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(8S)-8-(3,5-dihydroxyphenyl)-5-hydroxy-2,2-dimethyl-10-(3-methylbut-2-enyl)-7,8-dihydropyrano[3,2-g]chromen-6-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 5b7187d1-1806-4776-b9b9-57b1bad1e64b
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavans > 8-prenylated flavans > 8-prenylated flavanones
IUPAC Name (8S)-8-(3,5-dihydroxyphenyl)-5-hydroxy-2,2-dimethyl-10-(3-methylbut-2-enyl)-7,8-dihydropyrano[3,2-g]chromen-6-one
SMILES (Canonical) CC(=CCC1=C2C(=C(C3=C1OC(CC3=O)C4=CC(=CC(=C4)O)O)O)C=CC(O2)(C)C)C
SMILES (Isomeric) CC(=CCC1=C2C(=C(C3=C1O[C@@H](CC3=O)C4=CC(=CC(=C4)O)O)O)C=CC(O2)(C)C)C
InChI InChI=1S/C25H26O6/c1-13(2)5-6-18-23-17(7-8-25(3,4)31-23)22(29)21-19(28)12-20(30-24(18)21)14-9-15(26)11-16(27)10-14/h5,7-11,20,26-27,29H,6,12H2,1-4H3/t20-/m0/s1
InChI Key AORPIEJDBDRJNG-FQEVSTJZSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C25H26O6
Molecular Weight 422.50 g/mol
Exact Mass 422.17293854 g/mol
Topological Polar Surface Area (TPSA) 96.20 Ų
XlogP 5.20
Atomic LogP (AlogP) 5.20
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

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(8S)-8-(3,5-dihydroxyphenyl)-5-hydroxy-2,2-dimethyl-10-(3-methylbut-2-enyl)-7,8-dihydropyrano[3,2-g]chromen-6-one

2D Structure

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2D Structure of (8S)-8-(3,5-dihydroxyphenyl)-5-hydroxy-2,2-dimethyl-10-(3-methylbut-2-enyl)-7,8-dihydropyrano[3,2-g]chromen-6-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9815 98.15%
Caco-2 + 0.5000 50.00%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7659 76.59%
OATP2B1 inhibitior - 0.8588 85.88%
OATP1B1 inhibitior + 0.7681 76.81%
OATP1B3 inhibitior + 0.9601 96.01%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.9060 90.60%
P-glycoprotein inhibitior + 0.6178 61.78%
P-glycoprotein substrate - 0.5606 56.06%
CYP3A4 substrate + 0.6293 62.93%
CYP2C9 substrate - 0.7981 79.81%
CYP2D6 substrate - 0.8063 80.63%
CYP3A4 inhibition - 0.6063 60.63%
CYP2C9 inhibition + 0.7642 76.42%
CYP2C19 inhibition + 0.7928 79.28%
CYP2D6 inhibition - 0.7729 77.29%
CYP1A2 inhibition - 0.5225 52.25%
CYP2C8 inhibition + 0.4589 45.89%
CYP inhibitory promiscuity + 0.8725 87.25%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6131 61.31%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.5585 55.85%
Skin irritation - 0.7334 73.34%
Skin corrosion - 0.9335 93.35%
Ames mutagenesis + 0.5163 51.63%
Human Ether-a-go-go-Related Gene inhibition + 0.7593 75.93%
Micronuclear - 0.5741 57.41%
Hepatotoxicity + 0.5301 53.01%
skin sensitisation - 0.7457 74.57%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.6804 68.04%
Acute Oral Toxicity (c) III 0.5894 58.94%
Estrogen receptor binding + 0.9183 91.83%
Androgen receptor binding + 0.6940 69.40%
Thyroid receptor binding + 0.6174 61.74%
Glucocorticoid receptor binding + 0.8608 86.08%
Aromatase binding + 0.5771 57.71%
PPAR gamma + 0.8467 84.67%
Honey bee toxicity - 0.7528 75.28%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9747 97.47%

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 99.69% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.28% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.38% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.26% 96.09%
CHEMBL2581 P07339 Cathepsin D 92.81% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.27% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 90.03% 94.73%
CHEMBL1951 P21397 Monoamine oxidase A 89.39% 91.49%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.40% 97.09%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 85.62% 80.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.60% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.29% 95.89%
CHEMBL4208 P20618 Proteasome component C5 84.12% 90.00%
CHEMBL1929 P47989 Xanthine dehydrogenase 84.07% 96.12%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.59% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.25% 100.00%
CHEMBL236 P41143 Delta opioid receptor 83.16% 99.35%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 82.95% 95.71%
CHEMBL221 P23219 Cyclooxygenase-1 82.35% 90.17%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.70% 99.17%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.54% 90.71%
CHEMBL233 P35372 Mu opioid receptor 81.47% 97.93%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.42% 99.23%

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.
Eriosema tuberosum

Cross-Links

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PubChem 10093700
LOTUS LTS0028371
wikiData Q104915919