(7S)-7-(2,4-dihydroxyphenyl)-7-hydroxy-2,2-dimethyl-10-(3-methylbut-2-enyl)-8H-pyrano[3,2-g]chromen-6-one

Details

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Internal ID 7e5e0356-b09d-4331-91e5-c53562a7557f
Taxonomy Phenylpropanoids and polyketides > Isoflavonoids > Isoflavans > Isoflavanones > 8-prenylated isoflavanones
IUPAC Name (7S)-7-(2,4-dihydroxyphenyl)-7-hydroxy-2,2-dimethyl-10-(3-methylbut-2-enyl)-8H-pyrano[3,2-g]chromen-6-one
SMILES (Canonical) CC(=CCC1=C2C(=CC3=C1OCC(C3=O)(C4=C(C=C(C=C4)O)O)O)C=CC(O2)(C)C)C
SMILES (Isomeric) CC(=CCC1=C2C(=CC3=C1OC[C@](C3=O)(C4=C(C=C(C=C4)O)O)O)C=CC(O2)(C)C)C
InChI InChI=1S/C25H26O6/c1-14(2)5-7-17-21-15(9-10-24(3,4)31-21)11-18-22(17)30-13-25(29,23(18)28)19-8-6-16(26)12-20(19)27/h5-6,8-12,26-27,29H,7,13H2,1-4H3/t25-/m1/s1
InChI Key UQZTYWFYJFFKMY-RUZDIDTESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H26O6
Molecular Weight 422.50 g/mol
Exact Mass 422.17293854 g/mol
Topological Polar Surface Area (TPSA) 96.20 Ų
XlogP 4.40
Atomic LogP (AlogP) 4.25
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (7S)-7-(2,4-dihydroxyphenyl)-7-hydroxy-2,2-dimethyl-10-(3-methylbut-2-enyl)-8H-pyrano[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 + 0.9761 97.61%
Caco-2 - 0.5248 52.48%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7331 73.31%
OATP2B1 inhibitior - 0.5728 57.28%
OATP1B1 inhibitior + 0.8150 81.50%
OATP1B3 inhibitior + 0.9565 95.65%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.8561 85.61%
P-glycoprotein inhibitior + 0.6322 63.22%
P-glycoprotein substrate + 0.6437 64.37%
CYP3A4 substrate + 0.6508 65.08%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7460 74.60%
CYP3A4 inhibition - 0.8460 84.60%
CYP2C9 inhibition - 0.5399 53.99%
CYP2C19 inhibition + 0.5954 59.54%
CYP2D6 inhibition - 0.7906 79.06%
CYP1A2 inhibition - 0.5640 56.40%
CYP2C8 inhibition + 0.6173 61.73%
CYP inhibitory promiscuity + 0.5357 53.57%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6990 69.90%
Eye corrosion - 0.9915 99.15%
Eye irritation + 0.6047 60.47%
Skin irritation - 0.7578 75.78%
Skin corrosion - 0.9391 93.91%
Ames mutagenesis + 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6104 61.04%
Micronuclear - 0.5500 55.00%
Hepatotoxicity - 0.5074 50.74%
skin sensitisation - 0.7836 78.36%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity + 0.4899 48.99%
Acute Oral Toxicity (c) III 0.4549 45.49%
Estrogen receptor binding + 0.9370 93.70%
Androgen receptor binding + 0.8033 80.33%
Thyroid receptor binding + 0.6896 68.96%
Glucocorticoid receptor binding + 0.8023 80.23%
Aromatase binding + 0.7428 74.28%
PPAR gamma + 0.8252 82.52%
Honey bee toxicity - 0.7791 77.91%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9798 97.98%

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 99.39% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.30% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 95.52% 91.49%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.13% 94.45%
CHEMBL4208 P20618 Proteasome component C5 93.29% 90.00%
CHEMBL1937 Q92769 Histone deacetylase 2 92.23% 94.75%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.78% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.66% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.18% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.26% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.23% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.77% 95.56%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 86.09% 93.40%
CHEMBL3922 P50579 Methionine aminopeptidase 2 85.12% 97.28%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.04% 91.07%
CHEMBL3401 O75469 Pregnane X receptor 83.05% 94.73%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.72% 95.89%
CHEMBL1929 P47989 Xanthine dehydrogenase 81.49% 96.12%
CHEMBL4040 P28482 MAP kinase ERK2 80.53% 83.82%

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.
Erythrina variegata

Cross-Links

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PubChem 162868522
LOTUS LTS0136120
wikiData Q105277576