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Dihydrogenistin

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 1e35a6d3-0cf0-449f-838d-9a540cae3577
Taxonomy Phenylpropanoids and polyketides > Isoflavonoids > Isoflavonoid O-glycosides
IUPAC Name 5-hydroxy-3-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one
SMILES (Canonical) C1C(C(=O)C2=C(C=C(C=C2O1)OC3C(C(C(C(O3)CO)O)O)O)O)C4=CC=C(C=C4)O
SMILES (Isomeric) C1C(C(=O)C2=C(C=C(C=C2O1)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)C4=CC=C(C=C4)O
InChI InChI=1S/C21H22O10/c22-7-15-18(26)19(27)20(28)21(31-15)30-11-5-13(24)16-14(6-11)29-8-12(17(16)25)9-1-3-10(23)4-2-9/h1-6,12,15,18-24,26-28H,7-8H2/t12?,15-,18-,19+,20-,21-/m1/s1
InChI Key HZFUHKPAKUYSOB-KENFSNRMSA-N
Popularity 8 references in papers

Physical and Chemical Properties

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Molecular Formula C21H22O10
Molecular Weight 434.40 g/mol
Exact Mass 434.12129689 g/mol
Topological Polar Surface Area (TPSA) 166.00 Ų
XlogP 0.80
Atomic LogP (AlogP) -0.36
H-Bond Acceptor 10
H-Bond Donor 6
Rotatable Bonds 4

Synonyms

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441045-21-2
5,7,4'-Trihydroxyisoflavanone 7-O-glucoside
SCHEMBL572117
CHEMBL518255
CHEBI:133413
DTXSID101122814
dihydrogenistein 7-O-beta-D-glucoside
dihydrogenistein 7-O-beta-D-glucopyranoside
5-hydroxy-3-(4-hydroxyphenyl)-4-oxo-3,4-dihydro-2H-1-benzopyran-7-yl beta-D-glucopyranoside
5-hydroxy-3-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Dihydrogenistin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5736 57.36%
Caco-2 - 0.9349 93.49%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.5848 58.48%
OATP2B1 inhibitior - 0.5622 56.22%
OATP1B1 inhibitior + 0.9206 92.06%
OATP1B3 inhibitior + 0.9434 94.34%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior - 0.6371 63.71%
P-glycoprotein inhibitior - 0.8095 80.95%
P-glycoprotein substrate - 0.8632 86.32%
CYP3A4 substrate + 0.5710 57.10%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8517 85.17%
CYP3A4 inhibition - 0.9390 93.90%
CYP2C9 inhibition - 0.9315 93.15%
CYP2C19 inhibition - 0.9047 90.47%
CYP2D6 inhibition - 0.9458 94.58%
CYP1A2 inhibition - 0.9180 91.80%
CYP2C8 inhibition + 0.4435 44.35%
CYP inhibitory promiscuity - 0.7526 75.26%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6848 68.48%
Eye corrosion - 0.9930 99.30%
Eye irritation - 0.8535 85.35%
Skin irritation - 0.8255 82.55%
Skin corrosion - 0.9691 96.91%
Ames mutagenesis + 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5155 51.55%
Micronuclear + 0.6433 64.33%
Hepatotoxicity - 0.7750 77.50%
skin sensitisation - 0.9132 91.32%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.6066 60.66%
Acute Oral Toxicity (c) IV 0.4763 47.63%
Estrogen receptor binding + 0.6967 69.67%
Androgen receptor binding + 0.6503 65.03%
Thyroid receptor binding + 0.5867 58.67%
Glucocorticoid receptor binding - 0.5225 52.25%
Aromatase binding + 0.5724 57.24%
PPAR gamma + 0.7863 78.63%
Honey bee toxicity - 0.7778 77.78%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5750 57.50%
Fish aquatic toxicity + 0.7958 79.58%

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 99.67% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 97.15% 97.09%
CHEMBL2581 P07339 Cathepsin D 95.17% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.21% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.49% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.16% 96.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.33% 94.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 89.22% 99.15%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.12% 95.89%
CHEMBL4208 P20618 Proteasome component C5 88.66% 90.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 88.15% 96.21%
CHEMBL226 P30542 Adenosine A1 receptor 86.84% 95.93%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.46% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 84.69% 94.73%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 84.54% 86.92%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.52% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.50% 86.33%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 82.58% 94.80%
CHEMBL4040 P28482 MAP kinase ERK2 81.67% 83.82%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 81.09% 85.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.08% 99.17%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 80.70% 89.67%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.39% 95.89%

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.
Glycine max

Cross-Links

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PubChem 11070108
NPASS NPC308265
LOTUS LTS0132941
wikiData Q105035654