2,3,8,10-Tetrahydroxy[2]benzopyrano[4,3-b][1]benzopyran-7(5H)-one

Details

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Internal ID 00f0bff5-8bf0-4a19-b5c4-b86e41c2ddaf
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Pyranoflavonoids
IUPAC Name 2,3,8,10-tetrahydroxy-5H-isochromeno[4,3-b]chromen-7-one
SMILES (Canonical) C1C2=CC(=C(C=C2C3=C(O1)C(=O)C4=C(C=C(C=C4O3)O)O)O)O
SMILES (Isomeric) C1C2=CC(=C(C=C2C3=C(O1)C(=O)C4=C(C=C(C=C4O3)O)O)O)O
InChI InChI=1S/C16H10O7/c17-7-2-11(20)13-12(3-7)23-15-8-4-10(19)9(18)1-6(8)5-22-16(15)14(13)21/h1-4,17-20H,5H2
InChI Key WOLQFWZOEYHATG-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C16H10O7
Molecular Weight 314.25 g/mol
Exact Mass 314.04265265 g/mol
Topological Polar Surface Area (TPSA) 116.00 Ų
XlogP 2.10
Atomic LogP (AlogP) 2.17
H-Bond Acceptor 7
H-Bond Donor 4
Rotatable Bonds 0

Synonyms

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CHEBI:186162
LMPK12113387
2,3,8,10-tetrahydroxy-5H-isochromeno[4,3-b]chromen-7-one

2D Structure

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2D Structure of 2,3,8,10-Tetrahydroxy[2]benzopyrano[4,3-b][1]benzopyran-7(5H)-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7079 70.79%
Caco-2 - 0.6452 64.52%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.5781 57.81%
OATP2B1 inhibitior - 0.5293 52.93%
OATP1B1 inhibitior + 0.8484 84.84%
OATP1B3 inhibitior + 0.9728 97.28%
MATE1 inhibitior - 0.5800 58.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.7225 72.25%
P-glycoprotein inhibitior - 0.8930 89.30%
P-glycoprotein substrate - 0.7305 73.05%
CYP3A4 substrate + 0.5364 53.64%
CYP2C9 substrate - 0.8170 81.70%
CYP2D6 substrate - 0.8379 83.79%
CYP3A4 inhibition - 0.5822 58.22%
CYP2C9 inhibition - 0.7832 78.32%
CYP2C19 inhibition - 0.8550 85.50%
CYP2D6 inhibition - 0.8199 81.99%
CYP1A2 inhibition + 0.7871 78.71%
CYP2C8 inhibition + 0.4600 46.00%
CYP inhibitory promiscuity - 0.6758 67.58%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7048 70.48%
Eye corrosion - 0.9912 99.12%
Eye irritation + 0.9472 94.72%
Skin irritation - 0.5864 58.64%
Skin corrosion - 0.9441 94.41%
Ames mutagenesis + 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7949 79.49%
Micronuclear + 0.7900 79.00%
Hepatotoxicity + 0.6125 61.25%
skin sensitisation - 0.7755 77.55%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.6501 65.01%
Acute Oral Toxicity (c) II 0.3462 34.62%
Estrogen receptor binding + 0.8519 85.19%
Androgen receptor binding + 0.8079 80.79%
Thyroid receptor binding + 0.5430 54.30%
Glucocorticoid receptor binding + 0.8168 81.68%
Aromatase binding + 0.7616 76.16%
PPAR gamma + 0.8548 85.48%
Honey bee toxicity - 0.8071 80.71%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.8488 84.88%

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 98.54% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 98.08% 91.49%
CHEMBL1929 P47989 Xanthine dehydrogenase 94.73% 96.12%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.72% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.69% 95.56%
CHEMBL2581 P07339 Cathepsin D 91.70% 98.95%
CHEMBL3194 P02766 Transthyretin 89.07% 90.71%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 87.07% 93.40%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.21% 99.23%
CHEMBL262 P49841 Glycogen synthase kinase-3 beta 84.09% 95.72%
CHEMBL3401 O75469 Pregnane X receptor 83.46% 94.73%
CHEMBL3192 Q9BY41 Histone deacetylase 8 83.20% 93.99%
CHEMBL4208 P20618 Proteasome component C5 83.00% 90.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.68% 86.33%
CHEMBL2073 P07947 Tyrosine-protein kinase YES 82.02% 83.14%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 81.73% 95.64%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.62% 94.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.32% 100.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.15% 90.71%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 80.14% 94.42%

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.
Acacia crombiei

Cross-Links

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PubChem 44260087
LOTUS LTS0057692
wikiData Q105309578