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5',8',10-Trihydroxy-7'-methoxy-7-methylspiro[3,4-dihydropyrano[4,3-g]chromene-2,2'-benzo[f][1]benzofuran]-3',4',9,9'-tetrone

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 a684e058-0b52-44bd-a5d5-83d696dc08ba
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Pyranochromenes
IUPAC Name 5',8',10-trihydroxy-7'-methoxy-7-methylspiro[3,4-dihydropyrano[4,3-g]chromene-2,2'-benzo[f][1]benzofuran]-3',4',9,9'-tetrone
SMILES (Canonical) CC1=CC2=CC3=C(C(=C2C(=O)O1)O)OC4(CC3)C(=O)C5=C(O4)C(=O)C6=C(C5=O)C(=CC(=C6O)OC)O
SMILES (Isomeric) CC1=CC2=CC3=C(C(=C2C(=O)O1)O)OC4(CC3)C(=O)C5=C(O4)C(=O)C6=C(C5=O)C(=CC(=C6O)OC)O
InChI InChI=1S/C25H16O11/c1-8-5-10-6-9-3-4-25(35-21(9)19(29)13(10)24(32)34-8)23(31)16-18(28)14-11(26)7-12(33-2)17(27)15(14)20(30)22(16)36-25/h5-7,26-27,29H,3-4H2,1-2H3
InChI Key WHMSDFBRBQYCRO-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H16O11
Molecular Weight 492.40 g/mol
Exact Mass 492.06926132 g/mol
Topological Polar Surface Area (TPSA) 166.00 Ų
XlogP 4.40
Atomic LogP (AlogP) 2.18
H-Bond Acceptor 11
H-Bond Donor 3
Rotatable Bonds 1

Synonyms

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DDO-griseorhodin C
RefChem:914143
4',9',10-trihydroxy-7'-methoxy-7-methylspiro(3,4-dihydropyrano(4,3-g)chromene-2,2'-benzo(f)(1)benzofuran)-3',5',8',9-tetrone
7,8-dideoxy-6-oxogriseorhodin C

2D Structure

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2D Structure of 5',8',10-Trihydroxy-7'-methoxy-7-methylspiro[3,4-dihydropyrano[4,3-g]chromene-2,2'-benzo[f][1]benzofuran]-3',4',9,9'-tetrone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9090 90.90%
Caco-2 - 0.7261 72.61%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability + 0.5714 57.14%
Subcellular localzation Mitochondria 0.8711 87.11%
OATP2B1 inhibitior - 0.7096 70.96%
OATP1B1 inhibitior + 0.8739 87.39%
OATP1B3 inhibitior + 0.9430 94.30%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.7942 79.42%
P-glycoprotein inhibitior + 0.6208 62.08%
P-glycoprotein substrate - 0.5788 57.88%
CYP3A4 substrate + 0.6629 66.29%
CYP2C9 substrate + 0.6381 63.81%
CYP2D6 substrate - 0.8624 86.24%
CYP3A4 inhibition - 0.6264 62.64%
CYP2C9 inhibition + 0.5392 53.92%
CYP2C19 inhibition + 0.5073 50.73%
CYP2D6 inhibition - 0.7075 70.75%
CYP1A2 inhibition + 0.5417 54.17%
CYP2C8 inhibition + 0.6162 61.62%
CYP inhibitory promiscuity + 0.5492 54.92%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Danger 0.6716 67.16%
Eye corrosion - 0.9863 98.63%
Eye irritation - 0.8406 84.06%
Skin irritation - 0.7297 72.97%
Skin corrosion - 0.9252 92.52%
Ames mutagenesis - 0.5354 53.54%
Human Ether-a-go-go-Related Gene inhibition - 0.4357 43.57%
Micronuclear + 0.6659 66.59%
Hepatotoxicity + 0.5710 57.10%
skin sensitisation - 0.7939 79.39%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.7334 73.34%
Acute Oral Toxicity (c) I 0.6028 60.28%
Estrogen receptor binding + 0.8234 82.34%
Androgen receptor binding + 0.7408 74.08%
Thyroid receptor binding - 0.5777 57.77%
Glucocorticoid receptor binding + 0.8671 86.71%
Aromatase binding + 0.7303 73.03%
PPAR gamma + 0.7071 70.71%
Honey bee toxicity - 0.7592 75.92%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9602 96.02%

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 98.98% 91.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 96.49% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.14% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.20% 94.45%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.41% 99.23%
CHEMBL2581 P07339 Cathepsin D 91.18% 98.95%
CHEMBL3192 Q9BY41 Histone deacetylase 8 91.14% 93.99%
CHEMBL230 P35354 Cyclooxygenase-2 90.32% 89.63%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.54% 86.33%
CHEMBL1937 Q92769 Histone deacetylase 2 88.40% 94.75%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 87.44% 94.42%
CHEMBL3401 O75469 Pregnane X receptor 86.14% 94.73%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 86.10% 80.00%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 85.83% 93.40%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 85.40% 96.67%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 84.87% 99.15%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.12% 89.00%
CHEMBL4208 P20618 Proteasome component C5 83.05% 90.00%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 82.74% 92.68%
CHEMBL2535 P11166 Glucose transporter 82.73% 98.75%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.18% 93.03%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.73% 95.89%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.57% 90.71%

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 162966638
LOTUS LTS0151598
wikiData Q104200227