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(8S)-5-hydroxy-8-(3-hydroxy-4-methoxyphenyl)-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 184bc265-f487-4449-bcc6-01bea917939d
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavans > 6-prenylated flavans > 6-prenylated flavanones
IUPAC Name (8S)-5-hydroxy-8-(3-hydroxy-4-methoxyphenyl)-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)OC)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)OC)O)O)CCCC(C)(C)O
InChI InChI=1S/C26H32O7/c1-25(2,30)9-5-10-26(3)11-8-16-21(33-26)14-22-23(24(16)29)18(28)13-20(32-22)15-6-7-19(31-4)17(27)12-15/h6-7,12,14,20,27,29-30H,5,8-11,13H2,1-4H3/t20-,26?/m0/s1
InChI Key JKVINBILQDMNEH-DQUNLGLBSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C26H32O7
Molecular Weight 456.50 g/mol
Exact Mass 456.21480336 g/mol
Topological Polar Surface Area (TPSA) 105.00 Ų
XlogP 4.30
Atomic LogP (AlogP) 4.84
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 6

Synonyms

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SCHEMBL30341884
BDBM50278949

2D Structure

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2D Structure of (8S)-5-hydroxy-8-(3-hydroxy-4-methoxyphenyl)-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 - 0.6304 63.04%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8288 82.88%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8841 88.41%
OATP1B3 inhibitior + 0.8285 82.85%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9326 93.26%
P-glycoprotein inhibitior + 0.6583 65.83%
P-glycoprotein substrate + 0.5052 50.52%
CYP3A4 substrate + 0.6951 69.51%
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 + 0.7324 73.24%
CYP inhibitory promiscuity - 0.8805 88.05%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6805 68.05%
Eye corrosion - 0.9920 99.20%
Eye irritation - 0.8511 85.11%
Skin irritation - 0.7661 76.61%
Skin corrosion - 0.9533 95.33%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6747 67.47%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.7123 71.23%
skin sensitisation - 0.9059 90.59%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity - 0.8427 84.27%
Acute Oral Toxicity (c) III 0.3617 36.17%
Estrogen receptor binding + 0.8750 87.50%
Androgen receptor binding + 0.6618 66.18%
Thyroid receptor binding + 0.6782 67.82%
Glucocorticoid receptor binding + 0.8358 83.58%
Aromatase binding + 0.7265 72.65%
PPAR gamma + 0.7956 79.56%
Honey bee toxicity - 0.7880 78.80%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5051 50.51%
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 99.84% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.67% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.45% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.22% 97.09%
CHEMBL2581 P07339 Cathepsin D 95.15% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.78% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.85% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.20% 94.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.39% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.74% 89.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 90.80% 93.99%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.88% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 89.67% 92.62%
CHEMBL5555 O00767 Acyl-CoA desaturase 88.33% 97.50%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 86.96% 92.88%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.17% 97.14%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 85.18% 92.68%
CHEMBL2535 P11166 Glucose transporter 83.74% 98.75%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.23% 90.71%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.63% 92.94%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.10% 99.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.61% 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 71659628
NPASS NPC471210
ChEMBL CHEMBL2387712
LOTUS LTS0079898
wikiData Q105130542