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6,11-dihydroxy-5-[(4R)-5-hydroxy-2,2-dimethyl-10-(2-methylbut-3-en-2-yl)-8-oxo-3,4-dihydropyrano[3,2-g]chromen-4-yl]-3,3,12-trimethylpyrano[2,3-c]acridin-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 0bd648de-1be2-4dda-afe8-3a3c9f5957f1
Taxonomy Phenylpropanoids and polyketides > Neoflavonoids > Prenylated neoflavonoids
IUPAC Name 6,11-dihydroxy-5-[(4R)-5-hydroxy-2,2-dimethyl-10-(2-methylbut-3-en-2-yl)-8-oxo-3,4-dihydropyrano[3,2-g]chromen-4-yl]-3,3,12-trimethylpyrano[2,3-c]acridin-7-one
SMILES (Canonical) CC1(CC(C2=C(O1)C(=C3C(=C2O)C=CC(=O)O3)C(C)(C)C=C)C4=C5C(=C6C(=C4O)C(=O)C7=C(N6C)C(=CC=C7)O)C=CC(O5)(C)C)C
SMILES (Isomeric) CC1(C[C@@H](C2=C(O1)C(=C3C(=C2O)C=CC(=O)O3)C(C)(C)C=C)C4=C5C(=C6C(=C4O)C(=O)C7=C(N6C)C(=CC=C7)O)C=CC(O5)(C)C)C
InChI InChI=1S/C38H37NO8/c1-9-36(2,3)27-34-20(13-14-23(41)45-34)31(43)24-21(17-38(6,7)47-35(24)27)25-32(44)26-29(19-15-16-37(4,5)46-33(19)25)39(8)28-18(30(26)42)11-10-12-22(28)40/h9-16,21,40,43-44H,1,17H2,2-8H3/t21-/m0/s1
InChI Key BFIGFOVYMXCKHN-NRFANRHFSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C38H37NO8
Molecular Weight 635.70 g/mol
Exact Mass 635.25191714 g/mol
Topological Polar Surface Area (TPSA) 126.00 Ų
XlogP 7.90
Atomic LogP (AlogP) 7.26
H-Bond Acceptor 9
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 6,11-dihydroxy-5-[(4R)-5-hydroxy-2,2-dimethyl-10-(2-methylbut-3-en-2-yl)-8-oxo-3,4-dihydropyrano[3,2-g]chromen-4-yl]-3,3,12-trimethylpyrano[2,3-c]acridin-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 + 0.6864 68.64%
Caco-2 - 0.8078 80.78%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.5479 54.79%
OATP2B1 inhibitior + 0.5723 57.23%
OATP1B1 inhibitior + 0.8587 85.87%
OATP1B3 inhibitior + 0.9303 93.03%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9836 98.36%
P-glycoprotein inhibitior + 0.8051 80.51%
P-glycoprotein substrate + 0.7353 73.53%
CYP3A4 substrate + 0.7364 73.64%
CYP2C9 substrate + 0.6494 64.94%
CYP2D6 substrate - 0.8614 86.14%
CYP3A4 inhibition - 0.8258 82.58%
CYP2C9 inhibition - 0.7614 76.14%
CYP2C19 inhibition - 0.6544 65.44%
CYP2D6 inhibition - 0.8066 80.66%
CYP1A2 inhibition + 0.5059 50.59%
CYP2C8 inhibition + 0.7140 71.40%
CYP inhibitory promiscuity - 0.8337 83.37%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Danger 0.4570 45.70%
Eye corrosion - 0.9888 98.88%
Eye irritation - 0.8714 87.14%
Skin irritation - 0.8118 81.18%
Skin corrosion - 0.9326 93.26%
Ames mutagenesis + 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8611 86.11%
Micronuclear + 0.7400 74.00%
Hepatotoxicity + 0.6159 61.59%
skin sensitisation - 0.8651 86.51%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.9358 93.58%
Acute Oral Toxicity (c) III 0.6554 65.54%
Estrogen receptor binding + 0.8002 80.02%
Androgen receptor binding + 0.7682 76.82%
Thyroid receptor binding + 0.6766 67.66%
Glucocorticoid receptor binding + 0.8319 83.19%
Aromatase binding + 0.7319 73.19%
PPAR gamma + 0.7647 76.47%
Honey bee toxicity - 0.6993 69.93%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9583 95.83%

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
CHEMBL2581 P07339 Cathepsin D 99.03% 98.95%
CHEMBL3192 Q9BY41 Histone deacetylase 8 98.91% 93.99%
CHEMBL1951 P21397 Monoamine oxidase A 98.54% 91.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 98.52% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.27% 91.11%
CHEMBL1937 Q92769 Histone deacetylase 2 97.83% 94.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.46% 89.00%
CHEMBL1914 P06276 Butyrylcholinesterase 95.87% 95.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.84% 94.45%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 94.17% 99.23%
CHEMBL3359 P21462 Formyl peptide receptor 1 92.90% 93.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.70% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.16% 97.25%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.72% 95.89%
CHEMBL234 P35462 Dopamine D3 receptor 87.46% 90.48%
CHEMBL217 P14416 Dopamine D2 receptor 87.24% 95.62%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.43% 94.00%
CHEMBL4835 P00338 L-lactate dehydrogenase A chain 86.31% 95.34%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 85.64% 89.62%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.20% 97.14%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 84.27% 100.00%
CHEMBL5103 Q969S8 Histone deacetylase 10 83.84% 90.08%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.49% 86.33%
CHEMBL279 P35968 Vascular endothelial growth factor receptor 2 80.12% 95.52%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 163087511
LOTUS LTS0256772
wikiData Q104934213