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(2S)-4',9',10-trihydroxy-7'-methoxy-5',8',9-trioxospiro[3,4-dihydropyrano[4,3-g]chromene-2,2'-3H-benzo[f][1]benzofuran]-7-carboxylic acid

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 11fa0d82-3100-44f1-8635-7c88b44b4dc7
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Pyranochromenes
IUPAC Name (2S)-4',9',10-trihydroxy-7'-methoxy-5',8',9-trioxospiro[3,4-dihydropyrano[4,3-g]chromene-2,2'-3H-benzo[f][1]benzofuran]-7-carboxylic acid
SMILES (Canonical) COC1=CC(=O)C2=C(C1=O)C(=C3C(=C2O)CC4(O3)CCC5=C(O4)C(=C6C(=C5)C=C(OC6=O)C(=O)O)O)O
SMILES (Isomeric) COC1=CC(=O)C2=C(C1=O)C(=C3C(=C2O)C[C@@]4(O3)CCC5=C(O4)C(=C6C(=C5)C=C(OC6=O)C(=O)O)O)O
InChI InChI=1S/C25H16O12/c1-34-12-6-11(26)15-16(18(12)28)20(30)22-10(17(15)27)7-25(37-22)3-2-8-4-9-5-13(23(31)32)35-24(33)14(9)19(29)21(8)36-25/h4-6,27,29-30H,2-3,7H2,1H3,(H,31,32)/t25-/m0/s1
InChI Key GHHJAJPNICHJLZ-VWLOTQADSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C25H16O12
Molecular Weight 508.40 g/mol
Exact Mass 508.06417594 g/mol
Topological Polar Surface Area (TPSA) 186.00 Ų
XlogP 4.00
Atomic LogP (AlogP) 2.17
H-Bond Acceptor 11
H-Bond Donor 4
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S)-4',9',10-trihydroxy-7'-methoxy-5',8',9-trioxospiro[3,4-dihydropyrano[4,3-g]chromene-2,2'-3H-benzo[f][1]benzofuran]-7-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9204 92.04%
Caco-2 - 0.8280 82.80%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Mitochondria 0.8816 88.16%
OATP2B1 inhibitior - 0.7060 70.60%
OATP1B1 inhibitior + 0.8662 86.62%
OATP1B3 inhibitior + 0.9452 94.52%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.7071 70.71%
BSEP inhibitior + 0.6479 64.79%
P-glycoprotein inhibitior + 0.6276 62.76%
P-glycoprotein substrate - 0.6260 62.60%
CYP3A4 substrate + 0.6455 64.55%
CYP2C9 substrate + 0.6393 63.93%
CYP2D6 substrate - 0.8782 87.82%
CYP3A4 inhibition - 0.7624 76.24%
CYP2C9 inhibition - 0.6269 62.69%
CYP2C19 inhibition + 0.5201 52.01%
CYP2D6 inhibition - 0.8225 82.25%
CYP1A2 inhibition + 0.6018 60.18%
CYP2C8 inhibition + 0.5961 59.61%
CYP inhibitory promiscuity - 0.6950 69.50%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Danger 0.6607 66.07%
Eye corrosion - 0.9863 98.63%
Eye irritation - 0.8474 84.74%
Skin irritation - 0.7521 75.21%
Skin corrosion - 0.9270 92.70%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3658 36.58%
Micronuclear + 0.5459 54.59%
Hepatotoxicity - 0.5250 52.50%
skin sensitisation - 0.8287 82.87%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.5706 57.06%
Acute Oral Toxicity (c) I 0.5109 51.09%
Estrogen receptor binding + 0.8248 82.48%
Androgen receptor binding + 0.7440 74.40%
Thyroid receptor binding - 0.5459 54.59%
Glucocorticoid receptor binding + 0.8036 80.36%
Aromatase binding + 0.6416 64.16%
PPAR gamma + 0.7212 72.12%
Honey bee toxicity - 0.7684 76.84%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.9744 97.44%

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 98.63% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.16% 94.45%
CHEMBL2581 P07339 Cathepsin D 96.70% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.68% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.73% 86.33%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 92.61% 94.42%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 91.86% 93.00%
CHEMBL2535 P11166 Glucose transporter 91.67% 98.75%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.16% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.44% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.22% 96.09%
CHEMBL3192 Q9BY41 Histone deacetylase 8 87.49% 93.99%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.95% 99.23%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 85.94% 93.04%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.50% 95.89%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 83.95% 96.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.61% 89.00%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 83.58% 95.17%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 83.44% 96.67%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 83.11% 93.40%
CHEMBL4829 O00763 Acetyl-CoA carboxylase 2 82.13% 98.00%

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 163057343
LOTUS LTS0032742
wikiData Q105008526