PlantaeDB Logo
Login Sign-up

(2S)-5,7-dihydroxy-2-(4-hydroxy-2-methoxyphenyl)-8-[(2R)-2-[(2R)-1-hydroxypropan-2-yl]-5-methylhex-4-enyl]-2,3-dihydrochromen-4-one

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

Top
Internal ID f06d504b-38c2-46ad-ab96-89e167f325cd
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavans > 8-prenylated flavans > 8-prenylated flavanones
IUPAC Name (2S)-5,7-dihydroxy-2-(4-hydroxy-2-methoxyphenyl)-8-[(2R)-2-[(2R)-1-hydroxypropan-2-yl]-5-methylhex-4-enyl]-2,3-dihydrochromen-4-one
SMILES (Canonical) CC(CO)C(CC=C(C)C)CC1=C2C(=C(C=C1O)O)C(=O)CC(O2)C3=C(C=C(C=C3)O)OC
SMILES (Isomeric) C[C@@H](CO)[C@H](CC=C(C)C)CC1=C2C(=C(C=C1O)O)C(=O)C[C@H](O2)C3=C(C=C(C=C3)O)OC
InChI InChI=1S/C26H32O7/c1-14(2)5-6-16(15(3)13-27)9-19-20(29)11-21(30)25-22(31)12-24(33-26(19)25)18-8-7-17(28)10-23(18)32-4/h5,7-8,10-11,15-16,24,27-30H,6,9,12-13H2,1-4H3/t15-,16+,24-/m0/s1
InChI Key YWIUATOYHNLUNP-DXMSMQRWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C26H32O7
Molecular Weight 456.50 g/mol
Exact Mass 456.21480336 g/mol
Topological Polar Surface Area (TPSA) 116.00 Ų
XlogP 5.00
Atomic LogP (AlogP) 4.66
H-Bond Acceptor 7
H-Bond Donor 4
Rotatable Bonds 8

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2S)-5,7-dihydroxy-2-(4-hydroxy-2-methoxyphenyl)-8-[(2R)-2-[(2R)-1-hydroxypropan-2-yl]-5-methylhex-4-enyl]-2,3-dihydrochromen-4-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9770 97.70%
Caco-2 - 0.5454 54.54%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.7723 77.23%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8608 86.08%
OATP1B3 inhibitior + 0.9289 92.89%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9278 92.78%
P-glycoprotein inhibitior + 0.7739 77.39%
P-glycoprotein substrate + 0.5841 58.41%
CYP3A4 substrate + 0.6354 63.54%
CYP2C9 substrate - 0.7958 79.58%
CYP2D6 substrate - 0.8134 81.34%
CYP3A4 inhibition - 0.5429 54.29%
CYP2C9 inhibition - 0.5273 52.73%
CYP2C19 inhibition + 0.7239 72.39%
CYP2D6 inhibition - 0.7098 70.98%
CYP1A2 inhibition + 0.8122 81.22%
CYP2C8 inhibition + 0.5384 53.84%
CYP inhibitory promiscuity + 0.7942 79.42%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.7536 75.36%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.9284 92.84%
Skin irritation - 0.8196 81.96%
Skin corrosion - 0.9511 95.11%
Ames mutagenesis - 0.5037 50.37%
Human Ether-a-go-go-Related Gene inhibition - 0.3820 38.20%
Micronuclear - 0.6300 63.00%
Hepatotoxicity + 0.5075 50.75%
skin sensitisation - 0.8537 85.37%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.6308 63.08%
Acute Oral Toxicity (c) III 0.5629 56.29%
Estrogen receptor binding + 0.8290 82.90%
Androgen receptor binding + 0.7061 70.61%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.8001 80.01%
Aromatase binding + 0.5234 52.34%
PPAR gamma + 0.5247 52.47%
Honey bee toxicity - 0.7341 73.41%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.9911 99.11%

Targets

Top

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.98% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.60% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.77% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.11% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.39% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.84% 85.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.25% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.68% 99.17%
CHEMBL2535 P11166 Glucose transporter 90.58% 98.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.68% 97.09%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 89.47% 99.15%
CHEMBL3401 O75469 Pregnane X receptor 89.36% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.11% 86.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.83% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.21% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.22% 99.23%
CHEMBL1937 Q92769 Histone deacetylase 2 86.01% 94.75%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 84.68% 83.10%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 84.05% 91.71%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.90% 94.00%
CHEMBL340 P08684 Cytochrome P450 3A4 83.44% 91.19%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.97% 90.71%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.64% 97.14%
CHEMBL2413 P32246 C-C chemokine receptor type 1 82.45% 89.50%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 82.10% 89.62%

Plants that contains it

Top
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 flavescens

Cross-Links

Top
PubChem 154496855
LOTUS LTS0061801
wikiData Q105366684