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(8S)-8-(3,4-dihydroxyphenyl)-5-hydroxy-2-(4-hydroxy-4-methylpentyl)-2-methyl-3,4,7,8-tetrahydropyrano[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 6424f99e-7b7c-4700-bbfb-aaa5df5adc92
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavans > 6-prenylated flavans > 6-prenylated flavanones
IUPAC Name (8S)-8-(3,4-dihydroxyphenyl)-5-hydroxy-2-(4-hydroxy-4-methylpentyl)-2-methyl-3,4,7,8-tetrahydropyrano[3,2-g]chromen-6-one
SMILES (Canonical) CC1(CCC2=C(C3=C(C=C2O1)OC(CC3=O)C4=CC(=C(C=C4)O)O)O)CCCC(C)(C)O
SMILES (Isomeric) CC1(CCC2=C(C3=C(C=C2O1)O[C@@H](CC3=O)C4=CC(=C(C=C4)O)O)O)CCCC(C)(C)O
InChI InChI=1S/C25H30O7/c1-24(2,30)8-4-9-25(3)10-7-15-20(32-25)13-21-22(23(15)29)18(28)12-19(31-21)14-5-6-16(26)17(27)11-14/h5-6,11,13,19,26-27,29-30H,4,7-10,12H2,1-3H3/t19-,25?/m0/s1
InChI Key CMJDNOOYGNOVCM-UBDBMELISA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C25H30O7
Molecular Weight 442.50 g/mol
Exact Mass 442.19915329 g/mol
Topological Polar Surface Area (TPSA) 116.00 Ų
XlogP 4.00
Atomic LogP (AlogP) 4.53
H-Bond Acceptor 7
H-Bond Donor 4
Rotatable Bonds 5

Synonyms

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SCHEMBL30341877
BDBM50278905

2D Structure

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2D Structure of (8S)-8-(3,4-dihydroxyphenyl)-5-hydroxy-2-(4-hydroxy-4-methylpentyl)-2-methyl-3,4,7,8-tetrahydropyrano[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 + 0.9646 96.46%
Caco-2 - 0.7135 71.35%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.8357 83.57%
OATP2B1 inhibitior - 0.7193 71.93%
OATP1B1 inhibitior + 0.8962 89.62%
OATP1B3 inhibitior + 0.8738 87.38%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8787 87.87%
BSEP inhibitior + 0.8486 84.86%
P-glycoprotein inhibitior - 0.4730 47.30%
P-glycoprotein substrate - 0.5917 59.17%
CYP3A4 substrate + 0.6689 66.89%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8040 80.40%
CYP3A4 inhibition - 0.8240 82.40%
CYP2C9 inhibition - 0.8969 89.69%
CYP2C19 inhibition - 0.8653 86.53%
CYP2D6 inhibition - 0.9542 95.42%
CYP1A2 inhibition - 0.7035 70.35%
CYP2C8 inhibition + 0.6437 64.37%
CYP inhibitory promiscuity - 0.9543 95.43%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6848 68.48%
Eye corrosion - 0.9925 99.25%
Eye irritation - 0.7804 78.04%
Skin irritation - 0.7283 72.83%
Skin corrosion - 0.9414 94.14%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4327 43.27%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.7426 74.26%
skin sensitisation - 0.8798 87.98%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.8572 85.72%
Acute Oral Toxicity (c) III 0.4396 43.96%
Estrogen receptor binding + 0.8897 88.97%
Androgen receptor binding + 0.7479 74.79%
Thyroid receptor binding + 0.7158 71.58%
Glucocorticoid receptor binding + 0.8293 82.93%
Aromatase binding + 0.7355 73.55%
PPAR gamma + 0.8160 81.60%
Honey bee toxicity - 0.8210 82.10%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9900 99.00%

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 99.94% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.30% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.16% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.31% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.86% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.08% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.83% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.68% 86.33%
CHEMBL236 P41143 Delta opioid receptor 89.68% 99.35%
CHEMBL1951 P21397 Monoamine oxidase A 89.00% 91.49%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 87.59% 92.68%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 87.06% 85.11%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 86.53% 90.71%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 85.53% 93.40%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.68% 95.89%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 84.58% 92.88%
CHEMBL5555 O00767 Acyl-CoA desaturase 84.30% 97.50%
CHEMBL3192 Q9BY41 Histone deacetylase 8 83.63% 93.99%
CHEMBL233 P35372 Mu opioid receptor 83.62% 97.93%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.27% 85.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.67% 99.23%
CHEMBL3401 O75469 Pregnane X receptor 82.57% 94.73%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 82.40% 99.15%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.36% 92.62%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.61% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.54% 97.25%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.12% 94.00%

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.
Paulownia tomentosa

Cross-Links

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PubChem 71659627
NPASS NPC471209
ChEMBL CHEMBL2387711
LOTUS LTS0059321
wikiData Q104964627