75%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 87.15% 85.30%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.37% 95.89%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 86.23% 96.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.03% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.81% 85.14%
CHEMBL3038469 P24941 CDK2/Cyclin A 84.48% 91.38%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.23% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.74% 95.56%
CHEMBL2413 P32246 C-C chemokine receptor type 1 82.52% 89.50%

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.
Lespedeza cyrtobotrya
Teucrium betonicum

Cross-Links

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PubChem 25208908
NPASS NPC243494
LOTUS LTS0180680
wikiData Q105122994