(3S)-3,5,7-trihydroxy-3-[(2S)-2-(hydroxymethyl)-5-methoxy-2-methylchromen-6-yl]-2H-chromen-4-one

Details

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Internal ID 1c947ecf-77da-48fb-9571-487e14be2a34
Taxonomy Phenylpropanoids and polyketides > Isoflavonoids > Isoflavans > Isoflavanones > 3-prenylated isoflavanones
IUPAC Name (3S)-3,5,7-trihydroxy-3-[(2S)-2-(hydroxymethyl)-5-methoxy-2-methylchromen-6-yl]-2H-chromen-4-one
SMILES (Canonical) CC1(C=CC2=C(O1)C=CC(=C2OC)C3(COC4=CC(=CC(=C4C3=O)O)O)O)CO
SMILES (Isomeric) C[C@]1(C=CC2=C(O1)C=CC(=C2OC)[C@@]3(COC4=CC(=CC(=C4C3=O)O)O)O)CO
InChI InChI=1S/C21H20O8/c1-20(9-22)6-5-12-15(29-20)4-3-13(18(12)27-2)21(26)10-28-16-8-11(23)7-14(24)17(16)19(21)25/h3-8,22-24,26H,9-10H2,1-2H3/t20-,21+/m0/s1
InChI Key XVFVOIOTKHNXRQ-LEWJYISDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H20O8
Molecular Weight 400.40 g/mol
Exact Mass 400.11581759 g/mol
Topological Polar Surface Area (TPSA) 126.00 Ų
XlogP 2.00
Atomic LogP (AlogP) 1.73
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S)-3,5,7-trihydroxy-3-[(2S)-2-(hydroxymethyl)-5-methoxy-2-methylchromen-6-yl]-2H-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 + 0.9336 93.36%
Caco-2 + 0.5381 53.81%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.5638 56.38%
OATP2B1 inhibitior - 0.5741 57.41%
OATP1B1 inhibitior + 0.8770 87.70%
OATP1B3 inhibitior + 0.9296 92.96%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.6127 61.27%
P-glycoprotein inhibitior - 0.5726 57.26%
P-glycoprotein substrate - 0.6104 61.04%
CYP3A4 substrate + 0.6522 65.22%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8333 83.33%
CYP3A4 inhibition - 0.5368 53.68%
CYP2C9 inhibition - 0.7922 79.22%
CYP2C19 inhibition - 0.7070 70.70%
CYP2D6 inhibition - 0.8706 87.06%
CYP1A2 inhibition - 0.8271 82.71%
CYP2C8 inhibition + 0.6707 67.07%
CYP inhibitory promiscuity - 0.5789 57.89%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6300 63.00%
Eye corrosion - 0.9886 98.86%
Eye irritation - 0.5388 53.88%
Skin irritation - 0.8212 82.12%
Skin corrosion - 0.9470 94.70%
Ames mutagenesis - 0.5937 59.37%
Human Ether-a-go-go-Related Gene inhibition - 0.7385 73.85%
Micronuclear + 0.5900 59.00%
Hepatotoxicity + 0.5024 50.24%
skin sensitisation - 0.8037 80.37%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity - 0.6390 63.90%
Acute Oral Toxicity (c) III 0.6085 60.85%
Estrogen receptor binding + 0.9209 92.09%
Androgen receptor binding + 0.7539 75.39%
Thyroid receptor binding + 0.6589 65.89%
Glucocorticoid receptor binding + 0.8617 86.17%
Aromatase binding + 0.7442 74.42%
PPAR gamma + 0.6943 69.43%
Honey bee toxicity - 0.8342 83.42%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.7658 76.58%

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 99.54% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.66% 94.45%
CHEMBL2581 P07339 Cathepsin D 95.39% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.99% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.75% 96.09%
CHEMBL3192 Q9BY41 Histone deacetylase 8 93.73% 93.99%
CHEMBL4208 P20618 Proteasome component C5 93.21% 90.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.31% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.69% 89.00%
CHEMBL1929 P47989 Xanthine dehydrogenase 87.58% 96.12%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.39% 94.00%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 87.13% 94.80%
CHEMBL240 Q12809 HERG 86.56% 89.76%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.94% 92.62%
CHEMBL1937 Q92769 Histone deacetylase 2 84.64% 94.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.21% 97.09%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 84.12% 99.15%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.50% 96.77%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.32% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.47% 91.07%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.00% 99.23%
CHEMBL5555 O00767 Acyl-CoA desaturase 81.90% 97.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.53% 99.17%

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 mollis

Cross-Links

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PubChem 162844671
LOTUS LTS0044458
wikiData Q105342857