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10-[(2R)-2,5-dihydroxy-6,8-dimethoxy-2-methyl-4-oxo-3H-benzo[g]chromen-7-yl]-5-hydroxy-6,8-dimethoxy-2-methylbenzo[g]chromen-4-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 f600eaf6-ee86-47fd-a1db-ec3e586c269a
Taxonomy Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
IUPAC Name 10-[(2R)-2,5-dihydroxy-6,8-dimethoxy-2-methyl-4-oxo-3H-benzo[g]chromen-7-yl]-5-hydroxy-6,8-dimethoxy-2-methylbenzo[g]chromen-4-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C32H28O11/c1-13-7-17(33)26-29(36)23-16(10-15(38-3)11-20(23)40-5)24(31(26)42-13)27-19(39-4)8-14-9-21-25(18(34)12-32(2,37)43-21)28(35)22(14)30(27)41-6/h7-11,35-37H,12H2,1-6H3/t32-/m1/s1
InChI Key XQLGSHUQZMPBGG-JGCGQSQUSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C32H28O11
Molecular Weight 588.60 g/mol
Exact Mass 588.16316171 g/mol
Topological Polar Surface Area (TPSA) 150.00 Ų
XlogP 5.40
Atomic LogP (AlogP) 5.19
H-Bond Acceptor 11
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 10-[(2R)-2,5-dihydroxy-6,8-dimethoxy-2-methyl-4-oxo-3H-benzo[g]chromen-7-yl]-5-hydroxy-6,8-dimethoxy-2-methylbenzo[g]chromen-4-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8743 87.43%
Caco-2 - 0.7490 74.90%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7542 75.42%
OATP2B1 inhibitior - 0.8618 86.18%
OATP1B1 inhibitior + 0.8703 87.03%
OATP1B3 inhibitior + 0.9250 92.50%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9204 92.04%
P-glycoprotein inhibitior + 0.8142 81.42%
P-glycoprotein substrate + 0.5290 52.90%
CYP3A4 substrate + 0.6840 68.40%
CYP2C9 substrate - 0.5791 57.91%
CYP2D6 substrate - 0.8284 82.84%
CYP3A4 inhibition - 0.8672 86.72%
CYP2C9 inhibition - 0.8502 85.02%
CYP2C19 inhibition - 0.9393 93.93%
CYP2D6 inhibition - 0.8608 86.08%
CYP1A2 inhibition - 0.8471 84.71%
CYP2C8 inhibition + 0.7020 70.20%
CYP inhibitory promiscuity - 0.8931 89.31%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9513 95.13%
Carcinogenicity (trinary) Non-required 0.4600 46.00%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.8746 87.46%
Skin irritation - 0.8040 80.40%
Skin corrosion - 0.9517 95.17%
Ames mutagenesis + 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7666 76.66%
Micronuclear + 0.6700 67.00%
Hepatotoxicity - 0.6375 63.75%
skin sensitisation - 0.9413 94.13%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.6884 68.84%
Acute Oral Toxicity (c) I 0.4768 47.68%
Estrogen receptor binding + 0.8782 87.82%
Androgen receptor binding + 0.6791 67.91%
Thyroid receptor binding + 0.6148 61.48%
Glucocorticoid receptor binding + 0.8433 84.33%
Aromatase binding + 0.6912 69.12%
PPAR gamma + 0.7315 73.15%
Honey bee toxicity - 0.7895 78.95%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9474 94.74%

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 99.31% 91.11%
CHEMBL3192 Q9BY41 Histone deacetylase 8 98.43% 93.99%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 97.42% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.99% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.96% 94.45%
CHEMBL1937 Q92769 Histone deacetylase 2 93.19% 94.75%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.09% 85.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 93.08% 99.23%
CHEMBL241 Q14432 Phosphodiesterase 3A 92.67% 92.94%
CHEMBL4040 P28482 MAP kinase ERK2 92.14% 83.82%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 90.57% 94.42%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 90.46% 92.68%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.46% 89.00%
CHEMBL4208 P20618 Proteasome component C5 90.08% 90.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.19% 86.33%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 88.75% 99.15%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.78% 91.07%
CHEMBL2535 P11166 Glucose transporter 86.26% 98.75%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 85.46% 96.21%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.63% 92.62%
CHEMBL2581 P07339 Cathepsin D 82.68% 98.95%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 82.36% 85.49%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 81.56% 92.29%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.49% 95.50%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.31% 96.77%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 81.24% 100.00%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 80.31% 96.00%

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 15939564
LOTUS LTS0018671
wikiData Q105339836