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(6R)-5,5a(2)-Dihydroxy-2a(2),8,8a(2),10,10a(2)-pentamethoxy-2-methyl[6,9a(2)-bi-4H-naphtho[1,2-b]pyran]-4,4a(2)-dione

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 bf677d16-a62a-4a73-a98e-d6b12e024cd4
Taxonomy Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
IUPAC Name 5-hydroxy-6-(5-hydroxy-2,8,10-trimethoxy-4-oxobenzo[h]chromen-9-yl)-8,10-dimethoxy-2-methylbenzo[h]chromen-4-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C32H26O11/c1-13-7-17(33)27-29(36)25(16-10-15(37-2)11-21(39-4)24(16)32(27)42-13)28-20(38-3)9-14-8-18(34)26-19(35)12-22(40-5)43-31(26)23(14)30(28)41-6/h7-12,34,36H,1-6H3
InChI Key VRAXHZQGYCOOCL-UHFFFAOYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C32H26O11
Molecular Weight 586.50 g/mol
Exact Mass 586.14751164 g/mol
Topological Polar Surface Area (TPSA) 139.00 Ų
XlogP 6.10
Atomic LogP (AlogP) 5.64
H-Bond Acceptor 11
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

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(6R)- 5,5'-Dihydroxy-2',8,8',10,10'-pentamethoxy-2-methyl[6,9'-bi-4H-naphtho[1,2-b]pyran]-4,4'-dione

2D Structure

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2D Structure of (6R)-5,5a(2)-Dihydroxy-2a(2),8,8a(2),10,10a(2)-pentamethoxy-2-methyl[6,9a(2)-bi-4H-naphtho[1,2-b]pyran]-4,4a(2)-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9426 94.26%
Caco-2 - 0.6555 65.55%
Blood Brain Barrier - 0.9000 90.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.8566 85.66%
OATP2B1 inhibitior - 0.8615 86.15%
OATP1B1 inhibitior + 0.8581 85.81%
OATP1B3 inhibitior + 0.8647 86.47%
MATE1 inhibitior - 0.6000 60.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.8459 84.59%
P-glycoprotein inhibitior + 0.8452 84.52%
P-glycoprotein substrate - 0.5820 58.20%
CYP3A4 substrate + 0.6412 64.12%
CYP2C9 substrate - 0.6360 63.60%
CYP2D6 substrate - 0.8410 84.10%
CYP3A4 inhibition - 0.9266 92.66%
CYP2C9 inhibition - 0.7207 72.07%
CYP2C19 inhibition - 0.9263 92.63%
CYP2D6 inhibition - 0.9235 92.35%
CYP1A2 inhibition - 0.7765 77.65%
CYP2C8 inhibition + 0.7071 70.71%
CYP inhibitory promiscuity - 0.6830 68.30%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9513 95.13%
Carcinogenicity (trinary) Non-required 0.4770 47.70%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.8759 87.59%
Skin irritation - 0.7880 78.80%
Skin corrosion - 0.9741 97.41%
Ames mutagenesis + 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7522 75.22%
Micronuclear + 0.8700 87.00%
Hepatotoxicity - 0.6500 65.00%
skin sensitisation - 0.9684 96.84%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.6614 66.14%
Acute Oral Toxicity (c) II 0.4952 49.52%
Estrogen receptor binding + 0.8603 86.03%
Androgen receptor binding + 0.7371 73.71%
Thyroid receptor binding + 0.5832 58.32%
Glucocorticoid receptor binding + 0.7883 78.83%
Aromatase binding + 0.5657 56.57%
PPAR gamma + 0.7187 71.87%
Honey bee toxicity - 0.8453 84.53%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9607 96.07%

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 98.31% 91.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 97.42% 94.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 94.49% 99.15%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.04% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.71% 99.23%
CHEMBL3192 Q9BY41 Histone deacetylase 8 91.87% 93.99%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.79% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 89.79% 94.73%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.71% 85.14%
CHEMBL2535 P11166 Glucose transporter 88.67% 98.75%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 87.56% 86.92%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 86.72% 94.42%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.64% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.07% 99.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.85% 94.45%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 85.79% 93.65%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.08% 95.50%
CHEMBL2581 P07339 Cathepsin D 83.73% 98.95%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.77% 92.62%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.75% 92.94%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 80.48% 96.00%
CHEMBL1937 Q92769 Histone deacetylase 2 80.07% 94.75%
CHEMBL4581 P52732 Kinesin-like protein 1 80.00% 93.18%

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.
There are no matching plants.

Cross-Links

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PubChem 163106337
LOTUS LTS0261793
wikiData Q105291654