(2S)-7-hydroxy-2-(7-hydroxy-2,2-dimethylchromen-6-yl)-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one

Details

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Internal ID ffccde29-2bd4-4c26-ab9a-762ba456e93f
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavans > 8-prenylated flavans > 8-prenylated flavanones
IUPAC Name (2S)-7-hydroxy-2-(7-hydroxy-2,2-dimethylchromen-6-yl)-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
SMILES (Canonical) CC(=CCC1=C(C=CC2=C1OC(CC2=O)C3=C(C=C4C(=C3)C=CC(O4)(C)C)O)O)C
SMILES (Isomeric) CC(=CCC1=C(C=CC2=C1O[C@@H](CC2=O)C3=C(C=C4C(=C3)C=CC(O4)(C)C)O)O)C
InChI InChI=1S/C25H26O5/c1-14(2)5-6-16-19(26)8-7-17-20(27)13-23(29-24(16)17)18-11-15-9-10-25(3,4)30-22(15)12-21(18)28/h5,7-12,23,26,28H,6,13H2,1-4H3/t23-/m0/s1
InChI Key RDDQFBMFMJPBSC-QHCPKHFHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H26O5
Molecular Weight 406.50 g/mol
Exact Mass 406.17802393 g/mol
Topological Polar Surface Area (TPSA) 76.00 Ų
XlogP 5.00
Atomic LogP (AlogP) 5.50
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S)-7-hydroxy-2-(7-hydroxy-2,2-dimethylchromen-6-yl)-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9917 99.17%
Caco-2 + 0.5146 51.46%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.8425 84.25%
OATP2B1 inhibitior - 0.8621 86.21%
OATP1B1 inhibitior + 0.8738 87.38%
OATP1B3 inhibitior + 0.9348 93.48%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.9434 94.34%
P-glycoprotein inhibitior + 0.7159 71.59%
P-glycoprotein substrate + 0.5908 59.08%
CYP3A4 substrate + 0.6546 65.46%
CYP2C9 substrate - 0.8024 80.24%
CYP2D6 substrate - 0.7542 75.42%
CYP3A4 inhibition - 0.8633 86.33%
CYP2C9 inhibition + 0.8654 86.54%
CYP2C19 inhibition + 0.8655 86.55%
CYP2D6 inhibition - 0.8601 86.01%
CYP1A2 inhibition - 0.6415 64.15%
CYP2C8 inhibition + 0.5128 51.28%
CYP inhibitory promiscuity + 0.7979 79.79%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9713 97.13%
Carcinogenicity (trinary) Non-required 0.6207 62.07%
Eye corrosion - 0.9925 99.25%
Eye irritation - 0.6671 66.71%
Skin irritation - 0.7396 73.96%
Skin corrosion - 0.9333 93.33%
Ames mutagenesis + 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4213 42.13%
Micronuclear - 0.5741 57.41%
Hepatotoxicity + 0.5301 53.01%
skin sensitisation - 0.7497 74.97%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) III 0.4861 48.61%
Estrogen receptor binding + 0.9234 92.34%
Androgen receptor binding + 0.7242 72.42%
Thyroid receptor binding + 0.6883 68.83%
Glucocorticoid receptor binding + 0.8325 83.25%
Aromatase binding + 0.5842 58.42%
PPAR gamma + 0.8268 82.68%
Honey bee toxicity - 0.7952 79.52%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9895 98.95%

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 99.49% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 99.45% 91.49%
CHEMBL2581 P07339 Cathepsin D 97.58% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.72% 85.14%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 93.61% 93.40%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.97% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.11% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.01% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.59% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.52% 100.00%
CHEMBL4208 P20618 Proteasome component C5 87.43% 90.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.07% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.97% 95.89%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.07% 90.71%
CHEMBL221 P23219 Cyclooxygenase-1 83.01% 90.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.36% 99.23%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.93% 91.07%
CHEMBL3401 O75469 Pregnane X receptor 80.25% 94.73%

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.
Sophora tonkinensis

Cross-Links

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PubChem 163005225
LOTUS LTS0263797
wikiData Q105234161