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(8S)-5-hydroxy-8-(4-hydroxy-3,5-dimethoxyphenyl)-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 2805527a-02e8-4f07-8b0f-3a02f0f70d66
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavans > 6-prenylated flavans > 6-prenylated flavanones
IUPAC Name (8S)-5-hydroxy-8-(4-hydroxy-3,5-dimethoxyphenyl)-2-(4-hydroxy-4-methylpentyl)-2-methyl-3,4,7,8-tetrahydropyrano[3,2-g]chromen-6-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C27H34O8/c1-26(2,31)8-6-9-27(3)10-7-16-19(35-27)14-20-23(24(16)29)17(28)13-18(34-20)15-11-21(32-4)25(30)22(12-15)33-5/h11-12,14,18,29-31H,6-10,13H2,1-5H3/t18-,27?/m0/s1
InChI Key DHYMKZKAVOUQFT-HSYKDVHTSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C27H34O8
Molecular Weight 486.60 g/mol
Exact Mass 486.22536804 g/mol
Topological Polar Surface Area (TPSA) 115.00 Ų
XlogP 4.30
Atomic LogP (AlogP) 4.85
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 7

Synonyms

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BDBM50278918

2D Structure

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2D Structure of (8S)-5-hydroxy-8-(4-hydroxy-3,5-dimethoxyphenyl)-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 + 0.9783 97.83%
Caco-2 - 0.6836 68.36%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.8288 82.88%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8503 85.03%
OATP1B3 inhibitior + 0.8285 82.85%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9030 90.30%
P-glycoprotein inhibitior + 0.6446 64.46%
P-glycoprotein substrate + 0.5333 53.33%
CYP3A4 substrate + 0.6874 68.74%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7943 79.43%
CYP3A4 inhibition - 0.7536 75.36%
CYP2C9 inhibition - 0.8360 83.60%
CYP2C19 inhibition - 0.8257 82.57%
CYP2D6 inhibition - 0.9216 92.16%
CYP1A2 inhibition - 0.6350 63.50%
CYP2C8 inhibition + 0.6698 66.98%
CYP inhibitory promiscuity - 0.8805 88.05%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6805 68.05%
Eye corrosion - 0.9920 99.20%
Eye irritation - 0.8014 80.14%
Skin irritation - 0.7661 76.61%
Skin corrosion - 0.9533 95.33%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5157 51.57%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.7323 73.23%
skin sensitisation - 0.9059 90.59%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity - 0.8514 85.14%
Acute Oral Toxicity (c) III 0.3617 36.17%
Estrogen receptor binding + 0.8635 86.35%
Androgen receptor binding + 0.6320 63.20%
Thyroid receptor binding + 0.7178 71.78%
Glucocorticoid receptor binding + 0.8363 83.63%
Aromatase binding + 0.7203 72.03%
PPAR gamma + 0.7296 72.96%
Honey bee toxicity - 0.7741 77.41%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9799 97.99%

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 99.89% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.85% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.66% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.47% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.52% 86.33%
CHEMBL2581 P07339 Cathepsin D 93.66% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.51% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.18% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.64% 95.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 92.45% 92.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.90% 89.00%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 90.28% 92.68%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.84% 94.00%
CHEMBL5555 O00767 Acyl-CoA desaturase 87.47% 97.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.04% 97.14%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.36% 92.94%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.97% 95.89%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 83.75% 82.38%
CHEMBL2413 P32246 C-C chemokine receptor type 1 83.58% 89.50%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 83.14% 92.88%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.84% 90.71%
CHEMBL2535 P11166 Glucose transporter 82.07% 98.75%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.98% 99.17%
CHEMBL3192 Q9BY41 Histone deacetylase 8 81.94% 93.99%
CHEMBL3820 P35557 Hexokinase type IV 80.68% 91.96%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.57% 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.
Paulownia tomentosa

Cross-Links

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PubChem 71659766
NPASS NPC471212
ChEMBL CHEMBL2387714
LOTUS LTS0149196
wikiData Q104980983