8-[(2S)-2,3-dihydroxy-3-methylbutyl]-5,7-dihydroxy-3-(4-hydroxyphenyl)chromen-4-one

Details

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Internal ID 1a9efac8-f839-42c6-8f4b-e592f650ac18
Taxonomy Phenylpropanoids and polyketides > Isoflavonoids > Isoflav-2-enes > Isoflavones
IUPAC Name 8-[(2S)-2,3-dihydroxy-3-methylbutyl]-5,7-dihydroxy-3-(4-hydroxyphenyl)chromen-4-one
SMILES (Canonical) CC(C)(C(CC1=C2C(=C(C=C1O)O)C(=O)C(=CO2)C3=CC=C(C=C3)O)O)O
SMILES (Isomeric) CC(C)([C@H](CC1=C2C(=C(C=C1O)O)C(=O)C(=CO2)C3=CC=C(C=C3)O)O)O
InChI InChI=1S/C20H20O7/c1-20(2,26)16(24)7-12-14(22)8-15(23)17-18(25)13(9-27-19(12)17)10-3-5-11(21)6-4-10/h3-6,8-9,16,21-24,26H,7H2,1-2H3/t16-/m0/s1
InChI Key ZPPVCMASJXQQMG-INIZCTEOSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C20H20O7
Molecular Weight 372.40 g/mol
Exact Mass 372.12090297 g/mol
Topological Polar Surface Area (TPSA) 127.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 2.25
H-Bond Acceptor 7
H-Bond Donor 5
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 8-[(2S)-2,3-dihydroxy-3-methylbutyl]-5,7-dihydroxy-3-(4-hydroxyphenyl)chromen-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 + 0.9692 96.92%
Caco-2 - 0.6109 61.09%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.6641 66.41%
OATP2B1 inhibitior + 0.5753 57.53%
OATP1B1 inhibitior + 0.8915 89.15%
OATP1B3 inhibitior + 0.9526 95.26%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.7556 75.56%
P-glycoprotein inhibitior - 0.7307 73.07%
P-glycoprotein substrate - 0.7805 78.05%
CYP3A4 substrate + 0.5406 54.06%
CYP2C9 substrate - 0.5894 58.94%
CYP2D6 substrate - 0.8279 82.79%
CYP3A4 inhibition - 0.7036 70.36%
CYP2C9 inhibition - 0.8662 86.62%
CYP2C19 inhibition - 0.8386 83.86%
CYP2D6 inhibition - 0.9075 90.75%
CYP1A2 inhibition - 0.6931 69.31%
CYP2C8 inhibition + 0.6344 63.44%
CYP inhibitory promiscuity - 0.8542 85.42%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6751 67.51%
Eye corrosion - 0.9914 99.14%
Eye irritation - 0.6408 64.08%
Skin irritation - 0.7291 72.91%
Skin corrosion - 0.8941 89.41%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5000 50.00%
Micronuclear + 0.5259 52.59%
Hepatotoxicity + 0.5753 57.53%
skin sensitisation - 0.8062 80.62%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.6434 64.34%
Acute Oral Toxicity (c) III 0.5794 57.94%
Estrogen receptor binding + 0.8901 89.01%
Androgen receptor binding + 0.8198 81.98%
Thyroid receptor binding + 0.7841 78.41%
Glucocorticoid receptor binding + 0.8765 87.65%
Aromatase binding + 0.7455 74.55%
PPAR gamma + 0.8675 86.75%
Honey bee toxicity - 0.8559 85.59%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9339 93.39%

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
CHEMBL2581 P07339 Cathepsin D 99.41% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.45% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.31% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 91.00% 94.73%
CHEMBL242 Q92731 Estrogen receptor beta 90.90% 98.35%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 90.16% 99.15%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 89.18% 86.92%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 89.00% 90.93%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.82% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.45% 94.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.68% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.46% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.03% 99.17%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 81.98% 91.71%

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.
Erycibe expansa

Cross-Links

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PubChem 44437738
NPASS NPC222298
LOTUS LTS0271492
wikiData Q105381116